Day Sail Aboard one of our Schooner Adirondacks

Experience the timeless charm of Boston Harbor aboard our classic 2-hour or 1.5-hour afternoon day sails. Step aboard either the schooner Adirondack II or the Adirondack III for an unforgettable journey through the scenic beauty of the harbor.

Our sailing vessels, both 80-foot pilot schooners, boast elegant designs with sleek lines that harken back to a bygone era of maritime elegance. Whether you're aboard the Adirondack II or the Adirondack III, you'll revel in the smooth, gentle sailing experience, complemented by a touch of speediness for added excitement.

Perfect for families and adventurers alike, our day sails offer a relaxing and immersive way to explore Boston Harbor's iconic landmarks. From the moment you set sail, the distractions of life on land will fade away, replaced by the tranquil joy of gliding across the water on a leisurely cruise.

Don't miss your chance to create lasting memories with loved ones aboard the most elegant sailing excursion in Boston Harbor. Book your adventure today and embark on a voyage of discovery and relaxation unlike any other!

Notable Sites

• One of the first sites you’ll see on our day sail is the Boston Seaport District. There's much to be seen here as the area features many newly constructed buildings, as well as the classic structures that originally comprised Boston’s waterfront community.
• We will point out The Moakley Federal Courthouse at Fan Pier, the World Trade Center, as well as Harpoon Brewery
• As our trip extends, we will sail through the Inner Harbor Islands, getting as close as we can to some of our historical islands including: Castle Island featuring Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with the Long Island Head Light House.

Your knowledgeable captain and crew are always ready to answer questions about the sights and history of Boston Harbor and its surrounding areas. From interesting facts to old-time legends, the maritime world of Boston has many great stories to offer. Ask them anything you'd like to know!

About our schooners

Our schooners, the Adirondack II and Adirondack III, pay homage to the pilot schooners of the 1890s. At 80 feet in length, they feature teak decks, mahogany trimmings, and two bathrooms, offering comfort and convenience. Crafted by Scarano Boat Building of Albany, NY, they are designed for spectacular sightseeing adventures with ample deck space and seating for up to 41 or 54 passengers.

Sailing on these vessels is a delight, as they move through the water efficiently and beautifully. Operated by Coast Guard-certified captains and a friendly, talented crew, our vessels are known for their hospitality and safety. Feel free to ask our crew about the boat or any of the Boston sites as you enjoy your journey through the historic harbor.

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What Is Not Included?

• No food is included. Feel free to bring your own picnic!
• The price of drinks is not included in the cost of your ticket, so please bring a credit card to purchase on board. Credit Cards are the only form of payment accepted on your cruise. Please plan accordingly. Soda & Water is $2.00, beer is $6.00, wine is $7.00/glass, and mixed drinks are $9.00.
• Gratuity is not included in the price of your sail.

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Meeting Location

• 60 Rowes Wharf (Boston, MA)
• Upon arrival, please go to the ferry terminal at 60 Rowes Wharf to obtain boarding passes in exchange for your confirmation.

Policies

Cancellation Policy

An option to reschedule or convert to a gift certificate is available up until 24-hours prior to departure. We are not able to offer refunds. Requests for cancellation, rescheduling, or conversion to gift credit must be sent by email to publicsails@boston-sailing.com.

Activity takes place rain or shine, but within reason

For schooner sailing excursions, a captain-authorized cancellation or delay may be issued up until departure time if the weather is deemed too threatening to the safety or enjoyment of the experience. Extreme high winds, fog, torrential rain, extremely low temperatures, etc. may all contribute to a cancellation decision.

Other Policies

All participants are required to have tickets for this event. According to U.S. Coast Guard capacity rules, all passengers including infants and toddlers must have a ticket.

Activity may be canceled due to severe weather The activity usually runs in light rain and other moderate weather conditions, but the seller may cancel the activity up to an hour before the start time in the event of severe or unsafe weather conditions. If the seller cancels the event, ticket-holders will be allowed to reschedule tickets (subject to availability), receive a credit for a future event, or receive a refund.

Beverages and Coolers Outside adult beverage and coolers are not allowed aboard. Please bring valid identification with you. Identification is checked prior to boarding for guests interested in an adult beverage.

Check-In Upon arrival to our location please check–in with our ticket representative inside the ferry terminal to receive boarding passes.