The first time I ventured to the Caribbean, it was on a 200-foot tall ship, AKA a “barefoot boat.” The crew did all the sailing but I got to hoist sails or steer the ship whenever I wasn’t laying on the deck with a umbrella in my drink. It was a wonderful way to enjoy the balmy weather and solitude of sailing compared to the foggy San Francisco summer I’d left behind.
If you have salt water in your veins, Concierge.comjust compiled a site with eight incredible cruises, from Fiji to Dubai, across the Atlantic on the Queen Mary 2 to catamarans in the BVIs, and more.