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Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.

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.

The resort Montage Kapalua Bay, perched on an ocean-facing cliff on the island’s northwestern shore, impresses right from the start. The experience begins at the entrance, where tranquil koi ponds set the tone for an impressive array of pools and waterfalls at the center of the 24-acre property. From there, 56 palatial, residence-style villas encourage hunkering down—each is equipped with a kitchen with marble countertops and wine refrigerators; deep-soaking tubs and walk-in showers; and washers and dryers—but do venture out. The concierge can arrange for everything from fishing charters to ziplining. Should you prefer a quieter pursuit, the spa offers a range of tranquil services, including a restorative seaweed cocoon treatment performed in an outdoor pavilion.

Set on the northern shore of Lake Union—a body of water the size of Monaco—this rustic-chic, nautical-themed restaurant offers dazzling views of the Space Needle and downtown skyline. Its menu blends Mediterranean flavors with local bounty: Expect highlights like grilled octopus with taramasalata, charred carrots with cocoa, and a salmon gravlax tartine with za’atar, green apple, and cauliflower labneh. Finish with a rhubarb-pistachio cheesecake or a cheese from Vashon Island’s Kurtwood Farms. For extra Northwest credit, arrive in a kayak or on a stand-up paddleboard, or rent a ride from the Center for Wooden Boats (cwb.org)—then moor near the waterside fire pit!

Deep in the wilderness about an hour’s drive north of Kingstown, Dark View Falls cascade off a cliff and into a pair of natural pools, where everyone gathers to swim in the crisp, clear water. The hike to the falls takes only about 10 to 15 minutes, but involves crossing a jungle-style bamboo bridge across the Richmond River. After passing through a clearing in a picturesque bamboo grove, you’ll arrive at the first fall, where you’ll find a gazebo, changing room, picnic area, and viewing platform for enjoying the beautiful scenery. Another short, more difficult walk will take you up to the second fall, directly above the first.

Set on pristinely manicured grounds, the Trident Hotel offers a modern alternative to the traditional properties found throughout Jaipur. One of its biggest selling points is its prime location—across from the stunning Jal Mahal and just a short drive from the majestic Amber Fort—but rooms offer plenty to love, from the Rajasthani archways and rich upholstery to the beautiful views across the property’s expansive lawns. In addition to two restaurants and a handful of event spaces, the Trident offers a sleek fitness center, luxurious spa, and quiet courtyard with a swimming pool, not to mention a kids’ club with activities like arts and crafts and cooking classes.

If you’re on your honeymoon or traveling with one other couple, Acacia Villa is a great choice. Priced at around the same rate as a four-star hotel room, but you get the privacy of staying in a home. The villa has an open and airy feel and is built facing east so you get the cooling trade winds the islands are famous for. The only downer is it is on the leeward side of Provo -- on the waterfront -- and not on the beach side. That said, Grace Bay Beach is just a short drive away and you do have your own private swimming pool.

Owner Cesare Maranza managed to bring a little bit of Italy to the middle of the Atlantic more than 35 years ago, when he opened Portofino, named after his hometown. Just a short walk from Front Street in Hamilton, you’ll feel like you’ve arrived in a northern Italian taverna. “It’s a lively and rustic restaurant,” Rebecca says, “and a great place for groups for a fun night out.” While they serve a number of hot and cold appetizers—calamari, prosciutto and melon, grilled vegetables—as well as soups and salads, Rebecca recommends that you order a pie instead. “To get better Neapolitan pizza, you’d have to keep traveling east to Naples!”

If all you really want to do on your Bahamian visit is relax on the beach, this is the spot for you. A short ride from downtown Nassau (every taxi driver knows where it is), it has everything necessary for a fun morning or afternoon in the sun: a stretch of powdery white sand, calm waters that are perfect for swimming and surrounding resorts where you can stop in to get a bite, order drinks and rent water-sports equipment.

Shangri-La’s Boracay Resort & Spa is located in one of the Philippines’ most popular vacation spots. And while it has all the musts—the turquoise waters, the powdered-sugar shores, the lush hills—what it doesn’t have is the crowds. And therein lies the resort’s beauty, or at least some of it. Tucked into an eco-reserve with its own shimmering beach, the Shangri-La is also home to a canopy-cloaked dining aerie, sunset-surveying clifftop cabanas, and a peninsular spa on a private bay. Accommodations are impeccably appointed with local touches (think woven abaca rugs and lamps bedecked with capiz shells), and several of the lodgings feel more like private vacation homes. Take the aptly named treehouse villa, for example, where the canopy-level second story commands stunning sea views (best enjoyed from the hot tub on the balcony), or the pool villas, where the lure of en suite swimming almost overpowers the sea just outside.

Every evening on the North Shore of Kauai, diners pack Bar Acuda for Mediterranean-inspired tapas that highlight local products. “The key is taking the finest ingredients and not doing much with them,” says chef Jim Moffat. He frequently changes his seasonal menu and sources such produce as citrus, avocados, fennel, and herbs from his home garden and the Hanalei Elementary School Garden, a program for local students that he helps run. Moffat often shops at farmers’ markets, but locals know they can also sell their fruits and vegetables at Bar Acuda’s back door. One firefighter even drives his 30-foot ladder truck to drop off cases of tangelos. “If you have a vacation rental and there’s something ripe, bring it to me,” says Moffat, who promises a gift certificate in exchange. His food philosophy creates a dining experience that’s greater than the sum of its dishes. “It’s about the lifestyle more than anything.” This appeared in the May 2015 issue.

St. Dymphna, a seventh-century peasant who was eventually canonized, is said to have founded the church that this atmospheric cemetery is centered around. Dymphna is the patron saint of mental and nervous disorders and if you’re uptight or have anxiety, Achill will definitely put you at ease. After all, this aesthetically pleasing cemetery isn’t the only reason to come to Achill Island, Ireland‘s largest island, located in County Mayo on the country’s western shores. There’s a ghostly deserted village, a 26-mile bike trail that leads you to the island (the Great Western Greenway, starting in the town of Westport) and people so friendly you’ll wonder what is in the water (or the Guinness). But the main reason to come to Achill are for the spectacular views. Drive around the periphery of the island—as I recently did—and prepare to be shocked and awed by some of the most stunning scenery your eyes will encounter while in Ireland. You’ll pray to St. Dymphna that luck and fortune will bring you back here some day.

This stunning white-sand stretch, just a five-minute drive east of Port Antonio, is the only beach in Jamaica with waves high enough to surf. Boston Bay is also one of the few remaining public strands on the island. It continues to attract more locals than tourists and as such is nearly vendor-free. You can watch kids splashing about on their boards, or you can rent your own for a Surfing 101 lesson. Be forewarned: As at many beaches, sometimes the waves are flat, but you can console yourself with a short stroll down the beach to the famous Boston Bay jerk chicken stands.

I wouldn’t recommend doing the Ute Trail hike on your first day in Aspen, especially if you come from sea level, but it is definitely a must see. Known as one of the harder hikes in Aspen, it is short but sweet. You traverse up the side of Aspen Mountain on steep switchbacks and just when you think you can’t do one more switchback and your lungs are about to burst you come to a precipice with one of the best views of the town of Aspen. It should take anywhere from 30 minutes to an hour to get to this point. From here you can keep hiking to the top of Aspen Mountain and take the Silver Queen Gondola down, which is about another hour and 30 minutes, or trek down the way you came on the Ute Trail.

For the past 10 years, Mario, the owner of VEBorange, has been selling DDR (East Germany) collectables and other German antiques. Most items in the shop on Oderberger Strasse are objects made and sold between 1950 and 1980, making this a great place to find kitschy and totally unique goods. When I visited on a sunny Saturday afternoon, Mario was tinkering with a Sputnik relic from the CCCP. Not everything that he collects or receives ends up on the shelves. Behind the counter are the things deemed interesting or noteworthy—things that might fit in a museum. If the nearby Mauer Park turns out to be too disappointing for you, head over to VEBorange (a short three-minute walk away) to find truly unique and special items. You can find everything from old Soviet war medals to clothes and furniture.