easy
8–10 hours
Suitable for most fitness levels; some swimming ability recommended
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.
Set against the shimmering waters of the U.S. Virgin Islands, Charlotte Amalie offers a playground of turquoise coves and vibrant marine life, making it a prime destination for sailing adventures. Happy Island Charters elevates this experience with their full-day private sailing yacht, a vessel built for comfort and discovery. As you step aboard, the salty breezes and clear Caribbean skies set the tone for a day filled with sun-drenched relaxation and marine exploration.
This full-day charter provides an intimate way to see St. Thomas from the water, featuring tailored itineraries that include snorkeling in coral-rich spots and dipping into secluded bays. The yacht itself is outfitted with plush amenities, ensuring that lounging in style is a priority. Part of the charm is meeting Pedro, the friendly sailing dog who’s often seen soaking up the sun alongside guests. A highlight is enjoying a gourmet Caribbean lobster lunch, prepared fresh on board, paired with complimentary premium drinks, and the relaxed camaraderie that makes each trip memorable.
What makes Happy Island Charters stand out is their dedication to personalized service and their intimate knowledge of Virgin Islands waters. Far from crowded tourist spots, their charters unlock a deeper connection with the region’s natural beauty, marine life, and local culture. Whether celebrating a special occasion or simply craving a day on the water, their trips deliver a perfect balance of adventure and relaxation.
For anyone looking to experience Charlotte Amalie from a unique vantage point, this sailing charter offers an authentic, luxury-focused outing with access to some of the most picturesque spots in the Virgin Islands. The crew’s hospitality, combined with their commitment to sustainable boating practices, ensures an enriching experience aimed at both adventure-seekers and leisure travelers alike.
Wear reef-safe sunscreen, sunglasses, and a wide-brimmed hat to stay protected during the sun-filled day.
Bring your own snorkel gear or rent on-site; a mask and fins enhance marine viewing in colorful coral reefs.
Light, quick-drying clothing and swimwear are best for comfort both on deck and in the water.
Drink plenty of water throughout the day to stay hydrated under the sun and salt air.
Charlotte Amalie has been a key port since the 17th century, often called the 'Washington to the Caribbean' due to its strategic importance.
Happy Island Charters emphasizes eco-friendly sailing practices and reef protection to preserve these waters for future generations.
A swimsuit is needed for snorkeling and swimming in the clear Caribbean waters.
summer specific
Reef-safe sunscreen, sunglasses, and hat to protect from the strong Caribbean sun.
spring|summer|fall|winter specific
Keeps your valuables dry during water activities and movement on deck.
Helps shield skin after swimming and provides comfort ashore or on deck.
summer specific