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In a remote spot off Vancouver Island in British Columbia, surrounded by rain forest, mountains, and beaches, the Clayoquot Wilderness Retreat first opened in 1998 as an overnight floating lodge experience; since then, it has grown into a luxury tent retreat. While the camp has a rugged outpost atmosphere, with huge stone fireplaces and a long wooden cookhouse, it’s an outpost with every possible luxury: from white linen tablecloths and polished silverware to soft comforters and high-thread-count bedding.

Every September, El Cosmico puts on an exuberant 3-day celebration of music, love, freedom, and everything else kick-ass West Texas. Bring your own tent, rent one of El Cosmico’s safari tents, book a yurt, or go extra glam with one of their decked out vintage trailers (those get booked early!). Trans-Pecos is relaxed, intimate, and hilarious. Being part of it makes for an unforgettable weekend in the Chihuahuan Desert, under those vast Texan skies. Last year only a little more than 1000 tickets were sold, and organizers plan to keep the event at about that size, as that’s a big part of what makes it is so special. There’s going to be a great line-up of music, off-beat workshops, vendors who’ll make you want to revisit your entire wardrobe, and, one of my favorites, the sandlot baseball game that is less about the actual game played, and more about the riotous half-time show, and of course the spectator outfits. Prices: 3 days music only: $200 3 days music + camping: $250 - tickets are per camper, not per tent 1 day music only: $75 - available only at the gate day-of-show

Guests often describe their stay at The Beresheet as “otherworldly,” most likely because of the property’s unique setting atop a cliff that slopes into the 120-million-year-old Ramon Crater. The 111-room hotel spreads out over two floors—guests in ground-level villas cool off in infinity plunge pools, while those on the second floor watch sunsets and shooting stars from their balconies. There are also indoor and outdoor pools overlooking the Ramon Crater as well as excursions to explore the crater by bike or Jeep. Indiana Jones wannabes can even arrange to rappel down into the crevasse.

Tayrona National Natural Park has become such a popular destination during typical vacation periods that authorities have had to limit admission. But an off-season visit offers singular luxuries like miles of all-but-solitary beaches, jungle trails, and a unique way to observe a variety of monkeys and tropical birds in every brilliant hue. Tayrona can be experienced as a day trip from Santa Marta or as a several-night stay at one of the park’s accommodations. From the main entrance at Cañaveral (El Zaíno), visitors can take a leisurely hike to the ocean while a donkey handles the luggage; horses are also available for those who prefer not to walk. This same park entrance also leads directly to high-roofed, native-wood cabins known as ecohabs, a slightly fancier option for staying in the park.

Find everything from candles and straw hats to t-shirts and fine resort wear at Basil’s Bazaar, a tiny boutique adjacent to the famous bar itself. Most of the goods are branded with “Basil’s Mustique” in one way or another, so everyone is sure to know where you’ve been—but that’s the point, right?

Near the wharf along upper Bay Street, a distinctive, street-level arcade connects several historic stone buildings, which once functioned as arrowroot warehouses. For centuries, these rows of Georgian stone arches and second-floor overhangs have sheltered Kingstown’s workers, walkers, and vendors from the hot sun and occasional shower—hence Kingstown’s nickname, the “City of Arches.”

A mile-long strip of soft white sand frames Friendship Bay on Bequia’s southern coast. The water here is consistently calm, making it perfect for swimming and snorkeling. You’ll likely have much of the beach to yourself—except for, perhaps, the area in front of the Bequia Beach Hotel, which welcomes non-guests to its lively beach bar.

You’ll likely do your sunbathing and swimming on the white-sand beaches of the Grenadines, but St. Vincent’s black-sand beaches are also quite stunning. In Biabou, for example, along the windward coast south of Georgetown, you can stare for hours at frothy ocean waves crashing onto the volcanic black sand. With luck, you’ll also catch a rainbow.

One of the five small, uninhabited Tobago Cays in the southern Grenadines, Baradel is home to brilliant white-sand beaches that double as nesting grounds for green sea turtles. On the southeastern shore of the island, there’s even a turtle reserve area, where you can swim alongside the graceful giants in a crystal-clear lagoon.

Explore underwater arches, tunnels, and grottos at this north island dive site—one of Dominica’s most popular descents. Here, blackbar soldierfish and glasseye sweepers patrol a sweep of exceptionally healthy hard and soft corals. Make sure to look down, where a fumarole releases bubbles on the ocean floor. Suitable for all levels, Toucari Caves has a max depth of 38 feet.

Part sustainable residential building, part eco-friendly lodge, the El Moore has been witness to Detroit’s turbulent history. The restored Victorian building boasts rooftop urban cabins, expansive suites, and bunk-bedded garden view rooms, covering various price points. Rooms feature reclaimed wood and subway tiles as well as ash paneling, geothermal heating, and solar paneling.

Located in the heart of the Cape Winelands, Terbodore Coffee Roasters imports beans from 13 countries, but also sources coffee from South Africa’s countryside. Stop in to try the roastery’s famous flavored coffees, or go for breakfast and pair a perfectly made flat white with sweet corn fritters and homemade granola.

Dominica’s most established contemporary artist, Earl Darius Etienne produces social realist paintings, often made with smoke and soot. One of his more famous works, the Massacre Mural, is a bright, in-your-face depiction of British troops slaughtering the indigenous Kalinago people. Check out his masterpieces at various island galleries, including his own Art Asylum in Mahaut.

For a refreshing swim, head to this deep mountain pool, which shines turquoise in the afternoon sun. On the upper reaches of the Hampstead River, the swimming hole even has a natural waterslide, fashioned from smooth, chafe-free rock. Pack and picnic and wear shoes suitable for the moderate rain forest hike in (1–2 hours roundtrip, depending on your route).

Husband and wife team Braden Perkins and Laura Adrian opened this restaurant in the “très Brooklyn” style that’s so popular in Paris now. The food is of American influence, but is made with fabulous French ingredients. We love going here.