Sail Boston Harbor on Historic Schooner Denis Sullivan
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; most of the sail involves relaxed sitting, with optional light activity for sail-raising.
Overview
Set sail aboard the historic Denis Sullivan and explore Boston Harbor up close. Enjoy skyline views, fresh sea air, and support ocean education programs with this private two-hour adventure.
Harbor Sail
Step aboard the iconic schooner Denis Sullivan for a two-hour sail around Boston Harbor!
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About This Adventure
Embark on a memorable two-hour sailing adventure aboard the Denis Sullivan, a stunning replica of a Great Lakes schooner. Join the crew in raising the sails or unwind while soaking in breathtaking views of the Boston skyline. Your ticket supports educational programs, making this experience both enjoyable and meaningful.
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Duration
2 Hours
Boarding will begin 15 minutes prior to start of tour.
About
Join World Ocean School for a two-hour sail aboard our beloved schooner Denis Sullivan! Come aboard this replica of a Great Lakes schooner to enjoy a cruise around Boston Harbor with family and friends. You can join our crew in raising the sails of our tall ship—or just relax and enjoy the beautiful Boston skyline. Cash bar available during all sails.
Our public sails are an opportunity for World Ocean School to share Denis Sullivan with the public. All proceeds from sail tickets support World Ocean School’s educational programs.
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Please note: We have a bar on board and sell a variety of alcoholic and non-alcoholic drinks. Due to the conditions of our liquor license, we cannot permit guests to bring their own beverages aboard, although you may bring your own bottle of water if you like.
Adventure Tips
Arrive Early to Settle In
Plan to arrive 15 minutes before departure to get comfortable, meet the crew, and receive a safety briefing.
Dress in Layers
Boston Harbor can be breezy, so dress in layers to stay comfortable in changing weather conditions.
Bring a Camera
Don't forget your camera or smartphone to capture stunning views of the Boston skyline and harbor landmarks.
Stay Hydrated and Use Sunscreen
Even on cooler days, the sun reflects off the water, so drink water and apply sunscreen before your trip.
Local Insights
Wildlife
- Harbor Seals
- Great Blue Herons
History
The Denis Sullivan is modeled after 19th-century Great Lakes cargo schooners, connecting Boston’s maritime past with modern sustainable sailing education.
Conservation
World Ocean School emphasizes ocean stewardship, educating riders on marine ecosystems and minimizing environmental impact during each sail.
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Adventure Hotspots in Boston
Frequently Asked Questions
Recommended Gear
Windbreaker Jacket
Protects against wind and sea spray while sailing.
Comfortable Closed-Toe Shoes
Provides safety and stability on the deck during the sail.
Sunglasses
Shields your eyes from glare reflecting off the water.
summer specific
Water Bottle
Keeps you hydrated throughout the sail.