Owner Captain Seth Salzmann

Our Fearless Leader first saw When And If in the Summer of 2000 and said "It was like that feeling you get when you see a girl you like for the first time." 16 years later he made an honest woman of her when he took ownership with the dream of preserving her American flag and turning her into the kind of ship that could some day fulfil her destiny to sail around the world.

WHIF Owner2

Captain Dylan Salzmann

Dylan takes the helm on When And If excited to enjoy her classic appeal, speed and agility along with the new challenges her hybrid schooner-yacht status offers. With 10 years' captaincy throughout the Florida Keys, the Caribbean, the coast of Maine and the North East behind him, he looks forward to When And If's varied sailing programme in those grounds and beyond!

Capt. Sean Flynn

We welcome back our Southern Beau after his busy Summer in the Pacific North West, where he got his captains' papers while helping teens find themselves through sailing. Sean joins our roster of talented captains at Sunset Sail Key West and we're excited to have this Kenny Chesney Superfan at the helm!


Gray Meyer

An old hand returns as Mate: Gray is a ruthlessly ambitious sailor who regards When And If as his spiritual home having begun his yachting career aboard. Taking regular breaks to update his resume on such classic behemoths as Pride of Baltimore and Lynx, he comes back to When And If enlightened, refreshed, educated and raring to go.