Liberty Fleet Windjammers
Virgin Islands Sailing Vacation Cruises

Join us aboard the LIBERTY STAR for a Virgin Islands Windjammer cruise where you'll discover secret parts of the US and British Virgin Islands from our sailing ship. Each day, we will set sail for a new destination and a new adventure. Join us for a week of island hopping from fantastic beaches to famous watering holes and historic ports that can only be found sailing in the Virgin Islands!


Discover beautiful beaches and incredible vistas on your Virgin Islands Windjammer Cruise!The appeal of the Virgin Islands lies in the amazing combination of wonderful sailing, warm and beautiful waters and an abundance of shoreside activities and bars that are never far apart. Unplug in the Virgin Islands and leave the worries of your world behind in this sailor's paradise. When you leave this vacation, you'll have the right mix of activities, fun and relaxation so that you can go back to life refreshed and recharged and not needing a "vacation from vacation."

Besides goats and hermit crabs there are also beach bars on every island. There will be plenty of opportunity to go a shore and enjoy live music, beach BBQ's, and a different rum drink at every watering hole.

From sailing the ship to exploring pink sand beaches to napping on deck, you’ll never be bored during your trip. Since we take each day as it comes, we are open to your suggestions. If there is a place or activity that you are especially looking forward to, you can always feel free to let our captain and crew know!

In the meantime, check out some of the great activities available at your fingertips while sailing on your Virgin Islands Windjammer Cruise:


Water Activities

The Virgin Islands offers some of the best snorkeling spots anywhere!Like the LIBERTY CLIPPER, the LIBERTY STAR carries several water toys with her wherever she goes, and you are more than welcome to help yourself!

  • Kayaking
  • - get out on your own and explore beautiful coves and beaches at your own pace.
  • Snorkeling
  • - the Virgin Islands are home to exquisite coral reefs and amazing shipwrecks. Get up close and personal and discover a whole new world!


Relax on a Virgin Islands Sailing Cruise

Rest & Relaxation

Just looking for ultimate relaxation? The LIBERTY STAR has you covered.

  • Relax on deck and unwind with a book
  • Lay out on deck in the sunshine
  • Visit the ships bar and enjoy a libation
  • Aft deck seating - great for enjoying a drink as the sun sets!


Island Time

Discover fantastic hideaways and incredible beach bars on a Virgin Islands Windjammer Cruise!One of the biggest draws of the Virgin Islands is its plethora of vibrant ports and seaside towns. You'll have the chance to experience a new place each day, along with some world-famous watering holes!

  • Walk along pink-sand beaches, or just relax in the sun on shore
  • Try a new rum drink at different beach bars
  • Hike ruins and explore historical landmarks
  • Nature walks

Click Here to Learn More About a Virgin Islands Windjammer Cruise!