Social sailing in paradise

Reliable trade winds, easy line-of-sight sailing and beautiful sun-warmed scenery make the BVIs one of the world’s best sailing destinations. Embark on a one-week flotilla sailing holiday and discover the splendid variety of the British Virgin Islands, where you’ll swim with turtles above vibrant reefs, lounge on unspoilt white sand beaches and kick back in friendly waterside bars.

BVI itinerary

8
Days

Highlights

  • Leverick Bay Resort & Marina
  • Diving and snorkeling at The Indians
  • The Baths National Park
  • World-famous "Painkiller" cocktails
  • Searching for buried pirate treasure
  • Lobster dinner on Anegada
Day 1

Wickhams Cay II

The day's sailing

hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring
Wickhams Cay II Marina Base

Following an easy 20-minute transfer from the airport, you’ll arrive at our flagship charter base at Wickhams Cay II in Tortola, BVI. Enjoy the marina amenities, or shop for last-minute provisions until it’s time to get settled on your yacht for a peaceful first evening on board. The next morning, you’ll receive an on board briefing from the lead crew and have the opportunity to meet fellow flotilla skippers and their families before you embark on the first leg of your BVI sailing adventure.

Discover Wickhams Cay II

Suggested breakfast spot

The French Deli is within walking distance from the marina. Enjoy excellent coffee and pastries, and be sure to purchase extras for your week on the boat.

Day 2

Wickhams Cay II to Peter Island

The day's sailing

5
Nautical miles
1.5 hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring
Peter Island

After pushing off from the Sunsail base, indulge in your first taste of warm Caribbean trade winds as you set sail to Peter Island. Located just south of Tortola, this offshore oasis is the largest island in the BVI that boasts some of the world’s most beautiful anchorages. Upon arrival, your flotilla will be welcomed ashore with a punch party followed by a BBQ hosted by your lead crew. You can also enjoy a scenic hike to the top of the island, where spectacular panoramic views await and wild goats roam free.

Discover Marina Cay

Suggested snorkeling spot

While on Peter Island, partake in top-notch snorkeling over seagrass beds and swim with green sea turtles at Deadman’s Bay.

Day 3

Peter Island to Leverick Bay

The day's sailing

14
Nautical miles
3 hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring

On day three, cruise past the granite boulders, turquoise cays and secluded grottos on Virgin Gorda while the flotilla makes its way towards the lovely Leverick Bay Resort and Marina. Spend the afternoon admiring the colorful reefs of “North Sound” or trace Blackbeard’s tale at Devil’s Bay. For the adrenaline-rush enthusiasts in your group, Leverick Bay is a prime spot for kiteboarding and windsurfing.

Discover Leverick Bay

Live Shows

Enjoy live entertainment every day during peak season at the Leverick Bay Resort.

Live Shows

Enjoy live entertainment every day during peak season at the Leverick Bay Resort.

Day 4

Leverick Bay to Anegada

The day's sailing

13
Nautical miles
4 hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring

After breakfast, say farewell to Leverick Bay then take the helm and sail 13nm to discover the low-lying coral-rich island of Anegada. Unlike other islands formed from volcanic rock, Anegada’s coral and limestone base features vibrant reefs and abundant marine life below the surface. Anchor at Setting Point and go ashore to explore – perhaps with a car or scooter rental. Catch glimpses of rare rock iguanas and exotic birds at Nutmeg Point, or stop at the salt ponds and view the resident flamingos. In the evening, enjoy a famous Anegada Lobster dinner under a canopy of stars.

Discover Anegada

Suggested lunch spots

While anchored in Anegada, be sure to pay a visit to Cow Wreck Beach Bar for some cold drinks and conch appetizers.

Day 5

Anegada to Trellis Bay

The day's sailing

20
Nautical miles
4 hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring

Your next stop will be Beef Island, along the quaint shores of Trellis Bay. Pick up a mooring and refill basic provisions at the local market, where you can also enjoy a laid-back lunch overlooking the bay. If the timing is right, sign yourself up for Trellis Bay’s monthly full moon party to enjoy live music and lots of night life fun with new friends.

Discover Marina Cay

Suggested snorkeling spot

Head to Monkey Point on Guana Island for some splendid snorkeling and stand-up paddle boarding.

Day 6

Trellis Bay to Jost Van Dyke

The day's sailing

14
Nautical miles
4 hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring

Begin day six at sea with a westbound passage towards the picture perfect sands of Jost Van Dyke. Known to many as “barefoot” island, this is the smallest of the four main British Virgin Islands, where you’ll also find some of our favorite seaside establishments like Foxy’s Tamarind Bar and Soggy Dollar Bar, home of the world-famous “Painkiller” cocktail. Hiking is another favorite activity at Jost Van Dyke, and the thrill-seeking adventurers in your group can even book a guided ATV excursion.

Discover Sandy Cay

Suggested charter stop

Before departing Jost Van Dyke, cruise on over to the small deserted island of Sandy Cay for some second-to-none relaxation.

Day 7

Free Day/Norman Island

The day's sailing

0
Nautical miles
0 hr
Sailing time

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring

Today is your flotilla free day, so you can go off and discover new anchorages on your own, make your way back to the charter base for an early flight, or continue circumnavigating your way south to Peter Island’s westerly neighbor – Norman Island. This southernmost region of the cruising grounds is also storied to be the inspiration behind Robert Louis Stevenson’s Treasure Island classic. With a number of underwater caves and secluded coves to explore, the snorkeling and diving at Norman Island are both superb. The Indians are an idyllic place to stop for lunch and a visit to Pirate’s Bight beach bar is a must during any BVI holiday.

Discover The Bight

Suggested snorkeling spot

Kelly’s Cove, at the northern tip of The Bight is an excellent place for snorkeling, where sea turtles can often be spotted.

Day 8

Norman Island to Wickhams Cay II

The day's sailing

5
Nautical miles

To be used as a guide only. Based on suggested sailing lanes and average wind speed for area.

Suggested activities

  • Watersports Watersports
  • Sunbathing Sunbathing
  • Snorkelling Snorkelling
  • Car hire Hire a car
  • Paddle boarding Paddleboarding
  • Kayaking Kayaking
  • Swimming Swimming
  • Exploring Exploring

On the final day of your flotilla adventure, hoist the sails one last time and begin your journey back to the Sunsail base at Wickhams Cay II. Stop to see more of the sailor’s paradise, the British Virgin Islands along the way, or cruise at a swift pace to allow for some onshore time in Tortola before heading home.