Virgin Islands Sailing Adventures

Sailboat Charter Rental St Thomas & St John US Virgin Islands – Sunset Dinner Cruise Sailing St Thomas St John Virgin Islands


Sure to be one of your most memorable days of your vacation. We will hoist the sails and let the warm tropical breezes carry us away!

Excursions offered daily from 10am to 4pm… or set your own times… it’s your day!

Sailing from beautiful Secret Harbor and partnered with Aqua Action Dive Shop, we are conveniently located on the east end of St. Thomas near most major hotels and just an easy ride from the cruise ship dock. You can enjoy coffee and breakfast at the Cruzan Beach Club before taking an invigorating sail through the beautiful tropical waters to St. John and the surrounding islands and cays. Swim and snorkel off the colorful coral reefs. Relax and play on the pristine white sand beaches. Enjoy a freshly prepared BBQ lunch of our tasty voodoo chicken, rasta pasta salad, and buttery corn on the cob, and sip on unlimited ice cold beverages and specialty libations…you’ll love the “Jester Juice”! After an afternoon of great food, snorkeling, swimming and fun…just kick back and relax to an easy down wind sail back home to St. Thomas and enjoy our freshly prepared chips & mango salsa.


A quick sail over to Christmas Cove on St. James. Swim or snorkel with turtles and rays and enjoy the sun. Morning or afternoon trips are available, and you can enjoy our open bar and tasty snacks.


There is nothing quite like sailing into a Caribbean sunset! 2 hour sail, open bar and appetizers.


Set sail into your new life together with a Caribbean wedding in the Virgin Islands! Imagine just you, your mate and close friends sailing away to a tropical harbor for an intimate ceremony to be legally united by a Caribbean Captain… then toasting with champagne and hor d’oevers as the sun sets on the horizon. Or book a full day, get married on the bough of the boat, and start honeymooning in paradise!

Captain Jim is an ordained Minister with the Universal Life Church. Reverend Jim and Jester offer a romantic and memorable way to get married or renew your vows in the islands. You will not find more affordable and stress free wedding in the Caribbean. We can help you organize the tropical wedding of your dreams!

Plan Your Island Wedding

Visit our Blog: ‘Sailing Da Virgins’
BOOK NOW: 340-513-2459 or Call/Text: 732-330-3599