Top St John Cruises & Sailing

If sailing into the sunset while sipping champagne sounds like your idea of a good time, this St. John sailing experience may be just what you need. With this group cruise, you'll sail from the Westin on St. Johns out into the Pillsbury Sound aboard a 55-foot catamaran, where you'll be served champagne and hors d'oeuvres as the sun sets into the sea.

Sail out to the Lovango Resort and Beach Club, on private Lovango Cay, with this evening cruise from the Westin on St. John. You’ll be served hors d'oeuvres and cocktails as you sail to the island, but you may want to save your appetite for the meal of fresh seafood that awaits you. Cordials will be served on the return trip home or you can order a drink from the on-board open bar.

Make a day trip to Jost Van Dyke from St. John that maximizes your time, combining several activities in one excursion. Enjoy a light continental breakfast during the cruise, go for a morning snorkel near the coral reefs surrounding the island, and relax at White Bay beach near the famous Soggy Dollar Bar with a full open bar available on the return cruise.

Make your visit to the Baths of Virgin Gorda from St. John as hassle-free as possible on a cruise that includes snorkeling, meals, and an open bar. The itinerary lets you experience the best of the area without any additional planning. Spend the day relaxing and exploring grottos and Treasure Point Caves.

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our 29' or 32' Power Catamarans and explore the very best of St. John and St. Thomas in the US Virgin Islands. With a full day on the water, you’ll have time to snorkel with sea turtles at Maho Bay, swim ashore to quiet beaches like Scott Beach, Cinnamon Bay, and Trunk Bay, and discover stunning coral reefs at Waterlemon Cay, Salt Pond Bay, and Pelican Rock. Cruise around the South Shore for a more secluded vibe, with snorkeling stops at Little Lameshur, scenic coastline views, and a visit to Lime Out in Coral Bay—a floating taco bar and guest favorite for lunch on the water. Round out your day with a stop at Christmas Cove for a slice from Pizza Pi, the USVI’s iconic floating pizzeria.

Spend a day sailing, snorkeling, eating, and drinking with this cruise from St. John. You'll start with an on-board continental breakfast, followed by a snorkel stop at a coral reef. Then it's off to a floating taco bar, Lime Out, for lunch, followed by a full open bar on the catamaran after snorkeling and more snorkeling before you head home. Weather conditions determine if sailing is an option.

Depart on your private island‑hopping adventure with Bonus Time Charters aboard one of our 29' or 32' Power Catamaran and explore the very best of St. John and St. Thomas in the US Virgin Islands. Your charter is fully customizable, but most half‑day (and sunset) trips focus on the scenic North Shore—stops like Maho Bay for sea turtles, the quiet sands of Scott Beach, and favorite beaches like Cinnamon Bay, Trunk Bay, and Honeymoon Beach. You’ll snorkel crystal-clear waters, soak up the views, and finish with a stop at Christmas Cove for fresh pizza from Pizza Pi, the famous floating pizzeria. If you’ve got more time, a full-day charter lets you explore even more. Cruise the South Shore to spots like Salt Pond Bay, Little Lameshur, and Pelican Rock, or head all the way out to Lime Out in Coral Bay, a one-of-a-kind floating taco bar. You’ll have time to snorkel at Waterlemon Cay, check out quiet coves, and see the whole island from the water.

Visit the British Virgin Islands on your own terms with a private full-day charter boat just for your party. Travel with an experienced captain who can help you customize a tour that's just right for you, taking you to top beaches, restaurants, and snorkeling spots. Upgrade to an extended tour to have time to see all of the area’s highlights in one day.

Experience an exciting nighttime kayak tour in St. John on this small-group excursion based out of the Westin Resort. Get creative with glow paint and paddle under the stars in glowing, clear-bottom kayaks, exploring marine life such as prehistoric tarpons and sting rays. Perfect for the adventurous, it's an island experience that few travelers are lucky enough to enjoy.

Choose to be picked up from St. Thomas or Meet us in St. John Cruz Bay Dock to view the beautiful St. John scenery in two scenic stops included in the excursion. Stops offer the perfect opportunity for photos. Trunk Bay Beach is nestled inside the Virgin Islands National Park, the beach is a perfect location for you to admire the scenery or venture into the turquoise water to snorkel or swim. Your driver drops you off along the pristine beach, where you can find calm bay waters and luscious tropical foliage around you. Take advantage of the beach chair and umbrella rentals or find your spot for a day on the sand. Stretch out and feel the sun on your skin as the cooling Caribbean breeze blows in from the water. Next, head out for a dip into the warm coastal sea or rent a snorkel to explore the world of coral beneath the surface. The ferry tickets to St. John are not included in the price.

Experience St. John's through the eyes of a local with this private guided tour. You'll learn all about the island's culture and ecology as you visit famous beaches and other tourist attractions. such as Oppenheimer Beach and Hawksnest Beach. You'll also get the chance to visit the Annaberg Sugar Plantation

The BVI triangle hits the MOST stops in the British Virgin Islands in one day! Our first stop is at Great Harbor, Jost Van Dyke where our team will clear customs while you while you wander and explore the quaint town of Great Harbor and enjoy a chat with Foxy. Then we travel to Diamond Cay, where you can hike to the Bubbly Pool, snorkel or just sit and relax and enjoy the view at Foxy's Taboo. From Diamond Cay, we pass by Sandy Spit where you will have time for a quick photo of this famous island that has been featured in several Corona Commercials. Then we travel onto Norman Island and stop at The Pirate Ship, known as the The Willy-T. Here you will have time for a drink or a quick jump or two off the top of the deck. This is an International Excursion and a Valid Passport is required.

Whether you want to be picked up from your resort or a cruise ship port, this tour of St. John conveniently takes care of the logistics for you. See the sights of St. John and Trunk Bay Beach without any of the planning. Enjoy a mix of relaxing beach time, a scenic ferry ride, and a lesson on the island's history from your guide.

Discover St. John island's highlights even if you're short on time on this small-group tour. You won't have to plan your itinerary or transfers, and will explore the island with local insights from your guide in just a few hours. In addition to sightseeing, learn about the area's history during a visit to the remnants of a 1780s sugar mill plantation in Annaberg.

Spend the day sailing in St John aboard a 40-foot sailboat with this private excursion. You'll head out to Cruz Bay where you'll take an inflatable tender out to your sailboat. You'll then head out to sea, with a couple of stops for snorkeling in the clear Virgin Islands waters.

Skip the crowds and gain rare access to protected waters on a guided kayak and snorkeling adventure along the north shore of Saint John. Meet your guide in Cruz Bay, paddle across the turquoise harbor into Virgin Islands National Park, and follow the scenic coastline to peaceful Scott’s Beach. Snorkel among coral reefs, seagrass beds, and turtle habitats with the chance to spot sea turtles, tropical fish, and stingrays—your guide knows all the best places to look.

Adventure awaits strives to ensure your experience here in the Virgin Islands is exquisite. Your Driver Guide will pick you up any where on St Thomas or St John. Your visit will include plenty of scenic views, mountain tops, popular and secluded beaches with snorkel gear and chairs included, historical sites, see the wildlife- donkeys, goats, and more. Stopping for captivating views and pictures along the way. Have a swim with ocean life and sea turtles, snorkel in crisp clear waters, sunbath, grab some cocktails and lunch from highly recommended local spots. We frame our excursions around your requests to ensure a relaxing and fun day on the Island. Hiking Trails, Kayaking, Paddle Boarding rentals available at stops, and other activities are abundant and waiting for you to enjoy. An unforgettable experience for the whole family. WE PICK UP GUESTS STAYING ON ST THOMAS or ST JOHN . Customized Itinerary with your input to ensure your day is exceptional. NOT JUST A TOUR BUT AN ADVENTURE.

Learn about the history and culture of St. John and get plenty of time leftover to hang out at the beach with this private four-hour tour. Your professional driver/guide will take you to plenty of local beaches as well as to the historic Annaberg Sugar Plantation and to the Bordeaux Mountain Trail, the highest point in the island.

Spend the day aboard a 40-foot sailboat with this St John day trip, departing from Cruz Bay. You'll visit a quiet cay for snorkeling and swimming before making your way to a second area for more swimming plus white-sand beach time and an included lunch before returning to Cruz Bay.

We are a family owned small business; we have a love for true sailing and authentic relationships here in the islands. Looking for more time on the water? Join us for our all inclusive private day sail adventure as well!

Join us aboard one of our luxury catamarans to enjoy a sun filled day of sailing with lunch at Lovango Resort and Beach Club.

An island tradition, Full Day-Fun Day aboard SY Mazu or SY Neptune makes lasting memories. Both vessels are a Gemini Legacy sailing catamaran. SY Mazu or Neptune will leisurely sail you to destinations of your choice (depending on location) throughout St. Thomas and St. John. This is a private charter with a capacity for for 8 guests. SY Mazu, or SY Neptune, is a new Gemini Legacy 35 sailing catamaran with twin Yanmar engines. The bow offers relaxing seating for breezy tanning or turtle watching. Equipped with the latest in audio technology, she has a Sony sound system with Bluetooth to enjoy your favorite tunes. There is plenty of snorkeling equipment on board to enjoy the crystal blue waters.

Experience the best of the BVI on this leisurely tour, focusing on two iconic destinations without feeling rushed. Begin with a guided exploration of The Baths, uncovering hidden gems away from the crowds while learning about local culture and history. Then, venture to the renowned White Bay Beach on Jost Van Dyke, famous for its vibrant beach bars and pristine shores. Discover why this beach consistently ranks among the world's best. Note: this is an international excursion—a valid passport and cash for customs fees is required.