Sunset Sailing Cruise On A Tall Ship In Boston Harbor

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Tour Information

Key Details

  • Mobile Voucher Accepted
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 2 Hrs
  • Language:
  • Departure Time :
    Liberty Star sails from 6:30pm to 8:00pm Sunday through Saturday Liberty Clipper sails from 6:00pm to 8:00pm Sunday through Saturday Please note that it is important to arrive  15-20 m.. read more
  • Departure Details :
    Central Wharf, Boston, MA 02110, USA
  • Return Details :
    Returns to original departure point
  • Cancellation Policy :
    This activity is non-refundable Tours booked using discount coupon codes will be non refundable.


Come aboard our flagship, the 125-foot schoonerLiberty Clipper,and take a trip back in time. You'll be charmed from the moment you set foot on board. Find your favorite spot on deck from which to enjoy the sun setting behind the Boston Harbor skyline and settle in for a relaxing sail to escape thehustle and bustle of the city. Use some muscle and haul up sails and maybe even take the helm or perhaps you'd like to sing a shanty or two with the crew? You will gain a whole newperspective of Boston on this unique sailing experience. Talk about photo ops! This is an ideal way to get out on the water for two relaxing hours. Day sails are also amongst the offerings or unleash your inner pirate and come aboard for the Saturday evening Rum & Revelry Cruise.

Know More about this tour

You can find our ships, the Liberty Star & the Liberty Clipper, by Central Wharf next to the New england aquarium in Boston Harbor.  The Liberty Clipper departs the wharf at 6:00pm and the Liberty Star leaves at 6:30pm.  

As the day comes to an end and the sun is close to setting, your captain will get the ship underway and point the ship into the wind.  At this point you can sit back and relax or ... flex some muscle!  Feel free to hoist the sails - grab the line and help us HAUL AWAY to raise the main sail, fore sail, and jib!  You'll get to experience a little of what it is like to sail a traditional schooner with everything operated by hand.  An experienced captain and crew will tend the sails while you enjoy beautiful views of Boston Harbor.  Depending on the direction of the wind, we might sail toward the outer harbor and you'll get a look at Fort independence, watch planes taking off or landing right over our masts from Logan International Airport, and view the Boston Harbor Islands. Or we might head over by East Boston, visit the Charlestown navy yard - home to the USS Constitution, and glimpse the white steeple of Old north church in one of Boston's oldest neighborhoods, the North End.  Once your sunset sail has you nice and relaxed, the crew will tie up again where the trip began and we hope your energy is restored for further evening fun.

For sunset sails, drinks and snacks can be purchased on board and a bar is set up as well.   It can get breezy out on the water so it is helpful to bring a light sweater or jacket (some Liberty Fleet merchandise is available for sale onboard).  And yes, there are bathrooms (called 'heads' on ships!) below deck!


Free exercise if you help the crew hoist those sails!

Sales tax included in price

Fresh breezes and a unique view of the Boston skyline!

Sunset Cruise of Boston Harbor on one of the famous Tall Ships


Snacks (chips, etc) & non-alcoholic drinks available - cash bar onboard or buy drink tickets online

Alcoholic drinks (available to purchase) - cash bar onboard or buy drink tickets online

Gratuities (not expected but very much appreciated)

Please note this is not a narrated tour, but our crew is happy to answer any questions you may have!

Additional Info

Confirmation will be received at time of booking

Not wheelchair accessible


We suggest that all passengers arrive 15-20 minutes before departure to allow yourself time to check in at the booth which is located on Central Wharf near the New England Aquarium (across from Legal Sea Foods restaurant).

Children must be accompanied by an adult.

Please advise at time of booking if wheelchair assistance is required. Our crew is happy to help get you onboard! Due to the nature of the vessel, we are unable to accommodate motorized wheelchairs. Surfaces are uneven.

Minimum drinking age is 21 years

Operates in all weather conditions, please dress appropriately.

PLEASE NOTE: Once purchased, tickets cannot be refunded. Your space has been guaranteed at the event and the activity runs regardless of weather conditions. In the rare situation where the seller is forced to cancel the event, ticket-holders will receive credit for a future sailing. The Company reserves the right to cancel any sail for inclement weather or other unforeseen circumstances. If the Company cancels your cruise, you may reschedule to another comparable sail or receive a Company credit, but no refund will be issued. Further, the Company may cancel any sail for a private charter in which case a full refund will be issued. The Company reserves the right to substitute vessels for any departure. For groups of 8 or more a 10% minimum gratuity will be added to your booking and you hereby authorize us to charge the gratuity to your credit card as an additional charge.

Service animals allowed

Near public transportation

Most travelers can participate

This tour/activity will have a maximum of 50 travelers

Hand sanitizer available to travelers and staff

Regularly sanitized high-traffic areas

Guides required to regularly wash hands

What is the air ventilation like? All seating on the deck is in the fresh air of the breezes of Boston Harbor! Can we move around the boat? Yes.

Traveler Reviews

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  • 11-Sep-2022

    Had a great experience with this sailing cruise! Everyone was so nice, and it was very relaxing and enjoyable to see the Boston skyline!

  • 11-Sep-2022

    This sunset cruise was incredible! The ride was smooth and lasted a while for us to see different views of the city. The captain made it fun by entertaining with jokes, fun facts of the city, and historical information. The bar had a variety of drink options. There were not very many places to sit but it was fun to walk around and did find a seat sometimes when others got up. It was very romantic for a couples night out and great for pictures! I do wish they played music on the ride, but other than that I definitely recommend and would 100% do it again next time I’m in Boston.

  • 10-Sep-2022

    A wonderful way to experience Boston from a different perspective! Watching the crew in action hoisting the sails to viewing the sunset and moonrise over Boston makes this a must do attraction.

  • 09-Sep-2022

    Great evening & a really fun experience. We had beautiful views & really enjoyed the entire experience. Well worth the money!

  • 05-Sep-2022

    Crew was fun. Very engaging. Learned a lot about sailing terms. City is beautiful at night. Wish there was info on buildings and areas we passed. Don’t go on a full bladder as the toilet is treacherous!

  • 05-Sep-2022

    Very boring, no music, no lights on boat, boat in very bad shape, no guide explaining. Not worth the money at all!

  • 04-Sep-2022

    We had a wonderful time on the Liberty Clipper during the sunset sail around Boston Harbor. Captain Shakespeare was a real treat to talk to! We are locals who have all lived in Boston for 10+ years and had never gone out on a harbor sail . We were glad we picked a tall ship, it was a very relaxing vibe and a great way to spend a Saturday night in Boston!

  • 04-Sep-2022

    The sunset was outstanding definitely a great night out option. The crew were very professional and kept the crowd a live during the tour.

  • 03-Sep-2022

    Fabulous Captain and Crew! Fun stories and great communication with guests! Experience counts and this team knew what they were doing!

  • 30-Aug-2022

    We had a great experience sailing on this tall ship. A unique experience verse a harbor cruise on a ferry or regular boat. The crew as well as the captain were knowledgeable, engaging and even entertaining.

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