About US 2018-09-28T21:01:23+00:00

Who We Are

Vieques Classic Charter was started by Captain Sebastian Watt in 2012 in response to the need for a more vintage feeling sailing charter in Vieques. The sailing charter started with the Shalamar, a boat with a colorful history and incredible lines, that was sadly taken by Hurricane Maria. In 2017, Vieques Classic Charter was acquired by the Livingston family and in 2018, Captain McCoy, family, and crew are incredibly proud to announce that a new vessel, Wind, will be replacing Shalamar as the primary vessel of the charter company. Vieques Classic Charter is one of the few classic sailing charters in Puerto Rico—offering sailing and snorkeling trips, Vieques sunset sailing charters, as well as many more “special” sails.

Due to incredibly tragic circumstances, Shalamar was broken free, lifted with tidal surge, and then grounded in the mangroves during hurricane Maria. After attempts to salvage her fell short, the termites boarded her and she was then deemed no longer seaworthy. The proper terminology was “cast to a wayward stream.” according to the U.S. Coast Guard as they hoisted her up and took her away, forever. Wind was chosen due her classic lines, very reminiscent of Shalamar’s—though she is primarily fiberglass instead of wood, with gorgeous wooden brightwork and a similar twin-masted layout, varying in the placement of the mizzen. She is a 1973 Cheoy Lee Offshore 47 Ketch designed by none other than Bill Luders; arguably one of the best naval architects of his time. He was responsible for the redesign of a boat called Weatherly, originally designed by Philips Rhodes, (Shalamar’s designer) that after redesign, went on to win the 1964 America’s Cup, solidifying both of their places in sailing history.

The Livingston family, McCoy, Krissy and young Harper, have been living in Vieques for many years. McCoy worked as Sebastian’s first mate on board Shalamar for 5 years leading to the purchase of the company and Krissy works for and helps manage Esperanza Riding Company. Krissy practically grew up on the island celebrating 25 years of coming to Vieques earlier this year, while McCoy a relative new comer has been here for 6 years. Their fairy tale began in 2012 and proves something as simple as a smile and a wave, can change the course of your history resulting in the realization of your wildest dreams.

Despite the hardships of the recent major hurricane, they are committed to providing an outstanding classic charter service, providing an experience aboard a vintage and beautifully crafted sailboat—while also providing meals and an all around great time for all Wind’s passengers.

Message from the Captain and Family: “We would like to thank any and everyone who  donated in any way to help aid our FAMILY or OUR ISLAND in the Hurricane recovery. The tremendous out pouring of love and care for our island family in all of our darkest times, restored our faith in humanity. We initially started a go-fund-me to attempt to raise the Shalamar, unfortunately the efforts fell short, due to the pesky termites. Just know all the donations were used in the best way possible to allow us to continue our dreams, re-open Vieques Classic Charter, and re-solidify our spot as one of the industry leading charter companies. From the bottom of our hearts, Thank you!”