Boston Harbor Day Sail
Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; no special physical condition required
Overview
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.
Boston Harbor Day Sail
1.5 Hour Boston Harbor Sail
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Adventure Photos
About This Adventure
Experience the charm of Boston from the water aboard the classic schooner, Liberty Star. This 1.5-hour day sail offers a serene escape from city life, featuring stunning views of the skyline. Enjoy onboard drinks and snacks while soaking in the beauty of the harbor and engaging with the knowledgeable crew.
Get a look at beautiful Boston from the water - from the deck of a real tall ship!
Duration
1.5 Hours
About
Come out for a day sail adventure in Boston Harbor aboard our classic schooner, the Liberty Star. Get away from the hustle and bustle of the city streets and enjoy some quality time out on the water with unbeatable views of the city.
Drinks are available onboard for purchase via cash, credit, or Apple Pay - our menu includes several beers brewed right here in South Boston! We also have red and white wine, vodka- and rum-based cocktails, soda, juice, and water available in addition to several snack options.
Snacks and bag lunches are welcome, but please no coolers or outside beverages.
There is no formal narration during our daysails, but feel free to ask the captain and crew and they’ll happily share their knowledge of local landmarks and history.
Adventure Tips
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.
Local Insights
Wildlife
- Seagulls
- Harbor seals
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.
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Adventure Hotspots in Boston
Frequently Asked Questions
Recommended Gear
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 specific
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.