Sightseeing Day Sail around Boston Harbor


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From $59.74

123 reviews   (4.64)

Pricing Info: Per Person

Duration:

: Boston, Boston

: Mobile or paper ticket accepted



Choose between either a 1.5 or 2-hour sail around Boston Harbor aboard beautiful schooner Adirondack III, an 80-foot pilot schooner of 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.


Duration: Choose between a 1.5 or 2 hour sailing experience

Beverages are not included, but are available for purchase by credit card only.

Gratuities (recommended for the captain and crew)


  • INFANT: : 0 - 2
  • CHILD: : 3 - 14
  • ADULT: : 15 - 64

  • Contactless payments for gratuities and add-ons
  • Hand sanitiser available to travellers and staff
  • Only animals that perform a manual task to assist a person are permitted aboard. Emotional support animals and pets are not permitted
  • Please let us know in advance if assistance is required for boarding
  • Regularly sanitised high-traffic areas
  • Suitable for all physical fitness levels
  • Children must be accompanied by an adult
  • Dress for the weather - it's often cooler on the water
  • Minimum drinking age is 21 years. Coolers and outside alcoholic beverages 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 depart
  • Public transportation options are available nearby
  • Service animals allowed

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

  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Experience may be cancelled due to Insufficient travelers
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

What To Expect

Classic Harbor Line Boston MA Day Tours
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

• Admission Ticket Free

Fan Pier
Sail by Fan Pier and see the spanning Moakley Federal Courthouse, the World Trade Center and Harpoon Brewery.

• Admission Ticket Free

Boston Harbor Islands State Park
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.

• Admission Ticket Free


Reviews

This was an absolutely beautiful tour. The scenery was perfect
Kaitlin B, 18-10-2022
It was beautiful. The boat was gorgeous and the scenery was amazing!! Drinks we offered and the guides were kind. I would book again for sure.
Great time with friends and family!
mfan728, 17-10-2022
We had a great time! The schooner was beautiful and clean. We went with a couple of friends and I also had my baby with me. The staff were very helpful. Do keep in mind that there is no formal guide but we chatted with the crew who were very knowledgeable.
Sea on my face & The wind in hair.
Sginiewicz, 17-10-2022
I Set sail on this Beautiful Ship it was Simply Beautiful.... Captain & Crew So Warm and Welcoming.... The Day was Wonderful.... I was even able to Steer the Ship.... It was fun for all ages....
Wonderful!
P7739FJmicheles, 11-10-2022
Wonderful! Enjoyed the sailing with professional sailors who were very kind and fun! They highlighted the area and served nice drinks. Hospitality!
Great Sail
geannag2022, 10-10-2022
It was beautiful. Very relaxing. Good sights to see. Staff was very friendly and helpful. And perfect Fall weather. A must to do when visiting Boston.