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Boston Harbor Day Sail on Schooner Adirondack: 1.5 or 2 Hours
boats

Boston Harbor Day Sail on Schooner Adirondack: 1.5 or 2 Hours

by Classic Harbor Line - Boston

2 hours
$49$54.44 on ViatorSave 10%/person
From
$49$54.44 on ViatorSave 10%per person

Choose from 6 available options

2 hours
Starting time
Friday 11 September 2026
Language
English
Free cancellation until 10 Sept 2026.
$97.99$108.88Save 10%
2 adults × $49
All taxes and fees included

How do you want to book?

Confirmation before Wed, 9 Sept - card's only charged if it's a yes. If it's a no, still time to book on Viator.

Book on Viator Confirmed right away, but you pay full price.$108.88
2 hours
$97.99$108.88Save 10%
2 adults × $49
All taxes and fees included
2 hours
$97.99$108.88Save 10%
2 adults × $49
All taxes and fees included
2 hours
$97.99$108.88Save 10%
2 adults × $49
All taxes and fees included
2 hours
$97.99$108.88Save 10%
2 adults × $49
All taxes and fees included
2 hours
$97.99$108.88Save 10%
2 adults × $49
All taxes and fees included

Overview

This sailing trip offers a choice between a 1.5-hour or 2-hour cruise around Boston Harbor aboard the Schooner Adirondack III or IV, classic schooners styled after 1890s sailboats. The boat departs from a dock near the Boston Harbor Hotel and sails past several landmarks including the Seaport District, Fan Pier, Castle Island with Fort Independence, Spectacle Island, and Long Island with the Long Island Head Light. Shortly after leaving the dock, the vessel raises its sails and guests can relax on deck while enjoying views of Boston’s waterfront. The crew is available to answer questions about the harbor’s landmarks and history, though the tour is not formally narrated. Drinks can be purchased on board by credit card, and passengers may bring their own food to eat during the sail. The trip is suitable for families and groups of friends who want to see Boston from the water. Passengers should dress for cooler weather conditions on the water. Boarding begins five minutes before departure at the Ferry Terminal behind the Boston Harbor Hotel. Children must be accompanied by an adult, and only service animals are allowed on board. Large groups are not permitted without prior arrangement and may face additional fees or cancellation.

Highlights

Sail on classic Adirondack schooners from the 1890s
Choose between 1.5 or 2-hour sailing duration
Views of Seaport District and Fan Pier landmarks
Pass by Castle Island, Fort Independence, and Harbor Islands
Crew available to answer questions on sights and history
Bring your own food onboard, drinks available to buy

What's included

Choice of 1.5 or 2 hour sailing time
The crew is present to respond to inquiries about sights and landmarks during the 1.5 or 2 hour sailing, but no formal commentary is provided.

What's not included

Beverages available for purchase by credit card only
Gratuities for captain and crew recommended but not included
Food not provided; guests may bring their own snacks

Itinerary

1

Classic Harbor Line Boston MA Day Tours

Sail around Boston’s Seaport District with views of new buildings alongside older structures that formed Boston’s original waterfront community.

2

Fan Pier

Pass by Fan Pier, observing the Moakley Federal Courthouse, the World Trade Center, and the Harpoon Brewery.

3

Boston Harbor Islands State Park

Navigate through the Inner Harbor Islands including Castle Island with Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island featuring the Long Island Head Light House.

Meeting point

The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.

End point

The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston (02110). Check-in at Rowes Wharf is located in the Ferry Terminal, a climate controlled public space, located on the wharf only steps away from our dock. If guests are lost or running late, please call us at 617-951-2460.

Languages

English (guide)

Cancellation policy

  • Cancel at least 24 hours before start for a full refund.

Additional info

1–8 travelers per booking
Mobile ticket
Service animals are welcome
Reachable by public transport
Suitable for all fitness levels
Children must be accompanied by an adult
Minimum drinking age is 21 years; no outside alcoholic beverages or coolers allowed
Dress appropriately for cooler weather on the water
Notify in advance if boarding assistance is needed
Only service animals that assist a person are allowed; emotional support animals and pets are not permitted
Arrive 15-30 minutes before departure; boarding starts 5 minutes before scheduled time at Ferry Terminal behind Boston Harbor Hotel
Sailing aboard Schooner Adirondack III or Schooner Adirondack IV
Large group bookings are not allowed without prior approval and may incur extra fees or cancellation
Total
$97.99Save 10% vs Viator