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Chartering Again for the First Time


It’s been a rocky road of late for the charter industry, especially here in the Western Hemisphere. First came hurricanes Irma and Maria in the Caribbean followed by Dorian in the Bahamas. There has also, of course, been the coronavirus, which burst into global prominence smack-dab in the middle of the late-winter charter season this year. As is the case with sailors everywhere, though, the mariners running the charter trade are made of pretty stern stuff. They also love what they do and aren’t about to give up on their dreams as a result of these or any other setbacks. Then, of course, there are the chartering grounds themselves. Granted, travel may be a challenge in this era of Covid-19, and places like the Bahamas and BVI continue to make repairs as a result of the storms they’ve experienced. The sailing itself, though, is as great as ever—better even, due to the relatively empty anchorages to found most places. The many companies comprising the charter industry are also doing everything they can to pull out all the stops and make sailing with them as safe and attractive as possible, offering things like discounts and increasingly flexible reservation policies to accommodate the widespread uncertainty that still exists in the world. (See SAIL magazine’s regularly updated online charter directory at for the latest.) Bottom line: if you’ve never gone chartering before, there’s never been a better time to start. Similarly, if you’re a veteran charterer with a yen for paying another visit to paradise, it might just be time to hop on a plane and make those dreams a reality. For some great tips for when you do decide to go chartering again, check out: Charter Advice for First-Timers and Your First Day on Charter.

October 2020



Sailing Speed Records

Although the 1903 defender of the America’s Cup, Reliance, was deemed a “racing freak”—the boat pushed design rules to their limit and couldn’t be beaten, at least in very specific conditions—designer Nat Herreshoff was nonetheless onto something. A century later, purpose-built more


Chartering with Non-sailors

Three tips on managing the madness First-time charterers and first-time sailors aren’t at all the same thing. One group may struggle with beginner chartering issues, like sailing a multihull, catching a mooring or dealing with base personnel. For the other group, though, more


A Gulf Stream Crossing at Night

Even the dome of light glowing above the city behind us had disappeared as if swallowed in a gulp by Noah’s whale. The moon was absent. Not a star twinkled overhead. The night was so dark we could have been floating in a pot of black ink. The only artificial lights to be seen more


Summer Sailing Programs

Every year, countless parents find themselves navigating the do’s and don’ts of enrolling their children in a summer learn-to-sail program for the first time. While the prospect of getting your kid on the water is exciting, as a sailing camp program director, there are a lot of more


Notice to Mariners: U.S.A! U.S.A! (Well, sorta…)

Some thoughts on a couple of recent developments on the U.S. racing scene that are more than a little at odds. To start with, congratulations to the US Sailing Team (USST) and its outstanding showing at the 53rd French Olympic Week regatta in Hyeres, France, with not one but more


The 52 Super Series

The 52 Super Series is widely considered one of the top circuits in the world for monohulls, and in this era of rapid change, the TP52—or TransPacific 52—has managed to stay the series’ boat of choice for 10 years. Not only that, but as the class marks its 20th anniversary the more


Podcast: New Issue Preview Multihull Sailor Summer

In this episode of Point of SAIL, Principal Editor Adam Cort and Managing Editor Lydia Mullan talk about the Multihull Sailor summer issue, their favorite articles, and offer a behind the scenes look at SAIL. May 2022 more


Knowing When It's Time for a Bigger Boat

“Keep it simple, sailor,” was always our mantra. Aboard our 1985 Niagara 35, Plaintiff’s Rest, my partner, Phillip, and I didn’t have heat, AC, a hot-water heater, generator, watermaker or bow thruster, which meant we also didn’t have to absorb the costs and time required to more