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welcome to happy island

We are a St. Thomas, US Virgin Islands
yacht charter company. 
We offer private,

all-inclusive, day charters on a classic 50' sailing yacht. 

Sail with us and see why we are a local favorite! 

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aboutus

We are not your average charter company! Captain Fancy and Captain Jonny have over 25 years of combined experience navigating the Virgin Islands. Our luxury day charters take you around the USVI on our classic sailing yacht for a day of sailing, snorkeling and relaxation! And we definitely have the best first mate in the business....Our swimming, sailing, pirate dog: Pedro!   

Our full day charter includes a well stocked open bar, which we customize to your preference. For lunch we serve our famous "Lowcountry Boil", a delicious, down-home feast, done right with local Caribbean lobster!

 

If you have questions about what it is like to spend a day with Happy Island Charters, please give us a call! We are happy to talk.  Our number is 340-514-7705 

WHY SAIL WITH HAPPY ISLAND?

  • private charter ON A 50' CLASSIC YACHT

    • have the entire yacht to yourself!
       

  • professional captain and crew to serve you!

    • ​CAPTAIN FANCY & JONNY ARE COVID VACCINATEd

  • Gourmet low-country boil lunch

    • our down home feast includes local caribbean lobster!
       

  • personalized, premium open bar

    • let us know what you drink and we will have your favorite liquor, wine or beer on board!​

  • dog friendly boat

    • our pirate dog, pedro, always sails with us!

    • contact us about bringing your pup along on a charter!
       

  • all-inclusive charter also includes

    • premium snorkel gear

    • large floating raft and other water toys

    • luxury 100% turkish cotton towels

    • reef safe sunscreen 

 

MEET PEDRO

Pedro the Pirate Dog is our famous first mate!

He joins us on all our sailing adventures!

Pedro loves going sailing, swimming with sea turtles

 and snuggling up in the sun for an afternoon nap!

 

Pedro also loves having canine company on the boat. Contact us about bringing your pup on your charter!

Follow Pedro on Instagram:

@pedro_the_piratedog

BOOK YOUR CHARTER TODAY!

We offer full day, half day, and sunset sail charters on our classic sailing yacht.  We also provide custom powerboat & motor yacht charters
as well as fully crewed multi-day/weeklong term charters. 

Email, call or text us at 340-514-7705 to

begin planning your adventure now!

Standard Charter Rates:

Half Day Sail $149

Sunset Sail $199

Full Day Sail $299

(Rates are per person, four person minimum charge.)