Next Adventure: British Virgin Isles - November 23-30, 2024

About the Private Sailing Yachts

The Perfect Vessels for Private Caribbean Sailing Trips

As soon as you board one of our yachts, you’ll know you’ve arrived at your home on the water. Designed for comfort and smooth sailing in mind, these boats are a splendid setting for you to escape and experience, explore and discover unforgettable moments at sea. Our yachts’ sleek, modern lines cut the water beautifully, while their deck and cockpit setup offer a delightful blend of comfort and safety, both at sea and at anchor. We specifically choose these makes and models for both relaxation as well as steady performance on Island Hoppers private Caribbean sailing trips

“And all I ask is a tall ship, and a star to sail her by.”

Your Private Caribbean Sailing Home Away From Home

Our sailing yachts typically average around 50 in length, providing plenty of space above and below decks. They are outfitted with (4) double cabins, each with a private head (bathroom to you landlubbers), a full galley dining salon, and plenty of comfortable areas to lounge while you cruise the crystal waters of the Caribbean. Each boat pampers you with private showers, accommodations for up to (6) guests, and classic charter rigging for private Caribbean sailing trips.

Boat Model and Floorplans May Vary

With a swim platform on the transom and snorkeling gear, a top deck grill for your fresh catch of the day, a 50 hp engine for secondary power and a dinghy for scooting to shore for even more exotic fun, our yachts will grant your every wish and satisfy even Papa Hemingway. They feature a full cockpit bimini on deck to shield you from the mid-day rays, providing a cool retreat for late afternoon drinks as you watch deep hues of buttery orange and roasted reds fill the sky.

Note that deck and cabin layouts may vary

Want to Learn to Sail? Our Private Caribbean Sailing Trips Offer the Opportunity

Guests are encouraged to hoist the sails, trim the sheets and take the helm, to live out their dreams in idyllic tropical seas. Our yachts are complemented with a full sail inventory. Given a steady wind, she can slip through the water at a soothing pace of 4 knots or a breath-taking pace of 8 knots, making any trip seem effortless yet still exciting. You only have to point the bow out to sea and lose yourself in the Caribbean. No worries mate : Captain Glen knows every ship, every shore, every wave. You’re bound to have an unforgettable time.  Or, they can simply man the deck, hoist their drinks and watch for dolphins, turtles, whales, or island legends. It’s your dream and we are here to make it come true on your private Caribbean sailing trip. Just pick a spot, and let the wind take you.