Expert Advice

Some like it hot

by Peter Nielsen, Posted August 19, 2009
According to received wisdom, there’s no point in going to the Caribbean in the summer. “Too hot,” the naysayers grumble. “And if it’s not too hot, it’s too wet. You’d have to be pretty dumb to go down there in hurricane season.” All of which is true, and also not true.Yes, it can be hot, yes, it rains more than in winter and yes, there is the chance a marauding

What if it Goes Wrong?

by Sail Staff, Posted July 10, 2008
The word is "most."Most bareboat-charter companies are able to hire a skipper for you at most or all of their bases and most can also find an instructional skipper, should you want to brush up your basic sailing skills or acquire cruising-specific knowledge. Most of the time it goes well. You not only pay the skipper, but are also expected to provide a cabin on your boat for him/her as
As adventure-seekers, we take our sailing trips seriously. We want to unfurl our sails, explore far-off locations and leave the daily grind behind. But when the pennies start to pinch, vacations tend to be the first luxury to go.This doesn’t have to be the case. With a few adjustments you can still enjoy the trip of a lifetime without breaking the bank. Stay closer to

Special Treats

by Amy Ullrich, Posted August 7, 2008
Caribbean. Everyone likes to save money—and why not. If you must have some time in the tropics and can’t wait for the summer specials in the Caribbean and the Bahamas to kick in (see May SAIL for a rundown)—and if you’re flexible about dates—you’ll find that most bareboat companies in the Caribbean are offering last-minute online specials. The list on sailmagazine.com links to company Web
Chartering on a crewed boat can be great fun, but taking charge of a bareboat in an exotic location leads to a whole new level of enjoyment. Unfortunately, many otherwise competent sailors are nervous that they don’t have the skills to skipper a large monohull or catamaran in a charter environment. If you’ve been waiting to take the leap to bareboating, here is your perfect springboard: Fair Wind

One-Way Street

by Amy Ullrich, Posted August 7, 2008
I was recently confronted with the not-unpleasant conundrum of how to make the best use of a one-week charter in a place (a) I’d never sailed before, (b) I am unlikely to return to, and (c) that is too big to sail and see it all in a week. What I consider to be “best use” involves a pleasant amount of sailing (but not dawn to dusk) and a reasonable amount of time to see the sights ashore and

Caribbean for Newbies

by Sail Staff, Posted January 7, 2010
The question came up every year: “Whadya think about chartering in the Caribbean?” And every year the answer was the same: “Nah.”My wife, Jennifer, and I sail our Caliber 38, Catamount, in the northern latitudes, on the fresh waters of Georgian Bay on Lake Huron. The idea of chartering in the Caribbean raised many different questions: Isn’t everything so close you don’t really

Role Playing

by Sail Staff, Posted August 8, 2008
This month’s contributor is Tom Reinke, who sails a Flying Scot with his wife, Mary. They love leading bareboat charters and turning over the helm to the officer of the day. If you’re new to chartering—or if your friends are—you’ll find his organizational ideas helpful.The primary objective of a charter is to have a good time, and that means different things to different people.

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

Charter Starter

by Amy Ullrich, Posted August 8, 2008
Most North American sailors choose the Caribbean for a winter sailing vacation. There are good reasons: a well-developed chartering infrastructure; a variety of discrete cruising grounds to choose from; great sailing conditions; numerous flights to Caribbean locations; lots of charterboats.Here are essential considerations when planning your charter.1. The
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