10 Things First-Time Charterers Wish They Knew
March 19, 2026
Lessons learned by others are a great guide when putting together a vacation to remember.
Lessons learned by others are a great guide when putting together a vacation to remember.
Without challenges we wither, and sailing serves them up regularly, making it the supreme teacher.
Bocce ball, sea stories, and the best guacamole make a simple charter so much more.
These proven pointers can add zest to a cruising vacation.
Crew on charter can surprise, exasperate, and entertain—sometimes all at once.
The first day of any charter means a mountain of responsibilities for the skipper and extended periods of hurry-up-and-wait for the rest of the crew.
It was October, and Hurricane Maria had just stomped over Les Iles Sainte, devastated Dominica, and was still cooking up 12-foot seas and 25 knots
It’s a well-accepted truth of offshore sailing that things get more dangerous the closer you get to land. An extension of that axiom in chartering
We had stopped to snorkel at Cayo Sal in Cuba, and I grabbed my mask and fins to check on the anchor. This weather-beaten, low-lying
Francesca Clapcich has announced the onboard crew roster for the inaugural Ocean Race Atlantic. First up is Will Harris (Great Britain) who was Clapcich’s co-skipper
A spin around the steaming cauldron of the Aeolian Islands makes a bewitching visit to the heart of the Mediterranean.
After a long absence, one sailor finds herself sailing the waters of her youth and contemplating years of change in all its forms.
The 52nd annual St. Thomas International Regatta (April 3-5) wrapped up on Easter Sunday with nearly 40 boats from all three U.S. Virgin Islands, the
Spring is in the air and warmer weather is right around the corner. Get ready for the season with SAIL’s adventure issue! Through the Eyes
15 years after the original First 30 debuted, this re-imagined update proves a winner.
When several members of our Florida sailing club, the West Coast Trailer Sailors Squadron, decided to get together for a group daysail on a recent
The morning our diesel engine experienced a runaway started like any other. We were headed out of Monterey Harbor on our 1979 Cheoy Lee 41,
Six sailors have been selected as 2026 inductees to the National Sailing Hall of Fame for their achievements, leadership, and enduring impact on the sport
Editor’s note—This is the second installment of a story that began in the March 2026 issue.Click here for part one. I’m dimly aware of the
