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Boston Harbor Sailing Cruise

Sail Boston Harbor on a classic schooner, exploring iconic landmarks and enjoying the breeze. Perfect for a relaxing and informative maritime adventure.

Boston
1 hr 30 min
3.57Rating:
Last updated: August 8, 2025

Provider Score Distribution

Cumulative distribution showing how many tours score at or below each rating on each provider platform in Boston.

Platform Scores

Viator logo
4.75
471 reviews
GYG logo
4.74
214 reviews

Important Information

  • Only service animals allowed
  • Children must be accompanied by an adult
  • Minimum drinking age is 21
  • Dress for cooler weather on the water
  • Arrive 15-30 minutes before departure
  • Boarding begins 5 minutes prior to departure

Experience the beauty of Boston Harbor on a classic sailing cruise. Step aboard the Adirondack III or IV and feel the wind in your hair as you glide past the city's iconic landmarks. Within minutes of leaving the dock, you'll be immersed in the maritime charm of Boston, sailing past the New England Aquarium, Castle Island, and the historic Charleston Navy Yard. The knowledgeable captain and crew are on hand to share stories and answer any questions about the sights and history of Boston Harbor. Enjoy complimentary soda and water, or purchase local wines and beers as you relax and take in the views. Whether you're a local or a visitor, this sailing cruise offers a unique perspective of Boston's stunning waterfront. Don't miss the chance to explore the harbor's hidden gems and create lasting memories on this unforgettable sailing adventure.

Pros

  • Cruise past Boston's iconic landmarks
  • Feel the wind in your hair on a classic schooner
  • Admire the historic Boston skyline from the water
  • Explore the Inner Harbor Islands
  • Relax with a drink as you sail
  • Learn from the knowledgeable crew

Includes

  • 1.5 or 2-hour sailing experience
  • Captain and crew
  • Soda and water

Excludes

  • Food
  • Tips
  • Beverages available for purchase by credit card

FAQ

  • What Is the Duration of the Cruise?

    The cruise lasts between 1.5 and 2 hours.

  • Are Pets Allowed on Board?

    Only service animals are permitted on board.

  • Can I Bring My Own Food?

    Yes, guests are welcome to bring their own snacks.

  • What Payment Methods Are Accepted for Onboard Purchases?

    Only credit cards are accepted for onboard purchases.

  • Is There a Live Guide Available?

    Yes, a live guide is available in English.

$66.54-$67
3.57Rating:

Tour Highlights

  • Cruise past Boston's iconic landmarks
  • Feel the wind in your hair on a classic schooner
  • Admire the historic Boston skyline from the water
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