Perfect Winter Conditions
Steady trade winds, calm seas, and warm temperatures make the BVI one of the most reliable sailing destinations all year. With average trade-winds around 10-15 knots and clear skies during the December–April “dry…
Winter Sailing Vacations
Embrace the Winter blues
Some winters just don’t know when to leave. Out in the British Virgin Islands, it’s a different story. Here, cold mornings become crystal-clear water, quiet coves and sunshine that feels good from the moment you arrive. Aboard an award-winning Sunsail yacht, there are no crowds and no schedules, just the freedom to explore one of the world’s most beautiful sailing grounds at your own pace.
Between December and April, the BVI settles into its finest season. Steady breezes, calm seas and long Caribbean light. With one of the largest fleets in the islands, no hidden costs and expert support never more than four hours away; all that’s left to decide is your yacht. Set out on a bareboat or hand over the helm with a skippered charter. Either way, these are the only blues worth chasing.
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Why Sail the BVI This Winter
Island-Hopping Made Easy
Short passages between islands mean you can discover more each day, from The Baths on Virgin Gorda to the beach bars of Jost Van Dyke. Because the islands are close together, you’ll spend less time in the cockpit…
Award-Winning Yachts
Sail on modern, fully equipped yachts, designed for comfort and effortless handling. With our world-class fleet of yachts from 32′ to 53′, you’ll enjoy well-maintained gear, up-to-date systems and a layout built for charter ease.
Curated Itineraries
Explore our ready-made 7-day routes or plan your own, guided by our 50+ years of sailing expertise. Whether you want an easy pace for family time or a more adventurous route for seasoned sailors, our expert-designed charters give you structure without locking out layout built for charter ease.
All Winter Sun Destinations
Trade the winter rush for sun-drenched beaches and crystal-clear waters. A Christmas sailing vacation is the ultimate way to unwind, far from the holiday crowds. Did you know that the best time to sail the British Virgin Islands is from December through to April, making the BVI a perfect destination for sailing at Christmas?
Grenada is another popular choice in the Caribbean for winter sun packages, but the weather is likely to be better for sailing in January, so plan your trip just after Christmas into the New Year. Here, and in other Caribbean destinations like St. Lucia, you can dine on delicious barbecued seafood, snorkel above diverse coral reefs, and soak up the sun on some of the world’s best beaches.
Want to try another winter sun destination? Book a sunshine escape to our destinations in Southeast Asia, the Indian Ocean or the South Pacific.
Types of Winter Sun Vacations
We offer sailing vacations for sailors of all abilities and experience levels. Whichever destination you choose for your winter sun or Christmas sailing trip, you’ll have great options for charter types and extras.
Winter Bareboat Charter Vacations
Take charge on a bareboat charter vacation. You’ll have the freedom to sail at your own pace and explore as much or as little of your chosen destination as you like, calling at quiet bays and bustling towns or simply enjoying the sensation of the ocean slipping away beneath your keel. A bareboat charter vacation is just you, a beautiful yacht, and the boundless ocean to explore.
Winter Skippered Charter Vacations
On a skippered charter vacation, you can relax and let an experienced skipper take the helm while you soak in the beauty of your surroundings. From hidden anchorages to off-the-beaten-path island gems, your sailing adventure is in expert hands. Improve your sailing skills with the help of an expert skipper, ready to take the helm when you need a rest and happy to step back and show you the ropes. You’ll benefit from local insights and advice, heading off the tourist trail to discover your destination’s hidden gems.
Embark on a Winter Sailing Adventure
Benefits of Winter Sun Vacations
Make cold days and dark nights a world away by traveling to one of our warm winter destinations in December, January or February. Make it your New Year’s resolution to take some ‘you time’ to top up your tan and thaw off, and feel the warmth of the sun on your skin as you cruise some of the world’s most exotic sailing destinations.
A winter sun vacation is the perfect escape, offering a dose of vitamin D, brighter moods, and a chance to explore new destinations. Enjoy fewer crowds, lower off-season prices, and the opportunity to stay active with activities like swimming and water sports. Plus, it is the ideal time to relax, make memories, and soak up the warmth while leaving the cold behind.
Things to Do on a Winter Sun Vacation
A sailing winter sun vacation is the ultimate way to escape the chill and immerse yourself in tropical paradise. Swim in warm, turquoise waters or snorkel over vibrant coral reefs teeming with colorful marine life. For diving enthusiasts, many destinations offer world-class dive sites where you can explore underwater caves, shipwrecks, and abundant sea creatures. Each day brings the chance to anchor near secluded beaches, perfect for relaxing on soft sands or enjoying a private picnic.
Food lovers will relish the opportunity to savor fresh, locally prepared dishes. Whether it is a seafood feast at a beachfront restaurant or cooking on board with ingredients sourced from bustling local markets, the flavors of the region will enhance your journey. With every new island or coastal stop, you will discover breathtaking scenery, peaceful bays, and a variety of activities that make your sailing winter sun vacation unforgettable.
Winter Sun Vacation FAQ
Are winter sun yacht vacations family-friendly?
Yes, yachts can be equipped with family-friendly amenities, and destinations often include safe swimming spots and fun activities for children.
What activities can I enjoy on a winter yacht vacation?
Snorkeling, diving, paddleboarding, swimming, beach picnics, and exploring local towns are all highlights of a yacht vacation. The winter season is a good time for adventurous vacations packed with activities.
What should I pack for a winter sun vacation?
Pack light, with swimwear, sun-protective clothing, non-slip shoes, sunscreen, a hat, and evening layers. Don’t forget water-resistant bags and your travel documents. Be sure to have a read of our packing list for sailing vacations blog for more details.
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