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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.

Within shouting distance of Port Elizabeth on Bequia, Princess Margaret Beach features a broad strip of white sand framed by palm trees and seagrape plants. Get here by water taxi, car, or a fairly rough cliffside nature trail, then head to Jack’s Beach Bar for lunch, happy hour, or both.

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.

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.

An easy, 10-minute trail leads to these paired cascades on the west side of the mammoth Morne Trois Pitons National Park—the higher, lefthand fall is known as Father (279 feet) and the smaller as Mother (131 feet). While the path stops at the viewing platform, visitors often descend and bathe in the pools, moving cautiously over the slippery rocks.

Named after the Creole word for “almond tree,” this flower-filled, open-air restaurant enjoys pride of place at the pioneering eco-boutique Rosalie Bay Resort. The kitchen employs healthy ingredients fresh from its organic garden in dishes like vegan gumbo, hummus with plantain chips, and a beet-goat-cheese salad. Omnivores should try the grilled lobster tail or citrus-honey chicken.

Restaurant l’O à la Bouche has better-than-usual seafood—try the papio (small amberjack) cooked with fruit. The joint’s not much on ambiance or views, but it’s run by a chef who cares and who can offer a delicious taste of both French and Polynesian worlds.

The picture-perfect Provençal market Cours Saleya in Nice is a visual bouquet of regional bounty, with colorful floral displays, golden zucchini blossoms, red tomatoes, and green greens. Camargue sea salt, pressed olive oils, and flower-infused jams make souvenirs to remember (and devour), and there’s also a charming antiques flea market on Mondays for more lasting mementos.

A stunning bay with little development, Soliman Bay is great if you want to get away from it all. Head to Chamico’s for a delicious whole fried fish and a strech of sand all to yourself.