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Tours/Boston/Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

4.8(659)Boston1h 30min–2h
VIATOR4.8(424)TRIPADVISOR4.8(235)
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
+8 photos
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor
Sightseeing Day Sail around Boston Harbor

At a glance

Duration
1h 30min–2h
Price from
$54 / person
Location
Boston, United States
Rating
4.8 / 5 · 659 reviews
Languages
EN
Group
Small group, up to 52
Cancellation
Free cancellation up to 24 hours before
Confirmation
Instant
Ticket
Mobile or paper ticket accepted
Operator
Classic Harbor Line - Boston
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.

Description

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.

Schedule & prices

Runs
Every day
Start times
37 times a day, 9:00 AM–6:00 PM
Next available
Thu, Oct 8
Adult (ages 15+)
$54
Child (ages 3–14)
$46
Infant (ages 0–2)
Free

Prices change with the date; the lowest is shown.

Out at sunset: the 4:30 PM departure is under way when the sun sets, around 5:55 PM in the coming weeks.

In demand: 1097 of the next 1110 departures are already sold out.

From the operator’s live schedule on Viator, checked Oct 7.

Tour Options

Oyster Sail Option 2 hours

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.

2-hr Peak Day Sail 2 hours

Duration: 2 hours Aboard Adirondack II or III

2-hr Off Peak Day Sail

Aboard Adirondack II or III

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

Itinerary

Classic Harbor Line Boston MA Day Tours
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

Fan Pier
Pass by

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

Boston Harbor Islands State Park
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.

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)

Traveller Ratings

Reviews collected by Viator and Tripadvisor

4.8
659 reviews
5
582
4
39
3
24
2
7
1
7

How it compares in Boston

  • No. 29 by number of reviews among 479 tours in Boston
  • Starting price $54 is close to the typical $51 for tours of similar length in Boston

Excurgo comparison of 479 Viator tours, recalculated daily.

Important Information

  • 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

Cancellation

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

1+ days before100% refund
0–1 days before0% refund

Frequently asked questions

How long does Sightseeing Day Sail around Boston Harbor take?

Sightseeing Day Sail around Boston Harbor lasts about 1h 30min–2h. The itinerary has 3 stops.

How much does Sightseeing Day Sail around Boston Harbor cost?

Prices start at $54 per person for this Boston experience, booked through Viator with the price shown before checkout. There are 5 booking options, so the final price depends on the option you choose.

What days does Sightseeing Day Sail around Boston Harbor run?

According to the operator’s current schedule, it runs every day, with 37 departures a day between 9:00 AM and 6:00 PM.

How much does Sightseeing Day Sail around Boston Harbor cost for children?

Children aged 3–14 pay from $46, adults from $54. Infants go free.

Does Sightseeing Day Sail around Boston Harbor sell out?

It can: 1097 of the next 1110 departures are already sold out, so booking ahead is a good idea.

Can I cancel Sightseeing Day Sail around Boston Harbor for free?

Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.

Where does the tour start?

The meeting point is 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. Hotel pickup is not part of this experience.

What languages is Sightseeing Day Sail around Boston Harbor offered in?

The experience is available in EN.

Is this a private or a group tour?

It is a small-group experience with a maximum of 52 participants.

Is the tour suitable for children?

Children must be accompanied by an adult

Will my booking be confirmed immediately?

Yes, bookings are confirmed instantly.

Reviews(659)

Reviews collected by Viator and Tripadvisor

P
P_B
October 1, 2026 · via Viator
Canceled

Check your boarding passes. Was given the wrong passes and missed the boat. Nobody at the dock was helpful but the office handled the refund.

R
Robert_M
September 30, 2026 · via Viator
Best Boston Harbor Sail!!!!

The Schooner sail with Captain Mike and crew was absolutely awesome!! I loved Kira’s contagious energy, so full of life!

7
73edl
September 29, 2026 · via Tripadvisor
Relaxing and enjoyable

We really enjoyed our sail around the harbor. It is rare for some of us to see Boston from the water so it was a different experience. Captain Michael and crew Alex and Kira were just wonderful: helpful, friendly, and enjoyable to talk to. It was very relaxing, we learned a few things, and we had a great time.

W
Walter_O
September 27, 2026 · via Viator
Great sail!

Great tour…we enjoyed a very relaxing sail around the harbor with a wonderful crew. Highly recommend this sail!

S
Susan_M
September 25, 2026 · via Viator
Loved the experience but...

Loved the experience but would not ever book with viatar again unless we are refunded 108.88 because we were charged twice.

M
MaryAnnChuck_N
September 22, 2026 · via Viator
Boston Harbor Sail

Working twin masted schooner with captain and crew. Witness first hand crew raising sails on the foremast, mainmast, foresail, and jib. Continues sail trimming, tacking as we changed directions, and ultimately lowering the sails as we headed back to dock. Crew friendly and knowledgeable answering all questions… very scenic trip around the harbor - bring your camera!

A
Antonio_V
September 22, 2026 · via Viator
Our afternoon sail was...

Our afternoon sail was cancelled due to the weather but these hosts made everything right! They called to let me know my options and I was able to get a sunset cruise the next day. Ship was in great condition and the hosts on the ship were knowledgeable and fun to speak with. Kept the atmosphere right with drinks and blankets on board.

L
Laurie_M
September 21, 2026 · via Viator
Beautiful sailboat to...

Beautiful sailboat to view the Boston Harbour. . Crew was attentive and friendly Beautiful scenery and knowledgeable staff

2
278jimh
September 19, 2026 · via Tripadvisor
Scenic views of Boston Harbour

Friendly crew. Very relaxing.

Operator response

Jim, thank you for booking a cruise with us and taking some time to provide your valuable feedback. We are delighted to hear you enjoyed the scenic views and found the experience relaxing. It's wonderful to know our friendly crew made a positive impression, as well. We hope to have the pleasure of hosting you again soon! - Classic Harbor Line Boston

S
Susan_H
September 17, 2026 · via Viator
Beautiful sailing Boston!

It was way more than I expected. The ship was beautiful as was the weather. The crew members were fun, knowledgeable, and very helpful. Seeing Boston from the harbor was a whole new experience. The airplanes went right over us. I have already told a lot of my friends and family.

$54/ person
4.8(659)
Duration1h 30min–2h
LanguagesEN
ConfirmationInstant
Check availability on Viator →
Booked and paid on Viator.com
Free cancellation up to 24 hours before

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

No booking fees from Excurgo
Payment and confirmation are handled by Viator
Excurgo support

Excurgo earns a commission from Viator when you book through this link, at no extra cost to you.

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from$54
4.8(659) Free cancellation
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