Tall Ship Sailing Charters

 

Sail Boston 2017 Tall Ship Viewing
See the Tall Ships Sail Boston Harbor

Boston July 4th Harborfest Schooner SailingThe Tall Ships from around the world will be visiting Boston Harbor in June 2017. Come sail with Boston's Tall Ships and view these visiting ships while cruising on a classic schooner. From a Grand Parade of Sail, to Fireworks Sails, Rum & Music Cruises and Sunset Viewings, we have something for everyone. Check out our schedule and book a sail below!

 Sail Boston 2017 Dates: Friday, June 16th - Wednesday, June 21st, 2017*

You may view details of any sail on our regular day sail schedule and scroll to the bottom of the page for details on all of the Tall Ship Viewing Cruises.

June 17-21: Daily Tall Ships Viewing Cruises

Join the Liberty Clipper or Liberty Star on this 3 hour cruise through the Boston Harbor, snacks included.

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Be the first to take in the spectacular views of the tall ships at anchor, one night before we officially kick off Sail Boston. You'll enjoy a sunset over the city skyline, with twinkling lights from both the city and the ships at anchor. Snacks will be provided and alcoholic beverages will be available for purchase.

All Tickets: $50 Adult / $40 Child

Viewing Cruises Depart Daily - Sunset Sails Depart at 7:30 PM

Sunset Sails Depart at 7:30pm 

           

Liberty Clipper

June 17: 4:30-6:30 pm, 7:30 - 9:30 pm

June 18: 2:30-4:30 pm, 5:30-7:30 pm

June 19-21: 9-11 am, 12-2 pm, 3-5 pm

BOOK NOW

June 16th: Tall Ships Preview Cruise

Join the Liberty Clipper or Liberty Star on this 3 hour cruise through the Boston Harbor, snacks included.

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Be the first to take in the spectacular views of the tall ships at anchor, one night before we officially kick off Sail Boston. You'll enjoy a sunset over the city skyline, with twinkling lights from both the city and the ships at anchor. Snacks will be provided and alcoholic beverages will be available for purchase.

All Tickets: $150

Liberty Clipper  6-9 PM   BOOK NOW
Liberty Star 6:30-9:30 PM  

June 17th: Join The Grand Parade of Sail

Join the Liberty Clipper or Liberty Star on this 8 hour cruise through the Boston harbor, meals included.

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Join in the action, as we parade in flotillas alongside dozens of ships from all around the world. You’ll have a front row seat to the most spectacular tall ships procession to take place in Boston since 2000. Haul away with us as we strike sail on our way to Broad Sound. From there we’ll head back to the Boston Harbor and Charlestown berthing areas. We'll be offering breakfast, lunch and two non-alcoholic beverages per person during this trip. Alcoholic beverages will also be available for purchase.

All Tickets: $275

Liberty Clipper  7:30-3:30 PM   BOOK NOW
Liberty Star 7:30-3:30 PM  

 

 

 June 18-19th: Rum & Revelry Viewing Cruise

Join the Liberty Clipper on this 2 hour cruise through the harbor, rum and port tasting included.

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Join us for an evening full of rum, entertainment, and of course, tall ships! Take in the spectacular view of each of the ships in her berth, as well as the sparkling lights of Boston’s skyline. You’ll experience the sound of times gone by as you’re serenaded by professional musicians aboard our flagship schooner. Visit our bar for a cocktail and sample several other varieties of rum and port selections in a free rum tasting!

All Tickets: $70

Liberty Clipper  8:30-10:30 PM   BOOK NOW

 

 June 18th Sunday Brunch Viewing Cruise

Join the Liberty Clipper on this 2 1/2 hour cruise through the Boston harbor, brunch included.

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Don’t miss this opportunity to take in the breathtaking views of the tall ships at anchor, while enjoying a delicious brunch catered by our long-time partners, The Silent Chef.  We begin with a continental style breakfast with fresh fruit, breads, and pastries, as well as an assortment of quiches, ham, and other hot breakfast favorites. Each person will also recieve a complimetary non-alcoholic beverage. If you would prefer an adult beverage, Mimosas and Bloody Marys will be available for purchase.

All Tickets: $100

Liberty Clipper  11-1:30 PM   BOOK NOW

 

 


 *These are blackout dates for any discount ticket holders such as Groupon, GoBoston Cards, 

or as noted on any other vouchers, and may not be used on these days.

Tall Ship Overnights 

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Cabin Types and Rates

Cabin Type Weekday Rate  Weekend Rate Book Now
Shared Single $60 per night $65 per night BOOK NOW
Private Single $90 per night $97.50 per night BOOK NOW
Private Double $120 per night $130 per night BOOK NOW


Shared Single: Single bunk in a double-occupancy (2 person) cabin. Solo travelers may be

paired with another solo traveler of the same gender.

Private Single: For solo guests wishing to reserve their own room.

Private Double: For party of two guests sharing a room together.

PLEASE NOTE: We reserve the right to make vessel substitutions where necessary (ie bookings

for the LIBERTY STAR are subject to be moved to the LIBERTY CLIPPER without prior notice).

Boston Harbor Sunset Sails

Enjoy a Boston Sunset Sail aboard a classic schooner.

Enjoy a beautiful Boston sunset sail!If Boston is the best from the water, then by far the best time to see it is during a summer sunset cruise on a classic schooner! 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 Boston sunset sail is a great way to end a busy day or to start out a fantastic night.

 

Boston 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

 

Liberty Fleet Special Event
Sails and Cruises

Check out some of our special cruises and events - you won't want to miss these!

 

Specialty Boston Harbor Sails

Labor Day Weekend Sailing

New England Coastal Day Sail

Boston Tall Ship Sailing2Set sail aboard the SCHOONER LIBERTY CLIPPER on an offshore sail with meals included during this labor day weekend! This one-way trip to/from Boston to Gloucester, MA or Gloucester to Boston will give you an opportunity to explore Massachusetts Bay outsite of Boston Harbor. We will likely sail in the company of other tall ships and Schooners, sometimes we even sight whales! This trip includes breakfast and a great lunch under sail! We have a cash bar aboard for bottled water, soda, and adult beverages. We board each trip at 7:30AM and sail promptly at 7:45AM. This is an exciting trip (we only have 12 spots available!). We hope you'll spend labor day weekend with us sailing. Please e-mail or call for any additional details.

Boston - Gloucester: Saturday, Sept 2nd, Departs at 7:45am. $100. BOOK NOW

Gloucester - Boston: Monday, Sept 4th, Departs at 7:45am. $100. BOOK NOW

 

Labor Day Weekend Fireworks Cruises

fireworks thumbnailJoin us on August 31st for an epic sail to end the summer! Boston will celebrate Labor Day with an exciting " Battle of the Barges" fireworks display! Enjoy our cash bar on board as we watch a magnificent display of color bursting in Boston Harbor! Sailing will be limited on this trip so that we can best position the vessel to observe the fireworks. In the event the fireworks are cancelled or rained out, a company credit will be issued, no refunds.

Liberty Clipper: August 31st, 8:30-10:30 pm. $60. BOOK NOW

Liberty Star: August 31st, 8:30-10:30 pm. $60. BOOK NOW

 

Rum and Revelry Sails

rum rev 02Join 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. We also serve a variety of other favorite rum drinks and snacks on board.

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

BOOK NOW

 

Sunday Brunch Sails

Enjoy a Sailing Sunday Brunch on the Liberty Clipper!Come aboard the Liberty Clipper on Sundays 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!

BOOK NOW

 

 

July 4th HarborFest Events

FireworksCelebrate America's Independence Day in the city considered to be the "birthplace of the Revolution"! Complete your tour of Boston's rich history with a harbor sail on an authentic tall ship sailing Boston Harbor. Throughout the week leading up to the 4th of July, we will be including a few extra specialty sails, including a Kid's Sail and rounding out the celebrations with our fantastic Fireworks Cruise!

Read More

 

 
 

Schooner Races

Experience the excitement of sailing with dozens of other tall ships on a Schooner Race!

Gloucester Schooner Race Cruise

Set sail on the Liberty Clipper for the Gloucester Schooner Race! Each Labor Day weekend dozens of schooners sail off Cape Ann, Massachusetts during this annual gathering of tall ships. Come aboard for the full 3-day round trip excursion from Boston, or join us in the historic seaport town of Gloucester the day of the race!

READ MORE

 

Great Chesapeake Bay Schooner Race Cruise

Sail from Baltimore, MD to Portsmouth, VA aboard a tall ship in the Great Chesapeake Schooner Race. This annual race event is held in mid-October each year. This is an exciting tall ship race with special crew parties (you're invited!) at each end of the race. Read more on the Windjammer Cruises section of our website.

READ MORE

 

Adventure Sailing Vacation Cruises

While Boston harbor is our home port, when the weather begins to turn cooler we turn our ships south toward the bright warm waters of the Bahamas and Virgin Islands. From the end of November through mid May you can sail with the Liberty Fleet on week long windjammer style sailing vacations! Starting in October, the Liberty Clipper begins making her way south with a few stops along the Atlantic Coast including New York City and Baltimore. Click on the links below for more information about these individual cruises, or visit our cruise website: Liberty Fleet Windjammer Cruises!


Sail on the Liberty Clipper or Liberty Star in the Bahamas and Virgin Islands!

Boston to New York City: Islands of New England Cruise

New York City to Baltimore: Adventure Sailing Cruise

Bahamas Tall Ship Cruises

Virgin Islands Tall Ship Cruises

City Lights Sail

Liberty Fleet Gift Certificates

Gift Certificates for Boston Tall Ship Sailing Harbor Cruises

Boston Schooner Sailing Gift Certificates

To purchase gift certificates for Boston's Tall Ships, please select from the list below. You will then be reouted to our secure server for payment details. You are only able to purchase one type of gift certificate per transaction. We have the following options available for purchase:

  • Harbor Sail Gift Certificate: Each certificate is good for admission for one person on a harbor sail.
  • Sunset Sail Gift Certificate: Each certificate is good for admission for one person on a sunset sail.
  • Boston Tall Ship Overnights: Each certificate is good for one nights stay for two people in one standard class cabin.
  • Rum and Revelry: Each certificate is good for admission for one person on a Rum and Revelry sail.
  • Sunday Brunch: Each certificate is good for admission for one person on a Sunday Brunch sail.

We look forward to taking you sailing on the Boston Harbor aboard Boston's only Fleet of Classic Tall Ships!

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