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A Carib chief and national hero, Joseph Chatoyer led revolts against British colonists in 1772 and again in 1795. During the latter revolt, his soldiers and their French allies were planning to attack Kingstown from Dorsetshire Hill, but British soldiers marched up from the city and attacked first, killing Chatoyer. Today, he’s memorialized in a monument on that very hill, overlooking the city he fought so hard to regain.

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.”

The mother church of the Diocese of the Windward Islands, St. George’s Cathedral (also known as Kingstown Anglican Church) was built in 1820 on the site of an earlier church that was destroyed by a hurricane in the late 1700s. It’s the biggest church on the island and features a number of unique adornments, from a gilded wood chandelier to a brass lectern and a circular mahogany pulpit. It’s also home to a stained-glass window gifted by Queen Victoria. As the story goes, the queen initially commissioned the window for St. Paul’s Cathedral in honor of her first grandson but was horrified by the angel’s red robe and immediately sent the window abroad to St. Vincent.

One look at this hilltop fort, perched over the Port of Kingstown, and you know the British built it to fight the locals rather than to meet any threats coming by sea—all the cannons face the island’s rugged interior, where the Caribs lived. Inside the fort, you’ll find a series of murals depicting the bloody Carib wars. Kids will love exploring the old buildings, and everyone will enjoy the views.

North of Buccament Bay, a turnoff leads to Layou Petroglyph Park, where you’ll find Amerindian writings (or petroglyphs) scrawled on the side of a large boulder. The meaning of the carvings is unknown, but historians estimate that they date as far back as 300 to 600 B.C.E. Lush vegetation grows in the surrounding ridges, making for a fun area to explore. There’s also a small pool where you can take a dip to cool down.

Around since 1765, the St. Vincent Botanical Gardens claims to be the oldest of its kind in the Western Hemisphere. Tour the gardens with an informative guide, who will point out all the native and exotic plants growing here, including a breadfruit tree descended from the one Captain Bligh brought to St. Vincent in 1793. In the aviary, you’ll also be able to catch a glimpse of the colorful St. Vincent parrot—the island’s national bird.

Just a five-minute boat ride from St. Vincent, Young Island is both a private resort and the first in the Grenadine islands chain. Here, you’ll find a small, white-sand beach facing the channel that separates the island from the mainland. It’s technically for hotel guests only, but go for lunch at the very good beachside restaurant and bring your bathing suit—the resort won’t mind if you take a quick dip after your meal.

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.

Even though it’s just 200 yards off the coast of St. Vincent and accessible via a two-minute ferry ride, Young Island feels worlds away from the cares of mainland life. The resort’s 29 guest cottages, which are outfitted with tropical-chic wicker furnishings, stone walls, and louvered windows, provide a plush landing spot after days spent diving among sea turtles and sea horses, hiking neighboring trails to spot the ruins of Fort Duvernette, and swimming up to the Coconut Bar, located on a floating platform 30 feet offshore. Each week, the on-site restaurant serves up Caribbean barbecue favorites like pigeon-pea-and-pumpkin stew, corn fritters, and molasses-glazed wings, making for a delicious stay.

Austin has established itself as a foodie destination on par with New York and Los Angeles. Now, it also has a hotel that’s worthy of its rebirth as a capital of cool. At The LINE, the setting is as pretty as the young things who stay there with their stylish pets. The midcentury building houses 428 rooms and suites inspired by the Lone Star landscape, with headboards that evoke desert canyons, blue linens and rugs that nod to Lady Bird Lake (which many of the rooms overlook through expansive floor-to-ceiling windows), and lighting that looks like fireflies in the night sky. The place to be seen is Arlo Grey, where Top Chef winner Kristen Kish serves a menu inspired by her childhood, travels, and Central Texas ingredients—that is until the rooftop bar debuts in fall 2018.

While most of the Grenadines’ most luxurious hotels cater to the one percent, Salt Whistle Bay, on Mayreau, offers a blissfully pared back—though no less exclusive—experience. You’ll feel like a modern-day Robinson Crusoe when holed up in one of the 22-acre property’s eco-friendly bell tents or stone bungalows, each outfitted with colorful rugs, fans, and plush linens, and positioned to capture ocean breezes. By day, swim with sea turtles, sting rays, and tropical fish in the surrounding reef-filled waters—snorkeling masks are free to guests, as are stand-up paddleboards—or try kiteboarding on the resort’s designated beach. By night, share those adventures over a dinner of grilled lobster at the on-site restaurant and bar.

Named for country music legend Townes Van Zandt and located on Rainey Street, just steps away from some of Austin’s most legendary live venues, the Kimpton Hotel Van Zandt strikes a mellifluous note from the moment you step through the doors. The chandeliers in the lobby are crafted from French horns, an installation in the lounge features birds made from vinyl records, and the cabana-lined pool deck pumps tunes underwater. The 319 guest rooms act as a soothing counterpoint to late-night jam sessions, with Frette linens and views of downtown and Lady Bird Lake. For the ultimate in relaxation, opt for one of the spa suites, which include oversized bathrooms and deep soaking tubs. When you’re not blissing out in your room or partying the night away, the hotel’s fleet of loaner bikes await to take you on a tour of the city.

One of the most fascinating aspects of the BVI for beachgoers is the sheer array of sandy shores to explore. On Jost Van Dyke, the sand at White Bay skews more toward the white-gold end of the spectrum and gives way like piles of sugar beneath your bare feet. Hit the Soggy Dollar Bar to try the iconic Painkiller (a mix of rum, orange, and pineapple juices and cream of coconut, sprinkled with freshly grated nutmeg) in the place where it was invented. Just around the headland on the beach at Great Harbour, the sand skews slightly more golden, and the famed Foxy’s Tamarind Bar, another classic BVI watering hole, beckons. And for the most diamond bright, sugar-spun sands in the islands, make your way to Anegada, the northern and easternmost island in the BVI. Here, Cow Wreck Beach is a calm stretch with one mellow bar and a gentle slope of white sand leading to the water’s edge. On the far eastern end of Anegada, Loblolly Bay lures with an enticing crescent strand and a beach bar called Big Bamboo that serves up a mean piña colada, best enjoyed with a plate of conch fritters.

In the Caribbean’s Windward Islands, a string of some 600 islands and islets dot the sea between St. Lucia and Grenada. It’s a paradise for yachters, where you can drop anchor off an uninhabited island and live out your Robinson Crusoe fantasies. A handful of these islands are home to resorts, including the private Palm Island, first leased to an American couple in 1966 for $1 per year. They established the ten-room Palm Island Beach Club, which over the years has grown—though there are still only a total of 43 guest rooms on this single-resort island.

About an hour’s drive south of Barcelona, past scruffy beach towns along the Costa Dorada, Le Meridien Ra Resort and Spa stands out from its neighbors on a beautiful length of the Mediterranean. Inside the resort gates, an elegant central building, buffed out for the 21st century, does not fail to impress. Originally built as a tuberculosis hospital for children, the hotel has turned its focus from illness to wellness: A three-story modern addition contains the Explore spa, with treatments ranging from all sorts of massages and facials to ayurvedic experiences and thalasso body masks with iodine-rich algae. After treatment, clients are encouraged to prolong the self-care vibe with a visit to the roof, where an indoor-outdoor complex offers glamorous sun beds on a deck, steam and sauna rooms, as well as a pool with stations for bubble jets of varying intensities as well as shoulder-massaging water spouts and soothing currents. Guest rooms are spacious and cleanly modern with midcentury design touches (an angular sconce beside the bed, a curvy Hans Wegner-inspired chair and stool) and a mild color palette. Generous cabinet space speaks to the resort’s summer season—many repeat guests come for a week or two. (For additional space, families can opt to rent one of the on-site apartments.) The resort’s kitchen, which draws inspiration from Catalan traditions, is inventive and playful, employing some molecular gastronomy techniques without any fussiness. Small dishes—accompanied by tiny pearls filled with local vinegar or topped with foam or served in paper cones—are perfect for summer appetites (and can be augmented by more traditional seafood, fish, and ham dishes). The beach itself is a wide, sandy stretch planted with a few palm trees and several rows of beach loungers and umbrellas. Beach servers ferry food and drink from the airy dining pavilion, and a masseuse offers complimentary chair massages. The Mediterranean here, a vivid blue, contains 10% more iodine than elsewhere—a health benefit espoused both by the religious order who ran the sanitarium and by the resort now. As a brand, Le Meridien supports local arts and culture and this hotel is a bright example of that ethos: among many offerings, it hosts literary festivals, visits to the nearby studio of a ceramic artist, cooking lessons on the nuances of Catalan rice dishes, winery tours, live music in the gardens, and is home to four grand bronze sculptures by Salvador Dali. But for all these options, days can pass lazily, too, with a lunch under the grape arbor, or a round of backgammon on the shady terrace facing the beach, accompanied by a glass of rosé. ¡Salud!