Sailing Charters in Charlotte Amalie with Waypoints

Charlotte Amalie, located on the island of St. Thomas in the U.S. Virgin Islands, is a prime gateway to a world-class sailing experience in the Caribbean. Known for its vibrant harbor and stunning natural beauty, the area provides spectacular access to secluded beaches, crystal-clear waters, and pristine marine environments. Waypoints offers private bareboat charters that transform sailing into a luxurious and deeply relaxing outing for individuals and crews seeking both adventure and comfort. With meticulously maintained yachts like the Fountaine Pajot Elba 45, travelers enjoy spacious cabins, ample storage, in-mast furling sails, electric winches, and onboard amenities such as ice makers, water makers, and gas grills that elevate the traditional sailing trip to a premium experience.

This unique charter company distinguishes itself through exceptional customer service and close attention to every detail, from the personalized briefing to the post-charter inspection. Guests appreciate seamless provisioning with local partners delivering groceries directly to the boat, eliminating stress after travel. Dive gear rental coordination and attentive technical support ensure smooth sailing even when technical issues arise, like the quick propane repair that had minimal impact on a recent 10-day voyage.

Explorers aboard Waypoints’ yachts can discover nearby gems like Buck Island and Cinnamon Bay, often enjoying beaches and snorkeling spots virtually untouched by crowds. The calm waters around St. Thomas provide ideal conditions for swimming alongside turtles, rays, and diverse marine life. In addition to the natural allure, the area’s history as a colonial harbor adds cultural depth to the journey. The combination of luxurious boats, expert service, and the captivating Virgin Islands setting makes Waypoints’ charters a standout option for anyone looking to explore this stunning region from the water.