Charter season closes in 11d 17h 24m 47s — secure your dates before they're gone
Caribbean Charter Season 2026
The USVI & BVI Await
Crystalline waters. Trade winds. Secluded anchorages. Discover the world's finest sailing grounds aboard a handpicked luxury yacht.
Why the Caribbean
The World's Premier Sailing Destination
The USVI and BVI offer a rare combination of reliable trade winds, protected anchorages, and extraordinary natural beauty — all within easy reach of the US mainland.
Trade Wind Sailing
Perfect conditions from November through April
Secluded Anchorages
Discover hidden bays and uninhabited islands
All-Inclusive Options
Fully crewed yachts with gourmet dining aboard
Groups of 2–12
Intimate escapes to large family or group charters
Where You'll Sail
Islands Worth Exploring
Each island in the USVI and BVI has its own character. Your captain will craft an itinerary around your interests — or let the wind decide.
St. John, USVI
Two-thirds national park — pristine beaches and crystal bays
St. Thomas, USVI
World-class marina hub and vibrant island culture
Tortola, BVI
Gateway to the British Virgins and legendary sailing
Virgin Gorda, BVI
Home to The Baths — iconic granite boulders and turquoise pools
Jost Van Dyke, BVI
Legendary beach bars and the most relaxed anchorages in the Caribbean
Anegada, BVI
Remote coral atoll with pink flamingos and world-class lobster
Our Caribbean Fleet
Handpicked Yachts for Every Style of Charter
From intimate captain-only catamarans to fully crewed, all-inclusive luxury yachts — our USVI and BVI fleet is curated for discerning travelers. Browse available yachts, review pricing, and request your private charter consultation.
Browse the Caribbean FleetYour Charter Specialist
Expert Guidance, Every Step of the Way
Hartley Yacht Charters has been matching discerning travelers with extraordinary yachts across the Caribbean, Bahamas, and Mediterranean. We handle every detail — from yacht selection and provisioning to itinerary planning — so you can focus on the voyage.