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Anguilla Charter

Top Winter Yacht Charter Destinations

When the cold, dark winter days become too much to handle, find eternal summer in...

When the cold, dark winter days become too much to handle, find eternal summer in sunny, tropical islands worldwide. However, don’t limit yourself to just one island or resort. Instead, recharge your batteries and brighten your mood aboard a private luxury yacht. Follow along as we explore the top winter yacht charter destinations.  

Luxury motor yacht charter USHER in the Caribbean
Luxury Yacht USHER in the Caribbean

The Caribbean

The warm temperatures and sunny skies make the Caribbean a year-round vacation destination. The area is well-suited to providing a much-needed respite for North Americans or anyone battling the frigid winter months. 

St. Vincent and the Grenadines

In particular, a sailing charter to St. Vincent and the Grenadines is an excellent choice for anyone interested in wind sports like kiteboarding. The windy winter conditions, vibrant culture, and unspoiled nature provide many activities for the whole family.  Spend a day exploring Mustique or snorkeling the reefs of the Tobago Cays.


Anguilla is another top choice for winter yacht charters in the Caribbean. The hospitality, food, and gorgeous spots, like Rendezvous Bay, will shower you with rest and relaxation. With 33 picturesque beaches, Anguilla is a beachcomber’s dream come true. If you’d rather have more adventure, rent an ATV, explore the inland areas, or ride horses along the beach. You can go kiteboarding, paddle boarding, or of course, snorkeling.

The arts are also celebrated across the island. From theater companies to pan-Caribbean musicians and sculptors, Anguillians are highly creative. Their work is proudly displayed and shared with visitors at galleries and with frequent live shows.

After a long day of exploring, head to one of Anguilla’s many fine-dining restaurants or beach bars to sample local seafood, delicious BBQ, and more. International chefs and talented locals come together to create acclaimed cuisine, so much so that the Anguilla board of tourism notes that Anguilla earned the title “Culinary Capital of the Caribbean.”

Turks and Caicos 

If you’re looking for an easy escape, consider a winter yacht charter to Turks and Caicos. An easy and direct flight from most eastern cities, plus very little rainfall, means more time to enjoy your vacation.

Lounge on the pure white sands, go parasailing, or explore the caves of north and middle Caicos. You can kayak shallow waters to see iguanas, sea turtles, and even flamingos. Of course, many excellent dive sites and snorkeling spots can also be found all over the islands’ cays. Don’t miss Grand Turk Wall, which begins at 25 ft below water and continues for 7,000 feet! 

The Maldives

The Maldives is an exotic playground for marine lovers, beachgoers, adventurers, and foodies alike. Situated in the Indian Ocean, the Maldives blend together incredible landscapes, underwater adventures, and culinary excellence.

A luxury yacht charter is the only way to truly explore the archipelago and craft your custom adventure. Divers and snorkelers will be in paradise exploring the tropical fish, sharks, and dolphins surrounding some of the most pristine reefs in the world. 

Have you always wanted to try surfing? Or would you prefer gliding over the turquoise waters by jet ski? From game fishing to bungee jumping, nearly any activity you can think of can become a reality in the Maldives.

In addition, honeymooners will love the remote uninhabited islands and seclusion of the Maldives. Romantic sails amongst the atolls will culminate in unimaginable sunsets from the deck of your private yacht.

The Bahamas

From energetic nightlife options to water sports and beautiful beaches, the Bahamas have something for everyone. With 100k square miles of waterways surrounding the islands, a Bahamas luxury yacht charter is an optimal way to explore this seaside paradise.

On Andros, spend the day snorkeling the Andros Barrier Reef or visiting the Blue Holes, National Park. In the Exumas, explore the marine life of Moriah Harbour Cay National Park or learn about the Bahamas’ difficult past at Hermitage Estate, a former cotton plantation. While in the Berry Islands, you can spend your days lounging on Sugar Beach or game fishing at the renowned Chub Cay.

Head to Nassau if you are craving more energy, dancing, and music. You can participate in the lively scene that lasts all night. Great shopping, dining, spas, as well as historical sites await you in the capital of the Bahamas. Consider motor-yacht Helios, a top choice for a luxury charter in the Bahamas.

Going wrong with a winter yacht charter to one of these incredible destinations is hard. For more ideas, please visit our yacht charter destinations today.

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