windjammer cruises out of camden maine

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

Leave your fancy clothes home for this low key, relaxing cruise. Experience quiet morning sunrises; the wind and sun on your face as you fly sailing across the water; beautiful scenery; and the most amazing (and never ending!) food. Maine lobster cooked right on the beach, ocean swims, and music night. This is a trip for making lifetime memories.

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.

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Camden Windjammer Cruises - embark on the "Vacation of a Lifetime" and set sail on a tall ship

A Maine Windjammer cruise offers many sightseeing attractions and activities. With thousands of islands in the cruising grounds of Penobscot Bay, every sailing vacation is unique. Lighthouses, seabirds, puffins, seals, whales and porpoises abound. You can enjoy picturesque coves and hidden inlets along the Maine coast, as well as participate in activities on the ship like steering the wheel and controlling the sails by raising and lowering them. In the evenings, enjoy delicious, bountiful meals, including a traditional Maine lobster feast, spend time gazing at the stars, or spend quiet time by playing board games on deck. Windjammers will typicaly anchor in a protected cove or safe harbor where you can go ashore and embark on an exploration of your own of a quaint coastal village, for example, or an uninhabited island. In short, a Maine Windjammer adventure packs both relaxation and excitement all in one sailing trip. We have included listings for all the Windjammer cruises in the Camden, Maine area, including Rockport and Rockland.

Camden Maine Windjammers

Camden maine windjammer cruises:.

PO Box 736-C Camden, ME 04843 TF: 800-282-9989 Fax: 207-785-6036 Email: click here

Grace Bailey

PO Box 617 Camden ME 04843 TF: 800-736-7981 PH: 207-236-2938 Email: click here

PO Box 482 5 Achorn St. Rockland, ME 04841 TF: 800-648-4544 PH: 207-594-8007 Fax: 207-594-1001 Email: click here

Isaac H Evans

Front St., North End Shipyard PO Box 791 Rockland ME 04841 TF: 877-238-1325 PH: 207-594-7956 Cell: 207-691-1662 Email: click here

J&E Riggin

136 Holmes St. Rockland, ME 04841 TF: 800-869-0604 PH: 207-594-1875 Fax: 207-594-1875 Email: click here

Lewis R French

PO Box 992C Camden, ME 04843 TF: 800-469-4635 PH: 207-236-9411 Email: click here

PO Box 798 Camden, ME 04843 TF: 800-992-2218 PH: 207-785-5670 Fax: 207-785-5541 Email: click here

Nathaniel Bowditch

256 Old County Rd. Rockland ME 04841 TF: 800-288-4098 PH: 207-691-4748 Email: click here

Stephen Taber

PO Box 1050 Rockland ME 04841 TF: 800-999-7352 PH: 207-594-4723 Fax: 207-596-2758 Email: click here

115A S. Main St. Rockland, ME 04841 TF: 800-562-8290 PH: 207-563-1605 Email: click here

PO Box 247 Rockport, ME 04856 TF: 800-759-9250 PH: 207236-0801 Fax: 207236-8990 Email: click here

Victory Chimes

PO Box 1401 Rockland ME 04841 TF: 800-745-5651 PH: 207-594-0755 Email: click here

Camden Area Windjammers Map

Click on map to open a new browser window with a Google Interactive Map of Windjammers in the Camden Maine region.

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TakeMe2 Communications | 2 Main Street | Building 17 - Suite 301H | Biddeford, ME 04005 | 207-712-8595

Our 37th Year in Camden!

Celebrating our 105th anniversary 1918-2023, on the national register of historic places, schooner surprise.

Book Online Now!

Day trips :

Join us for a two hour daysail on the elegant Schooner Surprise out of Camden, Maine. We sail around the magnificent Penobscot Bay. On our Camden day cruises we will see lighthouses, wildlife, private yachts and summer estates. We offer Sunset sails, Tuesday night Sunset sails with live music, Full moon sails and Fireworks sails. We sail 7 days a week from mid May to mid October. Get involved and help raise sails or steer the boat, we are great with kids! Come and join us for a cruise on board the most famous windjammer in Maine. We offer environmentally friendly boat tours. We have limited amount of passengers with cushioned seating for all. Come sail the Maine Coast with us.

See our schedule and rates

Private Charters :

Join us for your Camden Maine Charter on the Schooner Surprise. Special events, weddings, birthdays, family reunions, anniversaries and corporate  events. Two hour, half day and full day cruises on the beautiful coast of Maine. Have us cater your Camden cruise and serve exquisite appetizers on a sunset sail or a lobster lunch. Our Maine windjammer cruises will give you an unparalleled view of Camden Hills. We have been highly rated tour operators in Camden Maine for 35 years. Rated #1 on Trip Advisor!! Book your Camden Charters with us.

Learn more about private charters on the Schooner Surprise

Special Events

Full moon sail with live music.

Watch the sunset over Camden Hills and the full moon rise over Penobscot Bay.

June 21 (7:15pm - 9:15pm) July 20 (7:15pm - 9:15pm) August 18, 19 (7:15pm - 9:15pm) Rate: Adults $65 / Kids $47

September 17 (5:30pm - 7:30pm) Rate: Adults $65 kids $50

Fireworks over Camden Harbor

July 4 7:15pm - 9:15pm Rate: Adults/Kids $76

September 30 7:30pm - 9:30pm Rate: Adults/Kids $75

Sunset Sail with Live Music

Watch the sunset over Camden Hills and listen to live acoustic music.

July 1, 3, 5, 8, 10, 12, 15, 17, 22, 24, 26, 29, 31 (7:15pm - 9:15pm)

August 2, 5, 7, 9 (7:15pm - 9:15pm)

August 12, 14, 16, 19, 21, 23, 26, 28, 30 (5:15pm - 7:15pm)

Rate: Adults $71 / Kids $62

Birding and Marine life tour with ornithologist Richard Podolsky

July 2, 3, 4, 9, 10, 11, 16, 17, 18, 23, 24, 25, 30, 31 (10am - 12pm)

August 1, 6, 7, 8, 13, 14, 15, 20, 21, 22, 27, 28, 29 (10am - 12pm)

Rate: Adults $65 / Kids $60

Contact Us:

Schooner Surprise Ramiro and Nicole de Acevedo Ramos 207.236.4687 1 Bay View Street Camden, ME 04843

[email protected]

Sloop Anjacaa

Check out our sister ship: Sloop Anjacaa

Camden Rockland Maine  Chamber of Commerce Camden, Lincolnville, Maine Inns, B&B’s and Hotels Rockland, Rockport, Maine Inns, B&B’s and Hotels Vacation Rentals Camden Maine Weather Schooner Surprise Trip Advisor Schooner   Surprise Facebook Page Schooner Surprise Yelp Schooner Surprise Instagram Down East Magazine Maine Magazine Penbscot Bay Pilot Web News Maine Boats, Home and Harbors website

Maine Windjammer Cruises®

Maine Windjammer Cruises

Swift is a very special vessel designed in 1935 by Murray Peterson, a masterful naval architect famous for his coaster designs.  Originally intended as a luxury yacht, she was launched in 1983 after nearly twenty years of love and dedication to build her.

A diagram of Swift below decks and a more detailed description is on our Accommodations page.

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Following the sunset on a Maine windjammer

Windjammer "Angelique"

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Experience a Maine Windjammer Cruise

There is something uniquely Maine about a windjammer cruise. Maybe it’s because the state is home to the largest fleet of traditional tall ships in the Americas.

Or maybe there’s some sort of magic that happens out on the blue-green waters of the Atlantic, while under sail, that is indescribably, wonderfully Maine.

To truly experience a Maine Windjammer, you must practice the art of traveling leisurely, at the pace the winds want you to go. Windjammer cruises are the perfect way to enjoy life, moment by moment. Simply pack your clothes and ditch your devices.

These traditionally rigged ships provide all sorts of ways to have fun and relax. Once on board, the crew will invite you to help raise the sails, yank the anchor off the sea floor and even steer the ship. Feeling lazy? That’s okay, too. Head to the galley and grab that extra pancake. Take that second - no, third - cup of coffee up on deck with your new novel. Stretch out next to an empty ship’s boat. Watch the breeze snap the sails. Count the sea birds.

Miss the office yet? We didn’t think so.

Over 80 years ago, cruising was popularized by Capt. Frank Swift. He converted some aging cargo schooners into coastal cruisers that carried passengers on excursions. It took a while, but the business caught on. Today they travel throughout Maine on trips lasting from several hours to more than a week. Specialty cruises offer people a chance to sail while also knitting, playing music and studying photography.

Windjammers are still generally schooners - many of which have been designated National Historic Landmarks. Some are retired cargo or fishing ships. Others are old racers with traditional rigging. A few are newer vessels built for the trade. Unlike large cruise ships, they have bunks and cozy cabins, not monster staterooms and 24-hour buffets. Windjammers are woody and compact below decks. Crew and guests live and work in close quarters. The ship’s galley and dining areas are like your kitchen at home – everybody mingles there. Guests should be prepared to climb up and down ladders and steep steps to get on and off the boat and to the lower decks.

Despite those eccentricities – or, perhaps because of them – windjammers thrive in Maine. Each year, more adventurous folks discover their charms. Many veterans return to sail on the same ship, often year after year. Because once you’ve discovered the fine art of sailing, you also discover it gets better with practice.

To find your perfect multi-day windjammer cruise, visit the Maine Windjammer Association or Maine Windjammer Cruises , most of their fleets are based out of Rockland or Camden . There are several day sails offered along the coast including Portland Schooner Co . in Portland, Schooner Surprise and Schooner Olad in Camden, and Downeast Windjammer Cruises in Bar Harbor.

Businesses & Organizations

• Boat Cruises

Sail Seabird

Come on an educational coastal sailing voyage with Sail Seabird! Offering single and multi-day trips along the coast of Maine and greater New England.

Phone: 845-200-9574

Website: sailseabird.com

Address: N/A see website for contact information , South Portland

Boothbay Boat Rental

Based in Midcoast Maine, Boothbay Boat Rental offers guests safe and reliable boat rentals.

Phone: 207-633-2970

Website: www.boothbayboatrental.com

Address: 100 Ebenecook Road , Southport

Fore River Sportfishing

Private Fishing Charters and Harbor Cruises

Phone: 207-671-5995

Website: www.foreriversportfishing.com

Address: 1 Spring Point Dr , South Portland

Moon Dog Excursions

Something Extraordinary! Custom Boat Charters and Island Excursions on Penobscot Bay. Experience the beauty of the Maine Coast.

Phone: 207-230-9069

Website: moondogexcursions.com

Address: 111 pascal ave , rockport

The Back & Forth, Belfast, Maine.

The Back and Forth offers Delightful Jaunts and Extra Special Experiences out in the Belfast Bay.

Phone: 207-323-2566

Website: www.thebackandforth.com

Address: Belfast City Harbor Dock , Belfast

Yankee Rambler - Private Charters

Personal boating at its best!

Phone: 207-801-2300

Website: www.acadianboattours.com

Address: 47 West St. , Bar Harbor

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Cabbage island clambake, public boat launches and town landings, get inspired at the maine quarterly, shaw & tenney, somewhere beyond the sea.

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Learn how our safe travel protocols are helping ensure everyone's visit is a safe one.

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2024 Schedule and Rates

All trips spend the first night at the dock in Camden. Explore the town that evening and enjoy dinner in one of the many fine restaurants. We set sail the following morning. Guests may board anytime after 6 PM on boarding night.

Returning guests always receive 10% off the listed price!

The Lewis R. French is a 100% non-smoking vessel.

2024 Schedule Download (PDF)

Online Brochure (via SimpleBooklet)

Is the trip you want not available? Ask to be added to our waitlist!

We do get cancellations and are frequently contacting people on the waitlist. Click on the "Join Waitlist" link for the trips you’re interested in and we’ll get back to you if space becomes available. Please feel free to  email us with any questions you have! Thank you!

Note: Plans often change, so when a cancellation occurs, our policy is to notify everyone on a given waitlist at the same time. We will grant the vacancy to the first person to respond and affirm that they would still like to sail on that trip.

Looking for 2025 trips?

Visit the 2025 Schedule & Rates page.

**Aug 30th trip returns to Camden Harbor Friday afternoon to participate in the Festival. Guests stay aboard Friday night to enjoy the festivities and fireworks and disembark Saturday morning after breakfast.

Themed Sailing Adventures

Sailing and hiking.

These trips are a wonderful combination of sailing and exploring. Guests will get to explore some of the great hiking trails we have discovered. After sailing each day, we'll take advantage of the long June days and head ashore for a hike. Hikes of different lengths and levels can be arranged. All hiking is optional.

Schooner Gam

One evening we'll raft up with other Maine Windjammers for an evening of music and sea time camaraderie. This is a unique opportunity to tour and photograph these vessels up close.

Lighthouse Cruises

We'll make an effort to sail close up to some of midcoast Maine's beautiful lighthouses offering guests great photo opportunities. We will try to visit a few ashore as well.

Windjamming and Kayaking

Maine's Windjammers and other tall ships meet to participate in an exciting day of racing. Get involved in sail handling and strategy, or just sit back and enjoy the sight of these majestic tallships racing under full sail. The Race usually has 12-15 competing schooners and often includes an award ceremony and post race party.

Music Festival Week

Midweek we'll sail to Swan's Island to attend the Sweet Chariot Music Festival, a gathering only accessible by boat! This evening show features performers from all over the U.S. www.sweetchariotmusicfestival.com .

Camden Windjammer Festival

The French participates in a parade of sail as schooners return to Camden Friday evening. You'll have the best seat in town for enjoying the schooner crew talent show, fireworks over Camden Harbor, and other festivities in town. Guests disembark Saturday after breakfast. Festival Website: www.camdenwindjammerfestival.com .

WoodenBoat Sail-In

The French joins other Windjammers for one last gathering in Brooklin, Maine, home to WoodenBoat Magazine and School. This is a great opportunity to photograph these vessels close up under full sail, tour the WoodenBoat school and see some really cool wooden boats.

At the end of our last sail of the season, we invite interested guests to help downrig the schooner for the winter - unbend the sails, remove the running rigging and otherwise prepare the French for the offseason.

Rest and Restore

Four-night and Six-night Lighthouse Cruises

Reservation & cancellation policy:.

For all trips, a $300 deposit is required per guest upon reservation. The balance is due 8 weeks before the sail date. A full refund - less a $30 cancellation fee - will be given if you cancel before 8 weeks of the sail date. A full refund (less $30) will be granted for cancellations within 8 weeks of the sail date if we can fill your space. We strongly suggest you purchase travel insurance, just in case.

View Online Brochure Learn About Package Deals

We have a travel page to assist you with traveling to Camden.

Private Charters

The French is available for private charters. Visit our Windjammer Charters and Weddings page.

18 Best Mid-Coast Maine Windjammer Cruises

The scenic coast of Maine is best explored on the water and the best way to do that exploring is on one of the many Maine windjammer cruises offered in coastal towns such as Camden and Rockland.

What is a windjammer you ask? It’s a tall ship, so named because the sails are so big that they almost seem to “jam” the wind. In years past, windjammers were designed to ship cargo over long distances.

Maine windjammer cruises are fun, exciting, and memorable for so many reasons. On a windjammer cruise, you can see lighthouses, seabirds, other boats, sea life, and so much more.

To put it simply, cruises on Maine windjammers are equal parts adventurous and relaxing and there are many to choose from in mid-coast Maine.

Request our full vacation guide to Mid-Coast Maine. All the amazing things to do in Mid-Coast Maine in one free guide.

Windjammer Cruises in Camden & Rockport

Windjammer angelique  | camden.

Join Captain Dennis and his wife Candace for one of the most authentic experiences in Maine, offered in three, four, or 6-day cruises.

Kick back and let this experienced team do the driving. The cruise (which is eco-friendly FYI) can be as low-key or as jam-packed as you want.

No matter what you choose to do or where you go, you’ll get the authentic Maine experience you crave: scenic coastlines, locally sourced seafood, Maine sunsets, and plenty of wildlife.

Windjammer Grace Bailey  | Camden

Operating in Camden Harbor, visitors have the chance to take weekend cruises and 5-day cruises of Penobscot Bay .

The Grace Bailey was built in 1882 and, believe it or not, it’s listed as a national landmark. If you’re looking for a truly authentic sailing experience, this is  the  ship to pick. It’s got plenty of room to spread out, its original, restored cabin from 1882, and even a piano.

Lewis R. French  | Camden Harbor

America’s oldest windjammer offers its passengers an amazing Maine experience. Not only will you see the majesty of the Maine coast, but you’ll also chow down on delicious Maine cuisine, including mouthwatering lobster.

This is the perfect opportunity to unplug from the rigors of daily life, breathe in the sea air, and just have fun. The Lewis French offers 3, 4, and 6-day cruises.

It’s been a mainstay in Maine’s windjammer fleet for more than 140 years, so sailing on it is a treat.

Mary Day  | Camden

This majestic ship has been sailing the waters of Maine since the 1960s and was the first Mid-Coast Maine windjammer built with comfort, performance, and safety in mind.

The Mary Day offers 3, 4, and 6 cruises and always keeps safety in mind. It has the ability to tour in shallower waters other boats can’t enter, which means passengers can get an even closer look at some of Maine’s islands as well as the coastline.

Schooner Mistress  | Camden

Offering weekend cruises as well as 3, 4, and 5 days cruises, the Mistress offers the experience of a windjammer and the comfort of a private yacht.

The Mistress can accommodate just six passengers, which makes it the perfect choice for visitors looking for a more private windjamming experience.

With delicious meals onboard and modern accommodations, you’ll feel like you’re on board your own yacht.

Schooner Olad and Cutter Owl | Camden

Visitors to Camden can choose from one of two options in Camden Harbor. You can do it all here, whether you want to see lobster boats, hidden mansions, islands, lighthouses, eagles, seals, and more.

The Olad is a classic yacht that’s been restored to its former glory. The Olad sails from mid-May to mid-October and offers a two-hour sail as well as half-day, and full-day cruises.

The Owl offers comfortable sailing and more intimate sailing trips with accommodations for just six passengers. The Owl typically does two- and three-hour day trips, but is also available for customizable trips.

Schooner Mercantile | Camden

This well-known and well-loved Maine windjammer is sometimes referred to as the “prettiest coaster on the Bay.” It’s a familiar site around Rockland Harbor and has spent much of its life sailing local waters.

It began sailing out of Camden in 1945 as part of Frank Swift’s fleet of windjammers and underwent a restoration in 1989 to offer modern accommodations. It now offers 3- and 4-day cruises.

Schooner Heron | Rockport

The Heron offers three daily trips from Rockport Harbor, including the Educational Eco Tour, a private morning sail, and a Happy Hour Sunset Sail, as well as custom charters.

This is a great way to see the rugged Maine coastline around Penobscot Bay as well as stunning wildlife. Sit back and take a load off as you see the vibrant Maine scenery all around you.

Rockland Maine Windjammer Cruises

Schooner american eagle  | rockland.

Taking a windjammer cruise on this schooner offers good company, delicious food, adventure, and relaxation.

Visitors have a chance to explore the wonderous waters of Penobscot Bay over three to six days. One day may take you to lighthouses, another day may take you to one of Maine’s many secluded islands.

You can even take longer trips aboard the American Eagle to sail north to the Canadian border or south into the lobster-rich waters of Gloucester, Massachusetts.

Schooner Isaac H. Evans  | Rockland

Operating out of Rockland Harbor, the Isaac H. Evans offers single-day cruises as well as 3, 4, and 6-day cruises of scenic Penobscot Bay.

This is another beloved Maine vessel that’s been designated as a National Historic Landmark. It can easily accommodate nearly two dozen guests and is perfect for taking in the scenery of Maine’s coast.

Schooner J. & E. Riggin  | Rockland

The J. & E. Riggin offers cruises spanning 3, 4, 5, and 6 days, so you’ll have plenty of time to check out Maine’s many sparse islands, rocky coastline, and legendary lighthouses of Penobscot Bay.

Schooner Stephen Taber  | Rockland

The Stephen Taber is nearly 150 years old, but it’s still just as magnificent as when it first set sail. Seasonal cruises are offered from May to October, spanning 3 to 8 days.

The Stephen Taber aims to please and offers all the amenities for a memorable experience. Visitors can enjoy classic Maine scenery, enjoy smooth sailing, excellent food, and fun activities both onboard and off.

Summertime | Rockland

As a Maine windjammer cruise goes, you can’t do much better than sailing on a ship called Summertime.

This classic New England pinky schooner offers day sails as well as multi-day cruises that are perfect for families or small groups.

Private charters can also be arranged for special interests such as Maine history or boat building.

Schooner Ladona | Rockland

This ship has quite the history on the eastern seaboard and was christened in 1922. For a time, it was known as the Nathaniel Bowditch and served as a sail-training ship.

Under the eye of Captain Noah Barnes, the Ladona was returned to its former glory and now, from June through October, visitors can have exciting excursions that last from 3 to 7 days.

This vintage sailing experience offers its guests an all-inclusive, intimate, comfortable time with plenty to do onboard and ashore.

Your adventure begins with a made-to-order breakfast in the morning and includes picturesque sunsets, trips by New England fishing villages, and around hundreds of islands.

Schooner Heritage | Rockland Harbor

Owned by Doug and Linda Lee, the Heritage offers 3, 4, 5, and 6-day cruises of Penobscot Bay. The boat was built in the style of a 19th-century coasting schooner and is designed for comfort to offer visitors a memorable experience.

More Mid-Coast Maine Windjammer Cruises in Boothbay Harbor

Schooner lazy jack | boothbay harbor.

Your Maine adventure starts in Boothbay on the oldest windjammer in Boothbay Harbor.

You can hoist the sails or even take a turn at the wheel as you sail past Burnt Island Light, Rain Island Light, Squirrel Island, and other islands around Boothbay Harbor.

Lazy Jack offers two-hour cruises or private charters, so you can sail as much or as little as you want to.

Schooner Eastwind | Boothbay Harbor

Maine’s wonderous seascape dotted by lighthouses, wildlife, lobster boats, and more awaits you as you enjoy a two-hour voyage.

From late May to mid-October, the Eastwind offers up to four trips every day as well as private charters.

Best Mid-Coast Maine Lodging Near Windjammer Cruises

A sailing vacation to Camden Maine or Rockland Maine will undoubtedly be one of the most memorable experiences of your life, so book your Maine windjammer cruise today!

Whether you’re a veteran of the mid-coast Maine seas or you’ve never been on a traditional schooner before, there’s so much to see and do that you’ll never want your journey to end.

Between digging into a fresh lobster bake, breathing in the sea air, seeing wildlife, cruising past historic lighthouses, fishing, swimming, and so much more, the only question you’ll ask is, “What do I want to do first?”

If you’re looking for lodging during your stay, the Country Inn Camden Rockport and the Glen Cove Inn and Suites in Rockland offer the affordable accommodations and amenities you need to make your stay comfortable and enjoyable.

• Last Modified October 21, 2022

Accommodations

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Coastal Maine Windjammer Cruises: Overnight Schooner Sailing Vacations

Maine Windjammer cruises will connect you with nature as you adventure along the coast of Maine. These overnight schooner sailing vacations are unique due to their small size and big adventure.

Taking a cruise on any one of the nine ships in the Maine Windjammer Association fleet is a wonderful experience. It’s a time to unwind and unplug as you become part of a unique family of crew and passengers, sailing Maine's beautiful New England coastline in the northern United States. 

Who is a Maine Windjammer Cruise For?

We think this experience is great for:

• A history buff.
• Anyone who wants a unique adventure on the ocean.
• A person who is craving a break from technology and devices and wants an “unplugged,” all inclusive experience.
• Someone interested in being closer to nature than on a typical cruise ship (even a small cruise ship).
• A person wanting a unique way to see Maine’s Coast for more than a few hours.
• Someone who wants to understand sailing life a little better.
• Anyone who wishes they could own a sailboat but can't, for whatever reason. This is a great way to get your sailboat fix!

The History of Maine Windjammer Association

Our captain shared with us that Maine Windjammer Association (MWA) was formed in the 1970s. A few captains of several ships back then came together to be able to afford advertising in the New York Times and a paper in Portland, Maine. Their advertisements looked a little like a divided quilt, with a silhouette or drawing of the ship on it.

Though the ads and form of advertising have changed from paper and print to websites and social media, the camaraderie and strength of like-minded captains has persisted well into the 21st century. The ships are individually owned and operated, but they can attract more guests when they band together.

The Maine Windjammer Association Fleet

Nine ships make up the fleet of the association. Each ship's character differs from the others in terms of its finishes, sails, and vibe, depending on its captain.  

Each vessel offers a lobster bake on a coastal Maine island. (If the weather is inclement, the lobster bake may be on your ship, like it was for us. It was still fantastic!) 

Ships that leave from Rockland and the Ship's Captain(s) and Owners

• American Eagle : Captain Tyler King
• Heritage : Captains Sean Grimes and Ben Welzenbach
• J. & E. Riggin : Captains Justin Schaefer and Jocelyn Schmidt
• Stephen Taber : Jane Barnes and Captain Noah Barnes
• Ladona : Jane Barnes and Captains Noah Barnes and J.R. Braugh
• Grace Bailey : Captain Sam Sikkema

Ships that leave from Camden and the Ship's Captain(s) and Owners

• Lewis R. French : Captain Becky Wright
• Angelique : Captain Dennis Gallant and Candace Kuchinski
• Mary Day: Captains Barry King & Jen Martin

Age of the Maine Windjammer Cruises Ships

The ships were built within just over a century of each other. The two oldest were built in 1871. That includes the Stephen Taber and Lewis R. French. Grace Bailey was built in 1882. The Heritage was built in 1983. American Eagle, which we sailed on, was built in 1930. All of the ships have been through various refreshes and modernizations over the years, including maintenance (as any boat owner knows is never-ending)

Note that this is not the date that the ship became a passenger-bearing vessel. It's simply when it was built. For example, American Eagle didn't start to take on passengers until 1986, when Captain John Foss, the previous ship owner, remodeled it.

Size of the Schooners: Length and Guest Cap

The ships range in length from 64 feet (Lewis R. French) to 132 feet (Victory Chimes). The American Eagle is 92 feet and felt plenty big yet also intimate.

The number of guests that can sleep on the ship vary as well. While Ladona can sleep the least, at 16 passengers, Victory Chimes can host the most at 40. However, most of the ships fall in the 20 to 30 range, with American Eagle capping out at 26 guests. This does not include the crew. (On American Eagle, we had 6 crew members, including Captain John Foss, who has since retired.)

Maine Windjammer Cruises: Amount of Days

All the ships sail various cruise lengths, from three to six days. Some of the ships can do one or two-day sailings (Lewis R. French, Mary Day, and J. & E. Riggin). Ladona has overnight sailing cruise options that are seven days, and American Eagle has cruises that are eight or nine days as well.

We recommend a minimum of three nights. Our sailing was four days and four nights, and it was wonderful for our introduction to this type of cruising, but not too much, just in case we were iffy about it. (We loved it – next time, we'd spring for a five day! We recount each day in our trip report .)

Ports of Departure and Getting to Coastal Maine

You have to get to Maine to embark on your Maine Windjammer Association adventure, sailing Maine’s cost. 

People either fly to Portland, where Maine’s main airport is, and drive to the port from there or fly to Boston and do the same. (The drive from Boston, which is further south along the coast, is just a little longer.) 

If you don’t want to rent a car, a number of car services will take you to coastal Maine along with a coach bus option, through Concord Coach Lines . But expect to pay a few hundred dollars, depending on what airport you arrive to and its distance to your port of departure.

Not all of the Maine Windjammer Association cruises leave from the same port – there are two port locations, one in Rockland and one in Camden. The towns are very close to each other, however you'll only need to go to one of the two for your trip.

You can expect for your Maine Windjammer cruise to be closed-loop , meaning it starts and ends in the same port.

One of the main considerations in budgeting for our sailing trip was what it was going to cost us to get to Maine before even getting on the ship. And, candidly, it cost us about the same amount to get to Maine and rent a car as it does to go on Maine Windjammer cruises for a few days. (We rented a car to continue on a 7-day road trip of Maine's coastal towns immediately following our four-day schooner cruise.)

Cost to Sail Maine's Coast with Maine Windjammer Cruises

The length of the cruise and what ship you're going on are the two factors that most affect the cost of sailing with Maine Windjammer Cruises.

Cruises with Maine Windjammer Association vary from $885 to $3,188.

When you are budgeting for your trip, aside from budgeting for transportation to get to the port, you should also allot for tip money. Tips are between 8% to 10% per crew member, per passenger. This adds a few hundred dollars to your trip. 

We discuss that a bit more in our Maine Windjammer Cruise packing list post. 

Accessibility on the Maine Windjammer Association Ships

Due to the age of the ships, and way you need to climb up and down steep steps (nearly ladders) to get from one deck to another, we do not recommend this type of cruise for anyone with mobility concerns. You simply cannot avoid the steps to get between the decks.

Additionally, if you want to go ashore near ports, you have to tender to land in a rowboat. The way this is done is by lowering a rowboat into the water, then the guests climb down from the schooner to the rowboat with the help of a very small ladder that's simply rope and wooden cross bars.

Lastly, the rooms and space within each cabin are not big enough to accommodate wheelchairs or walkers.

Special Events and Themed Cruises

There are special events cruises every year that may vary slightly, but the overall themes are there. This includes things like the arts and specialty nature cruises, where usually, a specific guide will be on board to educate the guests about the topic. Here are some cruises for you to keep an eye on if any of the activities interest you:

• Lighthouse cruises
• Photography cruises
• Yoga and Wellness cruise
• Knitting cruise
• Fall foliage cruise
• Wine-tasting or beer-tasting cruises
• Acadia National Park and cruise
• Meteor shower cruise

Some events are considered Gatherings of the Fleet. This includes things like Great Schooner Race, Camden Windjammer Festival and Schooner Gams, which are when the majority of the Maine Windjammer Association fleet gather in a harbor or right next to one another for a fun and casual gathering.

We experienced a Gam on the sailing we were on with American Eagle, when about seven of the ships were together in a harbor. It was amazing to see the ships sailing into the harbor to moor to spend some time together!

Our cruise also had the option to sign up for watercolor lessons with a watercolor artist and teacher onboard. Carol L. Douglas is a very talented artist. Though we didn't sign up for the workshop, it was amazing to see her students (and the guests) painting “en plein air” throughout our sailing.

Participation in Ship Responsibilities

Participating in things like raising and lowering the sails is completely optional. You'll get FOMO (fear of missing out!) if you don't do it at least once, but it certainly isn't required.

By the end of the cruise, Dan was a pro, furling sails like he'd be doing it his whole life!

They also asked for volunteers to help dry dishes after each meal on our ship, and I helped do it twice to bond with the other guests who were helping, along with the crew. But again, it's not required. It is completely voluntary.

Cruise Ports: Where do the Ships Go? 

Unlike a river cruise or ocean cruise with a set itinerary, which may change due to weather but you generally know where you’re going (from Alaska’s ports to European ports and beyond), a cruise with Maine Windjammer Association is open to the captain’s desires of where he or she wants to sail that day. 

The adventure is really being on the ship and knowing, overall, you’ll stop in some small coastal Maine towns here or there to walk around for a while and then row back to your moored schooner in the harbor. 

We stopped in the harbor of two towns during our trip. One was Stonington (a quaint and picturesque fishing village), and the other was North Haven. Another day, we had the option to go ashore on Russ Island, which was pretty much simply a beautiful, mostly untouched beach that Dan and I enjoyed exploring together for an hour and a half. 

What is the Food Like on Maine Windjammer Association Cruises?

From our experience, it's excellent. We were truly in awe of how much food they pump out in such a small g a lley , how often they are creating meals (nearly constantly when the sun is up), and how GOOD it is.

In fact, the BEST lobster we have ever had (including during our 7-day road trip following our Maine Windjammer cruise) was on the American Eagle.

We haven't been on every ship, however, we hear from trusted friends, travel writers, and colleagues that the food on any of the ships is outstanding.

In addition to a lobster bake on every Maine Windjammer Association sailing, you can expect things like fresh baked bread, comforting soups (especially wonderful with how cold it can get as you sail, even during summer in Maine ), coffee and tea with breakfast and lunch, savory breakfasts, sweet desserts, and filling dinners including dessert.

Read more about the Food Maine is Known For

Maine Windjammer Association on Social Media

If you want to see even more photos from people's experiences with Maine Windjammer Association , simply look up the hashtag #thisiswindjamming on Instagram. There are loads of photos from the Maine Windjammer Association fleet that are marked with this, which will enable you to see many more aspects of sailing Maine's coast.

Disclosure: We thank Maine Windjammer Association for generously hosting us. We also may make a small commission from affiliate links in this post at no cost to you, but all opinions are ours and we bring you genuine content with real facts, photos, thoughts and recommendations. Always.

Going sailing? Also check out these posts:

• Maine Cruising: Trip Report Aboard Windjammer American Eagle
• Honest OMEGA Sailing Bracelet Review: Premium Accessory for Everyday Wear
• Awesome Cruise Gift Ideas for Cruise Fans & People Going on a Cruise

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I am a guide leading trips in Maine for the summer I have a block of time off I would love to do an overnight trip maybe three or four day sail if you have availability anytime from July 31st thru Aug 4. Thank you!

Hi Tiffany! We highly recommend a Maine Windjammer cruise. We’re not any of the ships – we traveled on American Eagle and were happy to write about our experience to spread the word. Visit their website for availability of sailings: https://www.sailmainecoast.com/

Interested in 3-day Windjammer sails in Maine. An 80th birthday present. I have sailed a 16 ft Swampscott dory out of Provincetown for over 20 years and have experience bareboating 30+ sloops on the West Coast of Florida. Some mobility problems after 2 recent knee replacements Miss the sea so much. please advise. Bill Hughes

Hi Bill – Happy 80th birthday! What an amazing way to celebrate! We recommend reaching out to the Windjammer own directly. They are great people! You can participate or not participate as much as you like in the hoisting of the sails and such. The mobility challenges we’d recommend looking out for are the stairs to get to/from the sleeping deck and galley, which is more like a ladder. And also the ladder to get into a rowboat to get to shore when the boat is moored. We’ll email you to connect you with the ship owner. 😉

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Windjammer Classic Sunset Sail from Camden, Maine

• Sunset cruise
• Alcoholic drinks (available to purchase)
• Gratuity (optional)
• 18 Bay View St, Camden, ME 04843, USA Departure Point: Schooner Appledore at Bayview Landing Address: 18 Bayview Street Camden, ME 04843 Directions: Sail departs behind the restaurant and hotel on the public landing.
• Not wheelchair accessible
• Stroller accessible
• Infant seats available
• Confirmation will be received at time of booking
• Children must be accompanied by an adult
• Minimum drinking age is 21 years
• Most travelers can participate
• This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
• This tour/activity will have a maximum of 49 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.
• Curtis Island Light

Similar experiences

• nixie71 0 contributions 5.0 of 5 bubbles Definitely a must excursion! Such a fun experience! The crew made it a great time for our two boys who got to participate in helping raise the sails. Read more Written November 22, 2023
• dotravels 0 contributions 5.0 of 5 bubbles All aboard the Appledore! It was an amazing sailing experience. Very relaxing and beautiful scenery. Friendly and informative crew. Read more Written October 5, 2023
• glennbD5706GL 0 contributions 5.0 of 5 bubbles Do not miss this opportunity! The captain and crew were very friendly and accommodating. Although the wind was light, the Captain took us down the coast allowing us to take pictures of various islands and lighthouses and even a pile of rocks that has caused several shipwrecks offshore of dead man’s cove. There are stories to be heard and so much to see. Had fall colors arrived normally, we would have had an opportunity for some fantastic pictures. Read more Written October 3, 2023
• CandiTravels 0 contributions 5.0 of 5 bubbles Wonderful Sailing Experience The Appledore II is a beautiful schooner. We booked this last minute on their last sail of the season. The boat had plenty of room to sit and walk around d. A nice 2 hour sail. Drinks available for purchase and a decent selection. The crew were fun and knowledgeable. Read more Written October 1, 2023
• ahtram56 0 contributions 5.0 of 5 bubbles A great day sailing We had a beautiful experience on the Appledore today in Maine. Very interesting watching the crew and volunteers work the sailboat. Very well run and informative. Read more Written September 29, 2023
• Pathfinder737134 0 contributions 5.0 of 5 bubbles Beautiful sailing experience The sail was so beautiful and relaxing! Perfect weather and the crew was great. Dolphins were a plus. Read more Written September 28, 2023
• Jet01977040773 0 contributions 4.0 of 5 bubbles Enjoy a ride on a sailing vessel This is an enjoyable ride on a schooner. We had a beautiful day for it. It was very interesting to watch how sails are raised and lowered. Be aware that it’s not a narrated cruise with lots of things to see. Read more Written September 28, 2023
• F2608VYrebeccaa 0 contributions 3.0 of 5 bubbles It was ok Although the staff were friendly, some narration by the captain would have been appreciated. We were expecting to sail closer to the shore but we went out to the middle of the bay and back. Read more Written September 27, 2023
• TamraC628 0 contributions 5.0 of 5 bubbles Perfect day sail I went sailing with 3 different sailing companies while in Camden, Maine, and this was by far my favorite! Mid afternoon sun was just enough to keep the chill off. The vessel is large enough to be able to walk around…. And they had a bar for drinks! Highly recommend! Read more Written September 27, 2023
• Wander273286 0 contributions 5.0 of 5 bubbles Smooth Sailing…wonderful afternoon on the Schooner - highly recommended by seasoned boaters! Fabulous! Loved every minute on Penobscot Bay!!! It is a fun, enjoyable way to spend a beautiful afternoon! Been on others - this was the best! Read more Written September 21, 2023
• CecilleT336 0 contributions 5.0 of 5 bubbles FUN SCHOONER EXPERIENCE THE CAPTAIN AND THE TWO MATES (IAN & ZAC) WERE EXCELLENT! WE THOROUGHLY ENJOYED THE 2 HOURS!! WE MET SEVERAL NICE PEOPLE AND IT WAS FUN TO BE ABLE TO PARTICIPATE IN THE HOISTING OF THE SAILS (4 VOLUNTEERS); BEAUTIFUL KEPT SCHOONER AND THE MATES WERE PERSONABLE AND VERY EFFECIENT...EXCELLENT EXPERIENCE! Read more Written September 18, 2023
• 940laurelw 0 contributions 5.0 of 5 bubbles Best Sail in Camden We had a great sail. Captain and crew were so friendly and knowledgeable. The experience was amazing. Would do it again! Read more Written September 9, 2023
• cjhkch 0 contributions 5.0 of 5 bubbles We love the Schooner Appledore cruises A bit foggy, but fabulous wind and one great ride on the Appledore yesterday afternoon. Think this was our fifth time sailing with them. Great boat, great crew and wonderful sail out of Camden Harbor. Read more Written September 9, 2023
• Tonya S 0 contributions 3.0 of 5 bubbles Just OK Took the 2 hour sail on the Appledore Schooner midday departing at 3pm. Sadly the boat was more crowded than I expected and told to “squeeze in to make room for your neighbor”. Once on board, the crew were busy taking drink orders (liquor, beer, wine) and then getting those drinks passed around as we set sail. Captain Russ is a very quiet man and while I understand he has a lot of responsibilities, I’m sure he has a lot of information about the boat and the area we were sailing. Instead we sailed around the waters with no information on the history of these waters or it’s surrounding area. Our sail was 2 hours from 3-5pm. At 4:00 pm the two deckhands (Zack and Heather) were standing behind me. I overheard Heather say to Zack how the time was slowly creeping by. He encouraged her to go talk to people to make the time go by fast. This is what the cruise truly lacked. Instead of connecting with others on the boat and telling us about the area or history of the boat, they were more focused on selling drinks. At the end of the cruise the captain gives us a quick 3 min spill on how the boat was 50 years old sailing over a million miles as working fishing boat. Personally, I think it would have been nice to hear more about this earlier in the cruise. Overall, I found the cruise to be just okay. In the future I will look for a boat that takes less number of people without a focus on selling alcohol, and instead a more serious focus on sharing the history of the islands, the boat, and majestic scenery that people travel to see. Read more Written September 5, 2023
• holt1001 0 contributions 5.0 of 5 bubbles Great sailing experience Great crew and beautiful ship. Had a relaxing trip learning about the area while enjoying sailing on a ship with so much history. Read more Written September 3, 2023

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Windjammer Classic Sunset Sail from Camden, Maine provided by Schooner Appledore II Windjammer Cruise

In everything we do, we strive to provide an authentic Maine sailing vacation that inspires and nurtures our guests.

SAILING CALENDAR

Our calendar of windjammer sailing cruises  .

 Discover the magic of the Maine Coast

We offer a variety of

Maine windjammer sailing cruises.

Overnight Windjammer Cruises in the Camden & Rockland, Maine Region.

Overnight Windjammer Cruises

10 items found.

• 800-282-9989
• https://www.sailangelique.com/

Canvas + Pine Sailing Expeditions

• 207-701-7928
• canvasandpinesailing.com

• 207-236-2323
• https://www.maineschooners.com/

Maine Windjammer Association

• Camden , Rockland
• 800-807-WIND
• https://sailmainecoast.com

Maine Windjammer Cruises

• 207-236-2938
• https://www.mainewindjammercruises.com/

Schooner American Eagle

• 207-594-8007
• https://www.schooneramericaneagle.com/

Schooner Heritage

• https://www.schoonerheritage.com/

Schooner J. & E. Riggin

• 207-594-1875
• https://www.mainewindjammer.com/

Schooner Lewis R. French

• 800-469-4635
• https://www.schoonerfrench.com/

Schooner Mary Day

• 207-785-5670
• https://www.schoonermaryday.com/

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VISIT US IN Rockland

Visit us in camden, info center hours, follow us social media.

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We board between 5 & 6 p.m. the night of your trip's start date. We arrive back in Rockland before noon on the day of your trip's end date. 

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Grace Bailey

2023 adventures, below is the schedule of our maine sailing adventures for 2023, all trips depart from rockland maine. .

Explore Secret Maine

SUN 3rd - SAT 9th

Standard Cabin Price $1,870 pp

6 Night Adventure

Featuring Mike and Amy Aiken

SUN 10th - SAT 16th

Standard Cabin Price $1720 pp

Wooden Boat Sail-In, Featuring The Chivalrous Crickets

SUN 17th - THU 21st

Standard Cabin Price $1410 pp

4 Night Adventure

Hosted by Marc Evan Jackson

FRI 22nd - MON 25th

Standard Cabin Price $1210 pp

SOLD OUT - 3 Night Adventure

SUN 1st - WED 4th

Standard Cabin Price $1110 pp

3 Night Adventure

Fall Foliage

THU 5th - MON OCT 9th

SOLD OUT - 4 Night Adventure

Fall foliage, featuring the musical trio, Skylark