Welcome to Happy Island!
We are a classic ketch rig sailboat offering day sail charters in the beautiful US Virgin Islands. Come see why we are the local favorite!
book now online!
take 10% off w/ code "Pedro"
We take small groups on private charters in the US Virgin Islands. Join us for an incredible day of snorkeling and sailing aboard our 46' sailing yacht.
BOOK YOUR CHARTER TODAY
Our private luxury daysails are for up to six guests. This all inclusive charter features a well stocked open bar and our famous "Lowcountry Boil" feast for lunch.
new! order happy island gear online!
The coolest one-eyed, shark-finned, sailboating pirate dog you'll ever meet! Pedro the pirate dog joins us on all our sailing adventures. Follow him on Instagram @pedro_the_piratedog