Photo: Steve Simonsen

Rum drinks, the British Virgin Islands, and your very own boat captain come together for the best long weekend ever.

By Bob Curley

Photo: Steve Simonsen

Start with a yacht captain as your designated driver and a four-cabin Moorings 4800 catamaran as your ride. Next, follow this jolly itinerary, which prowls the blue waters surrounding Tortola in the bar-blessed British Virgin Islands.

Related: The Best Caribbean Beach Bars

DAY ONE

Hoist Anchor: Set sail from Scrub Island Resort's marina on Tortola and follow the north shore to Jost Van Dyke's Great Harbour.

Stop One: Great Harbour and Foxy's Tamarind Bar. Fuel up on locally distilled rum and beer, along with some excellent barbecue.

Stop Two: Cruise to White Bay and the Soggy Dollar. Wade ashore for a couple of Painkiller punches.

Stop Three: Cut the motor, hoist the sail, and take a lazy afternoon cruise to Norman Island for classic cocktails and dinner at The Club, a gourmet restaurant right on the beach.

Drop Anchor: Anchorage for the evening is The Bight at Norman Island, within swimming distance of rowdy Willy T, a floating bar where the ongoing dance party is occasionally interrupted by patrons taking the plunge au naturel from the schooner into the bay.

More: Which Caribbean Island is Perfect for You?

DAY TWO

Hoist Anchor: Wake up late. Okay, now hoist anchor.

Stop One: Take a long lunch on Cooper Island, a lovely little beach club with its own brewery and a generously stocked rum bar.

Stop Two: With heavy hearts (but ample spirits), sail into Trellis Bay for a farewell drink at The Island Last Resort, a private bar and restaurant just offshore of Tortola's Beef Island Airport.

You're home in time to set up the coffee for work tomorrow. And much better for it.

Ready to book? Moorings 4800 charters start at $8,115 per week.