CARIBBEAN YACHT CHARTERS & BOAT RENTALS
A Caribbean yacht charter is a sailor’s paradise: beautiful weather, turquoise waters, perfect beaches (and many coves and caves), an abundance of coral reefs, a diverse mix of nationalities and cultures, and for us sailors – consistent winds.
The “Wider Caribbean” covers over 1.06 million square miles, including 13 states, 17 territories, over 7,000 islands, and approximately 9% of the world’s coral reefs. There’s a lifetime of sailing exploration in the Caribbean. With warm temperatures throughout the year, there are Caribbean charter opportunities in every season, although the best time to sail varies by destination.
Real Experience. Real Advice.
Our NauticEd Vacation Agents are Caribbean experts who have sailed extensively throughout the region - and there’s a lot to explore! Whether you’re deciding where to go or which type of charter is right for you, we can help.
Discover What Awaits on Your Caribbean Charter
After you’ve explored available yachts, dive into our Destination Guide for suggested routes and itineraries, sailing conditions, charter bases, must-see highlights, and firsthand advice for planning your trip.
Explore Our Caribbean Destination GuideSEARCH CARIBBEAN YACHT CHARTERS & BOAT RENTALS
Compare live rates and availability for Caribbean yacht charters, bareboat rentals, sailing catamarans, and other charter options.
NEED MORE OPTIONS?
Not all of our charter inventory appears online. Our experts can search additional yachts and trusted partner networks, plus provide personalized planning and expert guidance for your trip.
142 boats found | Page: 1 / 8
SUN LOFT 47 GALDOR
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 5287
SUN LOFT 47 GELMIR
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 5288
EXCESS 11 HEGOAK
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 2441
BALI CATSPACE The Bath
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 2837
AQUILA 36 CARANTHIR
Martinique, Le Marin, Caribbean
ID: 1443
NAUTITECH 40 OPEN LOU ROUSTIDOU
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 5341
DUFOUR 470 GLOXINIA
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 3300
BALI 4.0 LONJA
Martinique, Le Marin, Caribbean
ID: 1321
FOUNTAINE PAJOT ASTREA 42 Atchoum
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 2838
SUN LOFT 47 GILMITH
Martinique, Le Marin, Caribbean
ID: 5284
SUN LOFT 47 GALATHIL
Martinique, Le Marin, Caribbean
ID: 5285
SUN LOFT 47 GERETH
Martinique, Le Marin, Caribbean
ID: 5286
DUFOUR 520 GL HOPPER
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 1327
LAGOON 40 MOPY III
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 2327
DUFOUR 412 GL CONTIGO
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 2078
EXCESS 11 KERYLOS 2
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 2570
BALI 4.2 Norman
Guadeloupe, La Marina Bas du Fort, Caribbean
ID: 2839
FOUNTAINE PAJOT LUCIA 40 HYLIA
Martinique, Le Marin, Caribbean
ID: 1304
DUFOUR 460 GL TORNE
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 1342
OCEANIS 40.1 ALHUCHAR 5
St. Martin, Marina de L'Anse Marcel, Caribbean
ID: 5688
Discover the Caribbean's Best Sailing Destinations
From easy island-hopping in the Virgin Islands to the beaches of St. Martin and St. Barts, historic Antigua, lush Guadeloupe and Martinique, dramatic St. Lucia, and the remote beauty of the Grenadines, every part of the Caribbean offers something a little different. We’ve sailed extensively throughout the region, and whether your ideal charter means turquoise water and quiet anchorages, beach bars and island-hopping, coral reefs and snorkeling, or simply consistent winds and great sailing, there is a Caribbean destination to match.
REQUEST A PERSONALIZED CARIBBEAN CHARTER PROPOSAL
Access to More Inventory
Not seeing the perfect yacht in the live search results? We have access to additional charter inventory and trusted partner networks, and can manually search for options that may not appear on our website.
Ask Us Anything
Our team is happy to answer questions about sailing or boating regions, suggested routes and itineraries, yacht types, charter style and types, and what to expect based on destination and region.
Expert Advice
We’ve sailed many destinations worldwide, so you get firsthand knowledge and “been there” advice.
No booking fees. Ever.
You pay no booking fees with NauticEd. What you see is what you pay - transparent pricing, always.
Charter Resources
Get practical guidance on destinations, timing, packing, planning, and what to expect.
International Licensing
Prepare to charter with NauticEd courses and international licensing for chartering abroad.