Caribbean

A Week On Board a Crewed Yacht Charter Around the Caribbean

by Christa Madrid, Posted October 16, 2014
Chasing after a sea turtle, grinning like a maniac behind my snorkel, all I could think was, “That turtle is my best friend!” This is the kind of slap-happy thinking that occurs when you’re hundreds of miles from home, sailing on a 57ft luxury catamaran in the so-blue-it-can’t-possibly-be-real waters of the Caribbean.

Baring It

by Peter Nielsen, Posted October 22, 2013
“You must never forget that you are in the Caribbean while your friends and family are freezing their behinds off back home, and you therefore owe it to them to enjoy all aspects of the Caribbean lifestyle”
There aremany Caribbean islands that are just off the beaten path and are readily accessible for bareboaters looking for adventure, for something different or just to break out of the rut. Here’s a look at five islands you never knew you always wanted to visit.
Each year, SAIL and St. Vincent and the Grenadines offer our readers the trip of a lifetime: a free charter in paradise on board a TMM Yachts charter boat. To win, readers submit their “Top Five Reasons” for chartering in SVG, and we sift through 1,000 essays to pick our winner.
Our hosts, John and Caroline Charnley, and my wife, Caroline, were already swimming in the cool, fresh water, but of course, I just had to jump in from the “cliff” (about 10 feet high) above the pool.
Yearning to get away this winter on a Caribbean charter? You still have a week to win SAIL’s Great Escape contest: a free weeklong charter in St. Vincent and the Grenadines with TMM Yacht Charters. 
The thumbnail moon was below the horizon, making it tough to see the dust devils rising through the holes in the floor of the rusty Ford Econoline van as we careened down the bumpiest dirt road I’ve ever travelled.
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.
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. 

Flotilla Adventures

by Meredith Laitos, Posted October 4, 2011
Looking for a new way to enjoy a charter sailing vacation with friends and family? Join SAIL on a Flotilla Adventure in the British Virgin Islands, where a SAIL host will guide you through a week of fun and relaxation with new friends. Traveling aboard a fleet of Sunsail charter boats out of Tortola, we’ll explore BVI hot spots, visiting old favorites and discovering new
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