Sightseeing Cruises

Boston Sightseeing Cruises

4.8/5(114)

Diane G

Group

Verified booking

Yesterday

We really enjoyed the cruise. Learned so much history about Boston that I had forgotten since High School. It wasn't interesting then but sure was now as an older adult. It was a beautiful day and a great way too see the Boston Skyline and the Harbor. Highly recommend!

Terence K

Couple

Verified booking

2 weeks ago

Alex, our tour guide was friendly, knowledgeable and provided a grand tour. He knows his history very well and explained events and the people involved in a very entertaining way.

Michelle S

Couple

Verified booking

5 days ago

Our sunset tour got rained on. All wasn't lost since our guide was exceptional! Interesting facts about Boston Harbor & his singing was the best. Thank you

Ronald C

Group

Verified booking

Last week

Great to see Boston from the water. The guide was engaed and informative. Being from San Francisco i thought it would be cold and windy and up ended up bring a lovely evening. The sunset cannon at the USS Constitution was great.

Sherman H

Couple

Verified booking

Sep 2026

The tour giude/narrator was knowledgeable, comical and engaging. he made the tour so much more than what I expected. The tour guide gave us historical information, taught me the difference in a pier and wharf and even provided information about yachts, naval ships in the harbor. It was a wonderful cruise, I would recommend to anyone visiting Boston.

Ashley B

Family

Verified booking

Sep 2026

Such a fun activity. I live in Boston, but decided to be a tourist in my own city. Took my 2 year old son to enjoy the water and I learned some history about Boston! 10/10 would do again.

Sail through Boston Harbor while listening to stories about the city’s Revolutionary War history, maritime legends, and famous waterfront landmarks.

Enjoy panoramic views of Boston’s skyline, harbor islands, and historic sites from spacious outdoor decks or comfortable indoor seating areas.

Learn from professional onboard guides who bring Boston Harbor’s past and present to life through engaging live narration.

Watch the harbor transform during sunset on the upgraded evening cruise, offering a more atmospheric experience across the waterfront.

Choose the Historic Boston Harbor Cruise for a shorter daytime sightseeing experience or upgrade to the Narrated Historic Sunset Cruise for evening skyline views.

Boston Harbor sightseeing cruise (as per option selected)

Boston Harbor sunset sightseeing cruise (as per option selected)

Professional narrated commentary by onboard guides

Scenic harbor and skyline views

Indoor seating with large windows

Outdoor observation deck access

Historic and maritime storytelling

Food and beverages

Alcoholic drinks

Hotel transportation

Optional gratuities

TOTAL DURATION1 hour - 0 minutes
FREQUENCY5
MODE OF TRANSFERCruise Ship
Timeline
Map
Sights covered
Boston Harbor Islands
Boston Skyline
Historic Waterfront Sites
Revolutionary War Landmarks
Boston Harbor
USS Constitution (“Old Ironsides”)
Bunker Hill Monument
Boston Navy Yard / Charlestown Navy Yard
Fort Independence & Castle Island
Logan International Airport Waterfront

These tickets can't be cancelled or rescheduled.

114 reviews
How do we collect reviews?
These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.
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What our guests say
Ronald C
Group
Verified booking
Last week
Great to see Boston from the water. The guide was engaed and informative. Being from San Francisco i thought it would be cold and windy and up ended up bring a lovely evening. The sunset cannon at the USS Constitution was great.
Ashley B
Family
Verified booking
Sep 2026
Such a fun activity. I live in Boston, but decided to be a tourist in my own city. Took my 2 year old son to enjoy the water and I learned some history about Boston! 10/10 would do again.
Diane G
Group
Verified booking
Yesterday
We really enjoyed the cruise. Learned so much history about Boston that I had forgotten since High School. It wasn't interesting then but sure was now as an older adult. It was a beautiful day and a great way too see the Boston Skyline and the Harbor. Highly recommend!
Terence K
Couple
Verified booking
2 weeks ago
Alex, our tour guide was friendly, knowledgeable and provided a grand tour. He knows his history very well and explained events and the people involved in a very entertaining way.
Michelle S
Couple
Verified booking
5 days ago
Our sunset tour got rained on. All wasn't lost since our guide was exceptional! Interesting facts about Boston Harbor & his singing was the best. Thank you

What to bring

Mobile or printed ticket confirmation

Light jacket for cooler harbor breezes

Camera or phone for photos

What’s not allowed

Large luggage or oversized bags

Outside alcoholic beverages

Smoking inside enclosed areas

Accessibility

Indoor seating areas are accessible for most guests

Restrooms are available on board

Boarding assistance may be available upon request

Additional informationThe

Historic Boston Harbor Cruise duration is approximately 1 hour

Narrated Historic Sunset Cruise duration is approximately 1.5 hours

Cruises depart from Long Wharf in Boston

Guests should arrive at least 15 minutes before departure

Tickets are non-refundable

Schedules and cruise times may vary depending on operational conditions

Snacks and beverages are available for purchase on board

Cash and major credit cards are accepted onboard

Your voucher will be emailed to you shortly.

Display the voucher on your mobile phone with a valid photo ID at the starting point.

Please check your final voucher for the starting point details & specific instructions.