sailing tours bar harbor maine

Now booking for 2024! Book today!

Downeast Windjammer Cruise Lines

Sailing, sightseeing, ferry & fishing in bar harbor, maine, windjammer cruises.

View All »

Specialty Trips and Experiences

Passenger ferries, private charters, experience beautiful frenchman bay, schooner sunset sail – margaret todd.

Our Sunset Sail is our most popular cruise – both romantic & fun! We often have live folk music: guitar, fiddle or banjo!

Bar Harbor to Winter Harbor Ferry & Winter Harbor to Bar Harbor Ferry

Departing from Bar Harbor; enjoy a boat ride over to the Winter Harbor/ Schoodic Peninsula (The quieter side of Acadia National Park).

Cranberry Cove Ferry

Enjoy panoramic views of Acadia National Park while aboard our ferry. Daily passenger ferry service between Southwest Harbor/Manset and Cranberry Isles.

Schooner Afternoon Sail

Join us for a usually livelier, more exhilarating sail of Frenchman Bay, with stronger afternoon breezes.

Over 1000 Five-Star Reviews on Tripadvisor!

Sunset Sail

"Loved going on the sunset sail. It was interesting watching the crew (and some passengers) raise the sails. Fun evening out."

Great way to spend a sunny afternoon

"One of the highlights of our visit. The weather was perfect. We saw porpoises and seals while out and the captain gave information on nearby islands and over lobster fishing."

Beautiful cruise of the bay

"Crew was very professional and we left on time. Views were stunning and ship was wonderful & comfortable. We had great weather and no seasickness!"

Fun and beautiful trip!

"We loved our morning tour on the windjammer. We enjoyed being able to help bring the sails up and then enjoy the beautiful scenery. It was a highlight of our vacation!"

THE 10 BEST Bar Harbor Boat Rides & Cruises

Boat rides & cruises in bar harbor.

• Kayaking & Canoeing
• Dolphin & Whale Watching
• Fishing Charters & Tours
• Stand-Up Paddleboarding
• 5.0 of 5 bubbles
• 4.0 of 5 bubbles & up
• 3.0 of 5 bubbles & up
• Good for Couples
• Good for Kids
• Good for Big Groups
• Budget-friendly
• Honeymoon spot
• Good for Adrenaline Seekers
• Hidden Gems
• Adventurous
• Good for a Rainy Day
• Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.

1. Lulu Lobster Boat

2. Maine State: Sea Kayak & E-bike

3. Acadian Boat Tours

4. Coastal Kayaking Tours

5. Bar Harbor Whale Watch Co.

6. Diver Ed's Dive-In Theater

7. Downeast Windjammer Cruises Lines

8. Acadia Photo Safari

9. Acadia Stand Up Paddle Boarding

10. National Park Sea Kayak Tours

11. The Natural History Center

12. Down East Birdwatching and Nature Tours

13. Sea Venture Boat Tours

14. Bar Harbor Whale Watch Company - Lobster Fishing and Seal Watching

15. Islander Half-Day Fishing Trips

16. Bar Harbor Boat Tours

17. Acadia Park Kayak Tours

18. Acadia Guide Service

19. Friendship Sloop Chrissy

20. Acadia Sailing Company LLC

21. Downeast Sailing Adventures

22. Capt. Paul

23. Paddling Beaches

24. Downeast Windjammer Cruises

What travelers are saying

• Maine State Sea Kayak
• Lulu Lobster Boat
• Acadia Photo Safari
• Diver Ed's Dive-In Theater
• Acadian Boat Tours
• Bar Harbor Whale Watch Co.
• Downeast Windjammer Cruises Lines
• Sea Venture Boat Tours
• The Natural History Center
• National Park Sea Kayak Tours
• Acadia Stand Up Paddle Boarding
• Coastal Kayaking Tours

Ambergris Voyages

Acadia national park boat tours in maine, our acadia national park boat tours.

• most popular!

Sunset Sail

End your day on a high note by watching the sunset over Mount Desert Island from the sea. As the day winds down, the sea breeze typically subsides, creating a peaceful sailing experience with stunning views of Acadia National Park. Book your sail online!

• Hour Glass 3 hours
• User All ages

Afternoon Sail

The afternoon is usually the windiest, providing a brisk sail to take us further afield. Depending on the wind direction, we may head to the Cranberry Islands, out the Western Way, or up Somes Sound. Book online today!

Morning Sail

This summer, we’ll be sailing from our home port of Southwest Harbor, Maine. Let us show you why we love this place so much! There is no set route, we sail according to the wind and your interests.

Our Sailing Charters

Welcome aboard the ambergris.

We invite you to embark on an unforgettable sailing charter aboard a traditional schooner in the stunning Acadia National Park. Departing from Southwest Harbor, Maine, our sailing tour offers a unique opportunity to explore the pristine waters and breathtaking landscapes of this renowned national park and the Bar Harbor region. Our majestic boat rides in Maine are waiting for you to complete your historic New England experience! Book your Acadia boat tours with us online today.

The Ambergris

The Ambergris’ design is based on a Pinky Schooner, a New England boat that was used in the 1800s for fishing and hauling cargo. She’s 60 feet on deck and 80 feet overall. We only take six passengers, so there’s plenty of room on her wide decks to enjoy the sail. Join us for a lovely Maine sailing trip today!

Ambergris’ Story

Captain Patrick Reilly was a sailor in search of a ship.

He had grown up sailing in Maine and started working boats as a teenager. By the time he was 18, he had earned his USCG captain’s license and started working as a yacht captain, sailing all over the world. He also had several boats of his own, the latest of which he had recently sold in Central America.

He found the Ambergris in Florida where she had been lying for the past 10 years. She was a bare hull with a half-rotten foremast, but her steel construction was sound and with a lot of work Patrick saw that she would be a fine sea boat.

Patrick, his partner Erin and their friends motored the Ambergris over to the Bahamas for the rest of the winter where they scraped off the barnacles from her bottom, reinforced the rotten mast and built a jury rig to sail her back to Maine.

That summer they worked on new masts and rigging for the Ambergris, making her seaworthy before sailing back to the Caribbean. Since then they have sailed thousands of more miles aboard the Ambergris between the Caribbean and her summer home in Maine.

How We Board the Ambergris for the Acadia Boat Tour

The Ambergris will be waiting for us on her mooring out in the harbor. To get out to her, we’ll take our ship’s boat, which was originally a lifeboat for a fishing boat from Newfoundland. To get aboard the Ambergris, we’ll climb a short ladder up the ship’s side.

Please let us know if you have mobility issues and we’ll do our best to accommodate.

We’ll meet here. Our office at 172 Clark Point Road

Sail into the Sunset on our Acadia Boat Tours! ★★★★★

Beautiful and relaxing. We went in the fall so the weather was perfect. I also loved the history behind the boat. Highly recommend!

Lovely sail with a lovely captain!

The four of us had the boat to ourselves with Patrick, our captain. One of us was an experienced sailor and enjoyed talking "shop" with Patrick. The boat is very stable and no chance of getting seasick. Lots of space to walk around the deck. Great way to spend the afternoon. Thank you Patrick!

Great trip!

Friendly captain. Good boat. All around fun ride. The weather was beautiful. The views were impressive. Good speed.

Excellent sail on a large craft!

We had an excellent sail though Somes Sound! Captain Patrick was a joy to chat with when the wind was light and the most adept sailing captain when the wind picked up! Highly recommend!

Scenic Nature Cruises in Northeast Harbor, Maine

• Visit an Island Fishing Community!

Acadia National Park MORNING Cruise

See the Great Harbor of Mount Desert, visit a fishing community on Islesford, and visit the cliffs of Valley Cove in Somes Sound Fjord. The morning trip is typically narrated by a Park Ranger or one of our professional staff!

• Hour Glass 2 hours 45 min
• Calendar May 18 - October 17, 2024
• Clock 9:30 AM
• Visit an island fishing community!

Acadia National Park AFTERNOON Cruise

See the Great Harbor of Mount Desert, visit a fishing community on Islesford, and visit the cliffs of Valley Cove in Somes Sound Fjord. The afternoon trip is narrated by our professional narrators.

• Clock 12:45 PM

Seals & Fjord Cruise

Join us for a late afternoon cruise to visit some of our most popular attractions! See the seals playing in the water and cruise into the breathtaking Somes Sound fjord where majestic mountains with vertical cliffs rise directly out of the sea!

• Hour Glass 2 hours
• Calendar June 15 - September 1, 2024
• Clock 4:00 PM

Sunset Cruise

Enjoy a stunning sunset over Somes Sound. The mountains of Acadia and the breathtaking Cranberry Isles provide the perfect backdrop for dramatic sunsets mirrored across the sea.

• Hour Glass 1 hour 30 min
• Calendar July and August (Sun, Tues, Wed, Thurs)
• Clock 6:30 PM (July) | 6:15 PM (Aug.)

Welcome to Sea Princess Cruises

Discover the treasure of Mount Desert Island’s southern shore on the Sea Princess’s unforgettable scenic nature cruises. Watch seals basking on East Bunker Ledge, see a bald eagle soar overhead, view historic homes, visit the quaint fishing village of Islesford on Little Cranberry Island, and take in the majestic splendor of Somes Sound Fjord’s mountain peaks and rugged shores. Each trip is a unique nature experience. Book in advance; tours often sell out!

Private Charters

Sea Princess is available for your special function. Whether it is transportation to the Cranberry Islands, the Islesford Dock Restaurant, a private narrated scenic cruise, or a catered party up Somes Sound Fjord, Sea Princess can make your event memorable. Contact us for details or to arrange a charter.

People Give Our Northeast Harbor Boat Tours 5 Stars!

Our tour guide, Mike, was knowledgeable and really interesting. He showed us eagles, seals, and other creatures. A very reasonably priced and wonderful afternoon.

We lucked out with perfect weather and totally enjoyed this cruise. Everything went smoothly and professionally. I definitely recommend Sea Princess cruises.

This cruise was very enjoyable and accompanied by a knowledgeable and interesting ranger. Saw white tailed eagle, seals and harbor porpoises on our trip.

The host was informative, had a nice sense of humor, and was always willing to answer questions. We enjoyed touring the Cranberry Islands. We highly recommend this tour.

This was an amazing trip. The crew was informative, and we got a forty minute break on Cranberry Island. We saw seals and lots of birds. It was great.

This local cruise was suggested to us by a random tourist who raved about it. We immediately made a reservation for the three couples. The guide was excellent.

• Most Popular Tour

Mount Desert Island Sailing Tour

Morning, Afternoon and Sunset Sail

Quick Details

• Hour Glass Duration: 2 - 3 Hours
• User Ages: All Ages
• Info Group size: Up to 6 passengers
• Clock Schedule: 10 a.m., 1:30 p.m., 5 p.m.

Discover Mount Desert Island

Welcome aboard a classic Friendship Sloop and sail the smooth waters of Mount Desert Island and Acadia National Park. The Friendship Sloop is a traditional Maine sailboat, built for fishermen in the town of Friendship around the late 1800s. These sail-powered workboats are spacious, very maneuverable, and stable, making them the preferred boat to haul lobster traps under sail. Our sailing excursions depart from Southwest Harbor and Northeast Harbor and explore the protected waters inside the Cranberry Islands. Sailing here is incredible with a reliable breeze, flat water, and beautiful views of the mountains of Acadia and Mount Desert Island. Enjoy great wildlife viewing, including seals, osprey, porpoise, and bald eagles. Take a photo as we sail past the Bear Island Lighthouse. If the wind is fair, you could make your way up into Somes Sound, a rare glacially carved fjard with towering granite cliffs. Or sail by a large osprey nest on your way to East Bunker Ledge where seals sun themselves on the rocks. Escape the crowds and relax aboard a classic Maine sailboat with stunning scenery of Acadia.

Sailing excursions are booked as Shared or Private Charters.

Shared trips are enjoyed between two or more different parties and priced per person. Private charters are excursions exclusively for your party and are priced at a single rate for the whole boat. A private charter allows us to cater the cruise more to your wishes, such as sailing instruction, island picnics and a dinner cruise. For more information about private charter options please call us.

All trips have a six-passenger maximum. You are welcome to bring along your own favorite beverages or food. We have an electric cooler, wine openers and cups.

Our sailing route depends on wind and tide at the discretion of the captain. The following trip descriptions are based on a typical summer day in Maine but our weather varies greatly especially in early or late season. While our summer weather is generally beautiful, please keep in mind that fog, rain and thunderstorms are all part of the Maine experience. For up to date weather information and trip expectations please call the office and review our cancellation policy.

Morning Sail

Morning in Maine is generally calm and peaceful until the sea breeze begins to fill in. The morning sail begins at 10 am, usually with smooth water and light wind which allows for excellent wildlife sightings like porpoise, seals, and sea birds as we gently glide through the water. We’ll work our way out of the harbor and look for wind in the Western Way, or sail to Somes Sound Fjard, Bear Island Lighthouse, and the Cranberry Islands. By the end of the sail, we’ll return to the harbor with a steady afternoon breeze filling the sails and heeling the boat. The morning sail is a great choice for first time sailors, young children, or wildlife enthusiasts.

Afternoon Sail

The sea breeze is at its strongest between 1:30 pm and 4:30 pm, which makes the afternoon trip our most lively sailing experience. After motoring out of the harbor and setting sails we’ll pick a route that includes as much of the highlights as possible. We often sail to the Cranberry Islands, Bear Island Lighthouse, and Somes Sound Fjard. With a fair wind, we may also go to East Bunker Ledge where a colony of seals are sunbathing, swimming, and feeding. Throughout the sail, your local captain will answer questions about the area’s history and wildlife and share what it’s like to live on an island in Maine.

Sunset Sail

There is nothing like a sunset as seen from the sea. Artists and photographers will tell you the light here in Maine is amazing. The afternoon breeze gradually mellows as we sail past the rock-bound coast of Bear Island and the Cranberry Islands. Enjoy a snack on board while the sun slips behind the Western Mountains of Acadia. Feel free to bring your own favorite beverages to enjoy this calmer, beautiful sailing experience. Porpoise and seals are commonly seen in the smooth water of a sunset sail.

• Chevron down Comfort and Safety
• Sailing aboard a Friendship Sloop is a safe, comfortable experience. These working vessels are designed for stability with a heavy full keel. More importantly, all our trips sail within the protected waters of the Cranberry Islands, so you can generally expect calm water. Seasickness is extremely rare. We refurbish our vessels every year, thoroughly inspecting for any necessary repair and maintenance. The large cushioned cockpits ensure plenty of room for guests. There is a small toilet on board, blankets for cool weather, and an electric cooler for food and drinks. Our captains are Coast Guard licensed and we carry all safety gear including lifejackets (adult and child), first aid kits, and fire extinguishers.
• Chevron down Cancellation Policy

You may cancel your reservation without charge up to 48 hours prior to your scheduled departure. If you cancel within the 48 hour period or fail to show up at boarding, you will be responsible for the full amount of the charter/cruise. Weather related cancellations will be determined by the Captain. If your charter/cruise is cancelled due to weather and we are unable to reschedule the trip to your satisfaction, you will not be charged.

Related Activities

• Great for Families!
• Info Shared Tours are up to 16 passengers; Private Charters are up to 21 passengers
• User All Ages
• Hour Glass 2 Hours

Lobster & Nature Tour

Enjoy a nature cruise aboard the Elizabeth T, a real Maine lobster boat! Haul lobster traps, visit Somes Sound, and see a seal colony on a perfect size boat for sightseeing, island picnics, and lobster fishing demonstrations.

• Info Up to 21 passengers
• Hour Glass 1.5 - 2 Hours

Private Boat Charter

Explore Acadia from the deck of a Maine lobster boat. Elizabeth T is perfect for island picnics, lobster fishing, family gatherings and more.

Lulu Lobster Boat

Lobster boat rides & tours in bar harbor, maine, welcome aboard the lulu.

Our wildly popular Maine boat tour is consistently one of the top-rated boat cruises in the region. We are the only lobster boat tour in Bar Harbor hosted on a traditional Downeast-style lobster boat, offering exclusive two-hour tours that are personal and unique. We sail from the heart of the Bar Harbor waterfront at the beautiful Harborside Hotel & Marina. Come experience what is sure to be a highlight of your time in Maine!

Bar Harbor Lobster Boat Ride

Take a ride aboard our traditional, Downeast-style lobster boat, Lulu! Learn all about Maine lobsters and how we catch them. Keep an eye out for seals and other wildlife while taking in all the amazing sights that Bar Harbor has to offer.

• User 6 years or older
• Hour Glass 2 hours
• Clock 9 a.m., 11:30 a.m., 2:30 p.m., or 5 p.m.
• Calendar May 8 - October 19, 2024

What We Offer

Lobster Fishing

During your cruise on Lulu, experience a sample of the life and work of the Maine lobstermen (or lobsterwomen!). Watch a demonstration of how lobster traps are hauled. We’ll describe all the parts of a lobster trap and how the lobsters (and many other sea creatures) find their way to the bait inside. Learn all about the anatomy and life cycle of the Maine lobster. For example, did you know that lobsters smell with their leg hairs?

Sightseeing

Cruising on Lulu is like making the prettiest coastal Maine postcard come to life. See different privately-owned islands up close. Observe sea birds, bald eagles, and other marine wildlife in their natural environment. View beautiful summer cottages along the shores of Mount Desert Island. When sea conditions permit, many tours cruise very close to Egg Rock Light, one of Maine’s most picturesque lighthouses.

Seal Watching

Seal watching is the best on Lulu. Unlike the larger tour boats, Lulu can slowly and quietly approach the rock ledges where the seals rest at the lower tides. They think Lulu is just another of the hundreds of lobster boats they see every day. So, they are not frightened back into the water and remain on the rocks while Lulu’s passengers delight in watching their activities.

Over 1,000 Visitors Think We're A Catch!

The driver and the guide explained about the lobstering industry and we learned many facts. We went by Egg Rock Lighthouse and saw the seals sunning themselves. They pulled up two traps and found lobsters for us to see and pass around. The time went quickly, but it was a splendid way to spend the afternoon!

Our tour guide (Galen) was awesome. He was so informative about the lobster regulations and very entertaining at the same time. He has a great sense of humor that made the tour tons of fun. Definitely recommend this tour to anyone wanting to learn about lobsters!

We had an absolutely wonderful time! We were a little concerned about how cold it might be in October, but we were so interested in what was going on that it was no bother, plus they offer us all blankets! Our tour guides were phenomenal and we learned a great deal about lobstering, but also about the area while taking in the scenery.

The trip was really well worth it! Got to see a lighthouse, male bald eagle and seals sleeping and swimming all around. Then they pull lobster traps up and the boat's guide gives you the whole history of the lobster and all the in's and out's of being a Captain of a lobster boat. Have to do this trip if you visit Bar Harbor, Maine!

You are using an outdated browser. Please upgrade your browser to improve your experience.

Schooner Sail

• Glice past Frenchman Bay's rocky shores and islands aboard a classic schooner ship
• Hoist the sails or take a turn at the wheel
• Feel Bar Harbor's Downeast character
• See the shores of Acadia National Park
• Pack a picnic, then sit back and relax

Bar Harbor, originally called Eden, has a world-renowned ambiance that blends seashore community, downeast character, rocky shores, and the famous Maine Lobster. Founded in 1796, it is the best-known town on Mount Desert Island.

Enjoy a peaceful, serene, and comfortable sail among the islands of Frenchman Bay aboard a classic schooner ship. Since the 1700s, schooners have been used for a variety of purposes because they are fast, sleek, adaptable, and considered the sturdiest ships of all time.

Frenchman Bay is named for Samuel de Champlain, the French explorer who visited the area in 1604. The bay is bounded on the east by the Schoodic Peninsula, and on the west by Mount Desert Island; parts of both are in Acadia National Park. It contains numerous islands, the largest of which is Ironbound Island. The bay extends for roughly 15 miles and spans 7 miles at its widest.

Pack a meal, bring your favorite non-alcoholic beverage, sit back and relax or, if you feel inspired, join the crew to hoist the sails or take a turn at the ship's wheel.

Please Note: Restroom facilities are available onboard for your convenience. In regards to weather, many different forecasts are monitored and will be considered when making a decision regarding cancellations. This tour is not necessarily cancelled for rain and/or fog. As the tour is designed to give guests the sailing experience in typical Maine weather.

Explore the quiet side of Acadia! Trips begin in June

ISLAND CRUISES

Book your maine adventure, bar harbor area: boat tours, sailing and fishing charters, trips depart from bass harbor, maine.

• TripAdvisor

Escape the Bar Harbor crowds! We are located in beautiful Bass Harbor, just 30 minutes from Bar Harbor surrounded by Acadia National Park. Join us for a public nature cruise or private boat charter to enjoy fishing, sailing, or sightseeing! 

CHOOSE YOUR ADVENTURE

• Info Up to 49 people
• User All ages
• Hour Glass 2 hours

Nature Cruise

On this 2 hour tour, you will learn about Maine’s fishing industry, see wildlife, haul a few lobster traps, and enjoy stunning views of Acadia National Park. We cruise past Bass Harbor Head Lighthouse and experience the outer islands of Blue Hill Bay, where you’ll see seals, nesting birds, and more. This nature cruise of Blue Hill Bay and Bass Harbor is one you won’t forget!

• Info Up to 6 people
• Hour Glass 2 - 6 hours

Private Fishing Charter

Book a private fishing charter to experience a comfortable day on the water exploring the beauty of Acadia National Park. Our local captains are avid fisherman and know all the best spots; we will create the perfect trip for you.

Private Sightseeing Charter

Our private sightseeing charter allows you to enjoy the beauty of Acadia National Park from the water! View lighthouses, Cadillac Mountain, and wildlife such as seals, eagles, porpoises, & more. Our local captains will help you customize your trip for a wonderful day on the water.  Visit an offshore island for a picnic, hike or dockside dining (4hrs min).

• June - Sept
• Hour Glass 2-4 Hours

Private Sailboat Charter

Experience one of the finest sailing destinations on planet earth aboard our beautiful 36’ sailboat charter, Motu Iti . Enjoy the fresh breeze and natural beauty sailing in Blue Hill Bay in Acadia National Park.

BAR HARBOR AND ACADIA AREA BOAT TOURS FROM SCENIC BASS HARBOR, MAINE

Island Cruises offers a leisurely, interactive introduction to the outer islands, wildlife, and history of the Bar Harbor and Acadia area. Spectacular wildlife abounds—from sunbathing seals to majestic osprey and eagles, all observable in their natural habitats. It’s no wonder that the Audubon Society, Nature Conservancy, and Maine Coast Heritage Trust have all made such strong commitments to Blue Hill Bay.

A quiet and relaxing alternative to other Bar Harbor boat tours, Island Cruises is based out of Bass Harbor. We have been family-owned and operated for 30 years. Our primary vessel, the 40-foot R.L. Gott, is a lobster-style passenger boat that carries a small and friendly crowd of no more than 49 passengers.

We’re the perfect venue to see seals, porpoises, herons, osprey, eagles, and other wildlife up close and personal, and haul a lobster trap or two—all while experiencing beautiful scenery and learning the lore of Bass Harbor and Maine’s rich fishing history from local captain Eli Strauss. Whether you enjoy wildlife or just peaceful scenery, Island Cruises has a great trip for you. Step aboard one of our boats for an experience you’ll never forget.

Custom Charters

If you want your own private boat trip you can customize a sail or power boat charter for up to 6 people.  The ultimate way to experience the Acadia coast and create a unique memory of Maine.  Join us on Fifinella our 2320 Parker or Monterey our 2520 Parker, for fishing trips, wildlife, lighthouse trips, or an excursion to an island to enjoy trails few get to see.  Take a sail on Motu Iti and enjoy the fresh ocean breezes and natural beauty of the Maine coast.

BASS HARBOR: THE "QUIET SIDE" OF MOUNT DESERT ISLAND

Escape the crowds of Bar Harbor, Ocean Drive and Cadillac and head to the “quiet side” of Mount Desert Island for a boat tour or charter with Island Cruises.

On your way to us from Bar Harbor, drive through historic Somesville and see original white clapboard houses, church, library, museum and mill pond spilling into the harbor. Take in the scenic Echo lake, formed by glaciers and bordered by Acadia National Park’s Beech and Acadia Mountains. Next, make some time for Southwest Harbor, a small village with great restaurants and shops and a long tradition of boat building; the original home of Hinckley, Morris Yachts, and master wooden boat builder Ralph Stanley. You can also visit the Wendell Gilley Museum to see his famous bird carvings and decoys.

When you join us for a tour or charter, prepare to get the best up close views of Bass Harbor Head Lighthouse, seals, eagles, lobster and other Maine wildlife, and real insight into what is so special about the coast of Maine. You won’t regret making your way to Bass Harbor, the classic Maine fishing village we are so fortunate to call home.

CHECK OUT OUR TRIPADVISOR REVIEWS ★★★★★

Amazing!! Informative on historical, biological, cultural and economical level! Our guide Eli and his wife Robin were wonderful. Eli had so many interesting facts and stories to share and he was well spoken and extremely interesting. Despite the cold temps we all enjoyed it very much. Even without seeing bald eagles, harbor seals, gray seals, porpoises, lobsters and other birds it would have been a great tour.

We took the Afternoon Nature Cruise on the RL Gott. We saw eagles, seals and even saw a dolphin. The captain was extremely knowledgeable about the islands and their history, and it fascinating to see and learn about them, the salmon hatchery, and lobster fishing. It was also really cool to see him pull in a lobster trap and learn about the lobsters and crabs inside. I would highly recommend this affordable 2 hour cruise!!

The two hour afternoon nature cruise was very enjoyable. Capt. Eli is very knowledgeable about the history of the islands in the Gulf of Maine, and provided details of the people and marine life that live(d) on or around the islands. We saw seals, eagles, porpoises, a salmon farm and a cormorant rookery. Capt. Eli also retrieved a lobster trap to explain how lobsters are caught and measured. A worthwhile experience!

Capt. Eli and first mate Jill were great hosts for our trip. Eli is very knowledgable about the islands and gets the boat real close to the rocks so you can see a light house plus various wild life like seals, porpoises, and on our trip we even saw a bald eagle. The trip included a stop for lunch at the town of Frenchboro on the Island of Long Island. Its a great little fishing village. On the way back Eli hawls up a lobster trap and talks about the lobstering industry in Maine. The entire trip is awesome and well worth it!

Book Your Boat Cruise Adventure Today! Whales, Puffins, Lighthouses, Acadia, Lobster Fishing & More!

Bar Harbor Lighthouse Boat Cruises

Enjoy picturesque views of historical lighthouses while cruising from Bar Harbor along the scenic coast of Mount Desert Island and Acadia National Park! Take in the scenery, learn the history of the lighthouses, and be on the lookout for wildlife such as puffins, seals, eagles, and porpoise! Book a Maine lighthouse tour online below ↓

• Clock 2.5 - 3 hours
• Users All Ages

Puffin & Lighthouse Cruise

Ride aboard state-of-the art catamarans with professional and knowledgeable naturalists and crew to see 3 island lighthouses! Spot puffins, razorbills, guillemonts, and common and Arctic terns!

Lighthouse, Wildlife & Acadia National Park Cruise

Coming to Bar Harbor in late summer and fall? If yes, this is a boat cruise not to be missed! Join us as we explore the waters of Mount Desert Island and beyond to enjoy spectacular views of historic lighthouse, coastal islands, and Acadia National Park. This cruise can feature a variety of wildlife including harbor and grey seals, bald eagles, and seabirds.

Downeast Sailing Adventures in Acadia National Park

Sail southwest harbor, maine.

Reserve your spot today!

[email protected]

207-288-2216

Your Adventure Begins Here

Sailing acadia national park.

Experience the Real Maine on Acadia’s Quiet Side as we sail among the Cranberry Islands and Somes Sound. Enjoy the breath taking vistas of Acadia National Park.  Sit back and relax as we sail past the lighthouses, lobstermen, and magnificent summer “cottages” that make this world-class cruising area unique. 

Friendship Sloop SURPRISE

The Friendship Sloop Surprise is now available for Day Sailing and Private Charter for up to 6 passengers. She is 33' on deck making her one of the largest of the friendship sloops. 

The Friendship Sloop Surprise now sails daily from the Cranberry Island Dock on Shore Road in Southwest Harbor, Maine and continues to delight scores of Downeast Rusticators.

Departure times vary throughout the season. Call for more information.

38' Catalina ~ SWAN

Our  Catalina sailboat is an excellent example of a modern sloop. She sails faster than the SURPRISE and has a finished cabin below decks with all the comforts of home.

The SWAN is available for 1/2 day and full day charters.

Call for more information. 

Explore the Islands of Acadia

Want to walk along an almost deserted beach....Explore a Lighthouse commissioned by John Quincy Adams... or just enjoy lunch at one of our quaint island fishing villages? Take our custom boat tour aboard our Water Taxi   to one of our nearby islands.

Photo Gallery

Questions bookings.

Sign up for our email list for updates, promotions, and more.

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Special Requests Available

For small group tours, we can customize an itinerary to emphasize your interests. If you have a special request, send us a message, and we will be sure to get back to you soon.

Downeast Sailing Adventures

Cranberry Isles Ferry Dock,103 Shore Rd, Southwest Harbor, Maine

207-288-2216 [email protected]

Join Our Mailing List

Be the first to hear about upcoming tours, special events, and deals.

Copyright © 2024 Downeast Sailing Adventures - All Rights Reserved.

Powered by GoDaddy Website Builder

• Upper Town Dock

Dump out your bucket list.

This is the adventure you’ve been looking for..

Windjamming is, quite literally, like nothing else on Earth. By turns exhilarating, relaxing, surprising, and nurturing, it’s like no other vacation you’ve ever experienced.

Wake up to the quiet solitude of Maine’s coast, find renewal in the wind and sun, and surprise yourself as you help steer the ship. Aboard our vessels, with itineraries tossed to the wind, our guests find both a spark of adventure and time to reflect.

Is there a sailor in your soul?

Welcome to the Maine Windjammer Association – the largest fleet of traditional tall ships in the Americas. Our iconic windjammers offer multi-day, all-inclusive, sailing adventure cruises in one of the most acclaimed cruising grounds in the world.

When you sail aboard a Maine Windjammer Association vessel, you can be sure that your hosts hold themselves to the highest standards of safety and quality. As your captain and guide they will treat you to honest, heartfelt Maine hospitality and personalized attention.  Explore our fleet and offerings to find your perfect cruise.

The Windjamming Experience

Simply put, windjamming is about reconnecting with our essential enjoyment of life. It’s about gorgeous scenery, human connection, soul-nourishing meals, and taking time for both adventure and reflection. Our playground is the sparkling sea and the spruce-clad granite islands that rise from it.

Whether you join us for a three-night cruise or a week, we promise you a total escape from the ordinary. Be prepared to get closer than you ever have before to breathtaking wildlife like eagles, seals and porpoises, to visit some of North America’s most spectacular coastal scenery, charming villages and unspoiled islands, and to savor the freshest, fire-cooked Downeast fare. With only 16-31 guests on our ships, you’ll experience the kind of honest, heartfelt hospitality that keeps our guests coming back year after year.

Welcome to the only place in the world where schooners play in abundance. Where steady breezes, glittering bays, and literally thousands of islands make Penobscot Bay one of the most revered cruising grounds on earth.

On our small ship cruises, we have complete liberty to explore secret anchorages, remote fishing villages, and charming gallery towns. Schooners have been an intrinsic part of the Maine Coast for centuries, and there is something very special about rounding the point and arriving at anchorage under sail. Come touch this culturally distinct, pristine and physically breathtaking part of America.

Explore by Schedule

Use our cruise finder below to explore sailing options that fit your schedule. If your dates are flexible, or you just want to learn more, visit our fleet page and each vessel’s website. Reservations can be made directly with the Windjammer of your choice. Have fun exploring! Whichever vessel you choose, you are sure to have the sailing adventure of a lifetime.

Find My Trip

Days with no agenda, going where the wind blows, and experiencing the rugged beauty of the Maine coastline is truly a magical and memorable experience. It is the rare experience that covers it all... thrill, adventure, relaxation, camaraderie, good food, and pristine natural beauty. This is it!

Stay in the Know

With our monthly newsletter, you’ll receive tips and hints from folks who have sailed as well as information about the best dining and attractions the area has to offer, special packages, windjammer history, events, and more!

You can request a mailed or digital packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.

You are using an outdated browser. Please upgrade your browser to improve your experience. We recommend Google Chrome.

• 7 Delightful Towns to Visit in Maine

Maine is a northeastern state in the US known for its numerous delights and splendors worth exploring. From the small town of Castine with its Maine Maritime Academy to Ogunquit with its Ogunquit Museum of American Art, the small communities throughout the state are full of natural and historical landmarks that may appeal to almost any traveler. For any tourist seeking a fun-filled itinerary in New England , these delightful towns in the Pine Tree State of Maine are worth the visit!

Castine is a pretty waterfront town with 1,300 residents that is full of historical finds and maritime delights. The Maine Maritime Academy is a nationally famous academic stop with college-level training for mariners, engineers , scientists , and others of similar backgrounds. At Wilson Museum, one can expect gracious tours of 1920s geology and Neanderthal stone architecture that have been around for 460 million years! Castine Historical Society is just up the alley for any traveler wanting to enjoy even more local history, with special archives and artifacts from the past to satisfy history buffs.

Nature and outdoor enthusiasts may prefer Dyce Head Lighthouse, a famed 18th-century lit structure with a scenic view of the Penobscot River . Rene Henderson Natural Area has quiet and solitary 100-acre preserves designed to keep travelers at ease while exploring lush forestry and various wetlands full of wildlife. Literature lovers will find comfort at Compass Rose Books, a plaza bookstore with the coziest coffee rooms and the most community charm around town! For anyone seeking further community embrace, the Trinitarian Congregational Parish of Castine always has room to welcome newcomers.

A peaceful town of 1,000 inhabitants located on Deer Isle's southern point, Stonington is a truly delightful destination for travelers. The 98-acre Crockett Cove Woods of Deer Isle is a natural splendor for anyone seeking relaxing strolls and friendly hikers while moving through foggy forests full of red spruces. At Settlement Quarry Preserve, wind around a historical glacial trail that also leads to open water scenery full of lobster boats!

Art lovers may enjoy The Art of Evelyn Kok, an underrated gallery space where a friendly owner makes tourists feel right at home around vibrant watercolor paintings and collections. The Opera House Arts is a glorified locale for entertainment and theater fans who love experiencing fascinating 20th-century performances and local town culture. Marlinespike Chandlery offers unique cultural antiques and nautical rope trinkets that are well-known throughout town. As for hungry stomachs, the Fin and Fern serves refreshing cocktails and satisfying seafood pasta cuisines for anyone feeling coastal dining thrills!

Kennebunkport

A small coastal town with 3,600 residents, Kennebunkport is a splendid destination. The Seashore Trolley Museum, the world's first and largest known electric railway landmark, has an abundance of trolley cars and buses to appeal to just about anyone who loves mass transit history! For a mixture of natural scenery and religious architecture, one can visit St. Ann's by-the-Sea Episcopal Church, an oceanview stop for tourists wanting to explore stunning 1970s worship sites and chapel community charm.

Alisson's Restaurant is a great locale for the finest New England -style seafood cuisine, alongside being a historic 1970s family diner that has some of the most welcoming and delightful locals! Lobster fans may even take a detour to Nunan's Lobster Hut, where heartwarming food vendors love to chat up guests and serve the best lobster dishes around. Some tourists may find that Dock Square is a calming waterfront bridge area with the coolest photography spots and chocolate shops to satisfy casual shoppers.

Bar Harbor is a small town on Mount Desert Island with 5,000 locals who adore nature and history. Acadia National Park is a worthy spot to tour around with its awe-inspiring birding routes and sandbars, along with Shore Path scenery and oceanic viewpoints. Thunder Hole is another landmark to consider for rocky scenery and eastern shoreline views of the town; it even has awesome wave rushes and roaring waters at sudden moments!

Local history at La Rochelle Mansion and History Museum is ideal for anyone who wants to take in delightful 1900s seaside mansion architecture, beautiful flower gardens, and tribal gifts that are all reminiscent of the Gilded Age. Museum lovers can also pay a visit to the Abbe Museum for cultural Wabanaki heritage and Native American archaeological finds in the town. At Little Village Gifts, tourists can find humorous hospitality and amazing homemade gifts like jam and custom t-shirts! For downtown entertainment, the 1932 Criterion Theatre is home to extraordinary talents and orchestral live shows that are quite memorable.

Boothbay Harbor

Another harbor town, Boothbay Harbor is often recognized for its village scenery and sailing routes. Cabbage Island is a must-see for nature admiration and fun boat rides that provide an incredible view of the ocean! Boat tourists may also want to check out Burnt Island Lighthouse, where historic lighthouse sights and private island picnics come to life. Damariscove Island is appealing with its pleasant early settlement history and unspoiled tours of rustic trails used in the older days.

Ed Brown's Wharfside Gallery is a noteworthy locale with watercolored artistry and fascinating exhibits to appeal to downtown tourists and fishers from all wakes of life. Maine State Aquarium offers both commercial and natural enjoyment for families and couples with its marine wildlife exposure and "touch tanks" to get up close with some sea creatures as well! For an unusual yet delightful shopping experience, one can visit Mung Bean for hand-carved Christmas figurines and earrings that are worth the return trip.

A historic small town of 9,000 inhabitants, Ellsworth has many delightful points of interest for travelers. The Telephone Museum is an underappreciated landmark with lots of cool telephone memorabilia and technology for kids and adults of all ages! The Black House Museum at Woodlawn contains 180 acres of downtown estate architecture and public tours to showcase croquet and open fields once used by past generations of landowners.

More delights can be expected at Finn's Irish Pub, a famous 1930s dining car that doubles as a historic Irish restaurant in town with both casual and fancy menu options! The Big Chicken Barn is a surprisingly historical stop with its nostalgic vintage furniture and bygone collectibles. One can find more nostalgia over at D'Amanda's, a bowling alley housing some of the oldest machines for bowlers. Rooster Brother is a cooking store with all types of kitchen supplies and silverware to appeal to downtown shoppers who want to combine Victorian -era shopping with coffee-tasting.

A southern coastal town with around 1,000 locals, Ogunquit is perfect for those who crave natural landmarks and seaside charm. Ogunquit Beach is a key stopping point with its wonderful hot sands and stunning seaside cliffs with shopping resorts nearby! Marginal Way is another outdoor option for travelers who want 1.5 miles of paved walking trails while enjoying tranquility and sunset photography. Tourists who like bridges may easily notice Perkins Cove Draw Bridge, a simple but memorable drawbridge where cozy parking stops and open caves are easy motivators to stick around.

At Ogunquit Museum of American Art, panoramic coastal collections of fine art and iconic animal structures are just some of the best things to discover while exploring this landmark. The Ogunquit Heritage Museum is another historical landmark with 18th-century rustic heritage owing to the Native Americans, as well as walking tours of a winding park that includes lovely wooded architecture and cultural fishing history. At The Greenery Cafe, homemade pastries and vibrant patio seating are enough delights to keep everyone happy in town!

These towns in Maine are all delightful and magnificent in their ways, making for a worthwhile trip. For any traveler needing a new itinerary in the northeast built around fun locales and interesting landmarks to check out, there is no shortage of things to see and do. The "Pine Tree State" is anyone's best option for maritime enjoyment and an abundance of natural thrills or historical finds along the coastline !

More in Places

7 Cutest Small Towns In Oklahoma To Visit In 2024

8 Most Inviting Towns in Missouri

Arizona's Best Small Towns for a Weekend Escape

8 of the Most Hospitable Small Towns in Florida's Emerald Coast

7 Coolest Towns In New Mexico For A Summer Vacation In 2024

11 Adorable Small Towns In the Poconos

6 Delightful Towns to Visit in Illinois

7 Breathtaking Towns to Visit in the Great Lakes

Unforgettable Boston To Bar Harbor, Maine Road Trip Itinerary

I f you’re here, that means you’re probably planning an epic New England road trip along the coast, and man, I’m SO excited for you! Hi, my name is Sam, and I’ve been exploring this corner of the world for over 10 years now. I’ve taken countless road trips along the coast, and I’ve finally perfected my unforgettable Boston to Bar Harbor, Maine itinerary for those looking to explore the  New England coast .

To date, this is my favorite road trip I’ve done, and I can’t wait for you to experience it for yourself. To help you plan the perfect adventure, I’m going to share all my expertise on this area with you, offer my best tips for planning your trip, and give you my ultimate itinerary that was years in the making.

While following along, I encourage you to tailor this itinerary to your own preferences depending on how much time you have for your trip, but I do make suggestions on how long it takes to make the drive, and see all the best places on the way.

Are you ready to start planning together? Let’s go!

New England Wanderlust contains affiliate links, and is a member of the Amazon Services LLC Associates Program. We may earn a commission from any purchases you choose to make from our links, at no additional cost to you. For more information, please refer to our  Privacy Policy .

Road Tripping From Boston To Bar Harbor – The Basics

Before we jump into the itinerary, let’s get started with some questions you may have …

How Long Is The Drive From Boston To Bar Harbor?

If you don’t make any stops at all, and take the most direct route, the drive takes between 4 hours and 40 minutes to 5 hours, and spans about 280 miles. It could be longer depending on traffic getting out of Boston. If you happen to leave Boston during rush hour, definitely expect it to take a bit longer.

However, if taking a road trip, you could really make this drive as long as you wanted because there are so many amazing things to see along the way, and some fun detours to take. In just a sec, I’ll give you my suggestions on how long you need to make this trip and see as much of the coast as you can 😉

The auto road to the Cadillac Mountain Summit in Acadia National Park.

Is The Drive Scenic?

I think so, yes! But it kind of depends on your expectations.

While many parts of the actual drive are on highways that are kind of boring, there are  so  many great places to stop along the way that can make the drive very scenic.  Especially  if you take some of my suggested detours and scenic byways! But is every second of the drive stunning? Well, no. So it’s good to set expectations. It’s really more about the stops you make during the trip than the actual drive itself.

There are some portions of the actual drive that are very beautiful, though.

How Many Days Do You Need To Drive From Boston To Bar Harbor?

Since there are just tons of incredible things to see, I’m recommending one week, or 7-8 days, as I know that this is how much most people have to make this drive. If you have longer than a week, then I say it’s worth it to enjoy going at a slower pace. But you can definitely enjoy the top things to see in a week. This will also include two days in  Acadia National Park!  For my itinerary, I’m mapping out 8 incredible days for you, and you can adjust it to fit your schedule 😊

Best Time Of Year To Drive Boston To Bar Harbor

Generally,  June-September  is the best time to drive from Boston to Bar Harbor, as this is when you can expect the  best weather, and longest days .  July and August is considered peak season  along the New England coastline, so this is also when you can anticipate the most crowds and highest hotel prices. But gosh, it’s so worth it!

However, I’ve done this road trip in all seasons – yep, in spring, summer, fall, and even winter! As a second suggestion, I love  May to avoid some of the crowds  and still enjoy mild weather, and also  October to chase all the stunning fall foliage .

I’m going to give you some suggestions later in the post to turn this drive into a fall foliage adventure, so be sure to check that out if you’re planning your trip in the fall season 🍁😉

It’s also good to know that some places along the New England coast are seasonal, especially seafood shacks, boat tours, and ice cream places. If they’re seasonal businesses, it’s likely they won’t open until late May or June and begin to close down around Labor Day or only stay open possibly mid-October. But you’ll always be able to find places that are open year-round, too.

How Many Days Should You Spend In Acadia National Park?

Speaking of Acadia, that’s probably the reason you’re making this drive, right? This park is undoubtedly the top attraction in New England, and rightfully so. I always recommend a minimum of two days to explore, allowing 1 full day in the park, and then at least a half day to see Bar Harbor, which is such a charming town along the coast.

If you have more than a week for this trip, you could definitely add an extra day to Bar Harbor so you have two full days to explore the park.

Is There A Ferry From Boston To Bar Harbor?

No, there is no ferry that goes between Boston and Bar Harbor. The best way to make the trip is to drive.

The only ferry to Bar Harbor is the one from Nova Scotia, which is the CAT Ferry.

Is It Worth Going All The Way To Bar Harbor?

Oh yes! I often get asked this because Bar Harbor is pretty far up the Maine coast, and it’s one of the top attractions most out of the way in New England. But yes, it’s absolutely worth the drive. Because there are so many great things to see along the way, and since Acadia offers some of the best and most iconic coastline views in the Northeast, it’s very much worth the effort.

Overview: Best Stops To Make When Driving Boston To Bar Harbor

These are the top places I recommend stopping in that I think are very much worth your time. Some of them require a bit of a detour, but depending on your preferences, you’ll probably be happy you went out of your way!

→  Massachusetts North Shore : This includes Marblehead, Salem, Gloucester, Rockport, Ipswich, and Newburyport. I suggest you drive the Essex Scenic Coastal Byway on your way to or from Bar Harbor to see some of these towns, depending on which appeals to you the most. I have a slight preference for Salem, Marblehead, and Rockport, which are all small and easy to do in a couple of hours each. I’ll go more into this later in the post 😉

→  Portsmouth, New Hampshire : Pretty much just off I-95 and not out of the way at all, Portsmouth is a charming coastal city that feels more like a quaint town. Great historic New England scenery and shopping! I recommend this stop if you’re looking for more of a town vibe vs. coastline, as the coastal views here aren’t as impressive as the rest of the places on this list.

→  Southern Maine Coast : This includes places like York & Cape Neddick, Kennebunkport, and Ogunquit. I usually suggest stopping at Nubble Lighthouse in York, spending a couple of hours each in Kennebunkport and Ogunquit, and even staying the night in one of these two towns.

→  Portland, Maine : The state’s largest city is filled with lots of maritime charm, amazing dining, lighthouses, and history. If you like cities, this may be worth staying a night, but you can also see the highlights in a few hours if you’re not a city person.

→  Freeport, Maine : Home to the flagship L.L. Bean store! It’s not worth it for everyone to stop, but gosh, it’s a pretty cool place to see if you’re looking to pick-up some New England clothing and accessories.

→  Maine’s Midcoast : Between Freeport and Belfast, just before getting to Bar Harbor, there are lots of great towns along the coast to explore in this region, including Harpswell, Boothbay Harbor, Wiscasset, Rockland, and Camden. I have so many suggestions for hidden gems and places to visit along this portion of the drive, which I’ll go more into during the itinerary portion of the post!

The PERFECT Boston To Bar Harbor, Maine Road Trip Itinerary

Overview of this itinerary:.

Since most people reading this will need to start and end their trip in Boston to catch a flight, that’s how I’m formatting the itinerary. You’ll be making most stops on the way to Bar Harbor, but also saving a few for the drive back so you have something to look forward to 😉

Day 1 : Explore Boston.

Day 2 : Get an early start and drive to either Kennebunkport or Ogunquit. Spend 1 night.

Day 3 : Drive to Portland to explore for a few hours, and then make your way to Camden with a few optional detours for lighthouses and great coastal scenery! End in Camden to spend the night.

Day 4 : Spend the morning in Camden, and then drive to Bar Harbor. Enjoy downtown Bar Harbor and grab dinner. Spend two nights here.

Day 5 : Explore Acadia National Park during the day, and more of Bar Harbor at night.

Day 6 : Drive to Boothbay Harbor to spend 1 night. Take a boat tour.

Day 7 : Drive to Portsmouth and spend a few hours enjoying the shops, and drive the Essex Scenic Byway along the Massachusetts North Shore to make your way toward Boston. Stay the night in this area.

Day 8 : Arrive back in Boston to head home.

Day 1: Explore Boston

Boston is the perfect starting point for most New England itineraries, but it’s also one of the top places to explore in the region, so you should definitely plan at least a full day in the city!

Rooted in history, packed with New England charm, and filled with exciting dining and cool things to do, you can actually cover a lot of ground in just a day in Boston, including the top highlights.

Here are some of the top things I suggest first-timers do :

→ Take a food tour to get a taste of what this region is all about. I have a detailed guide on all the  best Boston food tours  to help you pick the best one! But seafood and Italian cuisine are especially great here.

→  Visit the most charming neighborhoods , which are  Beacon Hill  and the  North End . The North End is also where you’ll find the best Italian restaurants.

→ Stroll through the  Public Gardens  and  Boston Common . The Boston Public Garden was the very first in the U.S., and it’s so beautiful and photogenic 😍 Boston Common isn’t as scenic as the Public Garden, but in the fall during foliage season, it’s on fire with color. Plus, they’re both really close to one another.

→ If you’re looking to do some  shopping , head to  Newbury Street  and  Copley Place .

→ Visit the  New England Aquarium .

→ Explore parts (or all!) of the  Freedom Trail , which is a walking tour that takes you to historically significant places around Boston. You can also take  this awesome Freedom Trail tour .

→ Grab lunch or coffee at the beautiful and Instagram-worthy  Tatte Bakery , which has locations around the city (you’ll see why I recommend it when you walk in 😉).

→ End your day with a nice dinner out. I love  Neptune Oyster , but they don’t take reservations, and it can be a long wait time. If that’s not worth it for you, I also love the  Union Oyster House  for a traditional New England dining experience. But there are so many fantastic places in Boston to choose from.

How To Get Around Boston :

Boston is very walkable, and most of the tourist attractions, which are truly the top things to see in the city, are within walking distance to one another (less than a mile) in the downtown area. If you’re exploring for a day, you likely won’t need to use public transit, but may want to get an Uber or Lyft, which are widely available, just to save time (or if you’re tired!).

Where To Stay In Boston :

All of these suggestions are in great locations, and within walking distance to most everything!

→  Boston Harbor Hotel

→  Revere Hotel Boston Common

→  The Godfrey

Day 2: Drive To Southern Maine

First thing’s first, you’ll want to  pick-up your rental car in Boston  early in the morning. Then, head out to start your drive to southern Maine! During this part of the trip, you’ll pass through Portsmouth, New Hampshire, but don’t worry, we’re going to stop there on the way back 😉 To get to southern Maine, you’ll hop on I-95.

So, Ogunquit or Kennebunkport ?  Well, you can do both if you want! Ogunquit is about 25 minutes south of Kennebunkport, and the biggest difference, as mentioned, is that Ogunquit is more of a beach town, whereas Kennebunkport is more of a coastal town. That said, Kennebunkport also has beaches, and Ogunquit is also just as charming – I honestly love both.

Since you’ll pass by Ogunquit on your way to Kennebunkport, you can stop by for a few hours and see the beach, and the cute little town, and then end in Kennebunkport. You’ll want to decide which town to spend the night in – both have plenty of hotels and dining options.

On your way to Ogunquit and Kennebunkport, I also recommend you stop in York , which is just south of Ogunquit.

Notable stops to make in York if you have time :

• Nubble Lighthouse on Cape Neddick  – the lighthouse itself is not accessible, as it’s on its own little island, but the viewpoint is really great and worth a stop! It only takes a few minutes.
• Stonewall Kitchen Flagship Store & Café  – This New England brand started in Maine, and is now sold in specialty stores all over the country, but the flagship store has everything, and is really fun! The café is also very good, and a lot of people come here for lunch.
• Downtown York  – Waterfront scenery, and some cute shops.
• The York Cliff Walk  – A pedestrian path along the coast with beautiful views.

*If you’re short on time , I would just do Nubble Lighthouse and maybe Stonewall Kitchen, but if you have time, I do recommend the other two stops.

Marginal Way in Ogunquit, Maine.

Best Things To See In Ogunquit In A Day :

→  The charming downtown  is filled with shops and eateries.

→  Ogunquit Beach , which is one of the best beaches in Maine!

→  Marginal Way , which is a pedestrian walking path along the coastline that connects downtown Ogunquit with the cute Perkins Cove Harbor.  This is my personal favorite thing to do in Ogunquit.  The trail is easily accessible from downtown, and is just over 1 mile long each way.

→  Perkins Cove  – Once you arrive there after walking Marginal Way, there are some really cute shops to explore, and a lovely bridge that makes for fun photos.

Ogunquit Beach Lobster House Restaurant.

Where To Eat In Ogunquit :

• Ogunquit Beach Lobster House
• Footbridge Lobster in Perkins Cove for a lobster roll!
• BeachFire Bar & Grille

Psst!  I have an entire guide on  things to do in Ogunquit , if you’re looking for more ideas!

Kennebunkport, Maine.

Best Things To See In Kennebunkport In A Day :

→  The adorable downtown , which is mainly Dock Square. You’ll find colorful storefronts and great restaurants here.

→  Drive to Cape Porpoise , where you’ll find beautiful coastal New England scenery, and the cute  Farm + Table shop .

→ Enjoy the views of the cove from  Kennebunkport Bridge  (right at Dock Square).

→ Take a coastal walk on  Parsons Way .

→ If you have time, head out on a  lobster tour with Rugosa .

Where To Eat In Kennebunkport :

• Allison’s Restaurant for a great casual meal
• Cape Porpoise Lobster Co. for a lobster roll!
• Old Vines Wine Bar

Day 3: Drive To Portland & Make Your Way To Camden

Portland Head Lighthouse.

This day ends in the beautiful coastal town of Camden, but you’ll be making some fun stops along the way! You can make this day easy by just driving to Portland, and then driving straight to Camden, or you can make it longer and more adventurous by making as many stops you as you feel like. Take a look at all my suggestions, and plan according to your preferences 😊

Option to add a night in Portland : The reason I have you scheduled to only stop in Portland for the day is because it’s  such  a short drive from Kennebunkport and Ogunquit, and personally, I think the scenery around the Camden area is more quintessential Maine. However, if you have extra time, you can definitely stay the night in Portland, and continue on to Camden the next day!

Things To Do In Portland In A Few Hours:

→  Take a food tour!  Portland is a huge foodie destination, and this is a great way to taste your way through the city.  The Old Port Seafood Lovers Tour , and  Old Port Culinary Walking Tour  are both great options.

→  Visit the lighthouses.  If you only have time for one, definitely make it  Portland Head Lighthouse . This is probably the most iconic lighthouse in New England, and it’s absolutely beautiful. Nearby are also  Spring Point Ledge Light , and  Bug Light , which are smaller, but still fun to visit. These are all in South Portland, so you’ll want to see them first before getting to downtown Portland.

Old Port in Portland.

→  Stroll around Old Port . I suggest parking somewhere around Commercial Street, and then walking around from there. This is the most unique and charming part of the city along the waterfront. Exchange Street and the streets nearby are nice shopping areas, too.

Optional Stops That Are Worth Your Time On The Way To Camden :

Some of these will definitely add time to your trip, so map them out carefully based on your plans to ensure you have enough time in your day.

Marshall Point Lighthouse.

→  Freeport  to shop at the L.L. Bean Flagship Campus.

→  Wiscasset  – a charming little town with a famous seafood stand called Reds Eats. Also known as being the prettiest village in Maine. You’ll drive right through it on your way to Camden.

→  Pemaquid Lighthouse  – a beautiful lighthouse surrounded by dramatic coastline and parks. There is a small fee to enter the grounds, and it’s cash only.

→  Moody’s Diner in Waldsboro  is right on your way on the righthand side, making it  a little too easy  to swing in for one of their famous whoopie pies! It even made my list of the  best whoopie pies in Maine .

→  Marshall Point Lighthouse  in Port Clyde. This famous lighthouse was featured in the movie  Forrest Gump , and it’s such a beautiful area to visit. This is the lighthouse in my homepage photo!

→  Owls Head  is a small town that’s not too far of a detour, and is home to Owls Head Lighthouse, and some beautiful coastal scenery. This is one of my top, most favorite lighthouses in New England.

→  Rockland  is a charming little coastal town with a great Main Street for shopping. Also home to Rockland Breakwater Lighthouse.

Note s:  You’ll pass by Boothbay Harbor on this portion of the drive, but don’t worry! You’ll be stopping there for a night on the way back  😉  You can also make some of these stops on Day 6 of this itinerary when you drive from Bar Harbor to Boothbay Harbor .

You’ll want to arrive in Camden around dinnertime, so you can get settled into your hotel, and then explore the town a bit before sunset.

Camden, Maine.

Best Things To Do In Camden:

→  Head out on a sunset windjammer tour!

→  Walk around the harbor  to enjoy the idyllic waterfront scenery. Also walk over to the Bay Road Overlook (comes up in Google Maps) for the perfect view of the harbor backdropped by the mountains.

→  Grab dinner at a fabulous restaurant . Some of my favorites are Natalie’s, The Waterfront (yep, that’s the name 😊), and Franny’s Bistro.

→  Get some ice cream for dessert  at River Ducks or Camden Cone.

→  Drive the auto road  in  Camden Hills State Park  to the top of Mt. Battie and enjoy the bird’s-eye views of the harbor. This road is only open seasonally, but usually only closed in the winter.

→  Shop the lovely boutiques  on Main Street and Bay View.

Day 4: Spend The Morning In Camden & Then Drive To Bar Harbor

Refer to the section above for ideas on things to do in Camden the next day. If you weren’t able to take a sailing tour the night before, I do highly suggest booking one for the next day before you leave – this is one of the best places in Maine for a sailing tour!

⛵︎ Here is the Camden sailing tour I recommend:

Windjammer Classic Day Sail

Then, make the drive directly to Bar Harbor. On the way, you’ll cross the  Penobscot Narrows Bridge , which is one of only four bridge observatories in the entire world! If you have time, it’s worth a stop to enjoy the views from the observatory.  Click here for information and fees for exploring the bridge . But it is completely free to drive over if you’re just passing by.

Things To Do Your First Night In Bar Harbor:

→  Walk around the adorable town .

→  Enjoy sunset from Shore Path right in town , with is a coastal walkway.

→  Grab dinner out . I love Geddy’s, Side Street Café, and the Happy Clam Shack for lobster rolls if you’re up for a short drive outside of town.

→ If you have the time, you could also drive up Cadillac Mountain for sunset. While it’s famous for sunrise, I also love sunset on a clear night and it’s usually less crowded.  Note that this requires advanced planning and reservations late May – October.

Sunset on top of Cadillac Mountain.

Day 5: Explore Acadia National Park

Today’s THE day – Acadia National Park! Known as the “Crown Jewel” of New England, the park spans over 70 acres on Mount Desert Island, and offers some of the most iconic and famous scenery in the region.

Best Things To Do In One Day In Acadia :

→  Start with sunrise at the top of Cadillac Mountain . You can also save this for the following morning.Depending on the time of year, you may have to wake up very early for this, so it’s definitely not for everyone. But if it works with your schedule, I do think it’s worth it. It’s one of the most popular activities in the park for a reason!

Note :  Reservations are required late May – October to drive the auto road to the Cadillac Mountain summit . They release 30% of the available reservations 90 days in advance, and 70% of them two days in advance. I recommend setting yourself a reminder to check the weather two days in advance, and if it’s forecasted to be a clear day, making the reservation if this interests you. That way, it’s worth it! If it’s forecasted to be cloudy and foggy, the views won’t be a great.  Click here for reservation info .

→  Drive Park Loop Road , which is one of the most scenic roads in the park that offers so much for little effort. Along this road, you can make stops at Sand Beach, walk the Ocean Path, visit Thunder Hole, and see the Otter Cliffs. Of all these, I recommend parking at Sand Beach and walking Ocean Path to Otter Cliffs and back. It’s flat and easy, and passes by the best views in the park!

→  Lunch at Jordan Pond House . Famous for their popovers and incredible views overlooking Jordan Pond, this is such a fun thing to do in the park. If the weather is forecasted to be nice, I recommend making reservations for outside if you can. They also have a take out café if you want a quicker experience.

This overlook of Monument Beach is along the Ocean Path trail in Acadia.

→  Take a hike, of course!  Some easier to moderate hikes in the park that I love are Great Head, Bubble Rock, and Gorham. If you’re looking for an adventurous hike that’s more challenging, Beehive is the most popular in the park. Great Head is especially nice because you start the trail at Sand Beach, and it offers spectacular views of the coastline. And then you can just leave you car in the parking lot and walk Ocean Path.

→  Head to Bass Harbor Lighthouse for sunset . It’s about 30 minutes from Bar Harbor, but on a nice night, sunset here is really beautiful. You’ll need to climb out onto the coastal rocks to see the lighthouse, and parking fills up fast. But if you come prepared with sturdy footwear and arrive early enough, it’s wonderful!

→ If you don’t feel like driving to Bass Harbor Light, I would head back to Bar Harbor to  relax and enjoy your last night in town  with a dinner out.

→ You can also try to make a reservation for  sunset on top of Cadillac Mountain  in the park if you weren’t able to go for sunrise!

The views at the top of Cadillac Mountain.

Psst!  Do you have longer to explore the park? Want more information on everything mentioned above? You may want to check out my  Perfect Acadia National Park Itinerary .

Day 6: Drive To Boothbay Harbor

You have the option to start your day with a sunrise on Cadillac Mountain if you weren’t able to plan it the day prior! If you do, I suggest having breakfast at  Jeannie’s Great Maine Breakfast  in Bar Harbor afterward before heading out. They usually open early in-season for everyone getting up to see the sunrise ☀️

The drive to Boothbay Harbor is about 2 hours and 45 minutes without stops, and you also have the option to take the more scenic route and visit some of the suggested stops I detailed in the Day 3 portion of this itinerary. I would go back and reference those if you want to break up the drive.

Why do I recommend the night in Boothbay Harbor?  Well, I just love this little coastal town because of its charm, beautiful scenery, slower pace, and all the amazing boat tour options. From Boothbay Harbor, you can take a boat tour out to a puffin colony, head out on a Schooner, or take a lobster trap haul and lighthouse scenic tour. After exploring Acadia the day prior, it’s nice to stop in a town that forces you to slow down a bit, too.

Boothbay Harbor.

Best Things To Do In Boothbay Harbor:

→  Take a boat tour!  In addition to Camden, this is another one of the best places in Maine for some kind of tour out on the water just because of how many different kinds are offered. Plus, the scenery around this area is absolutely beautiful.

The Lobster Haul, Lighthouses & Seals tour in Boothbay Harbor.

These are the top tours I recommend in Boothbay Harbor:

✓  Schooner Day Sail

✓  Schooner Sunset Sail

✓  Lobster Haul, Lighthouses & Seals Tour

→  Cabbage Island Clambakes!  This is SUCH a cool, unique, and authentic Maine experience for dinner. You’ll take a boat from downtown, and be brought to the family’s private island for a traditional New England style clam bake dinner, which includes their famous blueberry cake and gorgeous waterfront scenery.  Advanced reservations required.

→  Coastal Maine Botanical Gardens . Located just outside of the downtown area, this is such a beautiful place to explore. Don’t forget to snap your photo with the giant wood troll sculptures!

→  Explore the cute and colorful downtown area .

→  Walk the footbridge , which connects both sides of the harbor.

→  Grab ice cream from Downeast Ice Cream , which is one of my favorites in New England.

Downtown Boothbay Harbor.

Where To Eat In Boothbay Harbor :

• Boathouse Bistro
• Boothbay Lobster Wharf
• Shannon’s Unshelled
• Robinson’s Wharf in the neighboring town of Southport is also worth it!

Psst!  I have a post all about  things to do in Boothbay Harbor , if you want some more ideas 😉

Day 7: Drive To Portsmouth & The Essex Coastal Scenic Byway

Portsmouth, New Hampshire.

Making your way back to Boston, there are so many wonderful places you can stop on the way! In fact, it’ll be hard to choose because there’s a lot you can pack in on this portion of the drive, especially along the Essex Coastal Scenic Byway in Massachusetts.

Customize this day how you’d like, but if you’re feeling ambitious and you have enough daylight hours in your day, you can see Portsmouth,  and  all the best towns in the along the Scenic Byway.

Things To Do In Portsmouth In A Few Hours :

Portsmouth is very walkable and compact, so you can see the highlights, even with just an hour or two!

→  Market Square , which is the main shopping area downtown. You’ll find lots of great boutiques and eateries in this section of town.

→  Walk down a cute alleyway to Elephantine Bakery  for a coffee and a sweet treat.

→  Walk over to Prescott Park  for lovely waterfront views and a garden.

→  Visit the   Strawbery Banke Museum  to see history come to life (open seasonally). If you don’t go to the museum, definitely walk around this area because you’ll see lots of historic houses nearby.

Once you’re done in Portsmouth, take a 30 minute drive to Newburyport  and explore there for a bit. This is where I recommend starting the Coastal Byway drive. Follow the Byway through Ipswich, Rockport, Glouster, Manchester By The Sea, and Salem (which is just outside of Boston).

These are the best stops to make along the Essex Coastal Scenic Byway:

→  Newburyport : One of my favorite places to visit in New England, it’s home to amazing shops and such a charming downtown area that sits on the waterfront. Allow about an hour to walk around, grab lattes and whoopie pies from Chococoa Café, and explore the shops.

Psst!  I have an entire guide on  things to do in Newburyport, MA & Plum Island  if you need more info!

Newburyport, Massachusetts.

→  Crane Estate & Crane Beach in Ipswich . This historic estate is so stunningly beautiful, and the beach nearby is the best on the North Shore. Each requires separate admission fees, and you’ll want to budget your time wisely.

Crane Beach in Ipswich.

→  Rockport : One of my all-time favorite coastal towns in New England, Rockport is probably the one place I recommend you don’t miss on the drive. It’s very small, but offers an authentic New England fishing village atmosphere with colorful storefronts, lovely art galleries, great dining, and the most painted building in the country – Motif 1 (which was also featured in the movie  The Proposal ).

Psst!  I have an entire guide on  things to do in Rockport, MA  if you need more ideas!

Rockport, MA.

→  Gloucester is the best place to stop if you have your heart set on a whale watch tour  (but you can also take one that departs from Newburyport if that’s more convenient). Whale watch tours in this region are world-class, and head out to the famous Stellwagen Bank National Marine Sanctuary, which is known for its active marine wildlife.

🐋  Click here to check rates & availability for a whale watch tour from Gloucester

Note : While I do love to visit Gloucester, I think with this amount of time, it’s best to focus your itinerary on the other towns along the drive that I’ve recommended, as I think their scenery is more idyllic than Gloucester. Gloucester is also a city, and is bigger and more spread out, so harder to see on limited time. I do recommend it for a whale watch tour, though! If you take the whale watch tour, just know that it will take at least 3 hours, and likely a bit longer.

→  Manchester-By-The-Sea  is a beautiful coastal town that can easily be seen in about an hour or so. very picturesque scenery, and it’s home to a lovely beach called Singing Sands.

→  Salem . I’m sure you know it as a top Halloween destination, but it’s honestly great year-round. Filled with historic New England charm, waterfront areas, and some fun places to eat, it’s also very walkable!

Psst!  I have an entire guide on taking a  Salem, MA day trip  if you want more information for your visit!

Marblehead, Massachusetts.

→  Marblehead  is such a beautiful town along the North Shore just south of Salem that often gets overlooked, but I absolutely love it here. Also filled with historic charm and lovely waterfront scenery, it’s got a quaint Main Street with some cute shops, a beautiful waterfront park, and some nice places to eat.

Psst!  I have an entire guide on  things to do in Marblehead, MA  if you’re looking for more ideas 😉

More Optional Stops : If you’re looking to explore more of Maine’s coast, there are a few more stops you can make on your way from Boothbay Harbor to Boston. I know, I know – I’m probably tempting you to expand your trip even further, but I’m okay with that 😂

→  Georgetown Island to visit Five Island Lobster Company , which is one of the best lobster rolls in Maine you can get. They’re only open seasonally, and the scenery around there it is very quintessential Maine.

Doubling Point Lighthouse.

Squirrel Point Lighthouse.

→  The Arrowsic Lighthouses . There are two in this area that I really love: Doubling Point and Squirrel Point. Doubling Point requires a drive down a very bumpy dirt road, and Squirrel Point requires about a 3/4 mile hike through the woods, but they’re both beautiful, small lighthouses on the Kennebec River.

Note :  Doubling Point is closed until further notice for repairs. I’m monitoring this and will update once renovations are complete!

→  Bailey Island , which is a very small little island that’s accessible by car, and about a 20-minute detour each way. The best thing to see here is the Giant’s Stairs Trail, which offers beautiful coastal views, and giant rocks you can climb around (just practice caution, of course!). There’s also a cute little place to eat right by the bridge called Sundrenched, which is waterfront and has outdoor seating. This is a nice place to get off-the-beaten-path.

Giant’s Stairs on Bailey Island.

Day 8: Head Back To Boston

It’s the end of your trip! Depending on when you need to make your way back home, or to the airport, you may have some time in the morning to explore a few of the places I mentioned above, but I left this day open in case you have to catch an early flight, or start your drive back home early.

If you do happen to have some time on this day to explore, I would suggest you end the previous day in Rockport, and then explore Salem and Marblehead on this day before heading back to the airport.

Optional Itinerary Adjustments

→ If you have more time and are a city person, I would recommend adding a night to Portland and Boston.

→ If you have extra time and don’t want to add a night to a city, I have two suggestions.  First option : add a night to Camden to spend a day exploring the nearby attractions (lighthouses, Rockland, etc.) to make the drive from Portland to Camden easier.  Second option : add a night to Bar Harbor to see more of the park, and enjoy more hiking.

→ If you have even longer, you could make this a 2-week adventure by driving up the coast of Maine to Lubec, and then crossing the Canada border to the charming town of St. Andrews by the Sea, and Campobello Island. You could also take the CAT ferry from Bar Harbor to Nova Scotia.

I have a detailed guide on  visiting Lubec, Maine , if you wanted to explore places further north!

Best Towns To Stay In On The Drive

For an overnight stay, these are my suggestions on the best places to stay based on experience when it comes to options for dining and accommodations (plus, lovely scenery, of course!). You’ll just want to pick where you stay based on how far you want to drive each day.

As you saw in my itinerary, I included some suggestions for overnight stops, but you may want to customize this trip to your liking (which I encourage!), so I wanted to provide you with more options. It’s also good to know that you won’t have time to stay overnight in all these places unless you extend your trip, but you  will  be able to, at the very least, drive through them all.

→  Rockport, MA : Not far from Boston, and if you’re looking get a leisurely start or slow-burn end to your trip, I really love to recommend a stay in Rockport. Most everything is pretty walkable, with cool shopping, nice hotel options, and idyllic scenery.

Where To Stay In Rockport :

✓  The Cove at Rockport

✓  Addison Choate Boutique Hotel

→  Portsmouth, NH : As mentioned, fantastic dining and shopping, with lots to keep you busy in the evening after you arrive! Plus, the historic charm is really quite lovely.

Where To Stay In Portsmouth :

✓  The Hotel Portsmouth

✓  Hotel Thaxter

→  Kennebunkport OR Ogunquit : Both of these charming coastal towns that are very close to on another, and both make for a great overnight stay. Kennebunkport has more options for nicer accommodations, but Ogunquit has a gorgeous beach. Both have very charming downtowns that are easily walkable with lots of places to eat and shop! Just pick based on what vibe you’re going for: beachy or just traditional coastal.

Where To Stay In Kennebunkport :

✓  Captains Collection Historic Inns

✓  The Boathouse

Where To Stay In Ogunquit :

✓  Anchorage By The Sea

✓  Cliff House : Technically in York, but a short 10-minute drive to Ogunquit. I like to suggest it because it’s a fantastic resort with amazing coastal views, and worth the splurge! It also makes my list of the top  New England resorts and spas  😉

→  Boothbay Harbor : I love stopping here for a night or two every time I make this drive. It’s very small and easily seen in a few hours, and I like to stay the night so I have the option to take a boat tour. I also find the shops and restaurants really great.

Where To Stay In Boothbay Harbor :

✓  Harborage Inn On The Waterfront

✓  Spruce Point Inn

→  Camden : Lastly, I think Camden is the best place to stay before reaching Bar Harbor. Built around a gorgeous harbor, the coastal scenery here is beautiful, and it’s a known sailing destination. There’s also a great Main Street for shopping and dining.

Where To Stay In Camden :

✓  Camden Harbour Inn

✓  Lord Camden Inn

Where To See Fall Foliage Between Boston & Bar Harbor

Manchester By The Sea in the fall season.

If you happen to be planning your trip to coincide with fall foliage, then I would love for you to consider adjusting the itinerary slightly (but don’t worry, it’s not too different!). Most places already on the itinerary offer amazing foliage color. Here are some suggestions to keep in mind:

→  The Essex Coastal Byway in Massachusetts is GORGEOUS in the fall  with lots of foliage color. I’ve done this drive during peak foliage, and I was shocked at how beautiful it was. Manchester-By-The-Sea, Essex, Salem, and Newburyport are especially beautiful in the fall. And, of course, Salem is  famous  for its October festivities!

→  Portsmouth offers some really lovely fall foliage  during this time of the year. It’s also an especially cozy place to visit because of all the historic New England architecture.

→  Boothbay Harbor  is also amazing in the fall, and the entire harbor is surrounded in fall color. Head out on a boat tour to see even more beautiful fall foliage! Tours usually end around mid-October, so there are typically opportunities that coincide with peak foliage.

→  Camden is also spectacular in the fall . I definitely recommend hiking or driving up the Mt. Battie Auto Road to take in the views of the harbor from above. It’s the best during foliage season!

→  Kennebunkport  also offers some beautiful fall foliage. Having been in October a few times, the fall season always impresses me in this coastal town.

Kennebunkport, Maine in October.

→ Of course,  the starting and end points on this road trip are stand-outs in the fall, too.   Acadia National Park  is stunning in the fall season with foliage color, and  Boston  is also amazing this time of the year. Although, it’s good to know that Boston tends to peak later in October, so in the fall, you may want to plan to spend more time in Boston at the end of your trip to get a glimpse of some foliage color.

What To Pack For This Road Trip

This will depend entirely on what time of year you visit, so plan accordingly based on the season when it comes to clothing and footwear. Beyond that, here are some things I recommend you bring regardless of what time of year you visit.

→  Light sweater or jacket  – even in the summer! If you plan to take any boat tours or get up for sunrise at Cadillac Mountain, you’ll want this to stay warm.

→  Reusable water bottle  to stay hydrated.

→  Dramamine  if you plan to hop on a boat tour and tend to get seasick.

→  Comfortable shoes  – I know this seems obvious, but you can leave your fancy shoes at home. I usually wear a really comfortable pair of sandals in the summer, or sneakers in the spring/fall. If you take a boat tour, they may have some requirements on the type of footwear you wear, so double check that, too.

→  Hiking boots  if you plan to tackle any trails in Acadia. You’ll be happy to have the ankle support.

→  Camera, of course!  You’re going to see so much incredible scenery on this trip, you’ll want to capture the best memories along the way. This is a good trip to get a tripod if you don’t have one – they even make inexpensive ones for iPhones that are perfect for just about anyone.

Tips For This Road Trip

→  Offline maps  on your GPS! You’ll have cell phone service in most places, but when you’re near a beach or inside Acadia National Park, you may lose service.

→  Be ready to pay tolls on the roads . If you’re renting a car for the trip, I suggest making sure your rental comes with an EZ Pass for the toll roads to make things easier. Most of them in this area are now cashless and don’t require you to stop – you just get a bill for the tolls instead, which you can work out with your rental company.

→  Bring Some Cash  – I know this seems obvious, but as someone who  never  carries around cash, I’m always reminded when I make this road trip that some places still don’t take credit cards! Usually places like ice cream stands and seafood shacks are the ones that may be cash only, so it’s good to have a small amount on you at all times. Better yet, get a debit card that reimburses you for ATM fees, like the Charles Schwab checking card. Most places will take cards, though.

→  Prepare for crowds at popular places . Depending on the time of year you take this trip, most places will bring in some level of crowds. The most popular destination is Bar Harbor and Acadia National Park, and this is where you can expect the biggest crowds. If you travel in spring or fall, you’ll see fewer people, but places will still be lively.

→  Prepare for the cost . New England in general is just an expensive region to visit, unfortunately, and prices tend to be higher than other parts of the country.

More posts you may enjoy:

• The BEST 7 Day New England Road Trip Itinerary
• The PERFECT Fall Foliage New England Road Trip Itinerary
• The Best Time To Visit New England
• Incredible Lighthouses In New England To See
• Maine Lighthouse Road Trip Itinerary
• Gorgeous New England Islands Worth Visiting

That’s A Wrap On The Boston To Bar Harbor, Maine Road Trip!

And there you have it! After years of perfecting it, I’m thrilled to finally share my unforgettable Boston to Bar Harbor, Maine road trip itinerary with you. I truly believe that the New England coast is such a special and memorable region to experience for yourself, and with this guide, you’ll see the very best it has to offer. Happy planning!

ALL TRIPS DEPART FROM 119 EDEN ST-THE ATLANTIC OCEANSIDE HOTEL- 5 MIN DRIVE FROM DOWNTOWN BAR HARBOR

Fishing Trips

Quick Details

• Clock Duration: 3 hours , 4 hours
• 4 Hours for 9:00 a.m. trips in June and September
• 3 Hours for 8:30 a.m. and 12:15 p.m. trips in July and August

Go for a Bar Harbor Fishing Trip in Maine!

Acadian Boat Tours offers three and four hour trips in Frenchman Bay, Bar Harbor. Sailing daily from mid-June through mid-September, these are great family trips! We stay in Frenchman Bay where we fish for cod, harbor Pollock, mackerel, Acadian redfish and more.

We fish with light spinning tackle and Sibiki rigs, making kids and adults alike feel like champion anglers! Our experienced crew will help you land your catch, take your fish off the line and clean and bag anything you wish to keep (in the legal limits). Book your Bar Harbor fishing charter online today!

During July & August – we offer trips at 8:30 a.m. and 12:15 p.m.

Please note – the fishing trips are not recommended for children under six years. ALSO – THE ISLANDER FISHING TRIPS ARE NOT PET FRIENDLY!

Available Departure Times

Tuesday – Saturday:

June 19 – June 30 9:00 a.m.

July 1 – August 31 8:30 a.m. and 12:15 p.m.

Sept 1 – Sept 16 9:00 a.m.

Departure Location

We offer free onsite parking!

Cancellation Policy

Customers will receive a full refund with 24 hours notice of cancellation. Customers will also receive a full refund in case of operator cancellation due to weather or other unforeseen circumstances. Contact us by phone to cancel or inquire about a cancellation. No-shows will be charged the full price.

Questions? Call us at 207-801-2300.

Related Activities

• Most popular!
• Clock 1.5 – 2 hours

Sightseeing & Nature Cruise

Take a two hour, fully-narrated nature cruise of Frenchman Bay and enjoy the breathtaking scenery of coastal Maine, Acadia National Park, and the Bar Harbor shoreline. ( Pet friendly!) Book online today! 

• Prettiest Trip of the Day!

Sunset Cruise

Join our captain and crew for one of the prettiest trips of the day on our Acadia sunset cruise! This seasonal sunset sail from Bar Harbor will allow you to spot seabirds and marine life with a lovely sunset filter. Book your tour online!

Press Herald

Account Subscription: ACTIVE

Questions about your account? Our customer service team can be reached at [email protected] during business hours at (207) 791-6000 .

9 places to nosh on bagels in southern Maine

From old-school spots to foodie favorites, there's a 'hole' lot to try.

You are able to gift 5 more articles this month.

Anyone can access the link you share with no account required. Learn more .

With a Press Herald subscription, you can gift 5 articles each month.

It looks like you do not have any active subscriptions. To get one, go to the subscriptions page .

Loading....

Bread and bagels at The Works Cafe in downtown Portland. Photo by Aimsel Ponti

From New York-style boiled bagels to Montreal-inspired wood-fired ones, there’s lots of great bagels in southern Maine and several shops have the accolades to back that up.

In 2023, Bon Appetit named bagels from Rose Foods and Rover Bagel among the best in the country.

Two years before that,  Food & Wine Magazine put Rover, Forage and Scratch Baking Co. on its list of best bagels in the U.S.

Whether you like yours toasted with cream cheese or as the bread for your breakfast sandwich, you can find plenty of styles and flavors from Biddeford to Brunswick.

BEACH BAGELS

The offerings at Beach Bagels include a French toast and marble bagel, and the cream cheese menu comprises spreads like strawberry, olive and honey walnut. Along with breakfast sandwiches, Beach Bagels has hearty breakfast options like omelets and pancakes. Best of all, you’re steps away from a beach stroll. Just don’t let the seagulls steal your bagel. Advertisement

WHEN: 7 a.m. to 3 p.m. daily WHERE: 34 Old Orchard St., Old Orchard Beach. beachbagels.yolasite.com ______________

Dutchman’s opened in 2022 as a pop-up housed at Nomad pizza in Brunswick’s Fort Andross building. It’s since become a permanent fixture there and uses the pizzeria’s wood-fired ovens to bake its bagels. The hand-shaped, honey-boiled bagels come in plain, roasted garlic, poppy and a bagel-of-the-day flavor.

WHEN: 8 a.m. to 1 p.m. Thursday to Sunday WHERE: Fort Andross, 14 Maine St., Brunswick. dutchmans.me ______________

FORAGE MARKET

Making bagels at Forage Market involves a two-day aging process. The bagels are naturally leavened with wild yeast starter and baked next to a hardwood fire. There are usually five flavors available, including sesame and garlic. Breakfast sandwiches (including vegan options) are available. Forage also has a location in Lewiston. Advertisement

WHEN: 7 a.m. to 1 p.m. Monday to Friday, 8 a.m. to 1 p.m. Saturday and Sunday WHERE: 123 Washington Ave., Portland. foragemarket.com _____________

MISTER BAGEL

There are 10 or so Mister Bagel locations in Maine, including South Portland and Falmouth. It all began with the Portland location, which was the first bagel shop to open in Maine. The late Rick Hartglass started Mister Bagel in 1977, and it is still a family business. Music fans will appreciate the breakfast sandwich menu, which includes The David Bowie (bacon, egg and American cheese), the Jimmy Buffett (egg with roast beef and cheddar) and The Lady Gaga (avocado, salt and pepper, with or without egg).

WHEN: 6:30 a.m. to noon Monday to Friday, 7 a.m. to noon Saturday and Sunday WHERE: 599 Forest Ave., Portland. misterbagelforestave.com ______________

At Rose Foods, the menu varies depending on the day, but there are usually six to eight flavors available. For example, should you pop in on a Friday, you’ll find a poppy and onion bialy (a cousin of the bagel that is not boiled). Rose Foods also makes a number of bagel sandwiches, including the Classic Nova with Nova lox and the Classic Whitefish. Advertisement

WHEN: 7 a.m. to 2 p.m. daily WHERE: 428 Forest Ave., Portland. rosefoods.me

______________

ROVER BAGEL

At Rover Bagel, you’ll find wood-fired plain, poppy, sea salt, sesame and everything bagels available most of the time, and the spread game here is strong with cream cheese options like lemon-thyme-honey cream and chili-garlic.

WHEN: 7 a.m. to 1 p.m. Wednesday to Friday, 8 a.m. to 1 p.m. Saturday, 8 a.m. to noon Sunday WHERE: 10 West Point Lane Suite 10-204, Biddeford (Pepperell Mill). roverbagel.com

______________ Advertisement

SCRATCH BAKING CO.

You haven’t lived until you’ve experienced the line of devoted fans waiting for Scratch Baking Co. to open, especially on weekend mornings. Along with the popular Maine sea salt, plain and other everyday flavors, Scratch has a daily special bagel. There’s honeyed rosemary on Wednesday and jalapeno cheddar on Thursday. Scratch is also famous, at least to locals, for its P-Cheese spread. It’s a pimento cheese recipe made with cheddar, mayo, roasted red peppers and seasoning and was passed down to co-owner and head baker Allison Reid by her grandmother, Mern.

WHEN: 7 a.m. to 1 p.m. Wednesday to Saturday, 7 a.m. to noon Sunday WHERE: 416 Preble St., South Portland. scratchbakingco.com ___________

THE MAINE BAGEL

The Maine Bagel is a drive-thru with several breakfast and other kinds of sandwiches available. With a bagel list that features egg and bialy among the standards, the family-owned spot is the perfect place to stop on your way to Pine Point Beach. The Maine Bagel really shines with a dozen kinds of cream cheese spreads, including raisin-walnut, lox, strawberry, cranberry-nut and bacon-chive.

WHEN: 6:30 a.m. to 2 p.m. Tuesday to Friday, 7 a.m. to 1 p.m. Saturday. WHERE: 117 Route 1, Scarborough. themainebagel.com Advertisement

THE WORKS CAFE

The Works Cafe is an institution on the edge of the Portland’s Old Port. It opened in 1990 as Bagel Works before it changed its name in 2002. The original shop in this regional chain opened in Manchester, Vermont, in 1988, and there are 11 locations around New England, though just the one in Maine. Gone are the ’90s-era banana-walnut bagels and cold pizza cream cheese, but The Works Cafe is still a reliable place to grab a salt, multigrain or cinnamon raisin bagel, among others. The menu also has bowls, sandwiches and smoothies.

WHEN: 6 a.m. to 7 p.m. daily WHERE: 15 Temple St., Portland. workscafe.com

Success. Please wait for the page to reload. If the page does not reload within 5 seconds, please refresh the page.

Enter your email and password to access comments.

Forgot Password?

Don't have a commenting profile? Create one.

Hi, to comment on stories you must create a commenting profile . This profile is in addition to your subscription and website login. Already have a commenting profile? Login .

Invalid username/password.

Please check your email to confirm and complete your registration.

Create a commenting profile by providing an email address, password and display name. You will receive an email to complete the registration. Please note the display name will appear on screen when you participate.

Already registered? Log in to join the discussion.

Only subscribers are eligible to post comments. Please subscribe or login first for digital access. Here’s why .

Use the form below to reset your password. When you've submitted your account email, we will send an email with a reset code.

Send questions/comments to the editors.

Member Log In

Please enter your username and password below. Already a subscriber but don't have one? Click here .

Not a subscriber? Click here to see your options