Boston Harbor Day Sails

Get a look at the best side of Boston - from the water - from the deck of a real tall ship!

Join the Liberty Clipper or Liberty Star on a 1 1/2 to 2 hour sail through historic Boston Harbor.

The Liberty Star in Boston HarborWe'll point the ship into the wind and then 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.

We serve snacks and beverages on board for you to enjoy during your sail.

Day Sail Schedule & Rates

Adult: $30 - $35, Child: $19 - $24

Liberty Clipper  12:00 - 2:00 PM 3:00 - 5:00 PM   BOOK NOW
Liberty Star 10:30 AM - 12:00 PM  
12:30 - 2:00 PM
2:30 - 4:00 PM  
4:30 - 6:00 PM



Boston Harbor Sunset Sails

Enjoy a Boston Sunset Sail aboard a classic schooner.

Enjoy a beautiful Boston sunset cruise!If Boston is the best from the water, then by far the best time to see it is during a summer sunset!  We'll depart Central Wharf and raise the sails, then it's time to just chill out and relax.  With a breeze guiding us through the harbor, you'll have a great vantage point to watch the sun go down behind the city and bathe it in incredible colors as the lights of Boston's skyline begin to sparkle in the twilight.  Grab a drink from our bar - our special is the sailor's favorite, the Dark 'n' Stormy, made with Goslings dark rum and ginger beer and a twist of lime!  Snacks and non-alcoholic beverages are also available.  A sunset sail is a great way to end a busy day or to start out a fantastic night.


Sunset Sail Schedule & Rates

Adult: $35 - $40, Child: $24

Liberty Clipper  6:00 - 8:00 PM   BOOK NOW
Liberty Star 6:30 - 8:00 PM   BOOK NOW




Rum & Revelry Sail

Event Sail: A Rum Tasting at Sea!

Sing sea shanties and enjoy rum drinks on our Rum and Revelry sail in Boston Harbor.

Join the Liberty Clipper on Saturday evenings for our "after hours" Rum and Revelry sail! You'll enjoy the sparkling lights of the Boston skyline while being regaled with traditional songs of the sea performed by professional actors on board our flagship schooner.  Haul up the sails to a sea shanty and experience the sounds of times gone by as you sail on our grand tall ship.

Visit our bar to pick up our signature drink and the sailor's favorite - a Dark 'n' Stormy! - featuring Gosling's dark rum, ginger beer, and a twist of lime.  You'll also have the chance to sample several other varieties of rum and port selections in a free rum tasting!

Sing along to the music while sailing Boston Harbor on this exciting sail.

Enjoy a Selection of Rum Offerings at Sea:
  • Gosling's Dark Rum
  • Pusser's Royal Navy Rum
  • Madeira Wine
  • Port
Rum & Revelry Sail Times:

Liberty Clipper: 8:30 - 10:30 PM every SATURDAY EVENING (June 13 - September 19)
**Please note: you must be 21 years of age or older to go on this sail.


Adults: $35



Watch a Boston Rum and Revelry Sail Video



Sunday Brunch
Boston Harbor Sails

Event Sail: A delicious brunch under a canopy of sails.

A Family Favorite!

Sunday Brunch smCome aboard the Liberty Clipper every Sunday from June 14 - September 13, 2015 for an extended sailing excursion around Boston Harbor with a fantastic brunch catered by our long-time partners The Silent Chef!  You'll enjoy beautiful midday views of the Boston skyline while dining on a variety of brunch buffet offerings.  We begin with a continental style breakfast with fresh fruit, breads, and pastries, then get ready to set sail!  Once you've "hauled away" to get the sails up, get ready for the rest of the meal with a variety of quiches, ham, and other hot breakfast favorites!  Vegetarian options are available each week.  Also, those of age should be sure to stop by our bar for a mimosa or bloody mary!

Note: Because of the 11 AM departure, there is no 12 PM sail on the Liberty Clipper on Sundays.


Sunday Brunch Sail Times

Liberty Clipper:  11:00 AM - 1:30 PM, Sundays (June 14 - September 13)


Adults: $45
Children (12 and younger): $24