Boston Harbor Sightseeing Day Sail - Experience the Water and Views
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Experience Boston from a whole new perspective with the Sightseeing Day Sail around Boston Harbor. Choose between a 1.5-hour or 2-hour voyage aboard our charming schooner Adirondack, reminiscent of the classic sailboats from the 1890s. As you glide past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with the Long Island Head Light, you'll see some of Boston's most iconic sights from the water.
Once you cast off from the dock, you'll quickly forget about land-based worries. Sit back, relax, and enjoy the gentle sway of the boat while the crew raises the sails and offers beverage service. Feel free to bring your own picnic onboard, and drinks are available for purchase with a credit card.
Our friendly captain and crew are happy to answer questions about the history and stories behind Boston Harbor’s landmarks. Whether you're interested in the area's maritime past or just want a peaceful escape on the water, this sail offers a memorable experience for families and friends alike.
Frequently asked questions
How long is the sailing experience?
You can choose between a 1.5-hour or a 2-hour sail around Boston Harbor.
Are beverages included?
Beverages are not included but can be purchased onboard using a credit card.
Is the tour suitable for children?
Yes, the tour is suitable for all ages, including infants, children, and adults.
Can I bring my own food?
Absolutely! Guests are welcome to bring their own snacks or picnic onboard.
Is the tour accessible?
Yes, the sail is suitable for all physical fitness levels.
What landmarks will I see?
You’ll sail past the Seaport District, Fan Pier, Moakley Federal Courthouse, World Trade Center, Harpoon Brewery, Castle Island, Fort Independence, Spectacle Island, and Long Island with its lighthouse.
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 1.5 hours – 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- This is not a narrated tour, but the crew is available to answer questions about sights and landmarks
- Duration: Choose between a 1.5 or 2-hour sailing experience
Not included
- Beverages are available for purchase by credit card only
- Gratuities for the captain and crew are recommended
- Guests may bring their own snacks onboard
Itinerary
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Stop 1
Sail around Boston's Seaport District, viewing both modern buildings and historic waterfront structures.
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Stop 2
Pass Fan Pier, the Moakley Federal Courthouse, the World Trade Center, and Harpoon Brewery.
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Stop 3
Navigate the Inner Harbor Islands, including Castle Island with Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with its lighthouse.
Meeting point & pickup
Meet at the starting point
The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, at 400 Atlantic Avenue, Boston (02110). Check-in is at the Ferry Terminal, a climate-controlled space on the wharf just steps from the dock. If you're running late or lost, call us at 617-951-2460.
Open in Google MapsCancellation & confirmation
Free cancellation
For a full refund, cancel at least 24 hours before the scheduled departure time.
- 100% refund if cancelled at least 1 day in advance
- No refund if cancelled within 24 hours of departure
- Tours may be canceled due to bad weather or insufficient bookings
Instant confirmation
Your booking is confirmed immediately after checkout.
From $54.44 per person
- Free cancellation
- Secure checkout with our booking partner
