Caribbean

2 by 2

by Dawn Dupree, Posted September 27, 2011
Conventional wisdom has it there can be only one captain on a boat, and that skippering by consensus never works. When it comes down to the wire, one voice must be heard above all others, or chaos will ensue. Well, that’s obviously a male viewpoint. My friend Pip and I share a passion for sailing and adventure, and we’ve done some offshore racing and family cruising, but neither of us had ever
Amy UllrichCaribbean regattas aren't the sole province of locals and sailing journalists. Three big ones—the St. Martin Heineken Regatta (early March), BVI Spring Regatta and Sailing Festival (early April), and Antigua Sailing Week (late April)—have non-spinnaker charter divisions, and several charter companies allow their boats to enter.

Safety, Friendship, and the Handling of Messages

by Dawn Dupree, Posted March 2, 2010
When the five of us— Dana, Bird, Pip, Laura and I—left Boston, Massachusetts, last April for a week’s charter in the Abacos, we thought we were in for a week of easy sailing and stress-free sunbathing. We certainly didn’t expect to become part of a sailing community. That hadn’t happened on any of our previous “girls' trip” charters together in St. Martin and the British Virgin Islands. Why would

December Sunsail Flotilla

by Sail Staff, Posted October 3, 2011
Looking for a new way to enjoy a charter sailing vacation? Join SAIL on a Flotilla Adventure in the British Virgin Islands, where SAIL host Chris Museler will guide you through a week of fun and relaxation.

Expert's Choice: Leeward Islands

by Chris Doyle, Posted August 8, 2008
Chris Doyle has been writing and updating the Cruising Guide to the Leeward Islands since 1989.FOOD AND DRINK» ProvisionsIf you decide to self-provision or just need to restock, it doesn't get better than in St. Martin, where the supermarkets are giant and waterside provisioning services ensure that superyacht guests (and you) are never

Insider Tips from the BVI

by John Glynn, Posted June 2, 2010
After fairly busy Winter and Spring seasons in the BVI, things have slowed down a bit lately. In the wake of months like February, March, and April, when anchorages are full of families on school holidays, May and June are a time for couples to get together (often with like-minded couples) and charter a boat or go on a sailing vacation at a fraction of the peak-season cost.While May and
When it comes to chartering in the Caribbean, St. Thomas has always stood apart for its convenient airport and top-notch shopping district in downtown Charlotte Amalie. But after Peter Nielsen’s exceptional experience at the St. Thomas Rolex Regatta, I wanted a taste of what else the island had to offer. 

Expert's Choice: Windward Islands

by Chris Doyle, Posted August 8, 2008
A resident of Grenada, Chris Doyle wrote his first Cruising Guide to the Windward Islands in 1980. The current 2007-08 guide is the twelfth in the series.By Chris DoyleFOOD AND DRINK» ProvisioningThere was a time when charterers set off for the Windwards with bags of food—who knew what you would find down island? Forget

Brand New World

by Adam Cort, Posted November 10, 2010
It quickly became a running joke. “How come we never went snorkeling here before?” my wife, Shelly, would ask. “What a great beach. Why didn’t we go swimming like this the last time we were here?”The answer in each case was exactly the same: we’d been sailing, beating our way up and around St. John, reaching through the trades, reveling in the sheer joy of our boat speed. Not until the sun
The first time I met Julian Putley, I brought him a pair of shoes. We were shooting a video on bareboat sailing, and Julian’s boss didn’t want him to be barefoot on screen. “I’ll only wear these once,” he laughed when he saw them.
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