Calypso Charters

From: $80
Boat: Sailing Yachts
Seats: 32

Phone for Booking

4.7 /5 · 108 Google reviews
No reviews to show. Leave one

Read reviews

Calypso sailing and snorkeling from St. John

Make room for a few hours under sail. Calypso combines snorkeling with time to enjoy the coast from a 40-foot catamaran, with sunny and shaded seating for the ride.

Choose your sail

  • Full-day snorkeling: a seven-hour outing with three snorkel stops, breakfast, a deli-style lunch and an open bar after snorkeling. Possible sites include Waterlemon Cay and Honeymoon, depending on conditions.
  • Half day: three hours split between sailing and a snorkel stop. Morning trips include breakfast; afternoon trips have appetizers.
  • Sunset: roughly ninety minutes in Pillsbury Sound, with light bites and drinks as the islands change colour.

Snorkeling trips include equipment and instruction. There is a marine toilet, a stern ladder and a freshwater rinse. Ask about access if ladders or boat boarding would be difficult.

Before you go

Meeting points differ by trip, so follow your confirmation. A Jost Van Dyke sail crosses into the BVI and has separate document and customs requirements. Call for current departures and fares.

What to bring

  • Swimwear, towel, hat, sun shirt and USVI-suitable sunscreen.
  • A waterproof bag and payment for any extras.
  • For a BVI sail: valid passports and required documents, submitted as instructed before departure.

Booking questions

Call +1 340-777-7245.

Listing last updated: October 2026

Guest reviews of the charter company

My wife and I had a blast on our recent trip to St John large in part because of our experience with Bad Kitty. The trip was picture perfect and the crew was friendly and welcoming. Drinks were delicious and the views were even better! Highly recommend using Bad Kitty on your next trip!
read more
media thumbnail 0media thumbnail 1
Tyler France Avatar
Tyler France
Jul 2026
Kyle and Jamie did an excellent job, leading us around the BVI for a day of snorkeling and relaxation. Kyle, our captain, knew the best spots for seeing amazing sea life and first mate Jamie attended to our every need. It was a fantastic day, enjoyed by all!
read more
Brett Gambill Avatar
Brett Gambill
Jul 2026
5 stars for Bad Kitty BVI! We had an amazing experience from start to finish. Excellent service from Allie, Casey, and Greg — they were friendly, professional, and made the entire tour fun and stress-free. The crew kept everything organized while making everyone feel welcome and relaxed. Highly recommend this tour if you’re visiting the BVI!

The crew was amazing on our first trip to the BVI. Allie, Casey, and Greg provided excellent service and made the entire experience fun, relaxing, and memorable. They were friendly, organized, and made everyone feel welcome from the moment we boarded. Highly recommend this tour for anyone visiting the islands!
read more
media thumbnail 0media thumbnail 1media thumbnail 2media thumbnail 3
Diana Sherwood-Shaw Avatar
Diana Sherwood-Shaw
May 2026

Leave a Best of USVI review

Review your own experience with the charter, activity or place listed on this page. These are Best of USVI visitor reviews, separate from Google and TripAdvisor. Reviews are checked before publication. Do not include contact details, booking references or payment information in your public review.

Required field

Rate your own experience with this business or place.
A subject line for your testimonial.
Tell other visitors what you experienced. Please include when you visited.
Use your first name or a nickname. This name will appear with your review.
Used only to contact you about this review. It will not be published.