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Rum Flotilla in the British Virgin Islands

Your Lead Crew

The Lead Crew is there to support you. They'll help you cast off each day. They'll then be there to help you when you arrive, guiding you into your guaranteed mooring.

Your Lead Boat and Skipper

Onboard your Lead Boat will be a Skipper, Host and a Technician. Your flotilla skipper is fully certified and is responsible for the flotilla.

Your Vacation

There’s plenty of excitement to be had along the way. The relaxed social scene includes punch parties, beach BBQs and even an end of week regatta, if you're feeling competitive!

To book
Speak with a Vacation Planner
Check out the itinerary below The itinerary is subject to change based on weather conditions as the flotilla will go where the wind takes you, literally.
Day 1
Day 2
Day 3
Day 4
Day 5
Day 6
Day 7
Departure Day

Friday — Wickhams Cay II, Tortola

Your flotilla adventure begins at our base on Wickhams Cay II. This thriving marina town is the perfect place to provision your boat, get to know your new flotilla friends and meet the lead crew who will guide you through the highlights of the British Virgin Islands. Make the most of your time on shore before you set sail, stopping for island pastries and coffee in the marina café or heading further inland to explore Tortola’s mountainous, forested interior.

Saturday — Peter Island

Awaken early for pre-departure preparations (provisions, water, fuel) and a briefing to familiarize yourself with your boat. Sail round the corner to the renowned Deadman’s Bay and enjoy lunch aboard before setting off for your first stop: Great Harbour, Peter Island. Once you’re settled, join us at Oceans 7 Beach Club for a Rum Punch Party featuring a West Indian Buffet, drinks, music and more.

Welcome BBQ Pig Roast & Rum Party at Ocean’s 7 Beach Bar 7:00pm

Sunday — Cooper Island

Shake off the travel cobwebs with a short morning sail east along the picturesque Dogs Islands, which will bring you to Cooper Island Beach Club for a lunchtime arrival. This is a very small mooring spot, so it is important to arrive early because there are no anchorages once the mooring buoys are gone! Spend the afternoon sampling local delights, with a 30-minute rum tasting, complete with souvenir shot glass. Kick back and enjoy a real taste of island life with your fellow rum and sailing enthusiasts.

Free Evening:
Dine aboard or ashore. If planning to dine ashore, you’ll need to book your table in advance, as reservations stack up fast here.

Monday — Bitter End Yacht Club, Virgin Gorda

Sail towards the beautiful North Sound of Virgin Gorda for a day on Leverick Bay and its neighboring beach resort with a bar, restaurant, Pusser’s Rum shop and more. We’ll drop anchor for an early stop off at The Baths, a beachside formation of giant volcanic boulders that form secret pools, grottos and pathways on the south side of the island. Enjoy a picnic afloat as we sail onwards towards the famous Bitter End Yacht Club. We’ll hold a short briefing at 5:30 p.m., before the Welcome Rum Party at the Clubhouse Beach Bar.

A special three-course meal with rum pairing will follow from 7pm-9pm in the clubhouse.

Tuesday — Marina Cay

Rise early and take on the guided morning trail hike. Once underway, you can choose to sail for the Dogs, or head to Mountain Point. Enjoy lunch aboard before heading to your overnight stop at Marina Cay. We’ll hold a short briefing at 5:30 p.m. at the Marina Cay Hilltop Bar, then have some rum-filled fun as we host a Pusser’s Painkiller Party, and an enlightening lesson on the history of rum in the BVI.

Painkiller Sunset Happy Hour Party on Marina Cay Hilltop Home, with a "discussion" on the history of Pussers, Charles Tobias, & the BVI. Followed by dinner at Pusser’s Restaurant or aboard your yacht.

Wednesday — Cane Garden Bay, Tortola

Travel to Monkey Point on Guana Island for a morning of snorkeling in this dazzling coral reef hotspot. After lunch, sail to Cane Garden Bay for a tour and tasting at the Callwood Rum Distillery, the oldest, continuously operating rum distillery in the Caribbean. Following the tour, we’ll hold a short briefing at 5:30 p.m. at the nearby Elm Bar. Enjoy drinks and live music by the Elm-Tones, before dinner at a restaurant.

Callwood Rum Distillery Visit. Explore the world’s oldest continually operating rum distillery, and learn the fascinating history of the golden elixir beloved of sailors throughout the ages.

*Weather dependent; if inclement weather, the lead crew may switch days 6 and 7.

Thursday — Great Harbour, JVD

Free day. Sail over to the other Great Harbour on Jost Van Dyke. Enjoy a morning of beachfront fun made all the more rum-tastic by the world-famous beach bar, Foxy’s, which sits right next door. Visit Salt Island, the RMS Rhone, the Indians, or the caves at Norman Island. Norman Island is said to be the inspiration for Robert Louis Stevenson’s Treasure Island. Watch for turtles, nurse sharks, lionfish and even the occasional manatee cruising through the clear, shallow waters of this area. This being your last night aboard, you’ll be free to overnight at Peter Island, Norman Island, or even the Sunsail Base.

Suggested lunch spots:
The Indians are a small archipelago of islets and one of the most popular dive spots in the BVI. Call here for lunch and dive or snorkel an underwater playground brimming with tropical fish species.

Friday — Wickhams Cay II, Tortola

The morning after Day 7 disembark your yacht at the base in Wichkhams Cay II for a final debriefing conducted at 11 a.m. Thank you for exploring the British Virgin Islands and her wonderful rums with us. Have a safe journey home!
  • Stop off at the Caribbean’s finest rum hotspots
  • Gain insight into the history and tradition of the rum industry
  • Visit the famous Foxy’s beach bar on Jost Van Dyke
  • See the oldest continually operating rum distillery in the world
  • View Monkey Point’s dazzling coral reef
  • See another side of this cruising paradise
Our top yacht recommendation
The brand new sunsail 454: 4 cabin catamaran

Elegant and practical, the new Sunsail 454’s reversed interior design makes optimal use of the available space for a more sociable atmosphere, and a huge interior volume for a yacht of her size.

View our fleet

This event is in partnership with Pusser's Rum

Pusser’s Rum has been labeled by the editors of Forbes magazine as “The single malt of rum” and named “One of the ten best rums in the world.” Having a painkiller with Pusser's Rum is an integral part of the BVI experience. Sunsail is a proud partner of Pusser’s Rum for the Rum Flotilla.

Learn more about Pusser's Rum