British Virgin Islands Sailing Tours
Navigate the Caribbean's premier sailing destination with 60+ islands, perfect trade winds, and legendary anchorages creating the ultimate yachting paradise
The British Virgin Islands are synonymous with world-class sailing - a tropical archipelago of 60+ islands blessed with steady trade winds, protected waters, and breathtaking anchorages. Sailing tours offer the quintessential BVI experience, gliding between pristine islands, discovering secluded bays, and enjoying the maritime heritage that has made these waters legendary among sailors worldwide. From day sails aboard luxury catamarans to multi-day yacht charters exploring hidden coves, the BVI's calm seas and short distances between islands create perfect sailing conditions. Whether you're an experienced sailor or first-timer, expert crews and spectacular scenery ensure unforgettable voyages through this Caribbean sailing paradise.
Featured Sailing Tours Tours
Discover our top picks for sailing tours in British Virgin Islands
***Ideal for Cruise Ship Guests-Taxi included*** If staying in a hotel/villa, please book our other Jost Van Dyke listing first. You can book this shared sail if the other option is not available. Welcome aboard, fellow adventurers, to the breathtaking paradise of Jost! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered. Relax on stunning beaches and enjoy the vibrant atmosphere at the famous Soggy Dollar Bar, where you can sip on the iconic Painkiller cocktail. Please note that you will need to swim ashore to reach the bar—hence the name "Soggy Dollar!" We will also include other stops, such as Sandy Spit and the Bubble Pool, weather permitting, giving you the chance to explore some of the most picturesque areas in the BVI. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed throughout your adventure. Let’s set sail together and create memories that will last a lifetime!
***Ideal for Cruise Ship Guests*** If staying in a hotel/villa, please book our other Norman Island listing first. You can book this shared sail if the other option is not available. Welcome aboard, fellow adventurers, to the breathtaking paradise of the BVI! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered. Experience the thrill of snorkeling in vibrant coral reefs or enjoy leisurely paddleboarding along tranquil shores. Whether you're exploring hidden coves or relaxing on pristine beaches, the possibilities are endless. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed. We will visit the calmest and least busy spots. While we cannot guarantee that we will reach both the Caves and the Indians, we promise some of the best snorkeling and scenery in the whole BVI. Let’s set sail together and create memories that will last a lifetime amidst the unparalleled beauty of the BVI!
***Ideal for Hotel/Villa Guests*** If arriving by cruise ship, please book our other Jost Van Dyke listing first. You can book this shared sail if the other option is not available. Welcome aboard, fellow adventurers, to the breathtaking paradise of Jost! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered. Relax on stunning beaches and enjoy the vibrant atmosphere at the famous Soggy Dollar Bar, where you can sip on the iconic Painkiller cocktail. Please note that you will need to swim ashore to reach the bar—hence the name "Soggy Dollar!" We will also include other stops, such as Sandy Spit and the Bubble Pool, weather permitting, giving you the chance to explore some of the most picturesque areas in the BVI. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed throughout your adventure. Let’s set sail together and create memories that will last a lifetime!
***Ideal for hotel/villa Guests*** If arriving by cruise , please book our other Norman Island listing first. You can book this shared sail if the other option is not available. Welcome aboard, fellow adventurers, to the breathtaking paradise of the BVI! Here, amidst crystal-clear waters and gentle sea breezes, lies a world of wonder waiting to be discovered. Experience the thrill of snorkeling in vibrant coral reefs or enjoy leisurely paddleboarding along tranquil shores. Whether you're exploring hidden coves or relaxing on pristine beaches, the possibilities are endless. Join us for a shared sail that includes a delicious buffet lunch and an open bar to keep you refreshed. We will visit the calmest and least busy spots. While we cannot guarantee that we will reach both the Caves and the Indians, we promise some of the best snorkeling and scenery in the whole BVI. Let’s set sail together and create memories that will last a lifetime amidst the unparalleled beauty of the BVI!
Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of British Virgin Islands as you make your way to the heart of the city. Upon your arrival, meet your seasoned tour guide, ready to lead you on an enchanting tour of Luxury Catamaran. Discover the awe-inspiring allure of St. Thomas, marvel at the grandeur of Buck Island, and capture iconic moments at landmarks like Water Island and many more. Our excursions are meticulously designed schedule. We'll greet you directly at the hotel and ensure you return with ample time to relax and relish your day. Leave the details to us as we escort you on an extraordinary adventure, crafting memories that will stand the test of time!
Adventure Charters BVI takes you to explore the stunning British Virgin Islands on an all-inclusive day sail to the iconic Soggy Dollar Bar, White Bay, Jost Van Dyke to enjoy the white sand beach and their renowned Painkiller cocktail. Swim to shore from the catamaran to get your dollars soggy! Includes a stop at Sandy Spit. Enjoy freshly prepared mid-morning snacks and lunch with drinks served throughout the day. Enjoy the sail while soaking in the sun and the serene views. Plenty of shade available too. Perfect for families and adventure seekers looking to share a memorable day sail.
Discover BVI’s legendary Anne Bonny—a classic 60ft sailing yacht with pirate soul! Snorkel iconic Caves & Indians, swim with turtles at Pirates Bight, party at Willy T floating bar. All-inclusive: gear, open bar (mimosas, rum punch), fresh lunch. Expert crew tailors every Thursday’s shared adventure to weather & guest vibes. Intimate groups, flexible fun—perfect for couples, friend groups & solos (12+). Book now & live the BVI dream! ⛵
Your adventure awaits! Explore the beautiful BVI with us and sail into an unforgettable adventure of a lifetime and make memories to cherish forever. Norman Island offers some of the best snorkeling sites in the BVI. Stops include the Caves and the Indians (weather dependent) and the beach at Pirates Bight.
Sailing wellness retreats is a passion of mine. As an ocean lover, I want to share the beauty of the ocean with you. Get away from the hustle and bustle of your daily routine and experience paradise with We Sail Away. Indulge in nature and revitalize your body, mind, and spirit through various activities such as sailing, swimming, snorkeling, yoga classes, massages, and delicious, nutritious meals.
Why Choose Sailing Tours in British Virgin Islands?
Sailing Capital of Caribbean
The BVI is the world's premier bareboat charter destination with perfect conditions, infrastructure, and marine services.
Perfect Trade Winds
Consistent 10-20 knot winds provide ideal sailing without being overwhelming. Year-round excellent conditions.
60+ Islands to Explore
Short distances between islands allow visiting multiple destinations in one day - The Baths, Jost Van Dyke, Anegada, and more.
Protected Waters
Sir Francis Drake Channel offers calm, sheltered sailing with spectacular scenery on all sides.
Legendary Anchorages
Famous spots like The Bight at Norman Island and White Bay on Jost Van Dyke offer idyllic overnight stays.
All Experience Levels
From crewed charters to bareboat rentals, day sails to week-long voyages - options for every sailor.
Types of Sailing Tours in British Virgin Islands
Day Sailing Cruises
Full-day catamaran cruises visiting The Baths, snorkel spots, and beach bars with lunch and open bar.
Sunset Sailing
Romantic evening sails through Sir Francis Drake Channel watching spectacular Caribbean sunsets.
Multi-Day Yacht Charters
Crewed or bareboat charters for 3-7 days exploring the entire archipelago at your own pace.
Private Sailing Charters
Exclusive day or overnight sails with private captain and crew for special occasions or families.
What to Expect on Sailing Tours
Duration
Day sails (6-8 hours), sunset cruises (2-3 hours), multi-day charters (3-7 days) exploring multiple islands.
Destinations
Virgin Gorda (The Baths), Jost Van Dyke (Soggy Dollar Bar), Norman Island, Anegada, and pristine coves.
Food & Drinks
Open bar with rum punch, beer, wine. Gourmet lunch on day sails. Multi-day charters include all meals.
Activities
Sailing, snorkeling, swimming, beach stops, exploring caves, visiting beach bars, and island discovery.
Expert Tips for the Best Experience
Book multi-day charters well in advance - especially December-April peak season
Day sails to The Baths depart early to beat crowds at this popular site
Bring reef-safe sunscreen - BVI committed to marine protection
Waterproof phone case essential for sailing and water activities
Experienced sailors can bareboat charter - ASA/RYA certification required
Jost Van Dyke's Soggy Dollar Bar invented the Painkiller cocktail - must-try
Tip crew 15-20% on crewed charters (check if included)
Light jacket for evening sails - trade winds create cooling breeze
Multi-day charters allow exploring remote islands day-trippers miss
December-January busiest - consider shoulder seasons for availability
Frequently Asked Questions
Q:Do I need sailing experience?
A: For crewed charters and day sails, no experience needed - professional captains handle everything. For bareboat charters (you sail yourself), sailing certification required (ASA 104 or equivalent) plus proven experience. Crewed charters perfect for non-sailors.
Q:How much do BVI sailing tours cost?
A: Day sailing cruises: $120-180 per person. Sunset sails: $85-120. Multi-day crewed charters: $2,500-5,000+ per week depending on yacht size. Bareboat charters: $3,000-8,000+ per week. Private day charters: $1,500-3,000.
Q:What islands will I visit?
A: Day tours typically visit 2-3 islands: Virgin Gorda (The Baths), Jost Van Dyke, Norman Island, or Cooper Island. Multi-day charters can visit 5-10+ islands including Anegada, Peter Island, and remote cays. Itineraries flexible.
Q:What is The Baths?
A: The Baths on Virgin Gorda is the BVI's most famous attraction - giant granite boulders creating cathedral-like grottoes, tidal pools, and stunning beach. Must-see on most sailing tours. Arrive early to avoid crowds.
Q:Can children join sailing tours?
A: Yes! Day sailing and crewed charters are very family-friendly with safety equipment provided. Kids love swimming, snorkeling, and exploring islands. Some sunset cruises adults-only. Multi-day family charters increasingly popular.
Q:Will I get seasick?
A: Unlikely in the BVI! Protected waters of Sir Francis Drake Channel are calm. Catamarans very stable. Seasickness rare. If concerned, take medication before departure and sit in center of boat.
Q:What's included in sailing charters?
A: Day sails: boat, crew, lunch, open bar, snorkel gear, instruction. Multi-day crewed: yacht, captain, chef, all meals, drinks, water sports equipment, fuel, linens. Bareboat: yacht, basic equipment (bring provisions).
Q:Best time for BVI sailing?
A: Year-round excellent! December-May has steadiest winds and less rain (peak season, higher prices). June-November has warmer temps, lighter winds, fewer crowds, better deals. Avoid September-October (hurricane season peak).
Why Visit British Virgin Islands?
60+ islands and cays perfect for sailing
The Baths on Virgin Gorda - Unique rock formations
Famous beach bars and island culture
Pristine beaches and excellent diving
Relaxed atmosphere and uncrowded islands
Perfect for water sports and island exploration
Best Time to Visit
Weather
British Virgin Islands enjoy tropical weather year-round with average temperatures of 82°F (28°C). The region has pleasant trade winds and excellent sailing conditions.
Best Months
December to April offers the best weather with minimal rainfall, perfect sailing conditions, and ideal temperatures for all activities.
Peak Season
December to April brings peak tourist season with higher prices but guaranteed excellent weather and minimal hurricane risk.
Off Season
May to November offers lower prices and fewer crowds, though June to November is hurricane season with occasional storms.
Related Travel Guides for British Virgin Islands
Explore comprehensive guides to plan your perfect trip, including food tours, cultural experiences, and more.
British Virgin Islands Adventure Tours
Experience thrilling water sports, kayaking, hiking, and active exploration discovering the BVI's natural wonders beyond beaches and sailing
British Virgin Islands Beach Tours
Discover pristine white-sand beaches, secluded coves, and famous shorelines from The Baths to White Bay across the stunning BVI archipelago
British Virgin Islands Boat Tours
Explore the archipelago aboard luxury powerboats, catamarans, and yachts with customized island adventures and premium Caribbean experiences
British Virgin Islands Diving Tours
Explore world-renowned dive sites including the RMS Rhone shipwreck, vibrant coral walls, and diverse marine ecosystems across the stunning BVI waters
British Virgin Islands Island Hopping
Discover multiple tropical islands in one adventure, from The Baths and Soggy Dollar Bar to secluded cays and pristine beaches across the archipelago
Plan Your British Virgin Islands Trip
Transportation Tips
Charter a boat for the ultimate experience, use ferries between islands, or take organized tours. Many resorts offer water taxis and transportation.
Car Rental Deals in British Virgin Islands
Rent a car for maximum flexibility and explore at your own pace on Expedia USA.
Where to Stay
Find the perfect accommodation for your British Virgin Islands adventure. From luxury resorts to cozy hotels, we've got you covered.
Best Hotel Deals in British Virgin Islands
Discover top-rated hotels with exclusive rates and special offers on Trivago USA.