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.
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; no special physical condition required
Wildlife
History
Boston Harbor has been a vital maritime hub since colonial times, playing key roles in trade, revolution, and modern shipping.
Conservation
Liberty Fleet emphasizes environmentally friendly sailing practices and supports local harbor cleanup efforts to preserve Boston's historic waters.
Liberty Fleet of Tall Ships
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.
Vessel
67' wooden schooner
Evokes 1890s craftsmanship.
Guest Capacity
39 passengers
Intimate onboard experience.
Departure
Fan Pier Marina
Central Boston Harbor boarding point.
Trips Offered
6 experiences
Day sails, sunset, events, and charters.
Reserve seats on signature day sails, sunset cruises, special-event trips, or private charters aboard the Liberty Star.
Dress in comfortable, layered clothing
Weather conditions can change quickly on the water, so layer up to stay comfortable all day long.
Bring sun protection
Apply sunscreen, wear a hat, and don sunglasses to protect yourself from UV rays during the sail.
Arrive early for safety briefing
Arrive 15 minutes before your scheduled departure to participate in safety instructions and board smoothly.
Capture the moment
Bring a camera or smartphone to photograph the stunning harbor views and the historic Boston skyline.
Layered clothing
Layered clothing helps you stay comfortable as weather conditions on the water can change unexpectedly.
Sunscreen
Protect your skin from UV rays during a sunny day on the water.
summer
Hat and sunglasses
Shade your face and eyes from the sun while enjoying the sail.
Camera or smartphone
Capture scenic views and memorable moments during your harbor sailing experience.