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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.

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.

This top-of-the-line property of the San Vicente Hotel Group (which owns the nearby San Vicente and Hostal Villamil), is a three-level, all-white hotel that feels almost like a beach villa. It’s actually just a couple of blocks from Puerto Villamil’s two-mile-long stretch of municipal sand, and most of the surrounding sandy streets are filled with palm trees. The facilities here provide enough so that guests’ only real concern will be getting to other parts of the island. The restaurant stays open all day with a varied menu and drinks list. There are flat-screen TVs in the rooms and free Wi-Fi in common areas. Shaded by a few umbrellas and a cane canopy over the Jacuzzi, the rooftop terrace is the favorite hangout for most guests at this small hotel. In every direction comes another jaw-dropping view, such as the Pacific Ocean, the Sierra Negra Volcano, the highlands, or a saltwater lagoon filled with flamingos.

A signature experience in Negril is to go on a two-hour glass-bottom boat snorkel trip, toward the cliffside or to the nearby reef around Booby Cay. Truth be told, snorkeling isn’t a must if you’re not up for it—but floating on a small boat amid deep jade and turquoise waters and being able to see marine life 20 feet or more below through the glass is a memorable experience. If you do want to snorkel, the cliffside has stunning limestone formations and underwater caves, while the reef is filled with all sorts of marine life, from stingrays to barracuda. A glass-bottom boat ride shouldn’t cost you more than US$20 per person. Look out for Famous Vincent‘s boat—the best pick—or approach one you see resting along Seven Mile Beach, across any reputable resort. The boats—including Famous Vincent—occasionally ride along the cliffside resorts in the mornings or afternoons, looking for anyone interested in an impromptu adventure.

Though not really a tropical island, the indoor resort called “Tropical Islands” outside of Berlin makes for a great (albeit unusual) day trip. Located inside a former Soviet air hanger, the building has been converted into a biosphere with a tropical climate. Inside the resort there is an artificial beach, swimming pools, saunas & a spa, water slides, a small rainforest and even a hot air balloon! To get there with public transporation, you can take a Regional Express train from central Berlin. Trains leave every hour toward Cottbus (depart at Brand-Niederlausitz). It takes about 50 minutes. From the train station, Tropical Islands offers a free shuttle bus for the 5-minute journey to the resort. If you buy tickets at the door, admission to the Tropical World or the Tropical Sauna & Spa complex is 34.50€ for adults and 27€ for children age 6-14. A Kombi-Ticket is valid for both areas and costs 39.50€ for adults and 27€ for children.

Even with the summer crush on the French Riviera in full swing, there are quiet escapes to be found. In particular, I like to take walks along the Sentier du Littoral, the coastal footpath that stretches the length of the French Mediterranean coast. My favorite segment is in St. Tropez, where I head by boat from Ste. Maxime (the Bateaux Verts leave every 10 minutes). From the ferry landing, I start walking—through the narrow streets and old port, under the imposing citadel that has guarded residents since around 1600, past the cemetery, and onto a narrow path that ribbons around the St. Tropez Peninsula. The 7-mile route takes me by inlets of crystalline water, hidden villas whose residents I always wonder about, and past dozens of little beaches that are significantly more serene and less crowded than the frenzy of those found along Pampelonne Bay, where this piece of the trail ends. You can hoof the two miles back to the village, or take the bus.

This bakery just opened across the street from Woodshop. It’s a godsend. It’s been rough finding good coffee out here, but they serve Blue Bottle Coffee and breakfast sandwiches on house-baked biscuits.”

Las Ventanas al Paraíso represents the epitome of luxury, with gorgeous, gigantic rooms featuring traditional crafts, handmade mosaic headboards, and classy furniture and accents. Balcony railings are awash in pink blossoms of bougainvillea. Some rooms take amenities further still, with private kitchens and wine cellars, as well as personal butler service. The property is set between the desert and the sea, and common areas, such as pools, have exceptional ocean views. Service is ultra-attentive, as one would expect at this price point, and guests rave about on-site restaurants and dining, especially in La Cava, the resort’s private wine cellar. Concierges can assist with planning a host of excursions and experiences, from cooking classes to whale-watching trips.

Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.