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If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.

Finding a fun bar that’s popular with locals is almost a travel imperative: While hotel bars have their charms, local bars offer travelers a way to explore a destination through its people. This beach bar at the heart of Sandy Ground fits the bill. Mellow by day, the vibe picks up at night, with dancing out on the sand, occasional live music and DJs, plus famous full-moon celebrations. On Sunday afternoons, grab a fish taco and a beer and join the crowd watching the football or basketball game on the huge outdoor screen.

The soft, gold sand of Batibou Beach stretches along Dominica’s northeast coast, where the Atlantic is calm enough for swimming. Visitors and locals alike come here to relax in the shade of towering coconut trees, or sip rum punch in a hammock at the tiny, rustic beach bar. To reach Batibou, walk 20 minutes down a rough, often muddy trail, or hire a roundtrip ride from the Hampstead Country House. If you’re seeking solitude, avoid Sunday afternoons, when the barbecue scene is particularly lively.

This industrial-chic eatery has a covered patio and floor-to-ceiling doors that welcome good weather inside, all overlooking the ocean on Dominica’s east coast. Pagua Bay puts a strong emphasis on seasonal, farm-to-table fare—a commitment made trickier by Hurricane Maria’s destruction in autumn 2017. Still, the restaurant continues to serve reliable American fare with Caribbean twists, including ceviche, goat tacos, chicken Creole, and mahi-mahi salsa. Wash it all down with a frosty beer or coconut rum punch.

When planning a recent trip to Guatemala, I luckily stumbled upon the webpage of a unique retreat on the shores of Lake Petén Itzá, called Ni’tun. My friend Joan and I had decided to visit Tikal and other Mayan sites in Petén and wanted to have a “home base” where we could stay for several days and take day trips around the region. Reading about Ni’tun, I realized we found exactly what we were looking for - a peaceful lodge in natural surroundings. Lorena, one of the co-owners, arranged all details of our day tours for us, communicating regularly by email prior to our arrival. We expected a peaceful, natural retreat, and were not disappointed. Set on a hillside with its own private dock and boat for transportation to Flores and other towns around the lake, Ni’tun’s main building and the guest houses (casitas) were designed and built in traditional Mayan style. Our casita was spacious with two queen beds and outdoor seating. The two-story dining and bar area, pictured here, allows for outdoor dining and a relaxing place to enjoy drinks after a day of trekking through the jungle. Lorena, a talented chef, does most of the cooking, using organic, healthy ingredients, and she prepared one fabulous meal after another (vegetarian meals for me, and gluten-free for my friend Joan). We enjoyed premium Guatemalan rum -- Zacapa Centenario -- over ice (and learned: never use it as a mixer, it is one of the finest rums in the world). We left all stress behind the minute we arrived!

You may not know it, but as you peruse the stalls of vendors at Mercado San Juan, you just might be rubbing shoulders or vying for the plumpest, prettiest chayote with one of Mexico City‘s top chefs. San Juan is the market for serious home cooks and pro chefs alike. Here, you can find everything from just-off-the-boat fish and seafood to wild game. There have even been rumors over the years (urban legend or fact?) that if you know who to ask, you can procure true exotics here, including tiger and bear meats. If you’re not in the market for any goods to go, you can let your nose lead the way to a stall where prepared hot foods are sold. And don’t miss trying chapulines, toasted grasshoppers, which are a Mexican snack specialty.

With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.

This elegant bar at the Andaz Maui overlooks tiers of pools, waterfalls, and tropical foliage, all cascading down to the Wailea coast. Hotel guests and visitors alike come here to lounge under umbrellas by day and around a fire pit by night, sipping on cocktails like the Upcountry Buck (white rum, ginger, and pineapple) and the Lahaina Town Fizz (blanco tequila, strawberry, and elderflower). For something unique, try the Silversword, a cocktail designed by legendary Hawaiian mixologist Julie Reiner that features mezcal, sweet vermouth, pineapple, and chocolate bitters. Pair it with snacks like chilled shrimp summer rolls and Thai lettuce wraps, then finish with a ginger ice cream sandwich made in-house.

Sister restaurant to local favorite Serpico’s in Upcountry, this sweet, welcoming spot serves New Jersey–style pizza in an old plantation-style house in West Maui. Tourists dine here, sure, but Prison Street isn’t overrun with overpriced rum cocktails or macadamia-crusted everything. Instead, the pizzeria keeps things simple with subtle nautical decor—a nod to Lahaina’s past as a whaling port—and thin-crust pies in variations like barbecue chicken, Philly cheesesteak, and the Windmills, a curiously named mix of Italian ingredients like pesto, mozzarella, and roasted red peppers. Also available are subs, salads, and calzones, all of which can be delivered if you need a break from dining out one night.

Boasting some of the best views in Kauai, this dreamy eatery serves up spectacular sunsets alongside splurgeworthy lunches and dinners. Start with the signature Monkeypod Mai Tai: A potent blend of Old Lahaina rums and orange curaçao, graced by honey foam. Then try the Thai-inspired coconut crab cakes, followed by the oven-roasted Jidori chicken with goat-cheese polenta or the wasabi-crusted fish with passion-fruit beurre blanc. Vegetarians won’t go hungry either, thanks to dishes like coconut corn chowder sweetened with local lemongrass and slow-roasted beets with tomato-cilantro salad and tempura asparagus. Often voted the island’s top restaurant by Honolulu Magazine, Beach House has also won a steady streak of awards from Wine Spectator.

I generally have a thing against beaches next to the road. Usually, they’re unfortunate victims to automotive pollution: obnoxious noises, exhaust fumes, and sneaky greases seeping into everything. Darkwood Beach is different. Sure, it’s right on the road on the southwest coast of Antigua, but somehow it escapes the usual woes of roadside sands. Maybe it’s because the road is fairly quiet. Or maybe it’s the persistent onshore trade winds. Or maybe it’s because people care enough to keep the beach clean. Regardless, what you, the traveler, get is a great beach with good swimming and snorkeling, plus a beach bar serving rum and traditional West Indian eats — complete with white plastic chairs in the sand.

Eat Street Social’s new bar-within-a-bar, the Torpedo Room, serves artisanal tiki cocktails with tasteful kitsch and Midwest flair. Flavors like sweet corn cream (instead of coconut cream) and apple cider (instead of pineapple and orange juice) are termed “Minnesota exotic” for their twist on the classic Painkiller. There are 45 rums to be turned into cocktails and topped with an umbrella or finished with fire, as well as an alcoholic sno cone menu for some added fun.

This is it. The moment you arrive on-island, do not pass go, do not collect $200 — just get yourself to the La Reine Chicken Shack to immediately immerse yourself in the uniquely local St. Croix vibe. No, this is not haute cuisine, this isn’t even a nice looking place, but what it is is an institution sporting the best BBQ chicken on island. Everyone eats here from senators to sanitation workers and all walks of life in between. On Sunday’s you can even expect some roast pork added to the menu. Whatever you order, you won’t go wrong pairing your styrofoam wrapped meal with a nice rum & Coke!

Hotel Atarazana is a simple, airy, and clean hotel a stone’s throw from Plaza España at the north-east of Santo Domingo’s Zona Colonial. There is a cute walled courtyard where you take breakfast, and an open rooftop (with some shade) for sunbathing, reading, and rum; drinking water is included; and the staff are friendly and some speak English. All the Zona Colonial’s sights are within easy walking distance; the pedestrianized El Conde is a ten minute saunter south. (Note: The hotel is so close to the bars / clubs off Plaza España that it can get noisy at night.)

Just next door to crowded Doctor’s Cave Beach in Montego Bay is a quiet and spacious stretch known as Cornwall Beach. You won’t see more than a couple of people at a time here during the week. Late afternoons and weekends attract a few locals who come to relax and enjoy the restaurant and bar. A small entry fee—under US$5—covers the on-site facilities, including lounge chairs and snorkel gear. Cornwall Beach occasionally hosts a sunset beach party on Sunday afternoons with a “bottomless” Appleton mug option (that is, all-you-can-drink rum).