Sightseeing Cruises

Boston Sightseeing Cruises

Boston skyline at sunset with waterfront and boats in the foreground.

People enjoying a sunset cruise on the water with Boston skyline in the background.

Couple enjoying sunset on a Boston sightseeing cruise with city skyline in view.

Couple enjoying sunset on a Boston sightseeing cruise with city skyline in background.

Flexible cancellation

Get full refund for a small fee if you cancel 24 hours before the experience start time.

Duration

1 hr - 1 hr 30 mins

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Guided tour

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

These tickets can't be cancelled or rescheduled.

21 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
William C
Couple
Verified booking
Apr 2026
Great tour guide on the boat, very informative with lots of history and humour mixed in.
Claudia M
Couple
Verified booking
Nov 2025
Love it, it was so entertaining and so much history. The new and older buildings were amazing to see. Definitely will recommend my friends and my family members to visit Boston and take your tour. Thank you from California!
Marygail T
Couple
Verified booking
Aug 2025
First, the ease of booking on your website, and second, it was a lovely cruise with a fantastic knowledgeable host. We never knew the Bunker Hill Monument and Old Ironside's masts and riggings were the inspiration for the Zachem Bridge-so interesting!
Lori B
Group
Verified booking
Aug 2025
Amazing! Liz was amazing! The weather was perfect for a sunset cruise on Boston! Lived here all My life and never went on this cruise. I'm going to recommend it to all my visitors and keep going until n it with them! Aaaah... sunset over Neantoen!
Whitney C
Group
Verified booking
Jul 2025
Ticketing was easy breezy, the harbor itself is beautiful and so rich in history. We had the pleasure of sitting on the top deck, and hands down our guide was an absolute fountain of knowledge and strories to tell. She was a total delight and added such a special facet to what is otherwise, at worst, a beautiful joyride with amazing scenery.

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.