Sample Itinerary

Day 1

Board Yes Dear midday at Village Cay in Road Town, Tortola, the capital of the British Virgin Islands. Jody will have lunch underway and your first cool island-inspired cocktail will be waiting. After lunch and a short chat with Ian about itinerary, a 2 hour sail takes you across the Sir Francis Drake Channel to Norman Island, the model for the epic novel, “Treasure Island” by Robert Louis Stevenson.

At Norman Island you’ll snorkel the Caves before heading into The Bight to watch the sunset while you enjoy sun-down cocktails and appetizers. After dinner it is off to The Willy-T a floating Bar and Schooner and one of the most legendary and infamous bars in the BVIs (ask Ian for details).

Day 2

After breakfast you can hike to the top of Spy Glass Hill, a known pirate lookout point. To cool off you might snorkel the Indians (Jody’s favorite snorkel) or Rainbow Canyons. After lunch you’ll enjoy a short upwind sail to Great Harbor on Peter Island. Peter Island is famous for the aptly named Peter Island Resort, which is a secluded retreat boasting romantic white sand beaches and unmatched island fare. Take a late afternoon stroll across to the resort from Great Harbour, stopping to chat with Conrad, a spry 74 year old who is the last native inhabitant of Peter Island. Continuing along you will meander through the exclusive resort either stopping at the beach bar for a cool drink overlooking Dead Man’s Bay and Chest (“15 men on a dead-man’s chest, yo ho ho and a bottle of rum”) or hike the 5-mile loop which provides postcard vistas and an up close and personal look at a variety of indigenous, exotic, flowering plants overlooking Reef Bay, White Bay and Drake’s Channel. Following dinner on board, you will sip after-dinner cocktails or coffee on the trampoline watching for falling stars or maybe on the swim platform to view the tarpon show.

Day 3

Today starts with a short sail to Salt Island to scuba or snorkel the RMS Rhone, one of the worlds top five wreck dives. A hike around the salt ponds of Salt Island will be in order to walk off lunch. Later you will motor around to Cooper Island for some spectacular snorkeling off Cistern point, an open reef alive with juvenile fish of endless varieties. The day will conclude with a late afternoon sail to Marina Cay, one of the smallest of the Virgin Islands, where Jody will work her wonders once again.

Day 4

Not to be missed is The Baths on Virgin Gorda. This wondrous location is a collection of giant boulders which form a spectacular maze leading to beautiful Devil’s Bay. Here Ian will meet you with your snorkel gear so that you may explore The Baths underwater as well. Mooring for lunch just outside Spanish Town makes it easy to pop into the shops to purchase souvenirs or meet up with Glenn or Nat who will take you on a guided tour of the island and it’s national park. A sail up the west side of Virgin Gorda concludes in North Sound where you may moor at the Bitter End to enjoy the nightlife there or you may anchor along Eustatia Reef. Eustatia is an extensive reef which begins at Prickly Pear Island, reaches around behind Eustatia Island passing Saba Rock and ending at Virgin Gorda’s Oil Nut Bay.

Day 5

Today will be spent at Anegada, the drowned island. Anegada is nestled within the third largest barrier reef in the world. It is the only inhabited British Virgin Island formed from coral and limestone rather than being of volcanic origin. While the other islands are mountainous, Anegada is flat and low with it’s greatest elevation being 28 feet. This explains why for most of your 15 mile sail from Virgin Gorda the island is not visible. After lunch head over to Cow Wreck or Loblolly to stroll the beautiful but relatively deserted north shore beaches. Informality and relaxation are the key elements of Anegada. Deserted beaches, fringed reefs and the unique flora and fauna of the salt ponds, home to the pink flamingo, await your exploration. Lobster dinner on the beach is a unique experience. Ian will place your order early in the day as the lobsters need to be caught and prepared for grilling on the open-pit barbecues right on the beach where you dine.

Day 6

An early start from Anegada ensures plenty of time to sail back to Guana Island and Camanoe Island for snorkeling. You may find yourself in Trellis Bay for the evening. It is the home of the Last Resort, which offers a nightly music show. If you are lucky enough to be there during a full moon you will enjoy a unique beach party complete with West Indian buffet, beach fires which are lit in beautifully crafted steel fire sculptures, Mocko Jumbies on stilts and fire jugglers who dance to the live bands along the beach.

Day 7

A leisurely downwind sail to Jost Van Dyke offers ample anchorages to stop for lunch. Cane Garden Bay for the beach activity, Brewers Bay for an intimate snorkel or Sandy Spit for a stroll on one of the most photographed islands in the Caribbean. Next stop is White Bay, one of the BVI’s most beautiful and famous beaches. For the brave, a “Rum Shack Crawl” starts with Bushwackers at One Love followed by Painkillers at The Soggy Dollar Bar and finishes at Ivan’s Stress Free Bar for whatever concoction you desire. By sundown White Bay is tranquil so you may wish to make this your overnight anchorage. Alternatively, it is easy to make a quick move around the corner to Great Harbour so you can enjoy the nightlife at Foxy’s.

Day 8

An early start will allow a stroll through the shops at Soper’s Hole prior to sailing back to where it all began in Village Cay.