Year Round
December to April
Caribbean
Varies by Island
Turquoise water, white sand beaches and tropical rainforests await anyone free to explore by yacht. With thousands of islands to choose from, each with its own character, the Caribbean rewards the curious. Spend a morning diving a coral reef, an afternoon on a quiet cove and an evening ashore for island culture and cuisine. A crewed charter lets you take it at your own pace, with a Moran broker shaping the itinerary around you.
From our selection of luxury yachts for charter, you can reach every part of the region and experience it in comfort. Snorkeling, diving and thriving reefs sit alongside quiet anchorages and lively harbors. A few of the destinations to explore include the islands below. For more ideas, see our charter destinations and the Bahamas yacht charter for the same winter season.
The right yacht makes the trip. A Moran charter broker helps you match the yacht to your party, your route and the season, then handles the details from first inquiry to final day aboard. Browse current options through yachts for charter and a broker will confirm live availability.
The Leeward Islands offer an unforgettable blend of culture, nature and Caribbean charm. St. Maarten pairs northern polish with lively Dutch-side energy for shopping, dining and nightlife, while Anguilla hides quiet luxury and a Greg Norman golf course. St. Barths is a magnet for superyachts, with restaurants, spas and boutiques alongside pristine beaches. St. Kitts and Nevis, Antigua and Barbuda round out the group with heritage, calm anchorages and island life away from the crowds.
At the southern reach of the chain, Dominica is a nature lover’s dream, with hundreds of rivers, rainforest and the world’s second largest hot spring at Boiling Lake. Martinique blends French and Caribbean life across black sand beaches and diverse rainforest. St. Vincent and the Grenadines offer some of the region’s most peaceful, yacht-friendly waters, and Grenada, the island of spice, adds fragrant hillsides, lush rainforest and villages set along the coast.
The US Virgin Islands are a diverse and striking mix of natural beauty, history and crystal-clear water. St. John is the quietest of the three, most of it protected as a national park that stretches into the sea for a calm, pristine escape. St. Thomas is a lively hub for shopping and dining, and St. Croix rewards those who want scenic coastline, exceptional diving and a well-rounded Caribbean experience.
A charter through the BVI is full of memorable stops. Begin at Tortola, then reach Virgin Gorda to explore The Baths and its dramatic granite boulders. In Anegada, snorkel the reef and settle in for fresh lobster at a beachside table. For quieter moments, Jost Van Dyke pairs calm anchorages with a famous beach bar, and the sheltered waters throughout make the BVI a classic first Caribbean charter.
Providenciales, widely known as Provo, is the most developed island in Turks and Caicos, with a walkable range of hotels, restaurants and modern amenities. Beyond it, the islands stay rustic and quiet, a chance to step into a fascinating pace of local life. North and Middle Caicos showcase nature reserves, while Grand Turk and Salt Cay give a glimpse into island history alongside some of the clearest water in the region.
There is truly no place like the Dominican Republic. More than a beach-resort destination, it has one of the most beautifully varied coastlines in the world, from rugged cliffs to palm-lined sand stretching for miles. Punta Cana shines with polished resorts and golf, Puerto Plata offers a relaxed north-coast vibe, and Santo Domingo, the oldest city in the New World, brings history and architecture together.
Puerto Rico is unlike anywhere else in the Caribbean, where the old and new blend seamlessly. In San Juan, the island’s heart, Old San Juan keeps its cobblestone streets and historic charm. To the west the coastline draws surfers, and the waters offshore teem with marine life for exceptional diving and snorkeling. For range in a single trip, Puerto Rico is hard to beat.
Rates vary by yacht, season and length of charter, so we do not publish a fixed price. A Moran charter broker provides current pricing for the yachts that suit your plans.
The Caribbean charter season runs through the winter, roughly December to April, when the weather is at its best for cruising and time ashore.
Both are marquee winter regions. A broker helps you choose based on your itinerary and the right yacht. See the Bahamas yacht charter to compare.
A crewed charter includes the yacht, its amenities and a professional crew. Extras such as fuel, food and dockage are usually additional and are confirmed with your broker before you go.
At Moran Yacht & Ship we do not just book charters. We help you design the experience. With deep roots in yachting and a reputation for discretion, detail and client care, our brokers make planning a Caribbean charter feel effortless. Whether you are a seasoned owner or new to the water, we turn your ideas into a vacation that fits exactly how you like to travel.
Learn more about chartering a luxury yacht in the Caribbean today. Our team of experienced brokers can help you plan the vacation of your dreams!
