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Why we love it: A condo-style property near Pier 60 that’s perfect for traveling families

The Highlights:
- Spacious, residential-style rooms with kitchenettes
- A kids’ club for children and rooftop cantina for adults
- A prime location steps from the Gulf and Pier 60

The Review:
Steps from the ocean and famous Pier 60 stands the flamingo-pink Hyatt Regency, favored for its friendly, attentive service. A residential-style property, the hotel boasts 287 generously sized rooms and suites, complete with some combination of walk-out balcony, kitchenette, dining table, living area, and workspace. Also on site is a 24-hour gym, a serene spa with sun-warmed shell massages, and a heated pool on the eighth floor overlooking the beach.

Though rooms here cater to those who like to prepare their own meals, the hotel still shines with dining options. Guests can start the day with freshly brewed coffee and pastries from the grab-and-go Market and end it with a handcrafted cocktail at Off SHOR or the Latin-inspired Tropicana Rooftop Cantina (order your drink in a souvenir glass and it will come in a coconut carved into a monkey’s head). For dinner, there’s SHOR American Seafood Grill, which boasts a spacious patio and regional seafood dishes like whole local snapper and line-caught Florida swordfish.

Why we love it: A converted farmhouse in the Xlendi Valley offering traditional charm and sweeping views

The Highlights:
- Superior rooms with private balconies and outdoor Jacuzzis
- Original details like stone walls and Maltese tiles in the suites
- A rooftop pool with panoramic views of the valley

The Review:
Nestled in the Xlendi Valley on the island of Gozo, Cesca Boutique Hotel was once surrounded by a working farm. While the original owners were focused on growing cotton, their great-grandsons, who now own and operate the property, turned the 350-year-old farmhouse into a luxurious boutique hotel, complete with 15 guestrooms done up in lace-print wallpaper and elegant furnishings. All rooms feature marble bathrooms with walk-in rain showers and balconies with epic valley views, while superior options also boast outdoor Jacuzzis. Three additional suites even include original stone walls, columns, and Maltese tiles, plus extras like a separate seating area, free-standing bathtub, and decorative fireplace.

Elsewhere in the hotel, guests will find a rooftop pool with scenic vistas and an indoor-outdoor restaurant and bar, which serves a large breakfast spread each morning, lunch a few days a week, and dinner nightly. Should you wish to get out and explore, Cesca is within walking distance of the towns of Victoria and Xlendi, making for easy sightseeing.

Why we love it: A casually elegant stay where you can relax but still be surrounded by it all

The Highlights:
- A top-notch bar stocked with rare whiskeys
- A rooftop hot tub that’s open year-round
- Boat and motorcycle rentals for exploring in style

The Review:
Located on the St. Croix River in the hip town of Stillwater, the Hotel Crosby offers a unique type of laid-back luxury. A mix of historic details and modern design, the 55 rooms, including five suites, feature exposed brick, wood beams, and high ceilings alongside leather furniture and subway-tiled bathrooms. Available in eight different layout—from standard double queens and premium kings to studios and deluxe suites—they accommodate a range of needs, whether you’re traveling with your partner or bringing your entire extended family.

To further pamper guests, the hotel offers cozy common spaces decorated with local art, as well as MatchStick Restaurant & Spirits, which serves farm-to-table small plates and 700 rare whiskeys. There’s also a fitness center, a rooftop hot tub that’s open year-round, and an on-site spa offering everything from facials and massages to body-contouring treatments. Should you wish to venture out, the hotel enjoys a convenient location on Main Street, surrounded by boutiques, restaurants, breweries, historic sites, and galleries. An outdoor activities coordinator is on hand to make suggestions or help arrange boat and motorcycle rentals to aid in your exploration.

After a multi-phase expansion completed in 2016, the former Restoration on King dropped “the King” from its name and gained a new restaurant, spa, coffee shop, and several dozen more suites. The sleek and modern rooms at the boutique Restoration are spread over five historic buildings at King and Wentworth, linked by a courtyard with its own wishing fountain. Exposed brick, high ceilings, and dark wood add to the suites’ loft feel, and amenities such as kitchenettes and breakfast baskets delivered to your room from the on-site Rise Coffee Bar beg a longer stay. Seasonal “happenings” at the property include yoga classes, movie nights, and fashion pop-ups at the Port Mercantile retail store. The Amethyst Spa and Nail Bar uses charged gemstones and essential oils in their massages and treatments, and the jewel-box rooftop pool provides refreshment on a hot day and has panoramic views. After a swim, the Watch Rooftop Kitchen and Spirits serves farm-to-table Lowcountry dishes and cocktails inspired by the city, such as the seasonal, bright tequila-and-watermelon-infused Charleston Brick. The Restoration understands the need for speed and style, and offers to hook up guests with vintage car rentals or even help serious riders design and commission their own custom-built motorcycle (a favorite subject of the hotel’s artist-in-residence, photographer Gately Williams) to pick up on a return trip to Charleston.

At this stunning restaurant in the Grand Wailea Maui, Lahaina-born chef Alvin Savella wows diners with bright flavors and striking plating. Start with appetizers like Cantonese barbecue-style char siu pork belly, squid ink bao, and ulu (breadfruit) risotto with nasturtiums, then move on to impressive mains like lobster ramen in red miso–coconut broth and free-range huli huli chicken with garlic fried rice and charred pineapple relish. Set in a lagoon, the round, thatched-roof restaurant—named for Hawaii’s state fish, the humuhumunukunukuapuaa—offers spectacular sunset views, so plan your dinner accordingly.

Located atop the former Sears building, Ponce City Market’s Skyline Park is a nod to the amusement park that once stood nearby. Take the elevator to the roof for the best views of the city, which you can enjoy while racing down the Skyline Slide, playing a round of mini golf, or hanging in the beer garden. During the winter months, the park even transforms its private event space into a winter wonderland, complete with an ice skating rink, seasonal treats, and festive decor.

Set high above the tiny capital city of Tórshavn, Hotel Føroyar blends the best of modern Faroese art and style with tradition. Danish firm Friis & Moltke A/S designed the sleek interiors, which feature original pieces by Edward Fuglø. Outside, however, a traditional grass roof and grazing sheep evoke more typical images of the Faroe Islands. High up as it is, the hotel is a bit of a walk (about 35 minutes) from downtown, but the sweeping views of the harbor make the distance worth the effort.

North of Santa Teresa, in Playa Hermosa, you’ll find sushi master Koji Hyodo carving yellowfin tuna, red snapper, and sea bass at his tinkling, tin-roofed restaurant, Koji’s. His signature Koji Roll wraps spicy tuna around fresh shrimp paste and avocado. Then the entire roll is drizzled with a secret sauce and dipped in crunchy tempura bits. The grilled octopus is lightly fired, then sprinkled with sea salt; his lobster sashimi, sliced so thin you can almost see through it, starts with a crunch and finishes sweet.

Why we love it: A historic building turned stylish hotel with a buzzy restaurant and lavish spa

The Highlights:
- Chic decor that mixes historic preservation with contemporary style
- A rooftop cocktail bar with citrus-inspired drinks
- Amenities like an on-site boutique, open-air yoga, and house car service

The Review:
Much has been written about Charleston’s antebellum charms, but modernists seeking respite need look no further than The Dewberry, a 1960s federal building on Marion Square that’s now one of the city’s coolest hotels. Here, a wood-paneled lobby gives way to a cozy living room straight out of Mad Men, complete with mid-century furnishings, antiqued mirrors, live music, and a brass bar serving up deviled eggs and classic cocktails. Up a flight of stairs, the second-floor spa features tufted-velvet recliners and treatments that incorporate Lowcountry flora, plus a full-service fitness center and open-air yoga classes on the hotel rooftop.

The 155 light-filled guest rooms are equally stylish, with luxurious Irish linens, marble baths, and armoires clad in custom-printed linen by local illustrator Becca Barnet. Barnet’s work is also on display in the by-reservation-only Citrus Club, a rooftop lounge with craft cocktails and light bites overlooking the Holy City’s famed steeples. For a heartier meal, guests can head to on-site restaurant Henrietta’s, where traditional French brasserie fare meets local ingredients. Rounding things out are unique amenities like house car service in luxury Volvos, complimentary Papillionaire bicycles, and a boutique curated by Garden & Gun, with fashion, barware, jewelry, and more from Southern artisans and craftsmen.

There are now 35 locations of Eataly, the massive Italian food hall, around the world, with 18 of them in Italy itself. The New York City one at Fifth Avenue and 23rd Street, which opened in 2010, was the first in the United States (it’s been joined by others in Boston, Chicago, and Los Angeles, as well as by a second outpost in Manhattan, near the World Trade Center site at 101 Liberty Street). For connoisseurs of all things Italian, this is a must-visit—or, more accurately, a must-shop and must-eat stop. Covering more than 50,000 square feet, Eataly NYC Flatiron includes five different restaurants (plus occasional pop-ups) offering opportunities to graze on antipasti, fish, pizza, and other dishes. A popular rooftop beer hall is open all year round (thanks to space heaters and a retractable roof). While you will want to eat your gelato on the spot, there are also a number of stores where you can buy gifts from biscotti to olive oils to take home a little bit of Italy via New York.

No one stays at Old Faithful Inn for the amenities: With no Wi-Fi, air conditioning, or TVs in the rooms—some don’t even have private bathrooms—all you can do is watch bison graze unperturbed by the busloads of tourists pulling up, or the namesake geyser spout. The lack of luxury doesn’t seem to deter the crowds, though, who come to sleep under the roof of the original log-and-stone building, which was completed in 1904, and launched the iconic architectural style known as National Park Service rustic, or Parkitecture. Though an east wing was added in 1914, and a west wing in 1927, the lodge remains much as tourists saw it a century ago, with its soaring, open lobby surrounding an enormous four-sided, 86-foot stone fireplace. The pre-existing Crow’s Nest that leads to the roof terrace is off-limits now, but two mezzanine-level interior balconies are coveted seating areas for unwinding with nightly piano performances. While the two wings have better views of Old Faithful and the geyser basin, you can’t beat the Old House for its historic charm.

An undulating steel and glass canopy wows visitors who enter the Kogod Courtyard. Inside you’ll find diners from the museum’s café, tourists soaking their weary feet in the shallow fountain running across the space, and students taking advantage of free Wi-Fi in the light and airy setting. The modern roof seals the center of the old Patent Office Building, currently shared by the National Portrait Gallery and American Art Museum. Architect Norman Foster designed the roof to have minimal impact on the building by creating a support system that prevents direct contact and weight placement on it. Unlike most of the other Smithsonian Museums located on the Mall, this gem is found in the busy Penn Quarter of downtown D.C. It is my favorite place to bring visitors, not only for the impressive courtyard space, but also for the preserved architecture of the patent offices on the top floor. Check the Smithsonian’s website for special courtyard workshops, concerts, or events. The museum is right near the Gallery Place/Chinatown Metro on the green, yellow, and red lines.

With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.

Located at the end of the town pier in Fort William, on the historic Road to the Isles, Crannog Restaurant is purely of its place. Local fisherman Finlay Finlayson opened the restaurant after converting his bait shed—which served as a lookout point during World War II—into this beautiful, red-roofed building, choosing the name “Crannog” as a reference to his concept of catching, curing, and cooking the finest West Highland seafood. Over the past 26 years, the eatery has become synonymous with relaxed fine dining, drawing diners with a regularly changing menu of local catches like West Coast mussels, Loch Creran oysters, and hake, which comes crusted in herbs and topped with basil-walnut pesto.

Named for a Dominican-style fishing boat, this open-air restaurant and bar in Punta Cana’s elegant Marina Estates sits on a wooden deck built over the water. Whether you’re seated under the thatched palm roof or the open sky, you’ll have perfect views of the marina as you dine on fresh seafood like grouper ceviche and grilled Caribbean lobster. Also available are Mediterranean-inspired dishes such as caprese salad, spaghetti with pesto, and glazed lamb shank, as well as an extensive list of international wines.