Calypso Catamaran Charters

Calypso is 40′ sailing catamaran based in Cruz Bay, St. John, U.S. Virgin Islands. Calypso has ample seating for up to 32 guests with a forward seating bench for sun lovers or covered seating within our open cockpit. Guests are welcomed to lounge on our forward trampoline while at a snorkel stop or on a mooring. Calypso is also equipped with plenty of snorkeling equipment for your underwater adventures.

Explore in US and British Virgin Islands on Calypso Sailing Catamaran. Plan the perfect day by taking your family and friends for any of our half day and full day sails that depart from St. John, U.S. Virgin Islands. This Virgin Islands boating at its best. Calypso offers full day U.S. waters only trips (no passport required) as you snorkel beautiful reef systems along St. John’s north shore.

For those wanting to experience the British Virgin Islands there is our all day Jost Van Dyke trip. Sit back and relax, we do all the work with a nice relaxing sail to Jost Van Dyke and White Bay, British Virgin Islands. Passports are required for this trip.

Begin your full day sail on Calypso with delicious fresh baked breads and freshly cut fruits while enjoying a mimosa or bloody mary as we set sail to our snorkel stop, along St. John’s pristine north shore. After snorkeling, you will land in Great Harbor, Jost Van Dyke, British Virgin Islands. Our friendly crew will check you in BVI customs while you enjoy the sights and shopping in the harbor. We will stay for lunch (meal not including in price) at world famous Foxy’s beach bar and restaurant and popular among present day sailors for fantastic entertainment. After the meal, you will go under sail to White Bay, Jost Van Dyke, voted as one of the top 10 beaches in the Caribbean. Here you can swim into shore and discover how the Soggy Dollar Bar got it’s name and enjoy the original Painkiller or lounge in the hammocks in the laid back atmosphere.

  • Trip begins at 8:30 leaving Cruz Bay St. John (contact us about other pick up options)
  • Continental breakfast included
  • Snorkel a pristine reef (snorkeling equipment included)
  • Open Bar All Day including juices, soda and water
  • Visit Foxy’s at Great Harbor
  • Relax on White Bay and visit the Soggy Dollar Bar
  • Return to Cruz Bay around 3:30pm

Experience one of the world’s best sailing destinations along with great snorkeling, beautiful beaches and great entertainment. Book your trip today!

Calypso Catamaran Charters

Online: Send Inquiry
Phone: (340)777-SAIL (7245)
Address: Cruz Bay, St. John USVI