• Low Supplier Cancellation Rate
  • Top Product
  • Viator Plus
  • Day Cruises

Sightseeing Day Sail around Boston Harbor

4.8(659 reviews)Boston, USAOperated by Classic Harbor Line - Boston
  • Duration1 hour 30 min – 2 hours
  • GroupShared · max 52
  • TicketMobile or paper ticket accepted
  • LanguagesEnglish
  • BookingInstant confirmation

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.

What to expect

1 hour 30 min – 2 hours3 stopsShared tourMax 52 travellers
  1. Classic Harbor Line Boston MA Day Tours

    60 Rowes Wharf, Boston, Massachusetts, 02110, United States

    Pass 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

  2. Fan Pier

    10 Fan Pier Boulevard, 50 Liberty, Boston, Massachusetts, 02210, United States

    Pass by

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

  3. Boston Harbor Islands State Park

    Peddocks Island, Boston, Massachusetts, 02045, United States

    Pass 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.

Pickup & meeting point

There is no pickup — all travellers meet at the start point.

Start

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 / drop-off

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.

Redemption

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

What's included

Included

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

Not included

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

Good to know

Accessibility & suitability

  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Traveller requirements

  • Minimum 1 traveller per booking
  • Maximum 8 travellers per booking
  • At least one adult must be included in the booking
  • Age bands: Infant (0–2), Child (3–14), Adult (15–99)

Additional information

  • 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

Languages

Guide
English

Cancellation policy

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

  • 1+ days before100% refund
  • 0–1 days before0% refund
  • This experience requires good weather. If it's cancelled due to poor weather, you'll be offered a different date or a full refund.
  • This experience requires a minimum number of travellers. If it's cancelled because the minimum isn't met, you'll be offered a different date or a full refund.

Important booking information

Booking cut-off
Bookings close 1 hour before the activity starts.
Confirmation
Confirmed immediately after booking.
Tickets
One per booking
Local time zone
America/New_York
Product code
5985P14

What you'll be asked when booking

  • Any special requirements

Traveller reviews

4.8/ 5659 reviews
  • 5582
  • 439
  • 324
  • 27
  • 17

Ratings aggregated from Viator (424) and Tripadvisor (235).

Ready to book Sightseeing Day Sail around Boston Harbor?

From USD 54.44 per person · Free cancellation available

Check dates & book

Activity information provided by Viator, an authorized travel partner. Gateera does not operate this activity.

Link copied to clipboard!
Gateera

Install Gateera on iPhone

Add to your Home Screen for the best experience

  1. 1
    Tap the Share button in Safari's bottom toolbar
  2. 2
    Scroll down and select Add to Home Screen
  3. 3
    Tap Add in the top right corner to launch Gateera anytime!