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Enjoy a private sunset sail near St. John with Calypso Charters, where vibrant Caribbean sunsets and crystal-clear waters create an unforgettable experience. Perfect for relaxing or celebrating in style.
Enjoy a private sunset sail near St. John with Calypso Charters, where vibrant Caribbean sunsets and crystal-clear waters create an unforgettable experience. Perfect for relaxing or celebrating in style.
Book with Calypso Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Calypso Charters · St. John, St. John
Experience the serene beauty of the U.S. Virgin Islands aboard the Calypso - Sunset Sail Private Charter. Departing from St. John, this private sailing tour offers an intimate and personalized way to witness the spectacular Caribbean sunset from the water. Glide along turquoise waters as the golden sun dips below the horizon, painting the sky with vibrant hues of orange, pink, and purple. This boat rental is perfect for couples, friends, or small groups seeking a memorable and peaceful escape, away from the usual crowds. The Calypso's sleek design and knowledgeable crew ensure a comfortable and safe ride while sharing fascinating stories about the islands' marine life and history. Whether enjoying a glass of chilled wine or simply soaking up the tranquility, this private sunset sail is a quintessential St. John experience. Ideal for special occasions or simply to unwind, Calypso Charters elevates island adventures with personalized service and attention to detail. Paddleboards and snorkeling gear are also available for those who want to explore the calm waters before sunset, making it a full sensory adventure. Embark on this unforgettable sunset journey and see the Caribbean from an extraordinary perspective.
easy.
2–3 hours.
Suitable for all fitness levels; minimal physical exertion required.
Yes, children are welcome onboard, but it’s best for families with kids comfortable on boats and able to follow safety guidelines.
Guests may bring light snacks and beverages; however, alcoholic drinks are often available through Calypso Charters—confirm in advance.
The private charter accommodates up to 6 guests, ensuring a personalized experience.
No experience is needed, as the crew handles all sailing and navigation.
Yes, snorkel gear can be provided upon request to explore calm waters before sunset.
Calypso Charters will reschedule or provide a refund if weather conditions make sailing unsafe.
St. John has a rich colonial history that influenced the island’s cultural heritage and maritime traditions.
Calypso Charters practices eco-friendly sailing and supports marine conservation efforts in the Virgin Islands.
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.
Book with Calypso Charters