Top Experiences in Waterlemon Cay

If you are looking for a curated, private sailing experience, our goal is to not only meet, but to exceed your expectations. We will welcome you aboard with fresh fruit & muffins to discuss the days itinerary and to plan the day of your dreams. As owner operators, we aim to please and take pride in creating a day that stand out! We typically stop in two different locations which will vary depending on whether our guests are into tranquil, private sand beaches, beautiful sailing vistas or amazing snorkeling. Depending on the direction & strength of the wind, we make recommendations which may vary from trip to trip.

You will have private, personable and unique experience with Sailing Tipitina. We are owner/operators and live aboard this classic sailboat with our sweet Weimeraners Oyster and Pearl.

Avoid the crowds. With no more than 12 guests, get ready to enjoy this ultimate full day St. John adventure while your professional, friendly crew caters to your every whim. This is a exhilarating scenic multi stop experience along the picturesque coasts of St. Thomas, St. John, and Cays.

Though she has a CE Certification for up to 26 guests, we limit all charters to 12 guests to provide more social space and personal service.

Spend the day on your own 50' Luxury Catamaran Yacht. This price is all inclusive for the Yacht, up to 12 guests. You can select a half or full day charter. Visit the islands of St. Thomas, St. John and surrounding cays.

SY Sirena is a 50′ Luxury catamaran with a spacious salon that opens on to an expansive back deck with seating and dining. The bow of the boat offers relaxing seating with bean bag chairs and large trampolines for group conversations, tanning or intense turtle, dolphin watching.

There are plenty of water toys to keep you entertained; from SUP’s, snorkeling equipment and relaxing floats. Price includes ice, soda, beer and rum punch. You and our captain will design an itinerary that best meets the needs of your group.

*Please note the BVI is not available on this vessel, but a visit to the BVI can be booked under Product Codes 111649P24 or 111649P25. Departure from American Yacht Harbor in Red Hook; pickup from Cruz Bay, STJ possible with 48 hour advance request.

Depart on your private island hopping adventure aboard Bonus Time as you explore the best of St. John and St. Thomas in the US Virgin Islands. Your customized itinerary offers a blend of popular spots and hidden gems, from snorkeling in the pristine waters of Virgin Islands National Park to savoring tacos at Lime Out VI.

Our experienced Captains will provide insight into every stop along the way so you can fully enjoy the best sights and scenes of the Virgin Islands. Start with a morning snorkel stop with sea turtles at Maho Bay.

Afterward, swim to world-renowned beaches like Cinnamon Bay, Salt Pond Bay, or Lameshur Bay. Other world-famous snorkeling stops include Waterlemon Cay and Hurricane Hole.

With a keen focus on eco-conscious practices, we're not just about riding the waves but about preserving them for future generations. Come aboard, and let’s make memories as endless as the ocean and timeless as the tides!

Enjoy a private full day charter on a smooth-riding, 36' power catamaran with long swim ladders that make getting in and out of the water a breeze. Certified for up to 12 passengers, you’ll have plenty of space whether you are riding the waves in the nets on the bow or enjoying a cold beer in the shade at the stern. You’ll find many amenities, like a marine head(toilet), sink, fresh water shower and changing cabin on board. On the morning of your charter, you’ll customize your itinerary with your captain: you might snorkel with sea turtles, discover a hidden beach, taste-test the Virgin Island’s famous Painkiller or all of the above! Your boat will come stocked with water, soda, beer, floats/noodles, top of the line snorkel gear, and one of our talented and charismatic captains! Enjoy lunch with a view at one of the famous local restaurants.
Please note, fuel is not included and will be charged at $8/gallon for actual usage at the end of the day; fuel averages 20-30 gallons per day.

Your 2019 Wellcraft power vessel, MV Aquarius, will pick you up for a fantastic day on the water. Your group will spend the day enjoying the many isles and harbors of the U.S.V.I on your own private powerboat. MV Aquarius is a new, 31' Wellcraft with twin 300hp Yamaha engines. This price is for a private group up to 12 guests, this is not a price per person . Our Captain will design an itinerary allowing you to visit the islands and harbors of St. Thomas and St. John or the many surrounding cays. The bow offers seating for conversations, tanning or turtle watching. Aquarius has a Fusion sound system with Bluetooth to ensure you enjoy your favorite tunes. There is plenty of snorkeling equipment on board to enjoy the coral and tropical fish. You may just want to relax on a deserted beach, or join the party at Maho Crossroads or Dinghy's Beach Bar. Please note the BVI is not available for this activity but can be booked under Product Code 111649P25.

Join us aboard Reef Surfari for the Do It All Trip where we head to 2 snorkel stops, eat fresh baked pizza and enjoy an open bar sunset dance party all in one trip. From October to March, Reef Surfari departs at 1:30 from the dock at American Yacht Harbor in Red Hook on St Thomas and swings over to Cruz Bay to pick up our St John guests at 2:00. From April to September, we depart St Thomas at 2:00 and St John at 2:30. We go to two snorkel locations in the Virgin Islands National Park around St John to look for turtles, beautiful coral and tropical fish. After snorkeling, we open up the bar and pick up the pizza, included in the trip price, at Pizza PI in Christmas Cove of Great St. James. The bar will be open with rum punch, painkillers, sodas and water while we cruise around St. Thomas and St. John, crank up the jams and have a sunset dance party. We return to St John between 6:30-7:00 and head back to St Thomas between 7:00-7:30 depending on the time of sunset throughout the year.

The U.S. Virgin Islands are an unforgettable boating paradise!
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Crystalline waters, secluded beaches, superb snorkeling, floating restaurants and exotic beach bars are yours for the choosing. With virtually unlimited possibilities, you’ll have no problem creating the best day of your vacation!
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Our captains have years of experience (some even a lifetime!) around the local waters and will be able to provide valuable insight to your day. The possibilities are endless . . . we know all the best places to go, things to do, and spots to eat and drink!
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Join us and become a part of the Island Roots family. We are always In the Pursuit of Fun!

Explore the Virgin Islands in Style!
The Gemini Freestyle 40' power catamaran is known for its speed and stability while still maintaining comfort allowing guests to stay dry. It truly is the most comfortable power catamaran on the island. MV Hyrdra has everything you need for a private charter for up to 12 guests. Swim with the turtles and see amazing fish and colorful coral using our brand new snorkel equipment.

Your private charter includes all U.S. national park fees, snorkeling gear, water, ice, soda, and ice cold beer.

MV Hydra features a FUSION stereo to listen to your favorite tunes. The bow offers spacious walk thru seating, transom seats and our custom bean bag chairs. The stern of the yacht has expansive seating covered and uncovered on our custom marine couches. A bathroom complete with washdown areas add to your comfort.

Avoid the crowds. Step on to your fully customizable private full day adventure with your friends and family. Our attentive office staff will help make your someday a reality: organizing any special requests including alternative pick up times and locations, itineraries and celebrations.

Though she has a CE Certification for up to 26 guests, we limit all charters to 12 guests to provide more social space and personal service.

Embark on an island-hopping excursion with Bonus Time, your gateway to the unparalleled beauty of St. John and St. Thomas in the US Virgin Islands. Tailored to your preferences, our itineraries are a mix of celebrated destinations and secluded spots, ensuring an exclusive experience. Whether you're boarding from St. Thomas or St. John, we've got you covered with convenient pick-up options to start your adventure seamlessly.

Guided by our knowledgeable captains, every location, from Maho Bay's turtle-rich waters to the unspoiled beaches of Cinnamon Bay, Waterlemon Cay, and Caneel Bay, becomes a narrative of discovery.

For guests wanting to visit the waters of St. Thomas, the adventure includes options to visit the serene Honeymoon Beach on Water Island, the rich marine life of Turtle Cove at Buck Island, and the intriguing Cartanza shipwreck, culminating in a relaxing end at Christmas Cove.

Swim with sea turtles and snorkel beautiful reefs. See the amazing beaches and Islands while catching some sun on the bean bags on top of the trampolines.

You will enjoy the smooth ride of our beautiful sailing catamaran. You will have time to sit in the original Beach Charters VI hammock chairs that hang off the back or go for a ride on one of the paddle boards.