Top Travel Days of 2020, Sailing to Anse La Roche on the Island of Carriacou
South of St. Lucia and west of Barbados, St. Vincent and the Grenadines are known as the world’s best cruising grounds. With a prevailing northeasterly trade wind, you can sail at a good 9 to 10 knot clip, zipping through the swells while watching the fly fish take flight. But what makes this 100-mile sail from St. Vincent to Grenada so enjoyable are the anchorages, wondrous sheltered bays ridged by the hillside and lined with often desolate crescent sand beaches. These are the sights Lisa and I, friends Amy and Josh, and our highly competent 24-year-old Captain Bry, would savor on our weeklong joint in early February. We chartered the 48-foot Andiamo Piano from Horizon Yacht Charters out of St. Vincent, the same outfitter we used two years prior when sailing the British Virgin Islands.
This is the Caribbean of yore, where you anchor and then go snorkeling with turtles near the shoreline or with the multi-colored fish at one of the most pristine reefs in this part of the world. If terra firma calls your name, you can simply swim over to the beach and walk in the sand, practically deserted except for the lone fishermen sewing his nets. At twilight, you zodiac over to the requisite beachside bar and restaurant, dig your feet in the sand, and have a stiff rum punch spiced with local nutmeg, before dining on freshly caught lobster, conch, and red snapper.
We had many memorable meals on this trip, but my favorite dinner was at Anse la Roche Bay on the Grenada island of Carriacou. After another day of fantastic sailing, we dined barefoot in the sand on a sublime stretch of secluded beach lit up by torches. We devoured our last grilled lobster of the trip and ended the night with the chef’s special potion, a shot of homemade liquor that burned my throat called “Under the Counter.” It’s no surprise that Forbes chose our trip as one of the best bucket list trips in the world.
Last summer, I made the wise choice to sail on the 
Just had lunch yesterday in Boston with the
Sailors know the British Virgin Islands as legendary cruising grounds. Here, in places like Virgin Gorda, Peter’s Island, and Tortola, you’ll find sheltered marinas where you can dock or throw down your anchor, shopping, restaurants, and small hotels that are popular with yachters. Even better, you can sail to these various islands without going outside the reefs into the open ocean. But you won’t have to worry about navigational charts on 
In 1936, an artist from rural Maine named Frank Swift had the wild and crazy idea of reinventing the American merchant sailing ship. Once essential in transporting lumber and granite along the Eastern Seaboard, fish from the Georges Banks, and fruit from the West Indies, these vessels were becoming obsolete by the 1930s. Swift knew full well that Maine’s 2500-mile stretch of jagged coastline, where long inlets form sheltered bays, was tailor-made for sailing. No other sport gives you the freedom to anchor in a pristine cove, hike on an untrammeled island, and sleep with a lighthouse beacon as your nightlight. So he went on a shopping spree, buying up old schooners with a vision offering travelers a new type of experience, windjamming. The business flourished and today there are now 9 ships in the 
For the first time in its 106-year history,