Private Sailing Charters on Boston Harbor
Charter a classic schooner for your next Boston private event.
Boston Private Charters
General Information
The LIBERTY CLIPPER:
Imagine your group’s excitement when they board the grand 125’ LIBERTY CLIPPER, a replica of the Baltimore Clippers, famous for rounding Cape Horn during the California Gold Rush. Your clients, employees and social guests will be impressed and delighted at the pageantry of sailing aboard the most exclusive of ships on historic Boston Harbor.
Have a relaxing banquet at sunset or “become part of the crew” and help raise the sails and take a turn at the helm. We customize each charter to meet your needs. Whether an elegant reception or meeting in our Grand Salon or a mixer under the stars, a brunch sail, an afternoon cookout on the grill or an elegant evening banquet, your guests will be impressed by the grandeur of the LIBERTY CLIPPER. Join us in Boston for a once-in-a-lifetime experience.
The LIBERTY STAR:
Enjoy graceful sailing throughout Boston Harbor and the New England Coast on the 67ft LIBERTY STAR. Private charters on this Maine-built wooden schooner offer intimate group outings and one-of-a-kind client events. Your guests will marvel at our nimble schooner as we glide across the water on a completely restored sailing yacht.
Create classic sailing memories aboard the LIBERTY STAR. Help raise the sails or just relax and enjoy the moment. We will customize your charter to meet your budget and needs- from a private brunch reception to an exclusive cocktail party or just an afternoon of excellent sailing. Join us on the water for a unparalleled private charter experience, full of fun and excitement.
Boston Sailing Weddings
Boston Tall Ship Wedding Harbor Cruises
The Liberty Fleet loves hosting your Boston special events from your Boston engagement party to post wedding brunches! Aboard our Tall ships, your Boston sailing wedding event will be unbelievable. Our Boston Wedding cruises are unique and fun and your wedding pictures will be spectacular. We have a number of catering options available for any need and also have a fully stocked bar on the ship. Use our Bose sound system or have a small band aboard with you. We can accommodate all kinds of requests for your wedding Harbor cruise wedding. We even coordinate all of your food and beverage needs for you. If you want to host your wedding, engagement party or rehearsal dinner on a tall ship in Boston, we invite you to sail with us!
See the bottom of this page for a FAQ about our venue!
FAQ for Boston Sailing Weddings!
How many people does the space hold- seated for the ceremony and standing?
LIBERTY CLIPPER fits 110 on deck standing and sitting combination; 40 below decks in Grand Salon. LIBERTY STAR fits 39 on deck standing and sitting combination.
Are chairs provided for the guests?
It depends on the size of your party. We have available seating on deck (benches and folding chairs) as well as plenty of standing room.
If the space is bigger than what we need, are areas roped off?
When you book a charter with us you are entitled to use the whole ship. If you would like us to roped off areas for your event to create a more intimate feeling we would be happy to do so.
How large is the ship’s crew? What is their uniform?
8-10 crew members (excludes caterers and entertainers) Our crew wears a white liberty fleet polo and khaki pants/shorts.
How much shade is there on the deck?
When the sails are up, you will always have shade on one side of the ship. Or if you prefer we can put up our awning which covers most of the deck.
Will the officiant and speakers use/need a microphone?
It depends on how many guests you have on board and where you would like to have the ceremony.
Is there a room in which my attendants and I can dress?
The Grand Salon is available although we have windows and hatches which will make it difficult to maintain any privacy. One of our cabins could be used to change clothes as long as you can climb from below decks in your dress!
Are there guest restrooms on board?
There are up to 4 restrooms available.
Can we hire outside musicians to play?
Yes (small band... I wouldn’t suggest any more than 4 musicians)
Are there any restrictions regarding instruments or power?
110 volt and 220 volt power
Is there space for musicians to set up?
Yes
Are there ample electrical outlets to suit their needs?
Yes
Is photography or videography permitted?
Yes
Is there a good spot for taking formal pictures?
Yes, on the ship in the Boston Harbor!
Can we bring in our own flowers?
Yes, please do.
Can the ceremony be catered?
Yes. Please select from our caterers - The Silent Chef, Boston Café and Catering & others. (Catering on a Tall Ship requires training and advanced special planning)
Is there a bar? Do you provide a bartender?
Yes, we have a full liquor license and can offer various levels of cash or included bar in your package.
Can we bring any decorations?
Yes, as long as the decorations do not obstruct our working vessel
Is there someone on your staff to help coordinate a rehearsal?
We do not have staff to help run a rehearsal for you, but we can help give you access to space.
Is there someone on your staff to help coordinate details like seating guests, cuing members of the processional, and setting up a space for programs?
We are happy to work with a wedding planner of your choosing. The majority of our involvement will be as a venue.
Is there a suitable spot for a receiving line on or offshore?
Sure, many differ spaces on board would work for a receiving line.
Is throwing birdseed or blowing bubbles allowed after the ceremony?
Is there a place to do this? Bubbles are allowed
Do you have liability insurance?
Yes
What is the fee for use of this ship?
It varies by time of year and hours chosen, The LIBERTY CLIPPER charters at a starting price of 00/hr. The LIBERTY STAR charters at a starting price of 0/hr.
How much of a deposit is required and when?
A 50% deposit is requested when you sign your charter contract. The additional 50% is required no later than 60 days before your event.
Is gratuity included?
Yes, 15% of total Charter Costs
Is there a cleaning deposit?
No
When is the balance due?
60 days prior to the event date.
What is the cancellation policy?
We sail rain or shine. If we cancel due to threatening weather, we can reschedule your charter. If the charterer cancels we cannot provide a refund. Consider weather insurance if you don’t want to use our awning. (Though some of our most beautiful weddings have been in the rain!)
Is the captain able to act as officiant?
A ship's captain generally does not have the legal right to perform a wedding at sea. In order for a Captain of a ship to perform a marriage at sea, he must also be a judge, a justice of the peace, a minister, or an officially recognized officiant such as a Notary Public.
How much of the allotted cruising time will be used for setup, safety talk, etc.?
Boarding time will be 15 minutes prior to the sail, It will take 10-15 mins to go over our safety speech and get underway.
Please contact us if you have any further questions about a Boston Sailing Wedding on a Tall Ship sailing on a Boston Harbor Cruise Wedding!
617-742-0333 or This email address is being protected from spambots. You need JavaScript enabled to view it.
Sail aboard a classic schooner for your next Boston private event.
Enjoy a relaxing banquet at sunset or “become part of the crew” and help raise the sail and take a turn at the helm. We customize each charter to meet your needs. Whether an elegant reception or meeting in our Grand Salon or a relaxing mixer on deck under the stars, a brunch sail, an afternoon cookout on the grill or an elegant evening banquet “dockside”, your guests will be impressed by our fleet.
Join us in Boston for a once-in-a-lifetime experience.
photo credit – Carly Michelle Photography
Team Building Charters
Tall ships provide an excellent platform for groups to learn together in a dynamic and exciting environment. Aboard the ship, our Captains and Crew will divide your group into smaller work-groups. These work-groups will be rotated through different stations aboard the ship. On each rotation, the groups will learn and apply new skills to help in the operation of the sailing ship.
Catering can also be added into the itinerary. Please give us a call for more details!
photo credit - Carly Michelle Photography
The Liberty Classroom
A school trip on our tall ship is perfect for learning about…
Sailing Ship Design
Navigational Techniques
Points of Sail
Boston Tea Party Revolt
Reading Navigation Charts
Wind Power and Physics
Team Work
Sailing aboard a Tall Ship offers an enriching opportunity for learning and enjoyment. Our fleet offers a rare chance to sail the waters of Boston Harbor with our experienced crew and captain. Work side-by-side with your students, raising sails and coiling down lines.
The program is designed for high school, middle school and elementary school age groups. Optimal group size is 50-80 participants, with a student/chaperone ratio of 1:10. Field trips are available Monday through Thursday in the months of June through September.
We’d love to hear from you and take your group Tall Ship Sailing! Please contact us soon to reserve your date or if we can help answer any questions you may have about Boston’s Tall Ships.
