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It’s easy to take kimchi beef and tempura avocado tacos for granted, now that fancy gringo taco joints are ubiquitous, but it was Taco Boy that brought the trend to Charleston in the mid-‘00s. The original location on Folly Beach stays busy with a tourist crowd, but it’s their downtown expansion—straddling the North Central and NoMo neighborhoods—that’s become a local hotspot for the recently graduated early ‘20s crowd. The location isn’t walkable, but the courtyard and spacious open layout bar stays packed with revelers who come for the hefty margaritas and extensive tequila selection. The treats are served amidst a lively biergarten-esque courtyard scene, and thoughout Taco Boy a colorful and creative décor sets the tone for a party. In addition to namesake tacos, there are pick-your-protein rice bowls, generously sized salads (the Southwest seared tuna add-on is a winner), and daily specials like a smothered burrito and chile rellenos.

The problem with Pangulasian—dubbed the Island of the Sun, thanks to its surreal sunrise and sunset views—is its excess of good choices. Do you book a beach villa with direct access to the powdery sand and turquoise waters that likely lured you to the remote northern reaches of Palawan in the first place, or a pool villa with almost 240 square feet of private plunging space and gorgeous vistas of Bacuit Bay? What about a canopy villa that soars 50 to 60 feet above the ground and offers treetop-skimming panoramas of the El Nido islands, or a Kalaw Villa with its own private cove? Once you’ve decided on your accommodations, the choices only get harder. While heading off on an adventure is tempting—think snorkeling, diving, stand-up paddle boarding, windsurfing, kayaking, sailing, touring lagoons, and picnicking on private islands—so is the prospect of simply taking in the view from your gracefully netted, organically appointed bed.

Getting to Onar Andros requires a fair amount of determination. A ferry from Athens or Mykonos takes you to one of the northernmost Cycladic islands (there’s no airport nearby); once you arrive at the port in Gavrio, it’s a slow 25-mile drive to the hotel. Your reward, however, is a tiny slice of Eden, an enclave of 10 stone-and-timber cottages set amid a lush river valley that’s only a five-minute walk to Ahia Beach, arguably the most beautiful in all the Cyclades. Built and maintained by the owner, Mateo, the accommodations are deliberately spare yet modern and comfortable, each with a pergola-shaded veranda with loungers and a hammock. Meals are served at a communal table, and what Mateo doesn’t grow organically, he sources from local fisherman, farmers, and bakers. Guests can even accompany him to pick fruits and vegetables to be used in that night’s dinner. After all, this is a place to ditch your devices and surrender to your surroundings.

The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.

Conceived by Venezuelan architect Óscar Enrique Bracho Malpica, this Malmok Beach beauty stands out from the pastel pack with its modernist aesthetic: think wall-to-wall windows and pitched roofs, as well as gauzy curtains and minimalist furnishings in a palette of creamy whites and beiges (don’t miss Philippe Starck’s Kong chairs in the lounge). The 13 rooms and suites come in a range of impressive configurations: Two have their own infinity pools equipped with hydrotherapy jets, two have sprawling 1,076-square-foot solariums, and most have spacious outdoor showers that open onto private wooden decks; all bathrooms come with rain showerheads and a range of luxe SPA Bulgari toiletries. In keeping with the contemporary feel, a wealth of high-tech amenities make the modern traveler feel right at home, including 48-inch flat-screen LCD smart TVs, Bose alarm clocks with Bluetooth capability, and Buscaglione espresso machines.

Upon your arrival at this 556-room resort, you might be disappointed to find a small pool instead of sandy palapas overlooking the sea. But the Renaissance makes up for its location on a busy thoroughfare in the capital city of Oranjestad with its own private island, a 40-acre oasis dotted with pink flamingos and iguanas. After an eight-minute water-taxi ride, you can choose between two distinct beaches—one adults-only, the other designated for families—plus an array of vacation-friendly amenities. A beachside bar and grill serves up burgers and wood-fired pizzas; an open-air spa offers Swedish and cold stone massages, as well as reflexology; and an extensive water-sports program includes activities like snorkeling, scuba diving, and ocean kayaking. If that’s not enough to tire you out for the evening, a steak house and casino await back at the main resort.

Perched high above the Bay of Positano, Il San Pietro is the epitome of Italian seaside glamour—the hotel has attracted a coterie of international VIPs since its opening in 1970, including Gregory Peck, George Clooney, and Julia Roberts—but retains the charm of a family-run inn. Michelin-starred Zass restaurant culls ingredients from the property’s organic gardens, which spill down to the sea across 10 terraces teeming with local produce, and rooms feature custom ceramic tiles made in local factories using traditional techniques. If the 400 steps down to Positano’s only private beach sound daunting, an elevator cuts through the rock to water level, where tangerine loungers on the stone sundeck give way to a cove with sandy shores. Here, breezy Carlino restaurant serves up lemon spaghetti beneath a cheerful thatched roof. Prefer more active endeavors? Hugging the cliff face above, seaside tennis courts serve up sets with a dazzling view.

A departure from the pastel villas that dominate the Amalfi Coast, Parco dei Principi is a modernist edifice enveloped in tropical gardens and set on the outskirts of Sorrento. The work of famed Italian architect and designer Gio Ponti, the boxy white structure bears his signature at every turn, from the furniture and fixtures down to the blue-and-white floor tiles (each of the 96 guest rooms features a different pattern). Beyond the eye-catching geometry, accommodations are minimalist in style, featuring midcentury chairs and crisp white beds. Even the saltwater pool looks like an art piece, its angularity punctuated by a diving board that sits swanlike above the water. Tunnels cut through the cliffside lead to a private beach, where an alfresco restaurant on the waterside deck serves up fresh-caught seafood in the summer. For a bird’s-eye view of the scene, opt instead for the panoramic vistas from the terrace of the hotel’s Gio Ponti restaurant.

Original Joe’s has the same birth year as another pretty famous San Francisco landmark: the Golden Gate Bridge. Both are definitely worth checking out, but only Original Joe’s will serve you a hearty Italian meal in a red leather booth. Back in 1937, the restaurant was a 14-stool counter on Taylor Street where immigrant and family patriarch Tony Rodin served Croatian-Italian-American comfort food. Original Joe’s is run by the third generation of the family. A fire destroyed the first location in 2007, but the corner spot in North Beach that opened five years later can’t be beat. Inside, the family’s San Francisco history is revealed by walls hung with black-and-white photos, letters, and other ephemera. The menu showcases some of Tony’s recipes, such as eggplant parmigiana, Joe’s meatballs, and veal parmigiana. Those counter stools are there, too, saved from the fire and brought over to the new Original Joe’s.

Romance is easy to come by at Emelisse, on a private beach on Kefalonia. One turquoise infinity pool spills into another before seeming to pour directly into the glittering Ionian Sea. Come evening, dozens of glowing lanterns illuminate the stone terraces and two outdoor restaurants, as well as the open-air cinema. Framed by dark cypress and cedar trees, the suites, villas, and two-story maisonettes cater to every combination of adults and children with teak canopy beds and fine Italian linens. Just as enchanting as the setting are Emelisse’s myriad activities. Guests can sign up for scuba lessons and tennis matches, or take a 25-minute walk to the quaint port town of Fiskardo. If you’re looking for more adventurous pursuits, the largest of the Ionian islands offers everything from steep cliffs and mountains (Mount Aenos is the third highest in Greece) to stunning sand and pebble shorelines.

Though it lacks a beach, this family-owned and professional diver–managed resort on the rocky coast just south of George Town has direct ladder access into the Caribbean. Grand Cayman’s two famous underwater sites, Eden’s Rock and Devil’s Grotto, are just a short swim away, and boat trips offer the option of two daily dives (including night dives). Images by some of the world’s most respected underwater photographers decorate many of the tiled and comfortable smoke-free rooms, some of which have kitchens and private balconies or terraces. The vibe is laid-back; post dive, guests sit by the pool or swap stories at the palapa bar, which has the island’s best sunset vista. Managers Anne Briggs and Lisa Evans, the granddaughters of Sunset House’s founders, make sure everything runs smoothly and ensure visitors explore the best of Grand Cayman both on shore and underwater.

There’s a touch of Old World glamour to the Cape Royale—the imposing facade, the dramatic lobby, the bellmen in top hats—but just when you start to wonder if the whole experience is going to be resolutely old-school, you’ll find yourself pleasantly surprised by the sleek rooms. They feature contemporary furniture, granite and porcelain bathrooms, and a soothing palette of mostly grays and whites with the occasional punch of lime green or aqua blue. It’s also the site of six restaurants, cafes, and bars, each with its own theme, from Italian cuisine to healthy eating to Thai or Middle Eastern fare.

The city’s best beaches and nightlife—not to mention Green Point’s dazzling Cape Town Stadium, erected for the 2010 World Cup and now the site of many a mega-concert and local soccer match—are minutes away.

It is not quite accurate to say that this 13-room beachfront property on sparsely populated South Andros Island is off the beaten path. Sure, there are no roads to bring you here, and the only neighbors are the denizens of the 125-acre nature preserve that surrounds it, but a seaplane flight from Nassau will have you wading ashore in just 15 minutes. Once settled into their thatch-roofed private villas, guests gravitate toward the Great Room for fruity drinks, fresh-caught meals, and tall tales. While there is every kind of watery diversion, from bonefishing to scuba diving—and nature tours, too—it’s the kind of place where kicking your feet up is the most strenuous thing you’ll do all day, and where privacy is so valued that beach butlers won’t intrude unless, in one of the older nautical traditions, you raise a flag to indicate that you require food and drink.

Built in 1906 as a private residence and converted in the 1950s, Rosedon Hotel is a low-key alternative to Bermuda’s pricey chain hotels. Despite being located in the bustling heart of Hamilton, the property’s lush tropical gardens have the feel of a country estate where geraniums always seem to be in bloom and balmy breezes waft through elegant, colonial-style rooms. The 40 individually appointed accommodations have enough chintz to please a dowager aunt, plus iPod docking stations and private balconies to satisfy everyone else in the family. Laid-back pleasures await in the public spaces: sample weekly changing finger sandwiches during afternoon tea or dine on fresh-caught specialties at Huckleberry, the on-site restaurant, or simply lie in the sun on one of the white chaises that surround the small pool. Though the resort doesn’t have a beach of its own, a free shuttle is on hand to take you to pink-sand shores nearby.

Even during Antigua Sailing Week, when English Harbour is chock-a-block with yachts from all over the world, the 28-room Inn at English Harbour remains serenely detached from the chaos. The inn is five minutes by water taxi from the center of things at historic Nelson’s Dockyard, but its tucked-away location on a white-sand beach backed by 19 leafy acres (and a no-kids-under-10 policy) ensures tranquility. Four snug rooms, with marble floors and queen beds, occupy two beachside cabanas, while 25 more generously proportioned suites, all with dark mahogany floors, four-poster king-size canopy beds, and verandas or balconies, are in three wooden buildings sitting farther back among the tropical greenery. Although the Terrace Restaurant and Stone Bar are in the property’s original stone house, the rooms, despite their colonial look, are relatively modern, which means there is a flat-screen TV, an iPod docking station, and Internet access.