Tortola, BVI

Sailing holidays

27 °C
Average temperature (Jun-Sept)
Sailing experience level

The Caribbean yacht charter capital

With warm weather throughout the year, steady trade winds, calm currents and a kaleidoscope of aquamarine waters and bougainvillea-clad hillsides, Tortola is a sailor’s paradise. This is the yacht charter capital of the Caribbean and arguably the most famous sailing destination in the world.

Here you’ll find sheltered, yacht-filled harbours, sun-soaked white-sand beaches, delightful pirate bars and awe-inspiring shipwreck dives. But forget your to-do list, try living life island style. Relax on the beach, bask in the spectacular scenery, taste the French-Caribbean fusion cuisine and explore the tiny villages scattered along Tortola’s shores.

Head for the dramatic rock formations of The Baths on Virgin Gorda to see immense boulders, grottos and natural pools, or let your imagination be captured by tales of pirates and treasure caves on Norman Island, the model for ‘Treasure Island’. See sunken shipwrecks and a spectacular range of tropical sea life while diving Anegada, the only coral atol in the BVI. 

Ideal for families, groups and couples, the BVI offers easy deep-water island hops, line-of-sight navigation and plentiful sheltered anchorages. One of our fantastic sailing schools is based in Tortola, perfect for beginners or those looking to certify their skills.

Suggested bareboat itineraries

Enjoy the freedom of a bareboat charter holiday in the BVI. You’ll start your sailing holiday in Tortola and head for the azure waters of the Caribbean. From here you have complete freedom to stop at any of the thousands of white sand beaches, laid-back bars or island restaurants, swim with hawksbill turtles or explore shipwrecks.

With easy island hops, line-of-sight navigation and sheltered anchorages, bareboat charter holidays in the BVI are perfect whether you’re a new sailor or a skilled skipper. There’s no better way to explore the delights of the BVI than from the deck of your own sail boat.

Experienced sailors

BVI one-week bareboat

  • Rainforest hikes
  • Diving Wreck Alley
  • Snorkelling the Indians
  • The Baths National Park
  • Caribbean lobster barbecue
  • Treasure hunting on Norman Island
Itinerary details

Flotilla itineraries

The perfect blend of freedom and support, flotilla holidays from Tortola offer a sailing holiday with a difference. During the day you’ll sail your own boat while expert crews guide you and your sailing group to some of the BVI’s best locations. And at night you have the social scene. Sip a cocktail as the sun slips below the horizon—the BVI are the destination of choice for the social sailor.

Trunk Bay (Virgin Gorda), BVI

BVI one-week flotilla

  • Diving The Indians
  • Rum punch in the sun
  • The Baths National Park
  • Saba Rock tarpon feeding
  • Adventure and watersports
  • Treasure hunting on Norman Island
Itinerary details
Free sailing day

BVI two-week flotilla

  • Diving Wreck Alley
  • Callwood Distillery
  • The Baths National Park
  • Exploring remote Anegada
  • Snorkelling the stunning Caribbean
  • Treasure hunting on Norman Island
Itinerary details

BVI rum tasting flotilla

  • Monkey Point’s dazzling coral reef
  • See another side of this cruising paradise
  • Stop off at Caribbean rum hotspots
  • Visit Foxy’s beach bar on Jost Van Dyke
  • Learn the history of the rum industry
  • World's oldest continually operating rum distillery
Itinerary details
Sailing School

Sailing schools

Learn to sail at one of our bases. From the Mediterranean to the Caribbean, Thailand to Australia, or even a bit closer to home at our Port Solent base, our RYA qualified instructors teach you all the skills you’ll need on your sailing holiday.

View Courses

Experience required

Sailing experience level
At least 5 days or 100 miles as skipper on an equivalent size yacht

Level 1 destinations offer the easiest, most forgiving sailing ideal for novices and less experienced sailors. Lazy line mooring, line-of-sight navigation and calm conditions mean you won’t sail outside your comfort zone.

Skippered Holiday

Try a skippered holiday

  • Relax and let your skipper take charge
  • Be as hands on or laid back as you like
  • Learn from an expert skipper
  • Gain local knowledge and recommendations
  • Peace of mind and safety on the water
  • Discretion and privacy when you need it
Learn more

Sailing conditions

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Beef Island (Tortola)


Wickams Cay II

PO Box 139

Road Town

Tortola, BVI

Base opening hours

Mon-Sun from 8am-5pm

Nearest airport
Terrance B. Lettsome International Airport

Call us to book your quote

Call our expert holiday planners on

020 3468 6770

Mon-Fri: 8am-7pm | Sat: 9am-7pm | Sun: 10am-5pm

Digital brochure

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Flotilla Brochure

Download our brochure and explore our flotilla holidays

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Choose Sunsail

Destinations worldwide
Flotilla routes
Types of yachts
40 yrs
Creating holidays
4 hr
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