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Festivities on a Caribbean Sailing Holiday

There’s a certain stress level when planning a family holiday vacation. But, Caribbean sailing holidays can save you from endless queues at the airport, overbooked resorts, and crowded beaches. For many, the idea of relaxing gets buried under all the noise and stress, making you crave a holiday that truly lets you unwind.

Thus, a sailing holiday in the Caribbean might just be the antidote to the chaos. Imagine gliding through pristine turquoise waters, where every destination is a secluded paradise, accessible only by sea. No rigid schedules, no bustling tourist spots—just the rhythmic sway of the ocean and whisper of the wind.

For anyone tired of the usual getaways, this is more than just a vacation—it’s a fully immersive escape into peace and luxury. With personalized itineraries, private beaches, and breathtaking sceneries, a Caribbean sailing experience offers more than just a break from routine. It’s the ultimate solution for families, businessmen, and couples seeking pure, uninterrupted relaxation.

What Makes a Caribbean Sailing Holiday Worth It?

The Caribbean and sailing are closely associated when it comes to spending holidays. It’s become a hotspot for people looking for a luxury yacht and exploring the open waters. Caribbean sailing holidays are among the most preferred family vacation spots in the world during the winter.

Some key factors have made the Caribbean one of the world’s most appealing sailing holiday destinations.

A Stress-Free Holiday

Truthfully, holidays are fun and stressful at the same time. All the preparations can make or break your precious family time during the season.

Thus, a winter Caribbean yacht charter captures the essence of a hassle-free holiday. For instance, a 7-day sailing itinerary in the Caribbean offers an opportunity to explore stunning beaches. Thus, lets you feel every moment as if it were a retreat from usual holiday season preparations.

Privacy and Exclusivity

When it comes to unwinding in true luxury, Caribbean sailing holidays offer something new. Every stop is yours alone—hidden coves, deserted beaches, and quiet bays.

Moreover, think about how you usually celebrate New Year’s or Christmas by inviting family, friends, and relatives over. To be honest, at times, it becomes more like inviting them out of tradition or courtesy.

If you’re being honest, most of the time you wish for an intimate celebration with your children, husband, or wife. It’s hard enough to coordinate schedules during the regular days, and the holidays are often your only chance to relax.

So, instead of holding a big gathering for extended family and friends, you should maximize your precious time with your immediate family.

Thus, a holiday luxury yacht charter is a chance to fully experience privacy and exclusivity. Plus, a time to connect with those who matter most.

Good Sailing Conditions

The consistent good sailing conditions around the Caribbean islands make it a perfect sailing destination. On the other hand, glorious sunshine and favorable temperatures are also plus points for the sailors- both beginners and experienced.

Water activities on a luxury yacht charter - Caribbean Sailing Holiday

Activity and Adventure in Caribbean Sailing Holidays

Caribbean sailing holidays offer a blend of adventure and togetherness for families seeking more than just a typical vacation. Family activities on a luxury yacht charter are endless. You can go snorkeling, discover hidden coves, or go kayaking.

In addition, you can go hiking, explore waterfalls, or anchor on a secluded beach for an afternoon of swimming and relaxation.

More specifically, your Caribbean Sailing Holidays can be marked by the following activities:

Overall, the beauty of a Caribbean sailing experience is that parents and kids can find their sense of adventure. Yet, everybody gets to enjoy being together in paradise.

Caribbean Sailing Holidays’ Best Places to Go to

The main thing that makes the Caribbean a great sailing destination is the variety of places you can go.  It is also home to many different cities, marinas, and other anchorages.

  • Beaches
  • Heritage and culture
  • Weddings and Honeymoons
  • Luxury hotels
  • Boutique hotels
  • Spa hotels

Main Attractions of Caribbean Sailing Holidays

Grenada

Grenada is a very good base for Caribbean sailing. It is also known as ‘The Spice Island’- for its spices, chocolate, and friendly local people.  Most noteworthy, Grenada is worth visiting for everyone. The historical town of St. George’s and also the steep zigzag streets take the visitors back to the 1600s. Finally, you can choose many things  to see and do in Grenada on your Caribbean sailing holidays:

  • White sandy beaches (Not so crowded- Not spoilt)
  • Diving
  • Hiking
  • Snorkeling
  • Waterfalls
  • Vibrant Markets.

Grace Bay, Turks, and Caicos

Grace Bay in the Turks and Caicos Islands is simply gorgeous and so seems too beautiful to be real.  Shiny white sand merges with clear waters to create an alluring shade of blue for eight kilometers. Swimming in the crystalline shallows is awesome. Tropical fish darting among the coral in the nearby Princess Alexandra Marine Park can be very amusing. Besides, exclusive resorts and plenty of restaurants are standing marvelously along the shoreline.

Petit St Vincent

Petit St. Vincent is a private resort with turquoise waters around. It is beautiful, and you can visit their bar and restaurant.  You can find the small sandbank of Mopion adjacent to Petit St. Vincent,  which supports one solitary beach umbrella.

Carriacou

Carriacou (also called Kayryouacou by early settlers) is an underdeveloped island with fantastic charms of its own.  The island is surrounded by reefs and these reefs, full of fish and coral, are one of the best-rated in the world. Moreover, you can have an excellent diving experience here. Tyrell Bay offers a safe, calm anchorage and is a point of entry for Grenada. Furthermore, you will get friendly people, superb natural scenery, and beautiful beaches in Carriacou.

Other Attractions for Caribbean Sailing Holidays

When it comes to New Year’s celebrations there’s arguably no more popular place to celebrate than at Foxy’s “Old Years Night” on Jost Van Dyke. Subsequently, the BVI is probably the hottest and most popular destination in the Caribbean for Christmas and New Year. But don’t fret, check out our page with some highly recommended availability for Christmas and New Year!

  • Petit Martinique
  • Tobago Cays
  • Mustique
  • Shoal Bay, Anguilla
  • Bequia
  • The Baths in the British Virgin Islands
  • Saba Rock in North Sound, Virgin Gorda for its superb scuba diving

What are the luxury yacht charters available for Caribbean Sailing Holidays?

Here are some of our clients’ most request luxury yachts. Check them out.

$70,000 - $80,000 /wk
  • 5 Cabins
  • 78.00 Ft Cat
  • Built: 2020
Scuba  Scuba Diving On Board
$62,000 - $64,500 /wk
  • 4 Cabins
  • 74.00 Ft Cat
  • Built: 2018
$43,000 - $50,000 /wk
  • 4 Cabins
  • 68.00 Ft Power
  • Built: 2017
$59,000 - $70,000 /wk
  • 4 Cabins
  • 67.00 Ft Cat
  • Built: 2022
Scuba  Scuba Diving On Board
$45,000 - $51,000 /wk
  • 3 Cabins
  • 65.00 Ft Power
  • Built: 2019
$37,000 - $42,000 /wk
  • 4 Cabins
  • 64.00 Ft Cat
  • Built: 2018
$37,000 - $38,000 /wk
  • 3 Cabins
  • 63.00 Ft Cat
  • Built: 2018
$35,900 - $55,000 /wk
  • 4 Cabins
  • 63.00 Ft Power
  • Built: 2018
$33,659 - $34,636 /wk
  • 4 Cabins
  • 54.00 Ft Cat
  • Built: 2021

Ready to Book a Caribbean Sailing Holiday?

Indeed, there is truly something special about a family holiday vacation in the BVI or USVI. Consider a Caribbean Sailing Holiday for an unforgettable experience.

Planning can be overwhelming. Most of the time, it’s better to coordinate with a trusted and professional yacht charter broker in Florida, such as the BVI SAIL team. They can certainly take the stress out of the equation. With their expertise, every detail is covered, from finding the perfect yacht to crafting an itinerary that suits your style.

To further streamline your trip, consider enrolling in the TSA Holiday Travel Pre-Check Security Program. It allows you to breeze through airport security, giving you more time to relax and focus on your vacation.

Picture this: your kids diving off the deck into crystal-clear waters, or maybe you’re enjoying a peaceful sunset, cocktail in hand.

Sounds good, right? With a personalized luxury yacht charter, these moments are just the beginning.

Ready to make it happen? Let the BVI SAIL Team turn your Caribbean Sailing Holiday dream into reality.

Request for a FREE QUOTE today!


Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.