BVISAIL
“You Make the Memories, We’ll Make the Arrangements”
Sail the Caribbean in the BVI aboard Gypsy Princess, a small yacht charter Caribbean experience offering comfort, adventure, and stunning island views.

The British Virgin Islands (BVI) are one of the best places in the Caribbean to go sailing. With calm seas, steady winds, and 60+ islands, it’s ideal for first-timers and luxury travelers alike. You can wake up in a quiet bay and enjoy breakfast on the deck of your private yacht. Then, sail to a new island for an afternoon swim, a beachside lunch, or a sunset cocktail.

At BVISAIL, we offer personalized yacht charter services to help you plan the perfect trip. From choosing the right yacht to creating a custom itinerary, we’re here to make everything easy and enjoyable. So, keep scrolling.

New to Yacht Chartering?

Planning your first yacht vacation can feel overwhelming. We’ll guide you through everything from choosing the right yacht to understanding pricing, destinations, and what to expect.

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Why Charter?

Discover why yacht charters offer more freedom, privacy, and value than resorts and cruises.

Discover the Benefits →

How It Works

See the simple 5-step process from inquiry to embarkation.

See the Process →
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Yacht Types

Compare catamarans, motor yachts, and sailing yachts.

Explore Yacht Options →
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Pricing Guide

Understand weekly charter costs and what’s included.

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Sample Itinerary

Explore a day-by-day sailing plan for families and couples.

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Inquiry Form

Share your travel dates, group details, and preferences to get matched with the perfect yacht.

Plan Your Yacht Escape →

“After helping clients charter throughout the Caribbean for more than two decades, we find that first-time sailors consistently rank the BVI as the easiest and most rewarding sailing destination.”

Broker’s Insight

Why Sail the Caribbean in the BVI?

Whether you’re new to yachting or a seasoned charter guest, the sailing here is smooth. Additionally, the scenery is stunning. Here’s what makes sailing in the BVI truly amazing:

Scenic Island Hopping Made Easy

The islands are close together, which means short, stress-free sail times and more time to explore. Popular stops include:

  • Tortola: The largest island and main charter hub, with scenic bays, shops, and restaurants
  • Virgin Gorda: Home to The Baths, a maze of granite boulders and hidden pools
  • Jost Van Dyke: Known for iconic beach bars like Soggy Dollar and a relaxed island vibe
  • Anegada: A coral island with quiet beaches, flamingos, and fresh lobster
  • Norman Island: Famous for snorkeling caves and pirate legends that inspired Treasure Island

Rich Marine Life and Water Activities

The BVI is also a paradise for water lovers. You can explore vibrant coral reefs, swim with tropical fish, or float in warm, clear waters. Must-try activities include:

  • Snorkeling and diving at iconic spots like The Indians and the wreck of the RMS Rhone
  • Kayaking and paddleboarding in calm bays
  • Underwater scooters and sea toys for added fun right from your yacht

Island Culture and Caribbean Charm

Beyond the beaches, the BVI offers a warm, welcoming island culture that adds depth to your trip. What to enjoy ashore:

  • Lively beach bars like the Soggy Dollar, Foxy’s, and Pirate’s Bight
  • Local events and festivals full of music, food, and color
  • Friendly locals and a relaxed vibe that makes you feel right at home

Book a Yacht and Sail the Caribbean in the BVI Today!

CatamaransMonohulls
Wide decks and roomy cabinsSmaller interior and deck space
Smooth and stableLeans with the wind
Great for hidden covesLimited shallow access
Easy, relaxed cruisingClassic, hands-on sailing experience
Slower upwind, steady in calm seasBetter upwind, slices through waves
Usually more expensiveOften more budget-friendly
Families, comfort-seekers, first-time sailorsSailing enthusiasts, smaller groups, adventurers
Book a catamaran or monohull for your BVI sailing trip today!

Bonus Option: Power Catamarans

Power catamarans are fast, stable, and spacious. They’re like sailing catamarans, but with engines. So, cruise between islands quickly and comfortably, no sailing required.

Types of Sailing Charters in the BVI

1. Crewed Yacht Charters

  • All-inclusive experience: Enjoy gourmet meals, daily housekeeping, and personalized itineraries.
  • Professional crew: Includes a licensed captain, a private chef, and additional crew members as needed.
  • Tailored service: From snorkel stops to sunset cocktails, everything is handled for you.

Ideal for: Families, couples, or groups seeking a high-end, worry-free escape.

Inquire about SOME KIND OF WONDERFUL, DEVINE SAILING, or any of these crewed catamaran charters available in the BVI:

Special Offers

2. Bareboat Charters

  • You’re the captain: Sail your own yacht without crew or provisions provided.
  • Full control: Choose your itinerary, timing, and activities.
  • Wide fleet options: Available in both catamarans and monohulls.

Ideal for: Experienced sailors looking for independence and adventure.

BVISAIL can also arrange bareboat sailing adventures throughout the Caribbean. Contact us to learn more or to start planning your trip.

3. Captain-Only Charters

  • Skippered yacht: A professional captain takes the helm.
  • DIY provisioning: You’ll take care of meals, drinks, and tidying up.
  • Freedom with guidance: Get expert navigation help while enjoying a flexible itinerary.

Ideal for: Guests who want expert sailing without the full cost of a crewed charter.

Looking for a captain-only charter? Inquire about MIMBAW, PHILOTIMO, or any of the captain-only catamaran yacht options available in the BVI.

Special Offers

Catamaran vs Monohull for BVI Sailing

When choosing between a catamaran and a monohull in the BVI, the decision comes down to comfort versus tradition.

CatamaranMonohull
Two hulls = stability, less motionSingle hull = more heeling, classic sailing feel
Spacious cabins, wide decks, flybridge loungesCompact interiors, performance‑focused design
Shallow draft → access to hidden covesDeeper draft → limited anchorage options
Ideal for families, groups, and first‑time sailorsAppeals to sailing purists and adventure seekers
Resort‑like atmosphere with more privacyAuthentic sailing experience with lean into wind
Decision tip: In the BVI, catamarans dominate thanks to shallow anchorages, family‑friendly stability, and extra living space. Monohulls remain the choice for those who value tradition and pure sailing performance.

Sailing in the British Virgin Islands is easy, scenic, and full of adventure. Calm waters, steady winds, and short distances between islands make it perfect for a 7-day getaway.

Top 10 Islands to Visit While Sailing the BVI

  • Tortola — The hub of the BVI with lively marinas, shopping, and easy access to nearby islands.
  • Norman Island — Famous for caves and snorkeling reefs, perfect for families.
  • Peter Island — Private island retreat with tranquil beaches and luxury vibes.
  • Cooper Island — Eco‑luxury stop with boutique resort, rum distillery, and snorkeling.
  • Virgin Gorda — Home to The Baths and North Sound, mixing natural wonders with nightlife.
  • Anegada — Remote escape with lobster dinners, flamingos, and Horseshoe Reef snorkeling.
  • Jost Van Dyke — Social hub with iconic beach bars like Soggy Dollar and Foxy’s.
  • Sandy Cay — Uninhabited island with pristine beaches and nature trails.
  • Guana Island — Private sanctuary with hiking, birdwatching, and secluded beaches.
  • Salt Island — Famous for the RMS Rhone shipwreck dive site, a must for divers.

Sample 7-Day BVI Sailing Itinerary

Day 1: Tortola to Norman Island
Start your Caribbean trip with a short sail to Norman Island in the BVI. Snorkel at The Caves or The Indians. Then, enjoy dinner aboard or at a beach bar.

Day 2: Peter Island
Sail to nearby Peter Island. Relax on the beach, kayak, or enjoy a peaceful evening in Deadman’s Bay.

Day 3: Salt & Cooper Islands
Stop by Salt Island to snorkel the famous RMS Rhone shipwreck. Then, head to Cooper Island for drinks, sunset views, and a night at anchor.

Day 4: Virgin Gorda – The Baths
Explore the giant boulders and pools at The Baths, one of the BVI’s top sights. Then, spend the night in North Sound, home to great restaurants and calm waters.

Day 5: Anegada
Sail north to Anegada, a flat coral island known for white-sand beaches and fresh lobster. Afterward, enjoy the quiet and beauty of this off-the-beaten-path stop.

Day 6: Jost Van Dyke
Visit Jost Van Dyke for beach bars and island fun. Have a drink at the Soggy Dollar Bar or relax in the Bubbly Pool.

Day 7: Return to Tortola
Finally, head back to Tortola with time for a swim or snorkel along the way. Then, enjoy one last view of the islands as your trip winds down.

Pain Killers at Soggy Dollar on Jost Van Dyke
Sip a famous Painkiller cocktail while soaking up the island vibes in Jost Van Dyke.

Tips for Customizing Your Route

  • Avoiding Crowds: Reverse the route or leave earlier to enjoy popular spots with fewer people.
  • Crewed Charters: Let your captain suggest the best stops based on weather and your interests.
  • Tailor to You: Love snorkeling? Add more reef stops. Prefer beaches? Then, spend extra time on Jost or Anegada.
  • Go at Your Own Pace: Skip longer sails like Anegada if you want a slower, more relaxed trip.
  • Special Occasions: Plan a beach dinner, snorkeling excursion, or sunset toast to celebrate!

Best Time to Sail in the British Virgin Islands

The British Virgin Islands are a year-round sailing destination, but your experience can vary depending on the season. So, here’s what to expect during peak months, the quieter off-season, and hurricane season.

SeasonWeatherCrowdsPricingBest For
Busy Season (Dec – Apr)Sunny, steady winds, cooler tempsBusy marinas and anchoragesHighest ratesTravelers wanting ideal weather and a lively, social island atmosphere.
Off-Season (May – Jul, Nov)Warm, lighter winds, occasional rainFewer tourists and boatsLower ratesThose seeking value, quieter sailing, and more flexibility.
Hurricane Season (June – Nov)Hot, humid, risk of stormsVery few visitorsMore discountsBudget-conscious or flexible travelers who don’t mind some weather risk.
Note that getting travel insurance is always a smart choice, especially during hurricane season.

Tips for Choosing the Right Time

  • Book early for peak season (6–12 months in advance).
  • Look for off-season catamaran deals with fewer crowds and more availability.
  • Check refund and rescheduling policies, especially for hurricane season.
  • Contact BVISAIL’s Yacht Charter Brokers for the best seasonal match based on your plans.

How Much Does a BVI Sailing Charter Cost

Caribbean sailing charter prices in the BVI vary depending on the yacht type, season, and inclusions. Use these sample weekly prices to help plan your budget.

Charter TypeLow SeasonHigh SeasonWhat’s Included
Captain-Only$8,000–$12,000 + expenses$10,000–$15,000 + expensesIncludes a captain, while guests handle meals
Crewed Catamaran$14,000–$25,000 (all-inclusive)$18,000–$40,000+ (all-inclusive)Includes captain, chef, meals, bar
Power Yacht$20,000–$25,000$30,000–$50,000+Fully-crewed and luxurious amenities

Additional Expenses to Consider

  • Gratuity: 15–20% of the charter cost is customary for BVI crewed charters.
  • Provisioning: For bareboat or captain-only charters, you’ll need to buy your food, drinks, and supplies. It is usually 30-40% of the charter fee.
  • Mooring Fees: Typically $30–$60 per night, depending on location.
  • Fuel: Often included in crewed charters, but extra for bareboats and power yachts.
  • National Park & Cruising Permits: Usually under $100 per charter, per person.
  • Optional Extras: Diving gear, e-foils, water scooters, or communication fees may cost more.

FAQ About Sailing Caribbean in the BVI

Do you need a license to sail in the Caribbean?

You don’t need a license, but you do need sailing experience for bareboat charters. If you’re not experienced, you can hire a captain to sail the yacht for you.

Do I need a visa for the British Virgin Islands?

You may need a visa depending on your nationality. Visitors from the U.S., Canada, and most of Europe don’t need one for short stays.

What should you pack for a BVI sailing trip?

For a BVI sailing trip, pack light. Bring swimwear, water shoes, sunglasses, a hat, a light jacket, a dry bag, and any personal meds.

What is the best way to get to the BVI?

The best way to reach the BVI is by flying into St. Thomas (USVI) and taking a ferry to Tortola. Alternatively, you can fly into Tortola’s Beef Island Airport (EIS) via connecting flights from San Juan, Puerto Rico.

When is the best month to visit the British Virgin Islands?

The best month to visit the BVI is April. The weather is warm and dry, crowds are smaller after peak season, and prices are often lower.

Conclusion

Sailing the Caribbean, especially around the beautiful BVI, is one of those trips you’ll remember forever. If you’re ready to make it happen, explore our charter options or request a quote. Then, let’s get your adventure started!


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