Adventure Collective
Sailing Private Charters on the Liberty Star, Boston - Boston

Sailing Private Charters on the Liberty Star, Boston

Bostonmoderate

Difficulty

moderate

Duration

2–4 hours

Fitness Level

Moderate fitness recommended to participate in sail handling; relaxed options available for non-active guests.

Overview

Set sail aboard the Liberty Star, a 67-foot wooden schooner offering private charters in Boston Harbor. Join the crew in raising sails or relax with stunning city views on this historic sailing adventure.

Boat Tour
Private
Boston, Massachusetts

Private Charters

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Adventure Photos

Private Charters photo 1

About This Adventure

Experience the charm of sailing aboard the Liberty Star, a stunning 67’ wooden schooner that captures the essence of 1890s craftsmanship. Perfect for private charters, this vessel invites up to 39 guests to participate in raising the sails or relax while soaking in breathtaking views of historic Boston.

About

The Liberty Star is a beautiful 67’ wooden schooner commissioned in 1972 and completed in 1982 in Harrington, ME. Originally christened the Rachel B. Jackson after the shipwright’s grandmother, the Star is a replica of an 1890s coastal schooner with sturdy mahogany planking, oak frames, traditional pine and fir decking, and exotic wooden cabinetry recalling the workmanship of days gone by.

The Star is available to charter for private groups for a minimum of 1.5 hours. The ship can accommodate up to 39 passengers in addition to its crew of three. Passengers are welcome to help raise the sails or simply sit back and enjoy the fresh harbor air with unbeatable views of historic Boston.

Adventure Tips

Book in advance for prime dates

Liberty Star charters fill quickly during summer weekends and holidays; early reservations secure your preferred slot.

Dress for changing weather

Bring layers as conditions on the water can shift quickly, even on sunny days.

Wear non-marking, flat shoes

Protect the vessel’s deck and ensure safe footing by opting for appropriate footwear.

Arrive early for boarding

Plan to arrive 15 minutes before your charter start time to meet the crew and get safety instructions.

Local Insights

Wildlife

  • Harbor seals often spotted near islands
  • Ospreys nesting on harbor piers

History

Boston Harbor has been a center of American maritime trade since the 17th century, with schooners like the Liberty Star echoing this rich heritage.

Conservation

The Liberty Star promotes sustainable boating practices to protect the delicate marine ecosystems of Boston Harbor.

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Adventure Hotspots in Boston

Frequently Asked Questions

Recommended Gear

Windbreaker jacket

Essential

Keeps you warm and dry against cool spring breezes on Boston Harbor.

spring specific

Sunscreen

Essential

Protects against sun exposure during the open water daytime hours.

summer specific

Hat with a brim

Shields your face from sun glare while sailing.

summer specific

Comfortable layered clothing

Essential

Allows quick adjustment to temperature changes common in coastal fall weather.

fall specific