Carriacou
Bayaleau Point Cottages, 473/443-7984, carriacoucottages.com, doubles from $85.
Tired of his job as a commodities trader, Dave Goldhill left Manhattan in 1977 for the Caribbean. He taught tennis and bummed around, eventually landing on Carriacou, a sleepy, 13-square-mile island of white-sand beaches in the Grenadines.
"Back then there was just a small community of ex-colonials here," says Dave. "I never imagined I'd meet Ulla." A tall and slender Dane who sailed from Europe to the Caribbean on an 80-foot schooner, Ulla stumbled across Dave in a rum shop in 1984. The two married, had three kids, and bought a piece of oceanfront near the village of Windward.
They built four simple one-room cottages to rent out, painting them in bright shades of red, blue, green, and yellow. Each cottage is a little different (the green one has two full-size beds, star and moon fretwork, and sweeping views of a handful of the Grenadines from its patio), but all are within a minute's walk of the property's small stretch of rock and sand beach. There's a shack at the water's edge where you can grab a kayak and paddle out to a sun-drenched sandbar. Snorkelers spend hours exploring the German fishing boat that ran aground on a nearby reef in 1990.
St. John
There's no airport on St. John, and two thirds of the island is a national park. Rather than first-class resorts and first-class service, St. John has earned a reputation for being friendly to both Mother Nature and visitors' budgets.
Cinnamon Bay Campgrounds, 340/776-6330, cinnamonbay.com, bare site $27, tent $80, cottage $140.
Backpackers and families head to Cinnamon Bay on the thickly wooded northern coast for one of its 40 screen-lined cottages (with electricity and four twin beds), 60 canvas tents (cots on hardwood floors), or 26 BYO-tent sites. Everyone shares bathhouses with cold-water showers, and every plot comes with a picnic table and charcoal grill. At night, the trade winds cool things down for a good night's rest.
Maho Bay Camps, 800/392-9004, maho.org, doubles from $120.
Like tree houses for grown-ups, Maho Bay's 114 cottages inspire an oddball form of domesticity. Each canvas-roofed unit comes with linens, cooking utensils, a propane stove, and a rudimentary kitchen. As your morning coffee bubbles in the dented percolator, pelicans float past the window, riding balmy updrafts. Built on stilts, the cottages connect to the beach via stairs and walkways, and it's all so enmeshed in greenery that you can barely see anything man-made from sea level. Daily chores of shaking sand from bedsheets and fetching ice blocks take place against a backdrop of jungled hills plunging to the bay. The water is so clear that even from way up the hillside you can see manta rays and turtles gliding through the shallows.
Like at Cinnamon Bay next door, there are no private bathrooms or hot-water showers. There's also no outdoor lighting to compete with the moon and stars. And the walls are made only of cloth, so the nightly serenade of tree frogs comes from all sides.
Note: This story was accurate when it was published. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.