Join Happy Island Charters on a full-day private sailing adventure in St. Thomas. Snorkel, dine on fresh Caribbean lobster, and enjoy personalized service aboard a classic yacht in this unforgettable marine escape.
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Difficulty
easy
Duration
8–10 hours
Fitness Level
Suitable for most fitness levels; some swimming ability recommended
Wildlife
History
Charlotte Amalie has been a key port since the 17th century, often called the 'Washington to the Caribbean' due to its strategic importance.
Conservation
Happy Island Charters emphasizes eco-friendly sailing practices and reef protection to preserve these waters for future generations.
Happy Island Charters
Join Happy Island Charters on a full-day private sailing adventure in St. Thomas. Snorkel, dine on fresh Caribbean lobster, and enjoy personalized service aboard a classic yacht in this unforgettable marine escape.
Happy Island Charters is a private boat charter company based in Nazareth, St. Thomas, offering customizable day trips and sunset sails in the U.S. Virgin Islands. The operator focuses on small-group, private experiences that showcase nearby islands, beaches, and marine sites, including Cas Cay and routes around St. John National Park.
The fleet includes a 15' RIB with a 70 HP Yamaha engine called the Happy Islander, a 37' Intrepid powerboat named Izulu with twin 300 HP Yamaha engines, and a classic sailing yacht used for sunset sails and full-day charters. Trip options include a private RIB excursion to Cas Cay with snorkeling in mangroves and short hikes; a private sunset sail with a curated menu featuring South Carolina shrimp and sparkling wine; and a full-day sailing charter with a gourmet Caribbean lobster lunch, premium drinks, snorkeling, and extended island exploration.
Guests can expect high-quality snorkeling gear, comfortable seating on the yacht foredeck, and the company of Pedro, the sailing dog who joins many trips. Captain Fancy guides customizable itineraries on select trips, and a friendly crew supports onboard service. Charters emphasize private, tailor-made adventures for couples, families, and small groups seeking snorkeling, beach time, and scenic cruising. Reservations are available for private charters originating from Nazareth, St. Thomas, with options that accommodate half-day, full-day, and sunset departures. Booking information, pricing, and seasonal availability are provided upon inquiry; guests can request specific routes, dietary options, and snorkeling instruction when reserving to tailor each private charter to their preferences and needs.
Location
Nazareth, St. Thomas
Departures originate in Nazareth
Trips Offered
4 Trip Options
RIB, powerboat, and sailing charters
Featured Vessels
Happy Islander, Izulu, Sailing Yacht
Vessels named in trip descriptions
Onboard Companion
Pedro, the Dog
Pedro often joins sailing trips
Book a RIB excursion, full-day sail, or sunset cruise — customizable itineraries, premium gear, and Pedro the sailing dog included on many trips.
Sun Protection
Wear reef-safe sunscreen, sunglasses, and a wide-brimmed hat to stay protected during the sun-filled day.
Snorkel Readiness
Bring your own snorkel gear or rent on-site; a mask and fins enhance marine viewing in colorful coral reefs.
Dress Appropriately
Light, quick-drying clothing and swimwear are best for comfort both on deck and in the water.
Hydration
Drink plenty of water throughout the day to stay hydrated under the sun and salt air.
Swimsuit
A swimsuit is needed for snorkeling and swimming in the clear Caribbean waters.
summer
Sun Protection
Reef-safe sunscreen, sunglasses, and hat to protect from the strong Caribbean sun.
spring|summer|fall|winter
Dry Bag
Keeps your valuables dry during water activities and movement on deck.
Light Cover-up or Towel
Helps shield skin after swimming and provides comfort ashore or on deck.
summer