The 2025 Lenny Shabes Sailing Festival is in the Books
If you ever wondered what a vacation looks like when sailors, sunshine, and a whole lot of rum come together—this was it. The Lenny Shabes Sailing F…
Category: American Sailing Vacations
The First Annual Lenny Shabes Sailing Festival is in the Books
Fourteen boats, 85 guests, and numerous islands to explore—this was what the Lenny Shabes Sailing Festival was all about. It celebrated sailing whil…
2024 Arabella Sweepstakes Winners: Denise Dyer, Bruce Garrow, and Jim Sullivan
American Sailing ran a sweepstakes with a grand prize of a dream vacation this summer aboard the Sailing Yacht Arabella. Our winners have been announc…
The Echo 14-Day Course With Sailing Caribbean: Young Adult Sailing Adventure
American Sailing School Sail Caribbean has been sending young people on ocean adventures for over 40 years. They have perfected the art of transform…
Experiencing Greece on an American Sailing Flotilla
Greece's Ionian islands offer a tapestry of landscapes, cultures, and experiences that enrich your soul and rejuvenate your spirit. From the vibrant C…
Sailing Vacation Destinations: Embark on Sailing Adventures Around the World
If the call of the open ocean beckons you, consider embarking on a sailing vacation to some of the most breathtaking destinations on Earth. From the s…
5 Places to Learn to Sail This Summer
Why do we sail? Is it the tranquility, the adventure, or the breathtaking beauty of the outdoors? It is a touch of all those things wrapped into a sai…
Are You Ready To Sail Greece?
This June, American Sailing sailors will join a flotilla with Fairwinds Sailing Greece and visit destinations well known to travelers but less inhabit…
Should You Choose A Charter Sailing Vacation?
A great piece of advice given to me by American Sailing Founder Lenny Shabes, when considering sailing with others. Have six people over for dinner o…
Plan Your Sailing Vacation With American Sailing Vacations
Each summer American Sailing Members and non-members set sail with groups of like-minded people in destinations around the globe. Our flotillas are co…