Yacht Vacations: Caribbean Destinations for a Luxury Yacht Charter in Winter

If the cool autumn breeze on your neck is already making you want to go back to summer, then a luxury yacht charter in the Caribbean is exactly the remedy you’re looking for to escape the dreary winter months ahead. From November to March, vacationers from around the world make the Caribbean their playground, indulging in the riot of color that lies above and below the waves. Dance on golden beaches, learn about local history, and learn about the region’s creative flair as you move from island to island. Whether you prefer wild celebrations or quiet contemplation, the Caribbean has it all. Seek it out starting with these top destinations and find your own favorite hideouts as you wander wherever you please.

Turks and Caicos Islands

The secret of the Turks and Caicos Islands has long been known, so if you want to enjoy its splendor without the stress of crowds, a yacht is essential to get you around.

Relax and reconnect with nature through incredible wildlife encounters and beautiful white sand beaches, and rely on your talented crew to provide all refreshments and meals as you cruise to deep-sea fishing spots. bones and brilliantly colored reef walls teeming with tropical fish. Of note is the passage of Turks Island – an underwater trench used in the first quarter of the year by migratory species, including dolphins, turtles and humpback whales. Impressive snorkeling and scuba diving sites vary from brightly colored coral reefs and cliffs to caverns and shipwrecks such as HMS ENDYMION at Salt Cay – plenty to keep you busy all day.

Wildlife lovers have even more to see nearby; The Bahamas lies just to the northwest, and the Inagua Islands are home to over 140 native and migratory birds, many of which are unique and eye-catching with their vibrant plumage.

US Virgin Islands

A 3-hour cruise from Fort Lauderdale will have you sipping cocktails in the US Virgin Islands – a destination that has it all. Shops, fine restaurants, casinos and nightlife contrast with historic sites such as Blackbeard’s Fort and sugar cane plantations, national parks for hiking, biking and wildlife viewing, as well as an “underwater trail” for divers from Trunk Bay.

The United States VI has scuba diving sites for all skill levels, and Frederiksted Pier and Cane Bay are considered some of the best diving sites in the world. Be sure to take your underwater camera and take the time to be enchanted by these underwater wonders.

The British Virgin Islands

The US VIs and BVIs are prime destinations for winter luxury yacht charters, especially during the holiday season. Foxy’s Bar and Soggy Dollar Bar on Jost Van Dyke are known for their New Year’s Eve parties, which attract many yachts to their bays to spend the old year in style.

The Little Sisters are a group of islands worthy of your attention, with excellent spots for sport fishing, quiet beaches and the Rhône Marine Park, the site of the Caribbean’s most famous shipwreck.

The Virgin Gorda Baths have a unique beauty, perfect for memorable family photos and your social media. For another sensory feast, try local rum produced at the Callwood Rum Distillery in Tortola, shop and visit the museums of Road Town, and head to Smuggler’s Cove for a panorama of golden sands and turquoise blue seas.

Saint Barthelemy

With Anguilla and St. Martin/Sint Maarten to the north and St. Kitts and Nevis to the south, St. Barthelemy is ideally located for an island-hopping itinerary of shopping, socializing and fine dining. Saint Barth is most famous for its regatta, the Saint Barth’s Bucket.

This multi-day event showcases the prowess of modern and traditional sailing yachts in different categories, with the next regatta due to take place March 15-19, 2023. The bays around the island offer large crescent beaches and quiet overnight anchorages calm. Rest.


The Pitons are St. Lucia’s star attraction, and as you hike the trails to the top for an awe-inspiring view, you’ll encounter native flora and fauna, waterfalls, and mineral baths and mud baths that will tempt you when of your descent. Pigeon Island National Park offers more beautiful hiking and historic sites, and the beaches along the east coast await candlelit dinners by the sea.


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The epicureans in your group will delight in the fresh offerings of the ‘Spice Island’, which supplies the world with nutmeg, cinnamon, turmeric and other produce grown for its fertile soil. Cook your own dinner on a fishing expedition and let your professional chef bring out the best flavors in your catch.

To balance out all the amazing partying, Grenada offers excellent conditions for wind-powered water sports, be it dinghy sailing, windsurfing or kite-surfing around the bays. When all your energy is pouring into water sports, relax on the warm white sand beaches and just let time flow by.


Although technically part of South America and not the Caribbean, Belize shares borders with Mexico and Guatemala, the former is another popular winter charter destination due to its golden sandy beaches and impressive cultural attractions found in Quintana Roo and the Yucatan.

Belize has its own treasures, most notable status as a UNESCO World Heritage Site for the second largest reef system in the world. Turneffe Atoll is a top destination for spotting reef sharks and sea turtles, while scuba diving and Half Moon Caye offers a range of snorkeling and scuba diving sites for everyone experience levels, as well as a world famous 127m/416ft deep blue hole. Finally, the more than 400 islands guarantee you an anchorage just for you to savor sunny afternoons and a starry sky without distractions.

Luxury yachts for charter range in size and amenities to suit budgets of all sizes, from intimate family-sized catamarans to no-cost mega yachts. Plan your dream Caribbean getaway and treat yourself to this stress-free winter in a tropical paradise of your choice.

Trina Howes is director of CharterWorld America. CharterWorld is a luxury private yacht charter company that creates exceptional vacations with excellent yachts at incredible prices – worldwide.

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