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It was raining when we arrived in Donostia-San Sebastian, but the skies cleared on our second day, and we rode the funicular railway up Mount Igueldo to take in the view back on the city, La Concha Bay, and the empty beach. The “low” travel season had just begun, and the strange little children’s amusement park on the mountaintop had shuttered up for the fall and winter, adding just the right disorienting touch of weird desolation to the Basque country panorama.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

You may not expect to find the world’s best frozen pina colada at a joint hidden behind a gas station and underneath a condo unit, but that’s where to order the drink—lovingly dubbed the “Erik Estrada” and mixed with coconut milk and spices with a dash of Angostura bitters—and that’s how co-owner T.J. Lynch rolls. He took the hidden-gem aesthetic from his New York bar, Mother’s Ruin, and translated to the laid-back vibe of Folly Beach. In addition to the island’s best cocktails, Lowlife’s loyal following saddle up at the indoor/outdoor bar for the Old Bay-dusted local shrimp roll, the bold, rich tuna poke, and the Duke’s mayo-doused, addictive double cheeseburger.

Following the lead of mixed-use space Deus ex Machina in Camperdown, Rising Sun is a motorcycle workshop cum café and restaurant built for the Newtown community. That means garage space with tools and repair bays for members as well as regular workshops (one just for women), art events, and a public night ride on the last Tuesday of the month. Then there’s the rustic-chic café that whips up Asian-fusion cuisine that’s as rootsy and beautiful as the bikes. Come in the morning for breakfast ramen—bacon, roasted tomatoes, and a fried egg floating in bone broth—and a Japanese twist on a bloody mary. Then return for creative tapas and share plates in the evening complemented by a stellar list of Australian beers and wines.

Set amid the mangrove swamps, coastal lagoons, and stretches of coral reef in Portobelo National Park, this Design Hotels property features just five colorful villas. The “houses” range from a small, one-bedroom retreat nestled near a waterfall, to an over 8,000-square-foot residence spread over two floors. The whole property is awash in a kaleidoscope of vibrant hues, from the bright interiors with their boldly patterned tiles, decorative fabrics, and local artwork, to the multi-colored lounge chairs surrounding the infinity pool, which seems to merge seamlessly with the turquoise Portobelo Bay. Those seeking adventure can take a deep-sea dive to explore the wreck of a C-45 airplane, while guests looking to relax can book an outdoor massage on the hotel’s century-old barge.

For a glimpse of Sydney‘s high society, visit Vaucluse House, a beautiful villa and garden in the Eastern Suburbs near Watsons Bay. A gothic revival mansion built in 1803, Vaucluse House once belonged to ex-convict Sir Henry Browne Hayes, who was shipped to Australia from England for abducting a banker’s daughter. Some punishment. The mansion also served as the home of writer, explorer, and local dignitary William Charles Wentworth. Once you’re done eyeing the antiques and memorabilia, check out the tropical gardens and settle in for a cup of English breakfast and a warm scone at the well-appointed tearoom. There’s also Milk Beach and the Hermitage Foreshore Track nearby, a gorgeous coastal walk for those looking for a little more adventure.

A quick bus ride from the city (or a refreshing end to the Bondi to Coogee Coastal Walk), Coogee Pavilion is one of the most happening beach bars in Sydney. The downstairs area is home to a wood-fired pizza oven, oyster bar, juice stall, and kids’ zone with giant Scrabble, pétanque, ping pong, and nautical books, while the breezy rooftop features four different bars, outfitted with love seats and wire-frame stools for taking in the breathtaking bay views. Aussie wines and beers plus fruity cocktails shaken with house-made juice pair with Mediterranean-themed tapas like chargrilled lamb chops and blistered Padrón peppers.

This 248-room hotel in one of the city’s tallest skyscrapers—Roppongi’s glass-sheeted Tokyo Midtown—offers some of the best views in the city, but the interiors are just as eye-catching. The property starts on the 45^th floor and espouses classic European decor, with four colorful abstract works by California painter Sam Francis, each 12 feet high, dominating the lobby. Rooms and public spaces look onto Mount Fuji, the Imperial Palace, and Tokyo Bay; inside delicate woodwork, hand-tufted carpets, patterned chiyogami wall coverings, a lobby waterfall, and Murano chandeliers set the scene. The hotel proudly touts the most expensive guest room in Japan, the Ritz-Carlton Suite, yours for the princely sum of $16,200 per night.

Opened in 2012, the West Street Hotel wholeheartedly embraces its waterfront location. All 85 rooms have views of Frenchman Bay and are decorated in nautical Americana (think navy, red, and cream color schemes and lots of sailboat patterns on the upholstery). The hotel can arrange a lobstering trip on a real-deal commercial boat or an excursion to nearby Acadia National Park. There are more than 120 hiking trails that range from low-key to strenuous: Advanced climbers can summit Cadillac Mountain, the tallest peak on the U.S. Atlantic Coast. For a guided tour of the park with less effort, board Oli’s Trolley, which picks up riders across the street from the hotel.

This appeared in the June/July 2015 issue.

A winery with an enviable view, Tokara is considered one of the best in the region for its cabernets, sauvignon blancs, and premium olive oils. As compelling as the wines are, though, people flock to Tokara for its restaurant, led by chef Carolize Coetzee. Here, in a stunning building made of glass, steel, and stone, diners enjoy contemporary cuisine, award-winning wines, and dramatic views over Stellenbosch and False Bay. Before sitting down for your meal, enjoy a drink at the bar, which offers views of the kitchen as well as the sun setting through a picture window. Then dig into creative dishes like roasted beef with lemon-glazed shimeji mushrooms, and pork belly with carrot-ginger sauce. The menu changes seasonally, but guests can always expect a life-changing meal.

About a 30-minute drive west of downtown Tampa, this popular beach on the Gulf of Mexico is built up with mid-range and luxury hotels, shops, and restaurants. But all that matters when you’re down on the shore is the sugar-fine sand and beautiful, crystal clear water for swimming. The Clearwater pier has really come into its own in recent years, drawing crowds by the hundreds for nightly sunset celebrations that attract buskers and vendors selling crafts. Visit the marina to book fishing trips or dolphin-spotting tours, or head out on a pirate ship into the bay for another way to enjoy the sunset.

Despite the industrialized patty chain stores across Jamaica, the love for handmade patties continues in some parts of the island. Miss Sonia’s entrée-size, crusty patties are served at a small roadside restaurant across from the beach in Negril. She offers traditional fillings like beef or callaloo, as well as others like lobster and conch that she introduced at the suggestion of her numerous return visitors to Jamaica. When you get your order, be sure to shake on some of the secret spicy sauce—Miss Sonia won’t tell you what’s in it—and then dig in.

This rustic barn turned tasting room, museum and shop highlights Tasmania‘s apple- and cider-producing heritage, while also serving as the home of Willie Smith’s Organic Cider and Charles Oats Distilling. It offers a delicious food menu, too, featuring the stars of southern Tasmanian produce (Huon cold-smoked salmon, Spring Bay mussels, Summer Hill bread) plus cider pairings. A hive of activity year-round, the Apple Shed really heats up in the Austral winter, when you can sip spiced cider (Willie Smith’s Original plus ginger, cinnamon, cardamom, and pimento) during live music on Fridays as well as the first Sunday of the month. Better yet, come for the Huon Valley Mid Winter Festival: a pagan-inspired weekend of music, merriment, and wassailing—scaring nasties out of the orchard to ensure a bumper autumn crop.

It’s all about the view at Villa Dubrovnik, a divine hotel built into the cliff across the bay from the Old Town and Lokrum Island. The restaurant, rooftop bar, spa, and most of the rooms feature the same breathtaking vistas over the Adriatic, deep blue at depth and turquoise closer to shore. Done up in sleek, Mediterranean style, the hotel includes glass-walled balconies and external walls that merge into the golden stone of the cliffside. Those balconies are perfect for morning coffee or sunset drinks, but consider having breakfast on the restaurant terrace, under the shade provided by wind-bent pines. The spa features an indoor pool, and just outside, stone steps lead down to the Adriatic’s edge, where guests can relax on sun beds or step directly into the sea. Should you ever want to leave, the hotel’s private motorboat will zip you directly into the Old Town port.

This twin-peaked headland—and the ruins of the 18th-century Fort Shirley garrison—preside over Prince Rupert’s Bay, Dominica’s largest wetlands and a docking area for smaller cruise ships. An 1802 revolt here led to the British Empire abolishing all slave soldiers, making this Dominica’s most important historic destination—and now a worthy World Heritage site. A short climb leads to the restored buildings and a splendid viewpoint, complete with cannons. Longer trails spike out into the dry coastal woodlands, populated by crabs and grass snakes (Liophis juliae, known locally as kouwes).