Classic schooner cruises, sunset sails, 4th of July fireworks, and private charters from Fan Pier Marina.
Public cruises and private charters showcasing Boston Harbor and historic moments.
Tallship · Boston
Discover Boston from the water on a private day sail with the Liberty Fleet of Tall Ships. Enjoy breathtaking harbor views, maritime history, and a relaxing, personalized sailing experience in Massachusetts' iconic city.
Liberty Fleet of Tall Ships operates from Boston, MA, offering authentic schooner sails aboard the 67’ wooden Liberty Star. The company presents a variety of public and private experiences on Boston Harbor, including the Boston Harbor Day Sail, Boston Harbor Sunset Sail, Pastries and Prosecco, 4th of July Fireworks cruise, the Annual USS Constitution Turnaround Sail, and private charters. Each public cruise departs from Fan Pier Marina or other Boston Harbor launch points and invites up to 39 guests to enjoy skyline views, drinks, and light snacks while sailing aboard a classic vessel built to evoke 1890s craftsmanship.
On special-event sails, Liberty Fleet provides themed amenities: the 4th of July Fireworks cruise features a fully stocked bar and a 2.5-hour itinerary; the USS Constitution Turnaround Sail includes a continental breakfast and a chance to witness the historic ship’s 21-gun salute; Pastries and Prosecco offers complimentary pastries and a drink menu with $5 mimosas. The Boston Harbor Day Sail and Sunset Sail focus on scenic harbor views, knowledgeable crew interaction, and a relaxed atmosphere.
Private charters aboard the Liberty Star accommodate groups up to 39 and allow guests to participate in raising the sails or simply relax while taking in historic Boston. With clearly described itineraries, onboard provisions, and a professional crew, Liberty Fleet of Tall Ships provides transparent, bookable maritime experiences rooted in Boston’s harbor history. Reservations and trip details are listed online for each scheduled sail, including durations, amenities, ticketing, clear departure times, boarding information, and accessibility notes available.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Evokes 1890s craftsmanship.
Intimate onboard experience.
Central Boston Harbor boarding point.
Day sails, sunset, events, and charters.
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Liberty Fleet of Tall Ships listing.
Liberty Fleet of Tall Ships offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Reserve seats on signature day sails, sunset cruises, special-event trips, or private charters aboard the Liberty Star.
water-activities · Boston
Celebrate the 4th of July aboard the Liberty Star with a stunning fireworks cruise from Boston Harbor. Enjoy a relaxing evening with a fully stocked bar and prime views of Winthrop’s dazzling fireworks display.
water-activities · Boston
Join the Annual USS Constitution Turnaround Sail in Boston Harbor for a unique Fourth of July celebration. Sail aboard the Liberty Star and watch the historic USS Constitution fire a 21-gun salute while enjoying breakfast and stunning harbor views.
Unknown · Boston
Sail into the sunset with a private boat tour in Boston Harbor. Enjoy unforgettable views, historic landmarks, and peaceful waters on this relaxing adventure.
water-activities · Boston
Set sail on Boston Harbor with a delightful Pastries and Prosecco tallship cruise. Enjoy fresh pastries, $5 mimosas, and stunning city views during this relaxing two-hour adventure.
water-activities · Boston
Set sail aboard the Liberty Star, a 67-foot wooden schooner offering private charters in Boston Harbor. Join the crew in raising sails or relax with stunning city views on this historic sailing adventure.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.