Customize a private RIB, powerboat, or sailing yacht charter departing Nazareth, St. Thomas for snorkeling, beaches, and sunset sails.
Choose from RIB adventures, sunset sails, full-day yacht charters, and a premium 37' powerboat experience.
boat-charters · Charlotte Amalie
Set sail on a private sunset cruise around St. Thomas with Happy Island Charters. Enjoy Caribbean views, fresh shrimp, and sparkling wine as the sun dips below the horizon.
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Departures originate in Nazareth
RIB, powerboat, and sailing charters
Vessels named in trip descriptions
Pedro often joins sailing trips
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Happy Island Charters listing.
Happy Island Charters offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Book a RIB excursion, full-day sail, or sunset cruise — customizable itineraries, premium gear, and Pedro the sailing dog included on many trips.
boat-charters · Charlotte Amalie
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.
boat-charters · St. Thomas
Cruise the azure waters of the US Virgin Islands aboard the 37’ Intrepid powerboat with Happy Island Charters. Experience thrilling rides, premium snorkeling, and secluded beaches in unmatched comfort.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.