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, as the sun sets into the sea.

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.

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.

No need to suffer through a stale packed sandwich on this full-day snorkeling cruise. Instead, enjoy freshly-made pizzas from the unique floating food boat Pizza Pi. Spend the rest of the day working up an appetite with swimming and snorkeling at picturesque beaches and offshore cays. When you’re tired from all that swimming, relax on deck and make the most of the free snacks and open bar.

Experience the beauty of the US Virgin Islands without having to join a busy boat tour with a hectic schedule with this tour, which makes it easy to explore the waters around the islands in comfort and style. Choose from morning or afternoon departures and customize your tour to suit your interests, whether you’d rather spend the day snorkeling or prefer relaxing on board.

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

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.

Skip the crowded group tours with their strict itineraries and spend a day exploring the waters of the US Virgin Islands on your own terms with a private charter. You and your party of up to eight passengers can snorkel with sea life, spend time at sandy beaches, check out colorful coral reefs, and even visit Johnny Lime, a floating taco bar, or a pizzeria, all in one day.

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.

We would love to host you all and show you a wonderful day on the water! This itinerary is set to maximize witnessing the beauty of the Virgin Islands, particularly St John. Departing from Cruz bay allows us a wonderful day on the water and multiple options for destinations as well. St. John's protected western shoreline provides the perfect venue for your entire party to enjoy the serene, blue, waters to relax and sunbathe while we set a course to show you sea turtles up close! At this first stop you will be fitted with the equipment needed to enjoy amazing snorkeling. (Snorkeling equipment is included in your day with us also). After snorkeling and swimming for approximately 40 minutes, we will head to a second stop where you will be able to swim with more amazing sea life and comb the white sandy beaches of some of the most incredible shoreline on the planet. You decide where you’d like to enjoy lunch because you have the boat exclusively to yourselves!

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.

Cruise the Virgin Islands in style with this full-day private luxury yacht charter. Group size capped at 12 for ample space to relax in the air-conditioned deck, large cabin with bathroom and sitting area, and dual sun decks. Your captain and first mate customize the itinerary to your preferences. Includes breakfast, snacks, and an open bar tailored to your requests.

Step aboard the 36' Aquila luxury power catamaran for an unforgettable evening on the water. With a shaded interior, spacious seating, and an onboard restroom, the boat offers a comfortable and elevated way to experience the beauty of the US Virgin Islands at sunset. Cruise along the stunning coastline of Virgin Islands National Park, taking in iconic sights like Cinnamon Bay, Trunk Bay, and the scenic North Shore of St. John as the afternoon light turns golden. Depending on conditions, we may stop for a swim, float, or snorkel in the calm waters of places like Lovango Cay or Christmas Cove before settling in for sunset. Enjoy chilled champagne and a freshly prepared charcuterie board featuring meats, cheeses, fruit, and crackers. Whether you're celebrating a special occasion or simply looking for a relaxing evening on the water, this private sunset charter is the perfect way to experience St. Thomas and St. John from a different perspective.

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!

Step aboard to 36' Aquila luxury power catamaran designed for guests who want a comfortable and elevated way to explore the US Virgin Islands. With a shaded interior, spacious seating, and an onboard restroom, it's perfect for families, couples, and small groups seeking a private day on the water. Most half-day charters focus on the North Shore of St. John, where you'll snorkel with sea turtles at Maho Bay, explore Virgin Islands National Park, visit beaches like Cinnamon Bay and Scott Beach, and finish the day at Christmas Cove with pizza from Pizza Pi. Full-day charters allow more time for additional snorkeling, beach hopping, lunch at Lovango Cay, or a trip to Lime Out on St. John. Your crew handles the drinks, snacks, snorkel gear, and logistics so you can focus on enjoying the islands. Whether you're swimming with sea turtles, relaxing in a quiet cove, or cruising to beautiful beaches, Bonus Time makes it easy to experience the best of St Thomas and St John.

Discover the best of St. John in just four hours on this private shore tour, designed for cruise passengers who want both culture and relaxation. Guided by a knowledgeable local, you’ll learn about the island’s rich history, unique plants, and vibrant culture while enjoying the laid-back beauty of the Virgin Islands. This tour offers the perfect balance of discovery and leisure. Begin with a scenic drive where your guide shares stories and fun facts about the island’s past and traditions. Then, visit two of St. John’s most stunning beaches. Whether you prefer to swim, snorkel, or simply unwind on the sand, you’ll have ample time to enjoy the turquoise waters and tropical views before returning to port. A memorable introduction to the island’s charm and natural beauty.

Learn to sail across the azure waters of the Caribbean Sea with this private sailing lesson in St. John. Board your vessel with your group and “captain” your boat for the whole day, or relax on the decks. Your day includes swim and snorkel stops, deli sandwiches, snacks, mixed drinks, beer, soda, juice, and water.

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.

Explore the pristine waters around the British Virgin Islands aboard your very own charter boat. Climb aboard the comfortable vessel and sail to the bays, beaches, and islands of your choosing. Customize your itinerary with your captain so you and your party can spend the day as you wish. Swim, snorkel, sunbathe, and island hop in style.

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.

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.

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.

As a private service, we cater to you and your party. This allows you the option to customize your day of beach hopping. Our drivers are native to the island and can offer just not the service of taking you to the beach but providing you with a brief overview of the uniqueness of St John one of the most treasured United States Virgin Islands gems. Our transportation are open aired safaris. Let the wind blow through your hair and feel the fresh air. Every seat has a view! We want you to have a memorable time during your visit on St. John. You can provide us with your own personal itinerary of the beaches your would like to hop to. It's all about you, we do the driving!