Sightseeing Cruises

Boston Sightseeing Cruises

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

Meals included

Indulge in a sumptuous meal as a part of your experience
    • 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

    Sights covered

    Boston Harbor Islands

    Boston Harbor Islands

  • These tickets can't be cancelled or rescheduled.

  • 43 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.

    36
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    What our guests say

    Cynthia W

    Group
    Verified booking
    2 days ago
    We really enjoyed the Boston Historic cruise! We sat on the top of the boat close to the presenter. He was fabulous! We learned so much about the Boston Harbor and surrounding waters. We got to see several important monuments, locations, and ships of our country's/Boston's vast history. Our narrator/tour guide, Kevin, was incredibly informative and the way he presented the information was fun and almost like we were in a story! We got to see the Bunker Hill monument, the USS Constitution, and more!

    Allison K

    Couple
    Verified booking
    Jun 2026
    Beautiful views of Boston. We had an excellent knowledgeable tour guide!

    Janette R

    Couple
    Verified booking
    3 weeks ago
    Everything was very well organized and very informative! Thank you

    Emily S

    Couple
    Verified booking
    2 days ago
    Loved how educational it was. Staff was friendly.

    William C

    Couple
    Verified booking
    Apr 2026
    Great tour guide on the boat, very informative with lots of history and humour mixed in.

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