Sightseeing Day Sail around Boston Harbor

4.8 (659 reviews) 1 h 30 min – 2 hours Free cancellation

out of 5

659 reviews

4.8

Sightseeing Day Sail around Boston Harbor — Photos: the activity supplier, via Viator

Sightseeing Day Sail around Boston Harbor, photo 2 — Photos: the activity supplier, via Viator

About this activity

Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard one of our beautiful schooner Adirondack sailboats! These classic boats are reminiscent of the sailboats from the 1890s. Sail past the seaport district, Castle Island, Fort Independence, Spectacle Island, and Long Island with Long Island Head Light. Great for families and friends who want to sail and see the sights of Boston from the water!

Within minutes of leaving the dock, guests will forget the distractions of life on land and experience the joy of a leisurely sail. Sit back and relax as the crew raises sail and provides beverage service. Drinks are available for purchase by credit card only. Guests are welcome to bring a picnic onboard.

The 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.

Day Cruises Sailing Full-day Tours Private and Luxury Water Tours Viator Plus Excellent Quality Best Conversion

At a glance

Duration: 1 h 30 min – 2 hours
Confirmation: Instant confirmation
Ticket: Mobile or paper ticket accepted
Group: Up to 52 people
People per booking: 1–8
Guide: English
Operated by: Classic Harbor Line - Boston

Ages: Infants (0–2 years) · Children (3–14 years) · Adults (15–99 years)

What is included

Included

Included: This is not a narrated tour, but the crew is available to answer questions on the sights & landmarks
Included: Duration: Choose between a 1.5 or 2 hour sailing experience

Not included

Not included: Beverages are not included, but are available for purchase by credit card only.
Not included: Gratuities (recommended for the captain and crew)
Not included: Food (guests are welcome to bring their own snack aboard)

Itinerary

Classic Harbor Line Boston MA Day Tours

Passing by

Sail around Boston's Seaport District and take in views of many newly constructed buildings along with some classic structures that originally comprised Boston's waterfront community
Fan Pier

Passing by

Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.
Boston Harbor Islands State Park

Passing by

Sail amongst the Inner Harbor Islands of Boston Harbor including Castle Island featuring Fort Independence and the Donald McKay Monument, Spectacle Island, and Long Island with the Long Island Head Light House.

Meeting point and pickup

Everyone meets at the meeting point.

Meeting point

The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston. Check-in at Rowes Wharf is located in the Ferry Terminal. If lost, please call us at Classic Harbor Line Boston.

End point

The boat departs from Rowes Wharf, directly behind the Boston Harbor Hotel, located at (for GPS) 400 Atlantic Avenue, Boston. Check-in at Rowes Wharf is located in the Ferry Terminal. If lost, please call us at Classic Harbor Line Boston.

Using your ticket

Detailed directions and map to our departure location: https://boston-sailing.com/contact-directions/

Plan to arrive 15-30 minutes prior to the scheduled departure time to check-in at the ticket booth located at Rowes Wharf directly behind the Boston Harbor Hotel at the ferry terminal.
There's no need to print anything prior to check-in at the meeting point. Please bring a photo ID that matches the name listed on the reservation.
Boarding passes are issued at check-in
Boarding begins promptly 5 minutes prior to the scheduled departure time
Not wheelchair accessible
Dress for the weather - it's often cooler on the water

Cancellation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

If you cancel	You get back
At least one day before	100%
Less than a day before	0%

The operator may cancel if the weather does not allow it; you then get another date or your money back.
The operator may cancel if too few people book; you then get another date or your money back.

Good to know

Service animals allowed
Public transportation options are available nearby
Suitable for all physical fitness levels
Children must be accompanied by an adult
Minimum drinking age is 21 years. Coolers and outside alcoholic beverages are not permitted
Dress for the weather - it's often cooler on the water
Please let us know in advance if assistance is required for boarding
Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted
Plan to arrive at the ticket booth 15-30 minutes prior to the departure time. The meeting point is located directly behind the Boston Harbor Hotel in the Ferry Terminal just steps away from the dock. Boarding begins 5 minutes prior to the scheduled departure time.
This experience will be aboard Schooner Adirondack III or Schooner Adirondack IV
Large group bookings are not permitted. Multiple bookings are subject to added fees or cancellation by operator

Options

2-hr Off Peak Day Sail

Aboard Adirondack II or III
Oyster Sail Option

Must be 21+ to attend: Select this option to sail aboard one of our Adirondack Schooners with Oysters included.

Duration: 2 hours

Oysters : Enjoy a curated selection of local oysters, shucked on board and paired with mignonette, lemon, and hot sauce.

Drinks available for purchase : Drinks are not included but available for purchase onboard.
1.5-hr Peak Day Sail

Aboard Adirondack II or III: Peak rates apply.
1.5-hr Off Peak Day Sail

Aboard Adirondack II or III
2-hr Peak Day Sail

Duration: 2 hours

Aboard Adirondack II or III