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Sailing Charter News

Stop Over in San Juan

“Have you ever sailed into San Juan?” “No, but we’ve chartered in the Virgin Islands” is the response I often receive…

How to Pick a Bareboat

Ten years ago, if you’d told me I’d be sailing the Caribbean and reviewing charter boats for a living, I would have laughed. But as luck (and deliberation) would have it, that’s precisely what I do. As the founder of CharterAdvisors.com, I’ve reviewed just about every charter boat out there. Now, I help folks figure out which is best for them.  The question I most often get asked is, “What bareboat do you recommend?” To answer, I’ve created Capt. Kev’s Formula for the Perfect Bareboat.

A Boat of Their Own

Six women of a certain age set sail together. Will ditching their husbands be the making of them, or will it all end in girlie tears?  

Thin-Water Paradise

Southwest Florida is one of those places where looks can be deceiving. At first glance it’s “water, water everywhere,” until you look at the soundings and then it becomes “nor any drop to, uh, sail.” But don’t give up.

If By Land

I recently read that the average American walks 5,117 steps a day, or approximately 2.5 miles. I also read that to be a “healthy” walker you need to get in 10,000 steps per day, and if you take 5,000 steps per day or less, you are officially classified as “sedentary.”

Baring It

“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”

A Charter on England’s Norfolk Broads

No, the Norfolk Broads are not a ‘40s dance troupe; they’re a network of winding waterways and small lakes that encompass a goodly part of the wetlands of Norfolk, a county on England’s East Coast, and they have a unique charm that transcends any petty differences between powerboaters and sailors.

Bahamas Charter: out of Marsh Harbour in the Abacos

Blame it on Ernest Hemingway and Islands in the Stream. Blame it on the fact that the island group is so close—just 70 miles east of Palm Beach, Florida—yet still very much off the beaten path.

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A Quick Guide to Sea Safety

For National Safe Boating Week (May 17-23) we’re revisiting some of the best safety stories, recommendations, and gear from our sister publications.

The ship struck the bridge before being swept beneath it, ultimately making landfall on the shore to the left. Photo by Hillary Mullan

Tallship Strikes the Brooklyn Bridge

Our thoughts are with the crew of Cuauhtémoc, a Mexican training ship on a cultural diplomacy tour that apparently suffered a mechanical failure and struck the Brooklyn Bridge over the weekend. Two people have died and 22 others are injured. 

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Photo Friday

There’s nothing quite like the adrenaline at the start of a race. 

Photo by Lydia Mullan

Antigua Sailing Week 2025

Against the backdrop of a lush and vibrant Caribbean island, this regatta offers fierce competition, challenging conditions, and a friendly social scene. 

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Exploring Antigua

The sailing scene in Antigua is fantastic, but head to shore and check out this island’s history, stunning nature, and vibrant culture.

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Walkthrough: Top 10 Best Boats 2026 Nominee Dufour 48

A first look at the stunning new Dufour 48, which SAIL had the opportunity to be the first U.S. magazine to test and review in Palma de Mallorca. The boat will be making its U.S. debut at the Annapolis Sailboat Show this October.

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