Yacht Charter Caribbean
Discover the ultimate Caribbean sailing adventure with our premium yacht charter services. From the BVI to the Grenadines—turquoise waters and endless islands await.
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Best Price Match
Independent quotes across fleets with our lowest price guarantee
Local Insight
Routes, permits and moorings handled by regional charter experts
Concierge Support
Concierge help before, during and after your charter
Approved Fleets
Vetted, modern, and well-maintained yachts from leading providers
Yacht Charter Caribbean Highlights
British Virgin Islands
The world's premier bareboat destination with 60+ islands, perfect conditions, short passages, and protected anchorages. Ideal for first-time charterers.
The Grenadines
32 stunning islands stretching between St. Vincent and Grenada. Tobago Cays, Bequia, and Mustique offer spectacular sailing and unspoilt Caribbean charm.
St. Martin / Sint Maarten
Unique dual-nation island with French sophistication and Dutch energy. Excellent provisioning, world-class dining, and gateway to nearby islands.
Antigua
365 beaches (one for every day of the year), historic English Harbour, and world-famous Antigua Sailing Week. Rich maritime heritage and excellent infrastructure.
Martinique & Guadeloupe
French Caribbean sophistication with volcanic landscapes, gourmet cuisine, and authentic Creole culture. Excellent bases for exploring the Windward Islands.
Bahamas
Over 700 islands with crystal-clear shallow waters, the famous Exumas with swimming pigs, and spectacular blue holes. Close to the US with unique cruising grounds.
Caribbean Sailing Itinerary
7-day BVI sailing itinerary: from The Baths to Hodge’s Creek
Looking for inspiration? Explore our curated sailing itineraries for the BVI, Grenadines, Leeward Islands, and Windward Islands, featuring the Caribbean's best anchorages and experiences.
View Day-by-DayCaribbean Yacht Charter Types
Bareboat
- Complete freedom to explore at your own pace
- Lower cost option for experienced sailors
- Privacy and independence
- Choose your own route and schedule
Skippered
- Local expert knowledge of hazards and best anchorages
- No sailing qualifications required
- Stress-free navigation and mooring
- Learn while you sail!
Catamaran
- Spacious living areas and stability
- Shallow draft for accessing secluded bays
- Perfect for families and larger groups
- Two hulls means more privacy and space for wet-gear and toys
Crewed Luxury
- Chef, captain and concierge experience
- Professional crew handles everything
- Tailored menus, activities and privacy
- Ultimate relaxation and comfort
Yacht Charter Caribbean: Guide Prices
| Season | Bareboat | Catamaran | Crewed |
|---|---|---|---|
| Low Season (May-Nov) | USD 3,500 | USD 6,000 | USD 12,000 |
| Shoulder Season (Dec, Apr) | USD 4,800 | USD 8,200 | USD 16,500 |
| High Season (Jan-Mar) | USD 6,200 | USD 10,500 | USD 21,000 |
| Peak Season (Christmas-New Year) | USD 8,500 | USD 15,000 | USD 30,000 |
How it Works
Tell Us Your Dates & Preferences
Share your preferred dates, group size, experience level, and any special requirements. Our team will help you find the perfect yacht and itinerary.
Receive Your Custom Quote
Get personalised quotes with our lowest price guarantee, multiple yacht options, and itinerary suggestions. No obligation, completely free.
Book & Confirm
Once you're happy with your selection, we'll handle all paperwork, coordinate payments, and confirm your booking with the charter company.
Pre-Charter Support
Receive detailed information about your yacht, marina, provisioning options, and our recommended itinerary.
Sail Away!
Arrive at the marina, complete your check-in and briefing, and set sail on your sailing adventure. Any issues, we're available to help.
Why Choose SailScanner?
Choose SailScanner for a smarter way to book your dream sailing holiday: our FREE concierge compares 500+ trusted providers across 300+ destinations, then hand-picks the best yachts and routes for you—no fees, no faff. Dive into expert destination guides and ready-made itineraries, then let us match you to the perfect trip in minutes. Smooth planning, standout trips, zero extra cost.
Yacht Charter Caribbean FAQs
For bareboat charters in the Caribbean, you’ll need a recognised sailing qualification such as RYA Day Skipper, ASA 104, or ICC (International Certificate of Competence). Most charter companies require evidence of at least 2 weeks of bareboat experience within the last 3 years, including competence in anchoring, mooring, and basic navigation. Requirements can vary slightly between territories—some may request additional documentation or reference letters. If you’re uncertain about your qualifications or new to Caribbean sailing, consider a skippered charter where a professional captain provides guidance.
The Caribbean sailing season generally runs year-round, with the high season being December to April. This period offers the most reliable trade winds, minimal rainfall, comfortable temperatures (24-28°C), and the best sailing conditions. May to November is officially hurricane season, bringing lower prices, fewer crowds, and often excellent sailing conditions, particularly in June and November. Hurricanes are well-forecasted and relatively rare in charter areas. Many experienced sailors prefer the shoulder seasons (April-May, November-December) for the best combination of weather and value.
Yacht charter prices in the Caribbean vary significantly by location, season, and vessel type. A basic 38-40ft monohull bareboat typically starts from USD $3,500/week in summer (hurricane season) up to USD $8,500/week during Christmas-New Year. Catamarans cost 60-100% more due to high demand. Skippered charters add USD $180-250/day, whilst fully crewed luxury charters start from USD $12,000/week. Budget for substantial extras: fuel (USD $200-500), provisioning (USD $100-150/person), mooring fees (USD $30-50/night), cruising permits (USD $50-300 depending on territory), and national park fees (USD $25-60).
Standard yacht charters typically include: the yacht itself, standard equipment and safety gear, bed linen and towels, final cleaning, and dinghy with outboard motor. Not included are: fuel, food and beverages, cruising permits and fishing licences (requirements vary by territory), mooring and marina fees, national park fees, skipper/crew (unless booked), and optional extras like fishing gear, paddleboards, or water sports equipment. Always check your charter contract for specific inclusions as these can vary between charter companies and destinations.
This depends on the specific charter area and company policies. Within certain regions (like the BVI, the Grenadines, or the French islands), inter-island sailing is standard. However, sailing between different territories often requires customs and immigration clearance, which can be time-consuming and may incur fees. Some charter companies restrict which islands you can visit, whilst others allow it with proper documentation. If you want to explore multiple territories, discuss this when booking—your charter company will advise on feasibility, required permits, and any restrictions. For a one-week charter, most sailors find it best to focus on a specific island group rather than attempting to cover too much ground.
The Atlantic hurricane season officially runs from June 1st to November 30th, with peak activity in August-October. However, hurricanes are well-forecasted (typically 5-7 days advance warning) and relatively rare in most charter areas. Many charter companies operate year-round with appropriate weather monitoring and insurance. If a named storm threatens during your charter period, most companies offer flexible rebooking policies. Summer charters are significantly cheaper and often provide excellent sailing—June and November have particularly low hurricane risk. Always purchase travel insurance that covers weather-related cancellations, and discuss hurricane policies with your charter company when booking.