Yacht Charter Cuba
Experience Cuba’s unspoilt Caribbean coastline with our yacht charter services. Pristine anchorages, authentic culture, and off-the-beaten-path sailing adventures 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 Cuba Highlights
Havana
Iconic capital with colonial architecture, vibrant culture, classic cars, and Marina Hemingway. Starting point for exploring Cuba's north coast sailing grounds.
Jardines del Rey (Cayo Coco & Cayo Guillermo)
Spectacular archipelago with pristine beaches, turquoise waters, flamingos, and excellent snorkelling. Cuba's premier sailing destination with protected anchorages.
Cienfuegos
UNESCO World Heritage 'Pearl of the South' with French colonial architecture and beautiful natural harbour. Excellent base for exploring the southern coast.
Trinidad
Perfectly preserved colonial town frozen in time, UNESCO World Heritage Site. Cobblestone streets, pastel buildings, and authentic Cuban atmosphere.
Jardines de la Reina
Cuba's crown jewel—a protected marine park with pristine coral reefs, abundant marine life, and world-class diving. Remote and spectacularly unspoilt.
Cayo Largo
Beautiful coral island with stunning white sand beaches, clear waters, and sea turtle nesting sites. Popular sailing destination south of Cuba's mainland.
Cuba Sailing Itinerary
Cuba 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 Cuba: Guide Prices
| Season | Bareboat | Catamaran | Crewed |
|---|---|---|---|
| Low Season (May-Jun, Sep-Nov) | USD 3,200 | USD 5,500 | USD 11,000 |
| Mid Season (Dec, Apr) | USD 4,200 | USD 7,200 | USD 14,500 |
| High Season (Jan-Mar) | USD 5,500 | USD 9,500 | USD 19,000 |
| Hurricane Season (Jul-Aug) | USD 2,800 | USD 4,800 | USD 9,500 |
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?
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Yacht Charter Cuba FAQs
Chartering in Cuba requires specific documentation and permits. You’ll need a recognised sailing qualification (RYA Day Skipper, ASA 104, or ICC), valid passports for all crew, and sailing experience documentation. Cuban authorities require all charter vessels to obtain cruising permits (around USD $150-300) and mandatory Cuban marine insurance. Depending on your nationality, you may need a tourist visa. US citizens face additional restrictions and should confirm current regulations. Your charter company will guide you through the permit process and specific requirements for Cuban waters.
The best time to sail in Cuba is November to April, during the dry season with comfortable temperatures (22-28°C), steady trade winds, and minimal rainfall. December to March is peak season with the most reliable weather. May to October is the wet season and officially hurricane season, with July-October being highest risk. However, June and early November can offer good sailing with lower prices. Cuba has excellent weather forecasting, and hurricanes are well-predicted. The north coast (Jardines del Rey) generally has calmer waters than the south coast.
Yacht charter prices in Cuba are comparable to other Caribbean destinations. A basic 38-40ft monohull bareboat starts from around USD $3,200/week in low season up to USD $5,500/week in peak season (January-March). Catamarans typically cost 70-90% more. Skippered charters add USD $180-220/day, whilst fully crewed luxury charters start from USD $11,000/week. Budget for extras: fuel (USD $300-500), provisioning (USD $80-120/person), Cuban cruising permits and fees (USD $150-300), mandatory Cuban insurance, and marina fees (USD $30-50/night where applicable).
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, Cuban cruising permits and navigation fees, mandatory Cuban marine insurance, marina fees, skipper/crew (unless booked), and optional extras like fishing equipment or water sports gear. Always check your charter contract for specific inclusions.
Provisioning in Cuba requires more planning than other Caribbean destinations. Major marinas like Marina Hemingway in Havana have shops and provisions, but selection may be limited compared to more developed destinations. We recommend purchasing essential provisions before arrival or at the charter base. Fresh produce, bread, and local products are readily available in Cuban towns. Cuba’s restrictions on imports mean some items may be unavailable. Your charter company can often arrange provisioning services. The upside is that fresh local fish, lobster, and tropical fruit are excellent and affordable. Cuban cuisine is delicious—don’t miss trying local restaurants and paladares (private restaurants).
US citizens face specific regulations when travelling to Cuba, including for yacht charters. As of recent regulations, US citizens must travel to Cuba under one of 12 authorised categories (such as ‘Support for the Cuban People’). Yacht charters can potentially qualify, particularly if they include cultural interactions and support for Cuban private businesses. However, US regulations change periodically, so it’s essential to verify current rules before booking. Your charter company and our team can provide guidance on compliance. Non-US citizens generally have no restrictions on chartering in Cuba beyond standard Cuban entry requirements.