THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
Book with Liberty Fleet of Tall Ships
Verified experiences and guided adventures in the surrounding area.
Operated by Liberty Fleet of Tall Ships · Boston, Massachusetts
Experience the beauty of Boston from a unique perspective aboard the Liberty Fleet of Tall Ships' Boston Harbor Day Sail. This private boat tour offers guests an extraordinary opportunity to explore Boston's historic harbor while enjoying the fresh ocean air and stunning skyline views. As you glide across the water, you'll learn about Boston's rich maritime history and see landmarks like the Boston Custom House, Institute of Contemporary Art, and USS Constitution from the deck of a majestic tall ship. Whether you're celebrating a special occasion or seeking a peaceful escape, this sail provides a relaxing yet adventurous outing for all. The friendly crew ensures safety and comfort, making it suitable for families, couples, or groups of friends. During the cruise, guests can participate in sailing activities or simply unwind under the sun, taking in spectacular views of the city and harbor islands. The experience is customizable, allowing you to choose private charters tailored to your interests. With flexible scheduling and expert crew, this adventure promises an unforgettable day exploring Boston's bustling harbor in an intimate, scenic setting. Don't miss this chance to create lasting memories on the water while gaining a new appreciation for Boston's maritime heritage and stunning coastline.
easy.
2–3 hours.
Suitable for most fitness levels; no special physical condition required
The private boat tour typically lasts between 2 to 3 hours, depending on your booking preferences.
Yes, this sail is family-friendly and suitable for children of all ages with adult supervision.
Wear layered, comfortable clothing and bring sun protection. It’s advisable to dress for the weather conditions of the day.
No experience is necessary; the crew manages all sailing activities and safety protocols.
Typically, this activity does not include meals, but you are welcome to bring your own refreshments.
Yes, the private charter can be tailored to your preferences, including special celebrations or specific interests.
Boston Harbor has been a vital maritime hub since colonial times, playing key roles in trade, revolution, and modern shipping.
Liberty Fleet emphasizes environmentally friendly sailing practices and supports local harbor cleanup efforts to preserve Boston's historic waters.
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.
Book with Liberty Fleet of Tall Ships