I’m a pretty lucky guy. For 365 days of the year I get to live on a tropical island in the middle of the Atlantic—one that’s lined with pink sand beaches, world-class dive sites and some of the friendliest people I’ve come to know. Even better, it’s a two-hour flight from most east coast gateways, which means in the time it takes to watch one feature length film you could be basking on Bermuda’s shores via flights from New York, Boston, D.C., Baltimore, Philly, Miami and Atlanta. And while this is one fact that I’m particularly boastful of, there’s one aspect of island life that I’ll never stop gloating about: We islanders like to party.
It can easily be said that Mountainfilm in Telluride is without a doubt, the professional highlight of my year. Now celebrating its 35th anniversary, the festival screens groundbreaking independent documentary films from an inspiring community of athletes, activists and adventurers and for the past four years, I’ve been proud to host Outside Television’s coverage of the event alongside pro skier and all around badass, Lynsey Dyer (that’s us filming on Main Street this weekend).
The Caribbean is one of those places that I can talk about endlessly, which is clear if you give the following interview a good read. It’s a transcript of a chat I had with the folks from SimplyCaribe, a rental agency that manages luxurious properties in France, Italy and the Caribbean. Among other things, you’ll learn about my favorite towns and beaches throughout the region (that’s Cinnamon Bay, St. John above), where to go for stellar kayaking and bomber waves plus tips for getting a great island meal.