Discover the pristine waters and vibrant reefs of St. John with Calypso’s private snorkel and sail. Enjoy a personalized day at sea exploring hidden gems and marine life away from the crowds.
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Difficulty
moderate
Duration
6–8 hours
Fitness Level
Participants should be in moderate physical shape, comfortable swimming and moving on a boat for several hours.
Wildlife
History
St. John is rich in maritime history, with many shipwrecks and ruins scattered along its coastline dating back to colonial times.
Conservation
Calypso Charters supports local reef conservation efforts and practices sustainable boating to protect the fragile marine environment.
Calypso Charters
Discover the pristine waters and vibrant reefs of St. John with Calypso’s private snorkel and sail. Enjoy a personalized day at sea exploring hidden gems and marine life away from the crowds.
Calypso Charters is a Saint John–based boat operator offering day sails and private charters in the U.S. and British Virgin Islands. Operating from Saint John's, Saint John, Calypso Charters runs three signature experiences: the Calypso - Jost Van Dyke Sail (an 8-hour sailing adventure), A Trip to LimeOut (a 7-hour day trip), and the CAT 5 private charter aboard a 36’ power catamaran with capacity for up to 12 guests.
Each full-day trip includes on-board amenities described in the trip summaries: continental breakfast and an open bar are provided on select departures, snorkeling stops at prime reef locations, and beach time at White Bay and other St. John beaches. The Jost Van Dyke sail features breakfast, snorkeling, Great Harbor exploration, and time in White Bay. The LimeOut trip focuses on remote barrier island snorkeling, tacos and craft cocktails at LimeOut, and beach access. The CAT 5 private charter offers a customizable itinerary, sunbathing on bean bag chairs, and a smooth ride for small groups.
Calypso Charters emphasizes personalized private charters and small-group day trips. Guests booking the CAT 5 can expect a maximum of 12 passengers, enabling an intimate experience and flexible route planning. Departure point is Saint John's, Saint John, providing convenient access for visitors to St. John and nearby islands. Trip durations are listed per experience, with the Calypso - Jost Van Dyke Sail running approximately eight hours and A Trip to LimeOut about seven hours; private CAT 5 charters are scheduled based on customer selection. Detailed itineraries, on-board inclusions, and vessel information are provided on the listing to help travelers make an informed booking decision on The Adventure Collective.
Departure
Saint John's, Saint John
Local departures from St. John
Trip Durations
7–8 hours
Day trips to nearby islands
Vessels
Calypso & CAT 5 (36’)
Power catamaran and sailing options
Private Capacity
Up to 12 guests
Intimate private charters available
Reserve the Calypso - Jost Van Dyke Sail, A Trip to LimeOut, or the CAT 5 private charter today — clear itineraries and vessel details make booking simple.
Bring Reef-Safe Sunscreen
Protect your skin and the fragile coral reefs by using reef-safe sunscreen during your trip.
Stay Hydrated
Bring a refillable water bottle to stay hydrated under the Caribbean sun throughout the day.
Wear Water Shoes
Water shoes provide traction and protect your feet while exploring rocky shorelines and reefs.
Keep Valuables Secure
Use waterproof bags or leave valuables on shore to avoid losing them while snorkeling or sailing.
Reef-Safe Sunscreen
Protects your skin while preserving delicate coral reef ecosystems.
Snorkel Mask & Fins
Personal gear ensures comfortable snorkeling with a familiar fit.
Lightweight Swimwear
Keeps you cool and comfortable for all-day sailing and swimming.
summer
Water Shoes
Protects feet when walking on rocky beaches and reefs.