The #1 Virgin Islands Sailing Yacht Experience
Why Book With Us?
Sail on a Classic Yacht!
Hang with Pedro!
Eat, Drink and Relax!
This is Sailing at its Finest!
Choose your Adventure
Full Day Charter
Experience the ultimate in luxury day charters with our flagship full day private charter. Sail, snorkel, and relax aboard our classic yacht, enjoy our premium open bar and our famous 'Lowcountry Boil' with Caribbean lobster. Book now and let us show you the best of the Virgin Islands!
Half Day Sail
Sail the crystal clear waters of the US Virgin Islands on our private half-day charter! Swim, snorkel, and enjoy our open bar with delicious hors d'oeuvres, or head to Pizza Pi VI for lunch on this family-friendly adventure.
Watch the sun dip below the horizon and the sky light up in a spectacular display of colors with our private sunset sail charter. Sip on chilled sparkling wine and indulge in a delicious selection of hors d'oeuvres while taking in the stunning views of the Virgin Islands from our classic sailing yacht.
Book Your Charter Today
What People Say About Us
"Our family had a fantastic time with Happy Island Charters!! Fancy, Jodie, and Pedro were the absolute best- friendly, hospitable, and informative! The food and drinks were amazing and never stopped coming. The snorkeling and water activities were a blast as well! 10/10 recommend- we cant wait to go back"