Want to trade cold mornings with tropical climates & endless sunshine?
Picture yourself anchored in emerald lagoons, exploring untouched islands and chasing endless horizons in the Caribbean or the Maldives. We've mapped out the world's most spectacular winter yachting destinations just so you could extend your summer expectations. Read more below as we chart a course through these sun-soaked paradises and discover why winter might just be the perfect season for another summer escape.

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Caribbean Escapes

The Caribbean is a premier yachting destination, especially in the winter, when the climate is perfect—warm, sunny, and with steady winds. It's clear, turquoise waters and vibrant marine life make it a favourite for both relaxation and adventure. Each island offers unique charm, from the lively atmosphere of the British Virgin Islands to the chic beaches of St. Barth’s and the vibrant reefs of Antigua.

Essential Experiences in the Caribbean:

Snorkel and Dive in The Baths (Virgin Gorda, BVI)
Visit Stingray City (Grand Cayman)
Anchor at White Bay (Jost Van Dyke, BVI)
Explore Historic Nelson’s Dockyard (Antigua)
Swim with Pigs at Big Major Cay (Exumas, Bahamas)
Experience the New Year’s Eve Regatta (St. Barth’s)
Sail Through the Tobago Cays (Grenadines)
Visit La Soufrière Volcano (St. Vincent)
Visit the iconic Marigot Bay, a famed Hollywood film location (St. Lucia)
Visit Gustavia Harbor (St. Barts)

Best Time to Visit: December to April

During these months, the weather is warm, the skies are clear, and the trade winds are steady, providing ideal conditions for sailing and smooth cruising.

December and January: These months are popular due to holiday travel, making it a lively time with many events but also higher demand.
March and April: For those looking for a quieter experience, late March through April can be ideal, as the crowds start to thin out while the weather remains pleasant.

The Bahamas
A tropical archipelago known for its clear waters, vibrant reefs, and a mix of bustling ports and secluded beaches, ideal for island exploration and marine activities.
Click below to view a Sample Itinerary in the area

British & US Virgin Islands (BVI)
Renowned for their calm, sheltered waters and scenic anchorages, the BVIs and the USVIs offer a blend of lively beach bars, historic sites, and pristine bays perfect for relaxation and water sports.
Click below to view a Sample Itinerary in the area

Leeward Islands
Stretching from Anguilla to Montserrat, the Leeward Islands feature diverse landscapes, from lush rainforests to white-sand beaches, with a mix of French and Caribbean cultures, making them rich in history and natural beauty.
Click below to view a Sample Itinerary in the area

Yacht Options

Explore some of your options in the area

View more yacht options for your winter escapes here

Explore Our Full Collection of Yachts for Charter here

Indian Ocean and Southeast Asian Adventures

The Indian Ocean and Southeast Asia offer an unparalleled blend of natural beauty, cultural richness, and diverse marine life, making them prime destinations for yacht charterers. From the serene atolls of the Maldives and the iconic granite rock beaches of the Seychelles to the vibrant coastlines of Thailand, these regions promise a mix of relaxation, adventure, and unforgettable experiences. Explore clear turquoise waters, lush tropical landscapes, and unique cultural sites that make each destination a world of its own.

Essential Experiences in the Indian Ocean & Southeast Asia:

Private Sandbank Picnics in the Maldives
Visit the Underwater Restaurant at Rangali Island (Maldives)
Relax on Anse Lazio Beach (Praslin, Seychelles)
Explore Vallée de Mai Nature Reserve (Praslin, Seychelles)
Sail to La Digue’s Iconic Granite Rock Beaches (Seychelles)
Kayak in Ste. Anne Marine National Park (Seychelles)
Cruise Phang Nga Bay’s Limestone Cliffs (Thailand)
Snorkel and Dive in the Similan Islands (Thailand)
Visit the Floating Markets in Phuket (Thailand)
Island Hopping in the Andaman Sea (Thailand)
Swim with Whale Sharks in the South Ari Atoll (Maldives)

Maldives
The Maldives are a tropical paradise of white-sand beaches, turquoise waters, and rich marine life. This archipelago of over 1,000 islands offers yachting enthusiasts tranquil lagoons, vibrant reefs, luxury resorts, and experiences like snorkeling with manta rays or private sandbank picnics. Set sail to uncover its wonders, where each island brings a new adventure and every sunset amazes.

Best Time to Visit: November to April - November to February offer cooler, dry weather and clear waters for diving, while March and April bring slightly warmer temperatures and fewer crowds for a more private experience.

Click below to view a Sample Itinerary in the area

Seychelles
The Seychelles, an archipelago of 115 islands in the Indian Ocean, is a tropical wonderland known for its unspoiled beaches, unique granite rock formations, and lush rainforests. With warm, clear waters and vibrant coral reefs, this destination is a dream for yachting enthusiasts looking to experience pristine natural beauty. The area offers a harmonious blend of luxury and wilderness, making it an unforgettable escape for those seeking paradise on the water.

Best Time to Visit: September to November - Except for the Trade Winds from October to March, all of the islands have a tropical temperature all year, and sailing is excellent in the calm seas that protect diving and snorkelling

Click below to view a Sample Itinerary in the area

Thailand
Thailand’s tropical charm, with its emerald waters, towering limestone cliffs, and vibrant marine life, is a captivating destination for yachting enthusiasts. Anchoring in the area offers more than scenic landscapes - it’s an immersion into warm hospitality, flavourful cuisine, and unforgettable experiences. Enjoy cruising Phang Nga Bay’s limestone cliffs, snorkelling in the Similan Islands, exploring the floating markets in Phuket, and island hopping in the Andaman Sea.

Best Time to Visit: November to April - November to February brings cooler temperatures and clear skies, while March to April remains calm and less crowded, perfect for a quieter experience before the rainy season.

Click below to view a Sample Itinerary in the area