Luxury Sailing Vacations
Most yacht charters force you to choose between adventure and comfort. Our Signature Experience delivers everything.
You’ll sail on a private 50 to 60-foot catamaran. A professional chef will prepare fresh gourmet meals each day.
It s a luxury sailing holiday you’ll never forget.
This Is How Luxury Sailing Should Feel
This isn't just another yacht charter. It's the luxury sailing holiday you've been dreaming about.
Picture a pristine vessel where every detail shines. Spacious cabins with premium linens. A private chef who sources fresh ingredients from local markets.
Two expert instructors (including James, one of our most seasoned captains) focused entirely on your group.
No crowds. No compromises. Just you and the open seas.
Why Choose Sailing Virgins Signature Luxury Experience?
Here's what sets our luxury sailing vacations apart:
Learn from two senior instructors trained through our Instructor Academy
Enjoy gourmet meals prepared daily by your private chef
Access premium water sports gear, topshelf beverages, and concierge services
Customize every aspect of your itinerary to match your goals and interests
Earn ASA certification (up to two levels during your week)
You’ll visit places most never reach and enjoy luxurious comfort that feels like a reward.
What s Included in Your Luxury Sailing Holidays?
We handle every detail so you can enjoy your vacation. Your luxury sailing holiday includes:
Learn from two senior instructors trained through our Instructor Academy
Enjoy gourmet meals prepared daily by your private chef
Access premium water sports gear, top-shelf beverages, and concierge services
Customize every aspect of your itinerary to match your goals and interests.
Earn ASA certification (up to two levels during your week)
Note: Only meals enjoyed ashore aren’t included. Everything else is taken care of.
Sailing Destinations for Your Luxurious Sailing Trip
Each destination we offer brings ideal sailing conditions, amazing views, and quiet anchorages. These aren’t overcrowded routes. They’re curated for travelers who want something elevated.
St. Martin
St. Martin is one of the top spots in the world for luxury sailing. Guests can enjoy gourmet restaurants, upscale shopping, and beautiful coastal views at every turn.
St. Martin also sits close to St. Barth and Anguilla, making it the perfect starting point for longer charters and new adventures.
Thailand
Thailand offers limestone cliffs, emerald seas, and tranquil sailing routes. You might encounter floating villages, jungle-covered bays, and beaches far from the crowds. This is a place where culture, nature, and comfort come together beautifully.
Ready to Set Sail? Here s How to Reserve Your Spot
Getting started is easy. Just reach out and tell us about the trip you’re imagining. We’ll talk through your ideal destination, your preferred dates, and any special touches you want to include.
You’ll also get help with travel planning, packing tips, and everything you need before departure. By the time you arrive at the marina, everything will be in place.
Claim Your Spot for the Ultimate Luxury Sailing Holiday!
This is your chance to master one of the world's most rewarding skills without sacrificing an ounce of comfort.
After a week with us, you’ll earn internationally recognized credentials to charter boats across the globe.
Luxury sailing vacations like this don’t stay open for long. Our calendar fills quickly, especially during peak seasons.
Get in touch and let’s start planning your dream holiday!
FAQs About Our Luxury Sailing Vacations
ㆍDo I need sailing experience to book the luxury sailing package?
Not at all. Complete beginners are absolutely welcome. If you've never touched a sail line, we start from the basics.
ㆍIs this all-inclusive?
Yes. Meals, instruction, yacht, crew, and sailing-related fees are covered. You only pay for the meals and activities you do ashore.
ㆍHow many people can come?
That’s your call. You can make it a romantic getaway, bring your family, or include your friends.
ㆍHow far in advance should I book?
It’s best to book three to six months ahead since peak seasons fill quickly. However, we can often accommodate last-minute requests if space is available.
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