Expert Advice

Have a Question About Chartering Hawaii?

by Sail Staff, Posted May 15, 2008
ASK SAIL'S EXPERTS By Amy UllrichA reader wonders"I have been trying to find either a crewed or bareboat charter in Hawaii and have been unable to find a charter of the type I've experienced in the Caribbean. Does Hawaii prohibit or limit sailing charters?"It isn't the political entity of Hawaii that limits sailing charters and discourages

Wind shifts

by Charles Scott, Posted May 19, 2009
I had signed on as crew aboard a yacht sailing down to the South Pacific from the Galapagos. A young woman also came aboard for the same leg and she and I were assigned watches together. She was a difficult shipmate, with a fickle personality that veered unpredictably from chatty and social to argumentative and sullen as suddenly as a summer squall.One day, after we’d been underway for a

Have a Question about Longterm Charters?

by Sail Staff, Posted June 12, 2008
Edited by Amy UllrichA READER ASKSMenno Speyer, who lives in Qubec, wants to know about longer-term charters. "We currently own a boat," he writes, "but are considering selling it. We would still like to be out on the water for at least a month each year. We're thinking of warm-water locationsthe Caribbean, the South Pacific, Asia, and other warm places. How can we

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
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