Adventures with Waypoints Yacht Charters

Virgin Island Sailing® is Waypoints Yacht Charters’ top charter broker and there is no fee for our service. We use our 30+ years of experience to find you the best bareboat yacht charter, on a Waypoints Yacht Charters’ yacht or with another reputable charter company, and we use our partnerships to ensure the best rates and discounts.

There are many advantages to booking a Waypoints Yacht Charters charter with Virgin Island Sailing® – complimentary cruising guide book, Vacation Planner with insights and recommendations, assistance resolving issues, and our 20% Guarantee for Yacht Changes. Plus you will enjoy working with our highly rated Charter Experts and Concierge Team.

Caribbean Bareboat Charter Rates

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Discover the Excellence of Waypoints Yacht Charters

Why Choose Waypoints Yacht Charters?

Impeccable Fleet Selection

Waypoints Yacht Charters takes pride in maintaining a fleet of meticulously cared-for yachts. Each vessel is equipped with the latest technology, modern amenities, and stylish interiors, ensuring that your sailing experience is nothing short of extraordinary. Whether you’re seeking a sleek monohull or a spacious catamaran, Waypoints has a yacht that will perfectly suit your needs.

Prime Sailing Destinations

With Waypoints, you can explore some of the most sought-after sailing destinations. From the crystal-clear waters of the Caribbean to the stunning coastlines of New England, each destination offers unique experiences and unforgettable memories. Whether you’re dreaming of island-hopping in the British Virgin Islands or discovering hidden gems along New England’s coast, Waypoints provides the gateway to your dream vacation.

Freedom to Explore

A bareboat charter offers the ultimate freedom to design your own itinerary. Without the constraints of a set schedule or route, you can explore at your own pace, anchoring in secluded coves, visiting charming coastal towns, and indulging in spontaneous adventures. Whether you’re an experienced sailor or a novice looking to sharpen your skills, Waypoints provides the perfect platform for an unforgettable voyage.

Plan Your Next Adventure with Virgin Island Sailing and Waypoints Yacht Charters

Whether you’re planning a romantic getaway, a family vacation, or an exciting journey with friends, you will find the perfect blend of luxury, adventure, and freedom. Contact us today to learn more about the incredible opportunities available with Waypoints Yacht Charters and to start planning your next adventure.

As the top charter broker for Waypoints Yacht Charters, we will help you find a yacht perfectly suited for your dream vacation. Let the journey begin!

Speak to a VI Sailing Charter Expert: (800) 382-9666

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Speak to a Charter Expert: (800) 382-9666

REQUEST A QUOTE