Processing your payment

Headout logo. Link to home.
Help
Sightseeing Cruises

Boston: Sunset Tall Ship Harbor Cruise

People enjoying a sunset cruise on the Liberty Star with city skyline in the background.
Assorted appetizers and fruits on the Liberty Star cruise in Boston Harbor.
Sailboat view of Boston skyline at sunset from Liberty Star Boston.
Sailing on Liberty Fleet of Tall Ships with Boston skyline at sunset.

Duration

2 hr

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

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

Meals included

Indulge in a sumptuous meal as a part of your experience
    • Set sail on a classic Boston tall ship for a 2-hour sunset cruise, with crew ready to share local history and landmark stories.

    • Take in sweeping views of Boston’s skyline as the city lights up in the evening glow from the harbor.

    • Relax and unwind away from city crowds, enjoying the tranquil atmosphere and fresh harbor breezes.

    • Crew members are happy to answer your questions about Boston’s iconic sights and maritime heritage.

    • 2-hour sunset sail

    • Classic Boston tall ship

    • Crew available for questions

    • Local landmark and history insights

    • Drinks (available for purchase onboard)

    • Snacks (available for purchase onboard)

  • TOTAL DURATION2 hours - 2 hours 30 minutes
    FREQUENCY1

    1 Boarding point

    Fan Pier Marina

    Get direction

    Sights covered

    Fan Pier Park

    Fan Pier Park

    Institute of Contemporary Art

    Institute of Contemporary Art

    The Exchange Conference Center

    The Exchange Conference Center

    Boston Tea Party Marker

    Boston Tea Party Marker

    Boston Harbor Hotel

    Boston Harbor Hotel

    Skyline Monument

    Skyline Monument

    Boston Children's Museum

  • You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

  • Sail Boston Harbor at sunset on a classic tall ship, enjoying skyline views and a relaxed two-hour cruise.

    Getting started

    Arrive at Fan Pier Marina, where the crew will welcome you aboard and check your tickets. After a brief introduction, the sails are raised and your evening journey begins.

    What to expect

    Boston Harbor Sunset Tall Ship Cruise

    Experience Boston’s waterfront from the deck of a traditional tall ship, offering a unique perspective on the city’s maritime heritage. The ship accommodates up to 39 guests, creating an intimate setting as the skyline glows in the evening light.

    Features

    • Boston skyline views: Watch the city’s iconic buildings and waterfront landmarks illuminated by the sunset from the open deck.

    • Classic tall ship experience: Sail on a vessel with a three-person crew, evoking Boston’s seafaring history as you glide through the harbor.

    • Onboard amenities: Drinks and snacks are available for purchase, including local craft beers and spirits.

    • Crew insights: The friendly crew is available to answer questions about local landmarks and Boston’s maritime past throughout the cruise.

  • Boston Cruise

    Monday9:00am - 5:00pmlast entry 5:00pm
    Tuesday9:00am - 5:00pmlast entry 5:00pm
    Wednesday9:00am - 5:00pmlast entry 5:00pm
    Thursday9:00am - 5:00pmlast entry 5:00pm
    Friday9:00am - 5:00pmlast entry 5:00pm
    Saturday9:00am - 5:00pmlast entry 5:00pm
    Sunday9:00am - 5:00pmlast entry 5:00pm
  • What to bring

    • Bring a valid photo ID, especially if you are purchasing a military ticket.

    • It is strongly suggested to bring an infant/child lifejacket if you are traveling with children under 2 years old.

    • You may bring snacks and bag lunches.

    What’s not allowed

    • Coolers and outside beverages are not permitted onboard.

    • Large bags and suitcases are not allowed.

    • Pets are not permitted, except for registered service animals.

    Accessibility

    • This experience is not wheelchair accessible.

    Additional information

    • Departure is from Fan Pier Marina.

    • Children under 2 years old are free but require a ticket.

    • Drinks and snacks are available for purchase onboard (cash, credit, or Apple Pay).

    • There is no formal narration, but the crew is available to answer questions about local landmarks and history.

    • The vessel can accommodate up to 39 guests in addition to the crew.

    • 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.

Similar experiences you'd love

Free cancellation
MIT Dome with columns in Cambridge, Massachusetts, surrounded by trees.
Guided Tours
Cambridge, Massachusetts: MIT and Harvard Walking Tour
from
$55
Cambridge, Massachusetts: MIT and Harvard Walking Tour. Rated 0 out of 5 from 0 ratings.From $55
Free cancellation
Historic buildings in Boston's Little Italy street with North Square Oyster and Mamma Maria restaurants.
Guided Tours
Best of Boston: Full-Day Private Tour
from
$567
Best of Boston: Full-Day Private Tour. Rated 0 out of 5 from 0 ratings.From $567
Free cancellation
Paul Revere Monument with North Church in background, Boston.
Guided Tours
Boston: Private City Tour of Boston & Cambridge
$650
Boston: Private City Tour of Boston & Cambridge. Rated 0 out of 5 from 0 ratings.From $650
Free cancellation
Catamaran docked at New England Aquarium for whale watching cruise.
Sightseeing Cruises
Boston Whale Watching Cruise by New England Aquarium
from
$85.57
Boston Whale Watching Cruise by New England Aquarium. Rated 4.4 out of 5 from 144 ratings.From $85.57

How Headout makes choosing experiences effortless

We curate the best ways to experience

We research and organise all unique experiences - from tickets to tours to special combos - so you get all the choices without the clutter.

We partner with the best

Every supplier is vetted for quality, reliability, and value so you only get top rated experiences. No surprises, no disappointments.

All the best options, in one place

Each experience is thoughtfully organised to give you maximum availability, great value and an easy way to choose.

Book with complete peace of mind

Free cancellations, Flexible payments, and 24/7 support - thoughtfully designed for flexibility, assurance, and total peace of mind.

1/4

We curate the best ways to experience
We partner with the best
All the best options, in one place
Book with complete peace of mind
Download app section background

We've served 48 million+ guests and we are here for you

48 million+

Happy customers across 10,000+ experiences

In the media

Featured and recommended by the best brands

24 x 7 help center

Have a question? Live chat with local experts anywhere, anytime