Schooner Liberty Star

Schooner Liberty Star
Liberty Star Info
Vessel Type Gaff-rigged Schooner
Length 67 feet
Cabins 3
Guests 6
Crew 4
Sailing Grounds  Virgin Islands
Homeport St. Thomas (Dec. - May)
Boston (June - Sept.)

The Liberty Star is the nimble "little sister" of the Liberty Clipper. A wooden-hulled schooner built in the 1980s, she has circumnavigated the globe twice! Her cozy cabins will make you feel right at home as you enjoy sailing on this clever schooner that will delight you in the warm winds and waters of the Virgin Islands.




Cruising Grounds: The Virgin Islands

The Schooner Liberty Star offers crewed sailing charters in the Virgin Islands from our base at the East End of St. Thomas in the US Virgin Islands from Red Hook Harbor.  Each day we can sail to a new destination as we explore these enchanting islands from our tall ship.


Virgin Islands Windjammer Cruise Grounds

British Virgin Islands Windjammer Cruise Grounds
We offer week-long all-inclusive sailing cruises seasonally from November through May.  On your Virgin Islands Sailing charter, you'll have the opportunity to sail throughout both the US and British Virgin Islands.  We offer a very casual and relaxing sailing cruise; as such, we intentionally do not set up an itinerary for the week in advance.  This allows your sailing cruise to evolve so that we may sail with the best winds and see and the things you want each week!

Your Virgin Islands sail is likely to include visits to the following locations:

US Virgin Islands Locations:
  • St. Thomas: All of our cruises board and disembark from Red Hook in Vessup Bay on the east end of St. Thomas.
    • Charlotte Amalie: A large and protected harbor on St. Thomas.
    • Red Hook Bay: All conveniences and grocery shopping, along with many dining options. Ferry service to St. John and the British Virgin Islands is also available from Red Hook. And there are several fun dining spots that are all within walking distance of our dock at American Yacht Harbor if you get into town early!


  • St. Johns: St. John is considered the natural gem of the US Virgin Islands and hosts a large national park.  On many of our Virgin Islands sailing cruises we will visit St. Johns the first night!
    • Cruz Bay: The "big town" of St. Johns has lots of great entertainment options.  Step ashore for a cold-one...
    • Trunk Bay Beach: Located on the north side of St. John, this beach has been selected as a Top 10 Beach by Conde Nast Traveler Magazine.
    • Cinnamon Bay Beach: Located just east of Trunk Bay, this is another beautiful Caribbean beach.

British Virgin Islands Locations:

Sunset at a Beach Bar

  • Jost van Dyke:
    • This island, the westernmost of the British Virgins, is home of White Bay beach, the Soggy Dollar Bar, and Foxy's. Named after a 17th century Dutch pirate, Jost Van Dyke has a sleepy Caribbean air and is less developed than other islands in the British Virgins. It is a favorite of sailors who stop for music, dancing and tropical drinks.
    • Bubbly Hole: Get "washed" in this little gem.  It's a short hike to get to it and our crew will show you the way.
    • Foxy's: No trip to the BVI is complete without a visit to this world famous spot!
  • Sandy Cay:
    • We may anchor just south of Sandy Cay; it's literally a beach island, we love it and think you will too!
  • Tortola:
    • Cane Garden Bay: It's not just famous for the song lyrics, it is also home to the Caribbean's oldest continually operated rum distillery.  Head ashore and try a sample.
    • Soper's Hole: Tortola's West-End is a fantastic anchorage, come "swing on the hook" and find out why.
Sailing to Cane Garden Bay
  • Virgin Gorda:
    • When you think of Virgin Gorda, you think The Baths - one of the Caribbean's natural wonders, a spectacular formation of gigantic boulders, creating grottoes and caves that you can explore on foot. The island is home for the famous resort of Little Dix Bay, as well as the Bitter End Yacht Club.
The Baths Virgin Gorda Island British Virgin Islands West Indies
  • Norman Island:
    • This island is reputed to have inspired Robert Louis Stevenson's Treasure Island. Legend has it that pirate treasure is buried at a natural formation called the Indians, which are half-submerged rocks forming an underwater labyrinth for divers and snorkelers. The island is deserted but for a few seabirds, several footpaths, and the Pirate's Bight Bar. One trail leads to Spy Glass Hill, a challenging half-hour hike rewarding you with fantastic views. Pirates once used this lookout to spot Spanish Galleons returning home with gold and treasure.  And no visit to the Virgin Islands is complete without a visit to Willy T's Floating Boat Bar, if not for the spectacle at least for the rum.
Willy T Bar Restaurant

Liberty Star Windjammer Cruise Blog

Liberty Clipper Captain
12 January 2014
Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
  Good afternoon from the Virgin Islands. Good afternoon is the proper way to greet locals in this region and if you hear it, the proper response is just to say, "Okay". The local culture is certainly always a highlight of these sailing adventures. We were able to surprise our guests this week ...
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Liberty Clipper Captain
07 January 2014
Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
Greetings from St Thomas on the Liberty Star! What a great week down in the islands to bring in the new year with some great wind, sailing, and passengers. With the wind filling the sails and the rail in the water we made our way up to Virgin Gorda. Then it was nothing but smooth sailing from there ...
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Liberty Clipper Captain
29 December 2013
Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
Captains Blog!  Greetings from St. Thomas, Red Hook aboard the Liberty Star! I'm going to try to keep a Captains Blog updated around once a week, so I hope you will tune in and join us for our adventures! This week we departed Red Hook on Monday morning at about 0700. Leaving the dock was ...
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Liberty Clipper Captain
28 November 2013
Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
We just kicked off our season on the Liberty Star this past Sunday! We're having a blast so far and I can only imagine what treats that cook Sue has in store for us later today. We welcomed our guests aboard on Sunday evening at Red Hook and had a nice reception for them with some goodies from the g...
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Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
Where do we begin to tell you what a wonderful adventure you have given us? We set sail on December 2, Don's 60th birthday from St. Thomas on the Liberty Star. Perfect weather, a perfect start to the 7th decade. Thank you for introducing us to schooner life aboard the Liberty Star, to hoisting sails...
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Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
This was my first sailing trip aboard a windjammer in the Caribbean and it was fabulous. Kyle was a great sailing dinghy captain. Clint was a fantastic leader through the baths and the caves. Cory with his sailing paddle board. Sue, all the food was to die for. And Captain Jon, what a great ride we ...
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Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
yes, our first mate Lee stood  out as someone who sincerely loved the boat and catered to our every wish...he had great stories to tell and was very knowledgeable  about all aspects of sailing,stellar navigation, pirate stories etc. etc. I would say his presence really made the trip more m...
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Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
For my first sailing experience on a tall ship in the BVI's it was incredible. The Liberty Star was just a good enough size for Josh and I to feel included if needed with the crew, or feel like we were on the boat all by ourselves. It helped that we were the only ones sailing this trip, but I am sur...
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Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
Capt. Carlos, Mate Scott and Cook Tia were warm and welcoming. All shared stories from their life.  Everyone was focused on making sure we were comfortable and happy. The crew spoke highly of Carlos and everyone was working as a team.  Tia, Scott and Carlos balance each other well.  S...
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Windjammer Cruises
Virgin Islands Sailing Vacation Cruises
We feel like we've made new friends as the crew was incredible!  I will highly recommend this Tall Ship Windjammer cruise to everyone I know! Tia was an amazing cook and so lovely, friendly and helpful.Lee and Scott were both amazing.  They were both very knowledgeable, funny and very...
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Liberty Star is a traditional gaff-rigged, two-masted wooden schooner, built by Maine craftsmen. The Liberty Star was lovingly refit for service in the British Virgin Islands in 2012 and features two upper and lower berth cabins, and a deluxe cabin with a full-sized double bed. All cabins offer opening skylights, and lots of varnished wood detailing. The below deck area is air conditioned.

The Cabins

The cabins have been panelled in yellow-pine to provide a warm and rich feeling to our schooner. Each bunk is outfitted with comfortable pillows, linens, and blankets. We also provide both bath and beach towels.The cabins have 110-volt outlets to charge your camera and other electrical devices. Each bunk also has a reading light; just imagine reading yourself to sleep, after a wonderful home cooked meal, to the sound of the water lapping gently at the hull... You're sure to feel transported back to simpler days while on your sailing vacation cruise!

Cabins 1 and 2:

  • Our forward cabins offer top/bottom bunks with very comfortable beds. 
  • There is a "butterfly hatch" above each cabin to offer fresh air.
  • Each cabin has storage space in the custom-built storage lockers (please pack light, it is a tall ship!).
  • Each bunk has its own fan.

star standard cabin

Cabin 3:

  • Our deluxe cabin offers a full-sized bed.
  • This cabin also features an opening skylight for natural light and fresh air.
  • There is storage in the large cabin area and under bed storage.
  • This cabin features multiple fans.
Liberty Star Premium Double Cabin


There is one bathroom with a shower for our guests that is shared and we also have a fresh-water on-deck shower.

The Salon

There is plenty of room at our table in the Salon or eat on deck under the warm caribbean sun.

liberty star salon
Breakfast in Liberty Star's Salon

Liberty Star Sailing Schedule

The LIBERTY STAR will sail the US and British Virgin Islands from November 22, 2015 through May 14, 2016. Each cruise boards on Sunday and disembarks on Saturday. To review our schedule and book online, click the link below:


Cruise Start Cruise End Embark/Disembark Ship Pricing* Notes Book?
Nov 22, 2015 Nov 28, 2015 St Thomas, USVI Liberty Star $ 1,899 Thanksgiving Cruise BOOK NOW
Nov 29, 2015 Dec 5, 2015 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Dec 6, 2015 Dec 12, 2015 St Thomas, USVI Liberty Star $ 1,799   SOLD OUT
Dec 13, 2015 Dec 19, 2015 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Dec 20, 2015 Dec 26, 2015 St Thomas, USVI Liberty Star $ 1,899 Christmas Cruise BOOK NOW
Dec 27, 2015 Jan 2, 2016 St Thomas, USVI Liberty Star $ 1,899 New Year's Cruise BOOK NOW
Jan 3, 2016 Jan 9, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Jan 10, 2016 Jan 16, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Jan 17, 2016 Jan 23, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Jan 24, 2016 Jan 30, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Jan 31, 2016 Feb 6, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Feb 7, 2016 Feb 13, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Feb 14, 2016 Feb 20, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Feb 21, 2016 Feb 27, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Feb 28, 2016 Mar 5, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Mar 6, 2016 Mar 12, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Mar 13, 2016 Mar 19, 2016 St Thomas, USVI Liberty Star $ 1,799   SOLD OUT
Mar 20, 2016 Mar 26, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Mar 27, 2016 Apr 2, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Apr 3, 2016 Apr 9, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Apr 10, 2016 Apr 16, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Apr 17, 2016 Apr 23, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
Apr 24, 2016 Apr 30, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
May 1, 2016 May 7, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW
May 8, 2016 May 14, 2016 St Thomas, USVI Liberty Star $ 1,799   BOOK NOW

*Per-person price for private double cabin. Single shared cabin subject to 25% supplement fee (125% of above price). Private single cabins subject to 75% supplement fee (175% of above price). Prices do not include 5% port fee or upgrades.

Safety & Specifications

The Liberty Windjammer Fleet offers the only US-Flag and US-Crewed tall ship windjammer cruises in the Bahamas and Caribbean. Your safety is always our number one priority, so rest assured that the Schooner Liberty Clipper and Schooner Liberty Star exceeds all required United States Coast Guard Safety and Crew Training Requirements. The Liberty Fleet is a company founded by professional sailors – the owner is himself a graduate of the Massachusetts Maritime Academy, holds an unlimited tonnage US Coast Guard license, and understands and respects the unique demands of the sea upon both ships and crew.

The Liberty Star proudly flies a US Flag at her mast-head. We take great pride in maintaining our ship to the highest safety standards.

Safety Equipment

Liberty Star is equipped with modern emergency communications equipment, emergency medical equipment, and American citizen crew members who are trained in emergency response techniques. Furthermore, we have USCG inspected TYPE-1 Life Preservers, SOLAS approved Life-Rafts that are inspected and certified annually by the manufacturer, life-rings, a fully Coast Guard inspected fire-fighting system, and most importantly the training to effectively use this equipment.

Liberty Star Staffing

A strong crew is always the most important aspect of any vessel’s safety program. The Liberty Star's professional crew is led by our US Coast Guard licensed captains who are all highly qualified professional mariners with a minimum of 720-days of sea-going experience on similarly sized vessels; this typically reflects 4-5 years of industry experience. We also carry a licensed mate with a minimum of 360-days of sea-going experience on similarly sized vessels.

What is the U.S. difference?

While each country has its own vessel registry safety and inspection requirements, they are not all created equal. Typically, European nations have a strong maritime tradition and maintain competitive safety standards with the United States. Most non-US flag vessels, however, are registered under a “Flag of Convenience.” Simply stated, this applies to those vessels under Panamanian, Monrovian, and other similar flags. There are many reasons to register a ship under a foreign flag including: avoidance of taxes, avoidance of liability for injury, lower labor costs, and lack of inspection and safety oversight to save money. Most developed nations maintain a watch-list for “flag of convenience vessels” visiting their territorial waters.

Below is a list of some basic safety requirements and inspection requirements for comparison.

Safety Requirement United States Flag of Convenience Testing
Safety Inspection USCG Annually Typically “owner performed”
Hull Inspection USCG Bi-Annually Typically “owner performed”
Rig Inspection USCG Bi-Annually Never or “owner performed”
Crew Licensing Strict: Experience & Testing Pay for a License
Training Requirements USCG Monthly Training Typically “owner performed”



Vessel Specifications

Vessel Specs
Ship Registry United States of America
Certification US Coast Guard Passenger Vessel
Vessel Rig Gaff Rigged Topsail Schooner
Homeport Boston,MA (Summer); St Thomas,USVI (Winter)
Length Overall 67 feet
Length of Deck 52 feet
Waterline Length 42 feet
Draft 8 feet
Beam 17 feet
Mast Height 76 feet
Freeboard 5 feet
Sail Area 2,500 square feet
Gross Registered Tonnage 52 tons
Vessel Displacement 46 tons
Auxiliary Power Cummins TurboDiesel 5.9L 210 HP
Hull Oak and Mahogany
Deck Douglas Fir and White Pine
Masts Douglas Fir
Spars Douglas Fir
Crew Complement 3 near-coastal / 7 offshore
Designer George Emery
Year Built 1982
Schooner Liberty Star Sailing in the Virgin Islands

History of the Schooner Liberty Star

Originally christened the Rachel B. Jackson, the Liberty Star was commissioned in 1972 in Harrington, Maine as a private sailing yacht.  Over the course of the following ten years, she had three owners, each of whom completed a portion of her construction.  In 1982, a Maine shipwright named George Emery purchased the hull and completed the vessel.  He named her in honor of his grandmother, who had lent him the money to purchase and complete the schooner.

Built as a working replica of an 1890s coastal schooner, her sturdy mahogany planking, oak frames, traditional pine and fir decking, shining brass fittings, and exotic wood cabinetry recall the workmanship of days gone by.  She was originally put into service as a training vessel at Mystic Seaport in Mystic, CT.  In the mid 1980s, the Seaport sold the vessel to a family who outfitted her and spent three years sailing around the world.  Upon the completion of her circumnavigational voyage, she was sold to another family in Maine who took guests on day sails and also showed her at tall ship events.  In 2000 she represented the state of Maine in the Tall Ships 2000 race from Bermuda to Boston, and then on to Halifax, Nova Scotia.  At one point, the ship was chartered by the National Geographic Society to do whale research off the coast of the Dominican Republic.

In the spring of 2012, the Liberty Fleet of Tall Ships found the Rachel B. Jackson "well-used" in Belfast, Maine and decided to save the ship.  On April 2, 2012 Liberty Fleet purchased the vessel and spent the next four months and 6,000 man hours rebuilding the ship.  Restoration work was extensive, and included new decking, a new main-mast, replacement of the engine, drive shaft, and propellers, new electronic and navigation equipment, and new sails.  Her interiors were also refit to include three cozy cabins for overnight accommodations.  Liberty Fleet would like to especially thank master shipwrights Mike Rogers, Geno Scalzo, and Andros Kypragoras for their incredible work and completion of the refit.

The Liberty Fleet rechristened the ship to the Liberty Star, and held an official renaming ceremony for her complete with a bottle of rum and a tot for Poseidon himself!

Virgin Islands Sailing Cruises Aboard Liberty Star