Winter Vacations: Chartering the Caribbean this season

Chartering a yacht to the Caribbean is an escape that promises crystal-clear waters, sun-soaked beaches, and unforgettable experiences. Whether you're a seasoned yacht charterer or exploring the idea for the first time, this guide covers everything you need to know about planning a Caribbean yacht charter. From the best destinations and activities to expert recommendations, we’ll ensure you make the most of your luxurious winter yacht rental in this tropical paradise.

Why you should you choose the Caribbean for your next yacht charter?

The appeal of a winter yacht rental in the Caribbean is undeniable. While the Mediterranean cools down after a busy summer season, the Caribbean remains a sunny escape.

With over 7,000 islands and cays to discover, a Caribbean yacht charter offers diverse landscapes, rich cultures, and endless opportunities for adventure. Whether you prefer lively beach towns or serene hideaways, the Caribbean's crystal-clear waters and steady winds make it the perfect destination for both motor yachts and sailing yachts.

What is the best time to charter a yacht in the Caribbean?

The best time to charter a yacht in the Caribbean is from November to April, when the region enjoys its high season. During these months, the climate is warm and sunny, with gentle trade winds creating ideal conditions for sailing and cruising.

For those looking for quieter periods, May to June offers warm weather and fewer tourists, though hurricane season officially begins in June. The peak of hurricane season is from August to October, and while yachting is still possible, it’s essential to monitor weather conditions closely and plan in advance – something that Burgess’ charter brokers do for all clients.

What Islands in the Caribbean can I visit via yacht charter?

The Caribbean is a collection of diverse islands, each offering unique attractions and experiences. Here's a look at some of the top island groups to visit on your Caribbean yacht rental.

British Virgin Islands

Known for their stunning beauty and serene atmosphere, the British Virgin Islands is one of the most popular choices for yacht charters. The BVI offers smooth sailing conditions, protected anchorages, and picture-perfect beaches like those at Virgin Gorda or Anegada. Popular spots include The Baths, a geological wonder, and the famous Soggy Dollar Bar on Jost Van Dyke.

The Bahamas

A Bahamas yacht charter offers over 700 islands and cays, from the bustling Nassau to the secluded Exumas. With turquoise waters, world-class diving spots like the Blue Hole, and endless stretches of white sandy beaches, the Bahamas is a popular spot for yacht charters for good reason.

Leeward Islands

For charterers looking for a perfect blend of history, culture and breathtaking scenery, the Leeward Islands should be the top of your list. Most notable among these islands are Antigua and St Kitts and Nevis. Antigua alone boasts 365 beaches – one for each day of the year – and its bustling harbours are home to the famous Antigua Sailing Week. For a slower pace, head to Nevis with its relaxed atmosphere, volcanic landscapes and luxurious hideaways.

Windward Islands

The Windward Islands include Grenada, St Lucia, and St Vincent and the Grenadines. Known for their lush rainforests, mountainous landscapes, and vibrant coral reefs, these islands are perfect for adventurers and nature lovers alike. For dramatic views, St Lucia’s Pitons are the two iconic twin peaks that offer incredible hikes (challenging, but the views are well worth it!), while Grenada is famous for its spice plantations and underwater sculpture park.

US Virgin Islands

Neighbouring the British Virgin Islands, the US Virgin Islands offer a slightly different flavour. With a mix of natural beauty and rich history, you can explore sites like Trunk Bay on St John, one of the most photographed beaches in the world, or enjoy the lively energy of St Thomas.

Unmissable activities and experiences in the Caribbean

While the destinations are stunning, a Caribbean yacht charter also promises unforgettable experiences. Here are a few must-do activities that will elevate your winter yacht rental.

Snorkelling and diving

The Caribbean is home to some of the best snorkelling and diving spots in the world. From exploring vibrant coral reefs to swimming with sea turtles, manta rays, and even the occasional dolphin, the underwater world here is truly magical. Dive into the wreck of the RMS Rhone in the BVI or explore the Thunderball Grotto in the Bahamas for a truly immersive experience.

Indulge in local cuisine

A Caribbean yacht charter isn’t complete without indulging in the local cuisine. While your yacht’s chef can undoubtedly whip up some incredible local dishes, the best food is sampled on the islands. Savour freshly caught seafood as well as jerk chicken, plantains, and tropical fruits. Each island has its own culinary identity, so be sure to try the flavours of the region. For fine dining, there are world-class restaurants in places like St Barth and Antigua, where Michelin-starred chefs create culinary masterpieces.

Take in the picturesque nature views

The Caribbean offers some of the world’s most stunning natural landscapes. From the volcanic peaks of St Lucia to the secluded beaches of the Bahamas, the views are breathtaking. Take a private hike through tropical rainforests, visit hidden waterfalls, or simply enjoy the panoramic beauty from the deck of your yacht. Whatever topography you desire, the Caribbean offers beauty in spades.

Immerse yourself in the Caribbean culture

Beyond the sun and sea, the Caribbean is rich in history and culture. Explore colonial-era forts, attend local festivals, and visit charming villages where you can experience the region’s warm hospitality. Whether it’s listening to calypso music or dancing at a lively carnival, the vibrant culture will leave a lasting impression.

Experience the thrill of water sports

For the adventurous, a Caribbean yacht rental offers plenty of opportunities for water sports. Jet skiing, paddleboarding, kite surfing, and deep-sea fishing are just some of the exhilarating activities you can enjoy. The Caribbean’s calm and warm waters make it the perfect playground for water lovers of all skill levels.

Our top pick Burgess yachts to charter in the Caribbean

When it comes to luxury yachts, Burgess has an impressive fleet of motor and sailing yachts available for charter in the Caribbean. Here are some top picks for your next charter.

Burgess motor yachts

For those seeking luxury and comfort, Burgess motor yachts are the ideal choice. These vessels come equipped with lavish amenities, expansive decks, state-of-the-art entertainment systems, and a professional crew who ensure a five-star experience.

Burgess sail yachts

If you're after the authentic charm of wind-powered sailing, Burgess offers an exclusive collection of sailing yachts. These yachts provide the perfect combination of elegance and adventure, giving you the opportunity to explore the Caribbean in style while harnessing the natural elements.