Caribbean Yacht Charter
All-inclusive luxury yacht charters across the Caribbean's best sailing grounds — private crew, gourmet chef, and a new anchorage every day.
Why a Caribbean Yacht Charter?
The Caribbean is the world's premier luxury yacht charter destination. Warm water year-round, steady trade winds, and hundreds of islands spread across multiple cruising grounds — each with its own character. A private yacht charter is the best way to experience it: your own crewed yacht, professional captain and chef, gourmet meals, and a new anchorage every day.
Whether you want calm, protected sailing in the BVI, remote island-hopping in the Exumas, French cuisine in St. Martin, or a mix of everything — your captain builds the itinerary around exactly what you want. No two Caribbean yacht charters are the same.
Caribbean Yacht Charter Destinations
British Virgin Islands
The most popular crewed yacht charter destination in the world. Short sails between 60+ islands, protected waters, and legendary beach bars. Perfect for first-time and repeat charterers alike.
Explore British Virgin Islands charters →US Virgin Islands
No passport needed for US citizens. St. John's national park beaches, St. Thomas's dining scene, and easy day trips to the BVI. A great option for groups who want both on-the-water and onshore experiences.
Explore US Virgin Islands →Exumas, Bahamas
Swimming pigs, nurse sharks, and the clearest water on earth. The Exumas offer a truly remote yacht charter experience — 365 cays, most uninhabited, with sandbars and wildlife encounters around every corner. Best for groups who've done a charter elsewhere first.
Explore Exumas, Bahamas charters →St. Martin & St. Barts
French Caribbean charm — world-class restaurants in Grand Case, designer shopping in Gustavia, and beautiful anchorages in between. A different flavor of Caribbean yacht chartering for those who want culture and cuisine alongside sailing.
Antigua & the Leeward Islands
365 beaches (one for every day of the year), English Harbour's historic naval dockyard, and easy access to Barbuda's untouched pink sand beaches. A fantastic shoulder-season option.
Best Time for a Caribbean Yacht Charter
Peak Season (Dec–Apr)
The most popular time for a Caribbean charter — perfect trade winds, low humidity, and minimal rain. Christmas and New Year's book 12+ months out. February through April offers the same weather with slightly better availability.
Shoulder Season (May–Jun, Nov)
Fewer boats, lower rates, and still excellent weather. May and June offer warm, calm conditions before hurricane season. November marks the return of peak-quality sailing at shoulder pricing.
Summer (Jul–Oct)
Hurricane season means most crewed yachts relocate. Some remain available in the southern Caribbean (Grenada, Trinidad) outside the hurricane belt. Book with flexibility.
What's Included in a Caribbean Yacht Charter
- Private luxury yacht for the duration of your charter
- Professional captain, chef, and crew (typically 2-4 crew members)
- All meals and beverages prepared by your private chef
- Water toys — paddleboards, kayaks, snorkel gear, and more
- Custom daily itinerary tailored to your group and destination
- Full trip planning assistance — flights, transfers, provisioning preferences
Caribbean Yacht Charter Pricing
All-inclusive crewed yacht charters in the Caribbean start around $25,000 per week for up to 6 guests and around $30,000 for up to 8 guests on a catamaran. That covers your yacht, crew, all meals and drinks, fuel, and water toys. Pricing varies by destination and season. Christmas and New Year's charters run 15–20% higher and book 12+ months in advance.
Caribbean Charter Guides
In-depth guides, itineraries, and insider tips from 15+ years of Caribbean sailing.
How to Book
Share Your Vision
Fill out our quick form and we'll dive into your unique preferences — from adventure-packed itineraries to pampered escapes. Whether you're a seasoned sailor or new to charters, we'll tailor recommendations just for you.
Choose the Perfect Yacht
With over a decade of experience, we'll guide you to the yacht that matches your style, needs, and group. Having personally chartered many of these yachts, we'll ensure you select the one best suited for your perfect escape.
Relax While We Handle the Details
Once your yacht is booked, we'll take care of logistics: paperwork, reminders, and personalized resources to help you plan. From arrival planning to must-visit spots, we'll make your charter as seamless as it is unforgettable.
Learn More About a Private, Crewed Charter
What to Expect on a Private, Crewed Yacht Charter
Learn what makes crewed yacht charters extraordinary: personalized service, gourmet dining, and endless opportunities for adventure and relaxation.
How Does the Booking Process Work?
Our team handles every detail of your crewed yacht charter booking, ensuring a seamless experience from your first inquiry to setting sail.
Crewed Yacht Charter Pricing Explained
Understand what a crewed charter costs, the types of pricing, and what is included / not included.
Logistics: Proven Travel Plans for a Stress-Free Start
Plan your journey to your crewed yacht charter with ease. Tips on flights, transfers, and logistics for a stress-free start to your vacation.
Honeymoon Yacht Charters
Start your marriage on a private yacht. Explore secluded beaches, gourmet dining, and unforgettable sunsets in the Caribbean.
Family Yacht Charters
A crewed yacht charter is perfect for families of all ages. Safe, fun, and fully catered — your kids will never forget it.
Crewed Charter FAQ
Get answers to common questions about crewed yacht charters, from pricing and tipping to what's included and what to pack.
BVI Crewed Yacht Charters
The British Virgin Islands are the #1 crewed charter destination in the Caribbean. Short sails, protected waters, and world-class anchorages.
Bahamas Crewed Yacht Charters
Explore the Exumas on a private crewed yacht. Swimming pigs, sandbars, and some of the clearest water on earth.
Ready to plan your escape?
Let us help you find the perfect yacht and crew for an unforgettable journey. Or search our database of top-rated yachts to get started.