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When you book "Endless Summer II" exclusively, as a group (whole boat booking), there is no need to keep to a set schedule. It's your holiday and we want you to enjoy it to the full. You can go wherever you desire within our cruising area - weather and time permitting. We ask for your input and develop an itinerary that encompasses your wish list and includes other areas we feel you would enjoy. It's a very flexible arrangement.
When the boat is booked "by the stateroom", then things are simplified by offering a set itinerary. Often changes are made in deference to weather and other pertinent sailing conditions or because they meet with the group's collective wishes.


Boarding is between 11.00 am and noon at our private slip on dock F in Nanny Cay Marina. Welcome aboard drinks will be served in the cockpit. After introductions, and a brief orientation, we'll leave you to your unpacking. Once everyone is settled in, we fit you up with your personal mask and flippers for the week and then head out for Peter Island. Your first lunch and a swim in a perfect cove. Maybe a short sail to another anchorage but most of all, a lazy, relaxing day.

This is a day for sailing. Tacking up under full sail in the protected waters of the Sir Francis Drake channel, we past Salt Island, Cooper Island, Ginger Island and then on to the North Sound in Virgin Gorda. Once in the Sound, there's an opportunity for various water sports, hikes ashore, volley ball or snorkeling Eustastia reef. After dinner, a trip ashore, to the Bitter End Hotel. Dancing to the sounds of a steel band rounds out the day.
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Weather permitting, this is the day to sail to Anegada, a remote coral island boasting mile after mile of white sandy beach. We leave immediately after breakfast and it's usually a fast two-hour sail, skirting the coral reef and anchoring off the Anegada Reef Hotel. A popular excursion is to take a 20 minute safari bus ride across this flat island to Loblolly Bay for a lobster lunch at the Big Bamboo beach bar, followed by a swim and spectacular snorkeling. An alternative is lunch aboard, after which we'll take you by dinghy to a remote beach to walk and swim at your leisure. In the evening, the sunset from the aft deck of "Endless Summer II" is often quite magnificent.


A downwind sail today back to Virgin Gorda and the renowned site of the Baths. This is an area of huge rocks and grottoes. We'll take you exploring, climbing rocks, and looking for that perfect photo for this year's Christmas card. The National Park Trust has built a trail through the boulders to the picturesque Devils Bay where we can swim and snorkel. We'll anchor for the night in Trellis Bay and, for those who want a "Vineyard" type song and comedy act, the Last Resort is the place to go after dinner.
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Monkey Point at Guana Island is our first stop of the day. The snorkeling here is truly wonderful. Before lunch, enjoy a down wind sail to Green Cay, the epitome of a small coral atoll. Foxy's Bar in Jost Van Dyke, is the place to be around 5pm. Foxy gets his guitar out and entertains with his homegrown wisdom and humour. It is also a place to return to after dinner when the music invites you to dance in the sand, beneath a clear starlit sky.

One of the most beautiful beaches in the BVI is White Bay, Jost Van Dyke. Whether we take "Endless Summer II" behind the coral reef or walk over the hill from Great Harbour, it promises to be a morning of sun, sea and sand. The small bar there, aptly named The Soggy Dollar, because so many people swim ashore from yachts with dollars in their pockets, claims to have invented the Painkiller drink - the new alternative to Pina Coladas. A short sail to West End Tortola, also known as Soper's Hole. Lunch and an opportunity for the shoppers to visit Pussers, the Sea Lion boutique and many other interesting shops in a Caribbean style waterside village. Then up the Sir Francis Drake channel for a last snorkel at the Indians or the Caves on Norman Island. After dinner, a visit to the William Thornton floating bar (known locally as the Willy T) provides the atmosphere for a final fling
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An early morning sail back to Nanny Cay and breakfast, with the sad reality that the cruise is almost over. I've spent so many wonderful weeks on "Endless Summer II" with truly great people - weeks we all wished would never end.
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Overnight Anchorage |
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Sunday |
Peter Island |
Norman Island |
North Sound |
Peter Island |
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Monday |
North Sound |
Peter Island |
North Sound |
North Sound |
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Tuesday |
Anegada |
North Sound |
Anegada |
North Sound |
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Wednesday |
Trellis Bay |
Anegada |
Trellis Bay |
Spanish Town |
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Thursday |
Jost Van Dyke |
Jost Van Dyke |
Jost Van Dyke |
Norman Island |
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Friday |
Norman Island |
Sopers Hole |
Norman Island |
Sopers Hole |