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This department store with six locations across the islands is quintessential Bermuda. Fashions for men, women and children are preppy and classic, with an endless sampling of Bermuda shorts. The family-owned chainlet also sells a range of traditional housewares from crystal to fine china, in addition to Bermudan-made jewelry, keepsakes and glassware.

International cuisine proved slow to arrive in San Miguel, but the city now boasts multiple annual international food festivals, leading to more permanent international establishments. French-themed Chamonix (pictured here), which was early on the scene, is a sure bet for any Gallic standard. Berlin Bar & Bistro enjoys long-term status in town—Carlos cooks up a popular bratwurst among other German specialties—and the Lebanese dining room Fenicia has been serving great lamb for an age. Newcomers Bhaji Curry House and Russian bistro Verintort Café have upped the ante for globe-trotting taste buds.

Tel Aviv is known for its picturesque stretches of soft sand beaches filled with lively tanned locals and tourists swimming, snorkeling, and playing matkot (the Israeli version of the raquet sport paddle ball). But with a handful of different spots, including the ports of Jaffa and Tel Aviv, it can be difficult to decide where to put down a towel. A tried-and-true local favorite is Gordon Beach, with its volleyball nets set up on the sand, selection of restaurants and bars lining the boardwalk, and the adjacent saltwater Gordon Pool. A handful of water activities, such as kitesurfing and stand-up paddleboarding, are also available at neaby beaches. Visitors often stay after hours to watch the unrivaled sunset.

If you want to travel back to the 1980s à la Stranger Things but still be able to order a drink, Ricky’s South Beach is the place to go. With air hockey, board games, and arcade games like the Terminator and Dance Dance Revolution, you can relive the unplugged past, or relive college days at the beer pong tables. The impressive whiskey collection is very adult, however, and bands and comedians perform on the large stage. Ricky’s also serves the no-frills bar food of your dreams: waffle mac ’n’ cheese, Korean frog’s legs, stacked chicken nachos, and funnel cakes.

Action-packed Hellshire Beach, the easy beach choice for many Kingston residents, is lined with dozens of wooden food shacks. Aunt May’s is a solid pick for a classic Jamaican beachside meal, serving fresh fish with festival (fried dumplings) or bammy (cassava flour flatbread), lobster, and other seafood. Hellshire is particularly busy on weekends, when locals take a break from their workweek, and sees relatively few tourists, so it has an authentic Jamaican vibe like few other beaches.

Sure, it’s the largest town on St. Croix, but it’s the charming Danish-influenced architecture that makes it most noteworthy. The city center is a protected national park lined with candy-colored buildings and historic churches, while the streets are made of cobblestones and punctuated by stone archways. At the waterfront, which was a focal point of the island’s sugar trade, a wharf is populated by restaurants, bars and water sports shops. There’s also an 18th-century fort.

With its 16 craft beers selection and lengthy list of Arizona wine and signature cocktails, Historic Brewing Barrel and Bottle House is a can’t-miss. And we haven’t even mentioned the food yet: a Southwestern take on classic pub fare, with dishes such as fried avocado; a salad with black beans, corn nuts, and charred jalapeño vinaigrette; and a pulled-pork sandwich with homemade barbecue sauce. What’s especially unique about this spot is that it makes its own beer and wine; order the Love at First Flight for a sample of six wines or six beers, and enjoy them on the patio, if weather allows.

One of the most elegant dining options on Fort Myers Beach, this waterfront raw bar and restaurant is a favorite for dinner overlooking the beach. For some serious indulgence, order the seafood tower for two, which comes loaded with oysters, sashimi, lobster tail, king crab, and Gulf shrimp. When in season, steamed snow and Alaskan king crab are also available. For the carnivores, there’s prime rib and filet mignon.

Epic might be an understated description for this collection of thatched-roof bungalows built on stilts over the crystalline waters of the Bora Bora lagoon. This luxury resort is nestled in the dreamiest of settings—wooden walkways link palm-dotted islets fringed with white sand, while the craggy green peaks of Mount Otemanu loom in the distance. Guests can alternate between the beach and the infinity pool, lined with oversized cabanas, or sample activities like stand-up-paddleboard yoga, shark feeding, and snorkeling with the resident marine biologist. Also on offer is a luxurious spa, offering an extensive menu of treatments based on native ingredients like monoï and vanilla. As for the bungalows, Polynesian touches pepper the chic, honey-hued interiors, while indulgent soaking tubs sit beneath shuttered picture windows that open onto the sea. Large decks with swoon-worthy views have stepladders down to the water—a good way to test out the provided snorkeling gear. Airy beachfront villas are also available for those who prefer to stay on land.

The Gant feels like your mountain home away from home. Tucked away on five acres at the base of Aspen Mountain, the Gant’s condos offer the comforts of staying in a home but with the service perks of a hotel. Guests can choose from one-, two-, three-, or four-bedroom condos, making this a great option for families and friends on ski getaways. Condos feature full kitchens so you don’t have to worry about booking reservations in town each night, and the staff can arrange for grocery and liquor delivery right to your door. Condos also have wood-burning fireplaces, large living rooms for lounging, and patios or balconies to soak in the fresh mountain air. A housekeeper comes to tidy up each day while you’re off hiking or skiing, and families have the option to book child care. The Gant is just steps from the Silver Queen Gondola and offers ski storage and overnight tuning. After a day outdoors, guests can relax weary muscles in one of the Gant’s three hot tubs.

For those who love a chicken tikka or a lamb rogan josh, Britain is a famously fulfilling destination, with some of the best Indian food you’ll find outside, well, India. The curryhouses on Brick Lane will ladle out masalas and rice until your belly’s ready to burst, but for a different take, try Dishoom, which operates in five different London locations (and Edinburgh) and specialises in the finger food of Mumbai’s Irani cafés: a fabulous array of grills and snacks, from the delicious lamb kebab to the moreish keema pav (minced lamb or chicken), served on a bun in an environment that recreates the décor of the colonial railways. If you can make it here for breakfast, the bacon naan roll or the spicy scrambled eggs are the perfect way to set up your day.

Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.

John Rutledge was an active player in early American politics, signing the Constitution and serving as South Carolina’s first governor. But his townhouse on Broad Street, now the John Rutledge Inn, was built before he even attended his first Continental Congress. The house was embellished and expanded over the years, including the addition of elaborate lacelike ironwork that still stops passersby in their tracks. The inn comprises the main building and two carriage houses. In the 1980s, a major renovation prepared it for its new life as an inn, restoring the parquet floors, marble fireplaces, and crown molding to fully honor the property’s past.

Rooms in the main house evoke the property’s Colonial Era origins, with canopy beds and brass fireplace screens. All rooms have Tempur-Pedic mattresses, property-wide Wi-Fi, and flat-screen TVs help guests remember that they’re still in the 21st century. Around the property, visit the sumptuous ballroom for evening sherry, or stroll the lush, secluded courtyard.

From the first time I set foot on the island of Ambergris Caye, Caramba became my favorite restaurant in San Pedro. And that’s not changed, even ten years later. Rene Reyes, Sr. and his wife Patty have done a remarkable job with the restaurant. Every season brings something new and exciting – whether it be décor changes, menu enhancements or even new cocktail creations. The Reyes’ sons Jonathan and Renesito are now involved in day-to-day operations, keeping Caramba one of the long-standing family-owned and operated businesses on the island. Personal recommendations include Conch Fritters (seasonal), Sopa de Lima, Fish Tacos, Pibil Pork Sub and the Coconut Shrimp. Any of the seafood dishes are spectacular – go for the Maya or Tour Guide cooking options. Be sure to try one of bartender Charlie’s cocktails, like the Strawberry Beerita, King Margarita, or a special mojito. Not a drinker? Caramba has some of the best fruit smoothies on the island. Closed Wednesdays. Check Foursquare for current specials.

Unlike many national parks, San Antonio Missions isn’t just one location. Rather, the park comprises a chain of centuries-old Catholic mission churches snaking along the San Antonio River. A daylong tour introduces travelers to several of these structures and highlights what makes each one unique, from the architecture of Mission Concepción to the aqueduct at Mission Espada. Private vehicles can be arranged for the Mission Trail, but active guests may prefer to follow the Park Service’s map via bicycle. Check your hotel for local bike rentals or guided tour options before hitting the trail, and expect to pedal around 8 to 10 miles.