boston boston harbor sunset cruise

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Boston Harbor Sunset Cruises

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Sunset Cruise in the Boston Harbor

Enjoy the fresh air and escape the heat, see amazing views of Boston’s beautiful skyline and the historic USS Constitution as the sun sets behind the city. As evening sets in, sunset colors fade to a twilight sky and the city comes alive with lights. Our 90-minute sunset cruise will highlight popular and famous scenes of Boston Harbor from both past and present. Snacks, and cold beverages including water, juice and soda; as well as a full bar, are available on every boat.

Dates and Pricing

Weekends only until mid-June

Start times vary as the sun sets earlier each week. Click “Buy Tickets” to see start times for the specific day.

(Ages 18-59)

Students (13-17 with valid ID) / Seniors (60 and up) / Military (with valid ID)

(Ages 6-12)

(Ages 5 and Under)

• *Plus 10% service charge.

Contact Information

• 60 Rowes Wharf Boston MA 02110

Book Direct Online

Tickets may also be bought at the Wharf, Ferry Terminal Center.

Non-refundable, can be rescheduled with 24 hours notice. Once purchased, tickets cannot be refunded. You may reschedule your tickets (subject to availability) only if you do so at least 24 hours in advance. Activity takes place rain or shine. The activity runs regardless of weather conditions. In the rare situation where the seller is forced to cancel the event, ticket-holders will be allowed to reschedule to another time (subject to availability).

Our Location

© 2021 - 2024 All Rights Reserved

Under new ownership and with a new location at Fan Pier!

Boston Harbor Sunset Sail

Quick Details

• Hour Glass Duration: 2 Hours
• Clock Time of Day: Evening

Sunset Sail in Boston Harbor

If Boston is best seen from the water, then by far the best time to see it is during a sunset cruise on a classic Boston tall ship! We depart Fan Pier Marina and raise the sales, then it’s time to just chill out and relax.

The Star can accommodate up to 39 passengers for day sails in addition to a crew of 3. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the skyline sparkling in the twilight.

Drinks are available onboard for purchase via cash, credit, or Apple Pay – our menu includes several beers brewed right here in Boston! We also have red and white wine, vodka- and rum-based cocktails, soda, juice, and water available in addition to several snack options.

Snacks and bag lunches are welcome, but please no coolers or outside beverages.

There is no formal narration during our public sails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.

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Back on the water April 19th. Book early to reserve your date and time

Sunset Cruise

Breathtaking Sunsets

Great Group Activity

Pedal or Cruise

Experience the Rich Colors of a Boston Sunset on the Water

Watching the setting sun on the Boston Harbor will give you a feeling of awe. Comfortably pedal or just sip and relax as you experience a sunset in the Boston Harbor . You’ll be just a few hundred feet from the city’s biggest attractions like the Boston Tea Party Ship, Bunker Hill Monument, USS Constitution, and so much more! We may even see the firing of the USS Constitution’s cannon as it goes off every night at sunset. Your captain and assistant will ensure your safety while sharing stories about Boston’s rich history . This will surely be your favorite view of Boston!

Tour Highlights

Prepare for breathtaking sunset views while touring the Boston Harbor.

Have your camera ready, twilight views full speed ahead!

Pedal or relax as we cruise by Boston’s biggest attractions.

BYOB - Bring Your Own Beverages and food. We provide the ice.

Customize your departing location with our Private Charters.

Click the tabs for more info

Trip details.

• Harbor Route Map

Essential Information

Apr 19th – May 23rd & Sep 3rd – Oct 27th

Public Cruises $43.95/person Monday – Thursday $52.75/person Friday & Sunday $56.25/person Saturday Private Charters Max Capacity of Boat $35.15/person Pvt. Charter for Max Capacity – Monday – Thursday $37.80/person Pvt. Charter for Max Capacity – Friday & Sunday $40.45/person Pvt. Charter for Max Capacity – Saturday Private Charters Smaller Group for 16pp (more can be added) $40/person Pvt. Charter Smaller Group 16pp – Monday – Thursday $42/person Pvt. Charter Smaller Group 16pp – Friday & Sunday $46/person Pvt. Charter Smaller Group 16pp – Saturday

May 24th, 2024 thru Sept. 2nd, 2024

Public Cruises $49/person Monday – Thursday $59/person Friday & Sunday $63/person Saturday Private Charters Max Capacity of Boat $39/person Pvt. Charter for Max Capacity – Monday – Thursday $42/person Pvt. Charter for Max Capacity – Friday & Sunday $45/person Pvt. Charter for Max Capacity – Saturday Private Charters Smaller Group for 16pp (more can be added) $44/person Pvt. Charter Smaller Group 16pp – Monday – Thursday $47/person Pvt. Charter Smaller Group 16pp – Friday & Sunday $51/person Pvt. Charter Smaller Group 16pp – Saturday

10% Discounts on Public Tours for Military, Children <12yrs and Seniors 62yrs+

Departure times

Hourly from 2 hrs before sunset to sunset Click the links to see our public tour availability and our private charter availability

Meeting point

Public Cruises Meeting points (check our calendar and your confirmation to verify your boarding location)

Pier 6 Restaurant Dock in the Charlestown Navy Yard (1 8th St, Charlestown, MA 02129)

India Wharf Downtown (next to Boston Aquarium, 85 India Row, Boston MA 02110)

Private Charters are scheduled to Meet at

Pier 6 Restaurant Dock Charlestown but can board at other locations upon request

Availability

April 21st through October, 7 days a week

• Minimum – No minimum group size to reserve seats but Public Cruises must have a minimum of 6 passengers booked to operate
• Maximum of 20, 22 or 24 for Public Cruises depending on vessel
• Maximum of 20, 24 or 26 for Private Charters depending on vessel

Participation requirements

Valid ID for those consuming alcohol

• Coolers and ice (we have coolers with ice in the center bar between the pedal stations for passenger use)
• Life jackets

Not included

Food and beverages

What to bring

• Your own food and beverages – anything that requires a fork and knife is probably not a good idea
• A light jacket or layers
• Sunglasses and hats are great but you will be seated under a large canopy shielding direct sun and rain
• All captains have a US CoastGuard Masters License
• Deckhand/Assistant

The Experience

Our Cruises are scheduled to meet at Pier 6 in the Navy Yard in Charlestown or India Wharf downtown next to the Boston Aquarium. These docks open directly into the incredible Boston Harbor. You will board our vessel, store your beverages and snacks, receive a quick introduction and review our safety protocols. Then it’s time to pedal out onto open water or relax and enjoy the amazing Boston Harbor!

From the Cycleboat, you’ll see Boston like never before! Take in the amazing views and soak up their history. Landmarks like the East Boston Tall Ship, Nantucket Lightship, Logan Airport, South Boston Seaport, Boston Tea Party Ship , the Downtown and Northend Waterfront, Boston CoastGuard Station, TD Garden, Bunker Hill Monument and the Historic Charlestown Navy Yard with the USS Constitution and WWII destroyer Cassin Young .

Just choose a seat at the table and pedal as much or as little as you like or just relax in the lounge area. Your cruise will take you to the shoreline of East Boston, South Boston Seaport, Fort Point Channel, Downtown and Northend Waterfront, Charles River Basin and the Charlestown Navy Yard . After 1.5 hours on the water, we’ll head back to Pier 6, exit the vessel and say our goodbyes. You’ll leave with a smile on your face after experiencing one of the BEST Boston Harbor Day Cruises!

Boarding Locations and Enroute Attractions

Click the image to enlarge, some of our most frequently asked questions.

No, don’t worry! Most people take turns and have fun pedaling or just cruising. The captain can raise or lower the paddle wheel to reduce the resistance, making the pedaling easier (just like lowering the gear on a bicycle). We can also supplement your pedal power with the outboard motor, so no one has to pedal!

Yes! Riders who are of age are welcome to bring beer, wine or pre-mixed cocktails (no hard alcohol) while they enjoy their Cycleboat ride! Of course non-alcoholic beverages are okay too!

There is a bathroom aboard our 20, 24 and two 26 passenger boats (Boston Patriot, Rosie the Riveter, Minuteman and Sweet Caroline) for emergencies our 16 person boat (Cycleboat One) does not have a bathroom but can make a short bathroom stop at the tour’s halfway point.

• It’s unlikely you’ll get wet, but dress for the weather conditions and for comfort, it can be a little windier or cooler on the harbor, so we do recommend bringing an extra layer especially for evening tours.
• Sunglasses and hats are great but you will be seated under a large canopy shielding direct sun and rain.
• No need to bring a cooler as we have ice chests with ice in the center bar between the pedal stations for passenger use.
• Also, snacks are great or anything you can eat with one hand (i.e. sandwich)

Have More Questions? Check Out Our FAQ Page!

Why customers love cycleboat boston, lis s | braintree, ma.

Such an amazing time! It was a relaxing ride and the sunset was beautiful. We went at 7:00 and it was perfect. Ed and Rosie were so kind and personable. Highly recommend!

Monica F | Medford, MA

Tripadvisor.

Great way to see the city by water! This cruise was super! My friends and I chartered the Cycleboat for a sunset cruise to celebrate a birthday. Captain Ed and Rosie we both so sweet and fun. The boat is really big and you really don’t need to pedal if you don’t want to :). We all would highly recommend – this was a second trip for a few in our group.

atravellingman | Arlington, MA

The Boston Cycleboat is a great experience. The owners have taken a pontoon boat and added 12 pedal stations that drive a large paddlewheel at the back of the boat. Each bicycle style seat has a table and easy access to a cooler with ice. BYO beer, wine and snacks or dinner. There is also seating for four non-peddlers, and you can easily exchange seats. […] The Cycleboat is truly unique and fun. Give it a spin!

Check Out Our Other Boston Harbor Cruises

Harbor lights cruise, mimosa morning cruise, harbor cruise.

Finding the Perfect Boston Sunset Cruise

Step aboard one of these Boston sunset cruise options, and you’ll discover an urban jewel sparkling bright.

By Yankee Magazine

Jul 05 2018

Boston Harbor Cruises | Boston Sunset Cruise

BOOK A BOSTON SUNSET CRUISE: BEST BETS

BOSTON HARBOR CRUISES

CHARLES RIVERBOAT CO.

CLASSIC HARBOR LINE

Liberty fleet of tall ships.

MASSACHUSETTS BAY LINES

Spirit cruises  & odyssey cruises.

SEE MORE: Things to Do in Boston | 7 Summer Activities Best Places to Eat in Boston

Yankee Magazine

Boston: Harbor Sunset Yacht Cruise

About the activity

See Boston Harbor from a 1920s-style yacht and admire the sun setting behind Boston's skyline. Buy a drink from the onboard bar and look out for city highlights, including Fort Independence.

• Free cancellation Cancel up to 24 hours in advance for a full refund.
• Instant confirmation & Mobile tickets Receive your ticket right away. Use your phone or print your voucher.
• Start time - Available today 6:00 PM
• Duration 2 hours
• Cruise ticket
• Light commentary during the cruise (except December holiday departures)
• Drinks and snacks (can be purchased from the bar by credit card only, please plan accordingly)
• Enjoy light commentary on top monuments
• Listen to music played throughout the trip to create an enjoyable atmosphere
• Cruise by Fort Independence on Castle Island, named by George Washington
• See the various sites of the inner harbor
• Enjoy cannon fire at sunset, which will be presented off of the USS Constitution

Description

Embark on a sunset yacht tour of Boston Harbor. Step aboard the classic and inviting yacht Northern Lights. This elegant, classic boat is Coast Guard-certified and operates with a professional captain and crew! Sit back and relax in a climate-controlled cabin, or enjoy the sea breeze on the open deck areas. Be sure to visit the fully stocked bar to purchase refreshments by credit card so you can sip refreshing drinks as you cruise along the harbor. The Northern Lights yacht is one of the most comfortable and versatile cruise vessels in Boston Harbor and is modeled after 1920s-style New England steamships. At 115 feet in length, it features six bathrooms and provides ample seating. Built for taking groups of people on spectacular adventures, she is the perfect sightseeing boat in Boston for taking groups of friends and family out to see the harbor.

• This cruise lasts 2 hours; you are required to arrive 15 minutes in advance for pre-boarding
• Please do not bring your own alcohol, you will be able to purchase beer, wine, Champagne or cocktails from the bar while on-board
• Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted. Please let us know in advance if assistance is required for boarding
• Masks are no longer required, but are welcome onboard

Standard Departure Time

Premium departure time, weekend premium departure time, reviews & ratings, top 5 similar activities in boston.

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Frequently Asked Questions

Prices & booking.

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Boston Harbor Tour

Call to order 617-951-2460

We offer historic sightseeing tours on the yacht Northern Lights . This is a classic boat that operates Boston Harbor excursions and sightseeing cruises. It is a Turn-of-the-Century inspired yacht so it is the most elegant power boat in Boston Massachusetts.

We have put together some unique Boston cruises for you to experience in the most elegant manner. Northern Lights was built with a beautiful mahogany bar and her varnish is maintained to complete your feeling of a Turn-of-the-Century vessel.  Comfortable seating is available all around the boat, as well as a full sun deck atop, all with un-obscured views! As a result our Boston Harbor sightseeing cruises & Boston boat tours are intimate and crowd free. Guests are welcome on the forward deck for their Boston harbor tour as well to soak in the sun. Above all, you will score some fantastic photographs of all the Boston Harbor sites from the water!

This stunning yacht is perfect for families, romantic dates or a group of friends.  Take in the sights of Boston MA for a sightseeing cruise that will keep you coming back for more! Most importantly, we know whether you join us for a day cruise or a classic sunset cruise you will not be disappointed. Jump aboard and cruise in elegance to view this famous skyline with us!

-->Boston Brunch Cruise aboard Northern Lights -->

Weekends are a time for relaxing and getting your days started the right way. Join us for a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode on this Boston Brunch Cruise. While aboard choose from a variety of Mimosas and Bloody Mary’s. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we cruise around Boston Harbor to capture panoramic views of Boston.  This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. We can accommodate small bridal parties or even morning after wedding parties.  The Brunch Cruise offers the perfect event for the individual or the group looking to celebrate and relax.

-->Boston Sunset Cruise -->

Join us for an after work cruise to relax with friends and watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline. Experience a sunset cruise departing from bustling Rowes Wharf and head out to watch the sun go down over the city of Boston. Bring a date or meet a group of friends aboard the classically styled yacht, Northern Lights . Cruise by the U.S.S. Constitution at dry dock in the Charlestown Navy Yard and wait for cannon fire to announce the setting of the sun.

-->Boston Harbor Cruise on Northern Lights -->

Step aboard Northern Lights for a 1.5-hour sightseeing  cruise  of  Boston   Harbor .  The  harbor  is full of rich and unique history that will keep your attention throughout the trip. Grab a hot beverage or small bite from the bar.   Sit back, and relax aboard the warm and cozy Northern Lights!

-->Boston Sunset Sail -->

Experience a beautiful Boston Harbor sunset on the water and see some of the city’s waterfront landmarks as the sun dips below the horizon. Sailing offers a smooth and gentle experience on the water, which is great for having a romantic early evening out with that special someone. Our crew and captain offer top notch customer service to our guests.

-->Boston Day Sail -->

Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise. Our classic afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better way to enjoy the day than sailing aboard the schooner Adirondack III , which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speed.

-->Evening Jazz Cruise -->

Grab that special guy or gal, or a couple of happy-footed friends who enjoy the sounds of music on our 90-minute live jazz cruise in Boston Harbor. Allow your senses to take you back in time with the sights of our 1920s styled New England Yacht combined with sounds of jazz. Our jazz cruise is preformed by Blue Motion Quartet, which brings a blend of vibrant modern groove with a standard jazz repertoire. Cruise through the harbor enjoying the City Lights as they dazzle on the waters of Boston Harbor, grab a glass of champagne or a mixed drink from the bar and dance with your sweetheart on this one of a kind cruise.  This is the perfect cruise for snuggling up with a loved one’s or dancing with a group of friends to the sounds of the Blue Motion Quartet. 

-->Adirondack III 90-Minute Mimosa Day Sail -->

Our classic, 90-minute, afternoon day sails are the perfect way to see the sights of Boston Harbor. There is no better way to enjoy the day than sailing aboard the schooner Adirondack III, which is the most elegant sailing excursion you will find in the harbor. Adirondack III is a classically styled 80-foot pilot schooner with long sleek lines. She is smooth and gentle sailing vessel with some speediness to boot.  Within minutes of leaving the dock, you’ll forget the distractions of life on land, as you experience the joy of a leisurely sailing cruise.

-->U.S.S. Constitution Turnaround Sail aboard Schooner Adirondack III -->

Join us for the 2.5-3 hour long sail on July 4th to view the turnaround of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world. Experience this yearly event like you never have before aboard Adirondack III, a classic 80-foot pilot schooner. She features comfortable seating and a brisk ride, as we are able to view the turnaround of the U.S.S. Constitution. You won’t want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation’s birthday. The U.S.S. Constitution will sail out into Boston Harbor where she’ll exchange a 21-gun salute with Castle Island’s Fort Independence. While aboard enjoy complimentary pastries, bagels, and muffins with our continental breakfast.  (Continental breakfast includes: Assorted Pastries, Scones, and Muffins, Jalapeño Cheese Bagels with Cream Cheese, Fresh Seasonal Fruit, Yogurt and Granola)

-->Illuminate the Harbor Fireworks Cruise on Northern Lights -->

Celebrate the last days of summer with friends and family on a Illuminate the Harbor fireworks cruise aboard the Yacht Northern Lights, which offers a crowd-free alternative to the shore line!  Avoid the crowds and get front row seats for Boston Harbor’s Labor Day Fireworks cruise aboard Northern Lights, a classic 1920s style commuter yacht.  Northern Lights offers bench seating on her partially covered top deck and full seating in her climate controlled cabin. Adult beverages are available for purchase at our bar. Be out on our open top deck bow to watch the big booms overhead or enjoy them from the comfortable seated cabin.

-->Boston Fall Foliage Brunch Cruise -->

Weekends are a time for relaxing and getting your days started the right way. Join us for a Mimosa and Bloody Mary Cruise aboard the elegant Northern Lights to jump start your relaxation mode. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we cruise around Boston Harbor to capture panoramic views of Boston. This is the perfect event for groups looking to entertain guests from out of town. You can see the sites without giving up a relaxing weekend. We can accommodate small bridal parties or even morning after wedding parties. The Brunch Cruise offers the perfect event for the individual or the group looking to celebrate and relax.

-->Boston Harbor Fall Foliage Luncheon Cruise -->

Pull out your autumn sweaters and grab a hot cider and join the captain and crew of Northern Lights for a relaxing Boston Harbor Fall Foliage Cruise, featuring the colorful trees of fall. New England has been known for the vibrant foliage that people are drawn to every year. So grab your friends and family and enjoy some time out on the water for this Fall Foliage Cruise.  This time of year is a magical with the change of the season and New England does it best.  Let our professional crew cater to you as embark on this breathtaking boat adventure.  

-->Holiday Brunch Cruise -->

Take a relaxing morning cruise through the Boston Harbor on our Boston Holiday Brunch Cruise in the warm, cozy, and festively decorated interior of Yacht Manhattan. While aboard, warm up with a cup of hot cocoa from our hot chocolate bar and enjoy the harbor sites with friends and family! 

-->Cocoa & Carols Holiday Cruise -->

Come aboard our luxury yacht Manhattan decked out in Holiday decor for an evening of holiday cheer. Enjoy a cruise out into Boston Harbor that is perfect for everyone in your family. Holiday favorites will fill the air to set the perfect mood for Holiday spirit.  This is Boston Holiday Cruise that is not to be missed. Cozy up with some hot cocoa, and treats for the whole family. Sit back, enjoy the view, the music, and the holiday cheer with this Boston Holiday Cruise.

-->Romantic Valentine’s Jazz & Champagne Cruise -->

Romantic Valentine’s Day Jazz & Champagne Tasting Cruise. Start or end your romantic evening with a light champagne tasting and stunning views of Boston. While sipping on your champagne, enjoy romantic jazz tunes by our house jazz band as we glide through the harbor. While fireworks are not included in this cruise, we hope to create metaphorical sparks for you and your date.

-->Boston St. Patrick’s Day Brunch Cruise with Live Music -->

Step aboard for a Boston St. Patrick’s Day Brunch Cruise! Don’t forget the most important meal of the day on our favorite holiday! Join us on yacht Northern Lights and enjoy a traditional Irish breakfast aboard the Northern Lights Brunch Cruise! Start your day with bacon rashers, black pudding, sausage, and more. While you fuel your Irish spirit, enjoy the sites around Boston Harbor aboard our decorated ship. Of course, your fulfillment of this Irish holiday is not complete without a festive Irish drink. Visit our bar to view our specially crafted Irish drinks and beers. That’s right, Irish coffee by the boat load! This trip is sure to help you kick start your day! “Top of the morning to ya!”

-->Labor Day Fireworks Cruise Aboard Adirondack III -->

What better way to celebrate the end of summer, but with a stellar fireworks display from the waters of Boston Harbor? Join us aboard beautiful Adirondack III for a magnificent Labor Day cruise. This 2-hour cruise offers guests the opportunity to soak up Boston’s colorful fireworks display from an awesome vantage point, practically right underneath them and out on the water! (The event does not sail and offers spectacular views of the fireworks)

-->Saturday Barbecue & Beers Cruise -->

Summer has arrived and there are two things we do in the summertime in Boston and that is boating and barbecues! Put them together on this 1.5-hour cruise through Boston harbor. We’ll pull out the corn hole and turn up the Beach Boys as we create a unique summer event for you. Bring a few friends and grab a few seasonal beers from the bar and do summer like a pirate!

-->Mother’s Brunch Cruise aboard Northern Lights featuring Live Jazz! -->

Brunch Cruise aboard Northern Lights! This weekend, treat your mom and grandmother to a relaxing and scenic Brunch Cruise on Northern Lights! with our live Jazz band! There’s plenty of room to distance and take group photos as we cruise through historic Boston Harbor. The bar is open when you step aboard our unique cruise, that’s right, were here to begin operation “Celebrate Mom” as early as possible. Enjoy our gourmet brunch buffet and select a cozy seat aboard Northern Lights as we capture the perfect panoramic views of Boston.

-->Harborfest Fireworks aboard Northern Light -->

Bostonians know how to celebrate our Independence and it all begins with Harborfest. Join us aboard the Northern Lights with friends and family for 2.25-hour Harborfest Cruise and fireworks cruise, which offers a crowd-free alternative to the shore line! Wave to your fellow patriots on shore and take in the sites of Boston harbor during the parade. Avoid the masses and get front row seats for the Fireworks portion of our cruise aboard Northern Lights. Northern Lights is a classic 1920s style commuter yacht.

-->Harborfest Fireworks aboard Adirondack III -->

Get the fourth of July week started with a BANG! Wave to your fellow patriots on the shoreline as we cruise around and see the sites of Boston! Following our cruise around the harbor enjoy a spectacular fireworks display on Boston Harbor. Join us for two hour cruise, followed by Harborfest Fireworks lighting up along Boston’s Waterfront.

-->U.S.S. Constitution Turnaround Brunch on Northern Lights -->

Join us for the July 4th turnaround cruise of the U.S.S. Constitution, the oldest (1797) actively commissioned naval vessel in the world . You won’t want to miss this truly unique and special event! The turnaround takes place once a year to celebrate our nation’s birthday. During the turnaround cruise the U.S.S. Constitution will sail out into Boston Harbor where she’ll exchange a 21-gun salute with Castle Island’s Fort Independence. After he salute, she will head back into the inner harbor and exchange cannon fire with the sector Boston’s United States Coast Guard base located in the North End. During our excursion please enjoy a three course brunch made fresh aboard the vessel. 

-->Winthrop 4th of July Fireworks Cruise and Sail on Adirondack III -->

Don’t want to deal with all the traffic crowds and hype surrounding the 4th of July, but still want to celebrate and enjoy the patriotic holiday? Step aboard the Adirondack III for a cruise to Winthrop to watch the fireworks and then sail back to Boston at the end. Sip on Champagne and enjoy this magical evening with the best seats in the house! 

-->Winthrop 4th of July Fireworks Cruise on Northern Lights -->

Take a ride on Northern Lights, a classic 1920s style commuter yacht, to see the Winthrop Fireworks on the evening of July 4th. Cruise with us aboard our luxury yacht and celebrate Independence Day with friends and family from our crowd free yacht.  Take in the magnificent display of Fireworks while sipping on Champagne with the best seats in the house.  

-->Holiday Sunset Cruise -->

Step aboard the luxury yacht Manhattan decked out in Holiday decor for a Boston Harbor Holiday Sunset Cruise.  Our captain will provide light commentary of Boston Harbors sightseeing highlights. And enjoy light Holiday music as it will be played throughout the trip. Watch the sky as it changes from blues to oranges behind the outline of Boston’s city skyline.

-->Day Sail aboard Schooner Adirondack II -->

Join us aboard the stunning Schooner Adirondack II for an afternoon sail under the sun.  Experience the timeless charm of Boston Harbor aboard our majestic 80-foot schooner for a captivating day sail unlike any other. Join us aboard and be greeted by our professional crew.  Take in the grandeur of billowing sails and polished brass as we set off on a nautical adventure in Boston Harbor. Feel the thrill as the wind fills the sails and propels us gracefully through the shimmering Boston waters!

-->Sunset Sail aboard Schooner Adirondack II -->

Join us for a Boston Harbor Sunset Sail aboard Schooner Adirondack II! Experience a Boston sunset from the water on this evening sight sail. Enjoy one of our classic sailing yacht for an evening of fun and relaxation. Get away from the hustle and bustle of everyday life. Your knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor. Sail and take in the surrounding areas, and feel free to ask them whatever you like! While you experience the joy of a leisurely sailing cruise, you’ll see all of the amazing views Boston Harbor has to offer! 

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Sail out from Rowes Wharf and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

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Sail out into NY Harbor and impress your guests. Step aboard one of our classic vessels for a private charter. These yachts are perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more. Read more »

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Holiday Sunset Cruise in Boston Harbor

• Cruise on classic yacht
• Food and drinks are not included. Beverages are available for purchase by credit card only.
• Gratuities are not included, but recommended for the Captain and crew
• Rowes Wharf, Boston, MA 02110, USA The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock.
• Not wheelchair accessible
• Stroller accessible
• Service animals allowed
• Near public transportation
• Infant seats available
• Confirmation will be received at time of booking
• Children must be accompanied by an adult; Infant seats are available upon request
• Boarding passes are issued at the ticket booth upon check-in
• Plan to arrive 15 minutes prior to the schedule meeting time to check-in, obtain boarding passes and pre-board
• There is a heated, main observation cabin, along with an open top-deck. Both offer great views!
• Most travelers can participate
• Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted.
• Please let us know in advance if assistance is required for boarding
• 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 experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
• This tour/activity will have a maximum of 30 travelers
• For a full refund, cancel at least 24 hours in advance of the start date of the experience.
• USS Constitution Museum
• Old North Church & Historic Site
• Boston Seaport

Similar experiences

• You'll start at Rowes Wharf Boston, MA 02110, USA The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. See address & details
• Pass by Boston Seaport USS Constitution Museum Old North Church & Historic Site
• You'll return to the starting point

• Jennifer E 0 contributions 5.0 of 5 bubbles Beautiful tour. Beautiful boat. Boat was beautiful and well taken care of and clean! The crew is friendly and welcoming. It was fun to see the harbor at Sunset, and then in the dark with all the lights on. Read more Written April 8, 2024
• Adam D 0 contributions 5.0 of 5 bubbles Cruise was nice Nice people. Good experience. Cost appropriate. Drinks at sunset very nice. Time was 6 to 8. Enjoyed the time. Saw a cannon. Saw no animal life Read more Written April 1, 2024
• James R 0 contributions 5.0 of 5 bubbles Great experience Was in Boston for my Fiancées birthday over the St Patrick’s Day weekend and got the opportunity to take the brunch trip. It was fantastic. The boat was great, the crew and captain were so friendly and the group playing were brilliant and not to mention the delicious food! Read more Written March 20, 2024
• maurah428 0 contributions 5.0 of 5 bubbles Great Time on the Water with Family Visiting Time Great way to cruise for the evening and be able to talk with friends and family. Enclosed and a great bar selection available. Read more Written March 16, 2024
• Sunshine63403570663 0 contributions 5.0 of 5 bubbles Great experience for family or couples Amazing view, brunch menu was delicious and the staff was very friendly and waited for my husband that was having issues with parking to take off. Very grateful they waited. My family and I had a great time! Read more Written March 12, 2024
• Daniel W 0 contributions 5.0 of 5 bubbles Great Cruise Our family took a sunset cruise on the Northern Lights in Boston Harbor, and it was a highlight of our trip. The boat was lovely, the crew were friendly and helpful, and it was a relaxing way to see the waterfront colored by the setting sun. We enjoyed the drinks we selected, as well, and there was a nice variety of options. We would recommend this as an activity for anyone visiting Boston or even a local looking for a relaxing evening. Read more Written February 25, 2024
• lindalB2409OS 0 contributions 5.0 of 5 bubbles Not to be missed! This was a fantastic and very special holiday activity. The setting was elegant and atmosphere was festive. This is not a large boat, so it is very intimate. You do not feel like just a number. Terrific jazz band that did a lovely combination of holiday classics. We preordered champagne and cheese plates. They were beautifully set up at our table when we arrived. Each table had a decorative berry arrangement, so all tables looked lovely and inviting. There was not a bad table on this boat. There is one smaller table that is a short level above the main floor, opposite the bar. My husband questioned it, but I pointed out that the bar being so festive and the table being a bit higher than the others gave it a sense of privacy, as well as a nice view of the whole boat. He agreed. Lastly, the crew was incredible. Nothing was too much to ask and we observed that all were made to feel welcome. And! The cocoa was delicious. I can't believe I had two cups of it. Time for a diet! We purchased our tickets directly through Classic Harbor Line. Read more Written December 28, 2023
• sharonr607 0 contributions 3.0 of 5 bubbles Nothing special Lovely boat and competent and courteous crew. But the sailing was average and really expected information to be shared about the area and history of sailing for a part of our sail. Very little was shared and that was disappointing. Read more Written November 11, 2023
• jtkoehler2 0 contributions 5.0 of 5 bubbles Great cruise worth the money Great day to go, we had very unusual weather 60. We had a great time the guide was very informative. The views are really great. The traffic in Boston is the only problem. But what else is new. Read more Written November 9, 2023
• D5830TDsandrar 0 contributions 5.0 of 5 bubbles Relaxing and beautiful views We did a sunset cruise and it was beautiful! We were blessed with amazing weather, sunny and 80* in October. Beautiful view of Boston from the water. Read more Written November 1, 2023
• W3446FFcourtneyp 0 contributions 5.0 of 5 bubbles 100% recommend, relaxing cruise Boat was beautiful, food was delicious, staff was friendly and helpful. Lovely experience with a relaxing atmosphere Read more Written October 30, 2023
• dustinf564 0 contributions 5.0 of 5 bubbles The best views of Boston! My wife, two pre-teens, and myself had an blast on our cruise. It was the highlight of our trip to Boston! The sunset from the harbor is beautiful! The Northern lights is a very nice boat and the staff were very friendly. Will definitely be on our must do’s list for future trips to Boston! Read more Written October 28, 2023
• 829kristar 0 contributions 4.0 of 5 bubbles Overall beautiful It was lovely. The sky was beautiful. My only critique was that we were informed ahead of time that the cruise would start 30 minutes later at 5:30 which was fine except we only caught the end of the sunset out on the water. Would have appreciated the 5 pm departure so we could have had the full sunset experience. Read more Written October 27, 2023
• dancK1753CK 0 contributions 5.0 of 5 bubbles The best thing since sliced bread. great cruise, very informative had a great time very relaxing great staff lots of scenery and would do it again next time in boston Read more Written October 22, 2023
• patjasmiller 0 contributions 5.0 of 5 bubbles Relaxed bay cruise. Very relaxed tour of the bay. Captain was knowledgeable about the area but did not talk constantly allowing passengers to enjoy the sights. Able to take elderly parents along with mobility issues. Staff accommodating and they enjoyed the cruise on the first deck which was enclosed. Read more Written October 20, 2023

More to explore in Boston

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Holiday Sunset Cruise in Boston Harbor provided by Classic Harbor Line Boston MA Day Tours

David Coffin sings the praises of going unplugged, packing light, and eating raisins

We caught up with the boston harbor cruise guide to talk about all things travel.

If you ask David Coffin, he will tell you that most people don’t understand the full scope of maritime music. “They think it’s just sea shanties, but those are a very specific kind of song … rhythmic songs that [crew members] would sing on ships while they were working,” said the New Haven native. “Sea shanties are an entry point into maritime music, but there are so many others like whaling songs and songs about being at sea.” Coffin, 64, is a well-known area raconteur who performs maritime concerts, leads maritime music programs in schools, and has been the master of ceremonies for ‘Christmas Revels’ — held annually at the Sanders Theatre in Cambridge in celebration of winter solstice — for more than four decades. He has also been guiding tours for Boston Harbor cruises for nearly 25 years and said he is excited about a new harbor cruise he created and narrates for Boston Harbor City Cruises called the Boston Lighthouse and Outer Harbor Cruise, which is offered Thursday-Sunday through May 12. “People are enamored with lighthouses, and on this two-hour cruise, we show them four lighthouses and one surprise lighthouse,” said Coffin, who said there will be a musical component to the cruise. “I really enjoy storytelling — and there is so much history right here in Boston Harbor. To me, every trip is a performance, and even though it’s been almost 25 years [as a tour guide] and has [included] the same information, it never gets old.” Coffin added that he has the “coolest office in town — and it floats. And I’m so successful that I have windows on all four sides of my office.” We caught up with the father of three (one adult daughter and two adult stepchildren), who lives in Gloucester with his wife, Kirsten Wiberg, and their two dogs, two cats, and one bird, to talk about all things travel.

If you could travel anywhere right now, where would you go? I’d go to Fiji. Why? I think the water speaks for itself.

Do you prefer booking trips through a travel agent or on your own? My wife takes care of it.

Thoughts on an “unplugged” vacation? I’m all for it. Hard to do but very healthy for the brain.

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What has been your worst vacation experience? It was a busman’s holiday — meaning it was a holiday but I was still working — on a Carnival Cruise about 20 years ago. It was like a floating city with thousands of people. Never again.

What is your favorite childhood travel memory? Flying back from Paris, where we were visiting my grandparents when I was 6 or 7, and the plane lost an engine — so we had three instead of four. Everyone lost their appetite, so I had a lot of extra desserts. Remember, I was a child and since we were still flying, everything seemed fine to me.

Do you vacation to relax, to learn, or for the adventure of it all? Strictly to relax. My last vacation was an enforced vacation.

What book do you plan on bringing with you to read on your next vacation? Nothing. Reading takes me away from where I am, and I didn’t travel all that distance to get away from where I went.

If you could travel with one famous person/celebrity, who would it be? My wife.

What is the best gift to give a traveler? An amazing restaurant recommendation and a prepaid bill.

What is your go-to snack for a flight or a road trip? Trail mix — any kind with raisins — and ginger ale.

What is the coolest souvenir you’ve picked up on a vacation? A hole in my foot from stepping on a sea urchin at a beach in Spain. It was low tide and I was way out there on my own. I was a young kid and all I remember is that I couldn’t walk for a couple of days, and I got lots of ice cream.

What is your favorite app/website for travel? None. My wife makes travel arrangements and goes through the airlines directly.

What has travel taught you? Get there early.

What is your best travel tip? Unpack half your suitcase and leave the items you unpacked at home. You don’t need as much as you think you do.

Juliet Pennington can be reached at [email protected] .