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This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

For the location of their first independent hotel, Atelier Ace (the creative arm behind the buzzy Ace Hotel Group) chose Panama City’s historic Casco Viejo, a once gang-ridden neighborhood now teeming with trendy restaurants, cafes, and wine bars in 16th- and 17th-century buildings. The American Trade Hotel occupies a stately property on Plaza Tómas Herrera, complete with 50 minimal-chic rooms and suites outfitted in Frette linens and custom, reclaimed-wood furnishings. Plush “Jardin” suites open onto a private garden courtyard, while others feature vaulted ceilings or views of the Gulf of Panama. On-site dining and drinking options abound, ranging from Café Unido for pour-over coffee made from Panama Geisha beans, to a jazz club created by Grammy-winning Panamanian jazz pianist and composer Danilo Perez.

An Old World grande dame of the 19th-century tradition, the InterContinental Amstel Amsterdam presides over the Amstel River from its waterfront perch at the eastern edge of the original city. An imposing example of a Dutch take on French Renaissance Revival architecture of the period, the hotel—known initially as the Amstel Hotel—was conceived of by well-to-do Amsterdam doctor Samuel Sarphati to attract wealthy Grand Tour–goers to the struggling city. Since then, dignitaries from Queen Elizabeth II to former President Bill Clinton, and celebrities from Audrey Hepburn to George Clooney, have entered the imposing lobby—with its grand staircase, marble columns, and gilded chandeliers—and taken up residence in its opulent suites.

While in its latest iteration the hotel has updated itself in all the right ways, it still offers each guest the superlative but understated service that such royals (of both state and silver screen) would expect, down to the private butler service that comes with each room. The current French-inspired decor channels the building’s original architecture and includes romantic hand-drawn wallpaper in bedrooms. The unfussy, seasonal cuisine and craft cocktails in the restaurants and bars infuse the traditional space with modern sensibilities. Even the health club has its feet in both past and present: The thoroughly modern facilities were inspired by one of the forefathers of physiotherapy, who took up residence in the hotel and treated such distinguished clients as Empress Elisabeth of Austria there.

Just a short hour drive away from Kelowna, and only a 5-10 minute drive from Penticton, Naramata sits hidden with acres of green vineyards cascading off of clay cliffs into Lake Okanagan. In the heart Naramara is the historic Naramata Heritage Inn & Spa. Built in 1908, some say it’s haunted with its history of being a school and the first cultural hub upon Lake Okanagan. Today it functions as an ideal getaway with nearby beaches, over 100 wineries and the variety of adventure activities nearby. I always make time to stop in during my wine tasting trips to sit in the sun with a glass of local wine and a variety of local cheese and charcuterie selections. This is foodie stop one shouldn’t miss while visiting the area if not staying with the hotel. Take a tour through the chefs garden, tour the quirky town of artists and vintners, or enjoy the cycling, zip lines, hikes, fishing and water sports all within the Central and Southern Okanagan.

At the mouth of the Amazon, Marajó is the world’s largest fluvial (that is, river) island. With an area of 40,100 square kilometers (15,500 square miles), it is just a little smaller than Switzerland yet with a population of only some 250,000 residents. During the rainy season, much of this flat island becomes a vast lake. It is a popular destination for surfers, given the large waves created by the island’s tidal bore, and bird-watchers, who come in search of colorful species from scarlet ibises to blue herons.

Given its prime La Jolla location—with a Pacific panorama to match—this stylish, modern bar could get away with serving almost anything. But lucky for spirits enthusiasts, George’s Level2 (one of three venues that make up George’s at the Cove) literally wrote the book on San Diego’s craft cocktail scene: Stephen Kurpinsky, head barman and director of spirits and beer, collaborated with his staff to produce Neighborhoods of San Diego, a beautifully bound compendium of drinks, each representative of—and photographed in—a distinct corner of the city. As you flip through the book, which doubles as the bar’s menu, you’ll get the local lowdown—learning, for example, that around 25,000 pedestrians enter the United States via the San Ysidro border crossing daily. But mostly, you’ll learn that choosing a drink here is nearly impossible. The most popular option is the La Jolla: tequila infused with mango, lime zest, and chili blended with fresh lime juice, agave syrup, and a saline-and-suspended-seaweed ice cube. If you’re looking for something with fizz, the Little Italy—with prosecco and balsamic strawberry shrub, among other treats—is the way to go.

Since it was built back in 1976, the CN Tower has topped the must-visit list of most Toronto tourists. Until recently, a visit was pretty standard; hop in elevator, shoot up to the observation deck, and ogle the city from a hawk’s vantage point. While this was certainly fine and enjoyable, the since-developed EdgeWalk experience has ramped up the Tower’s bucket-list potential. Thrill-seekers can now do a hands-free, breezy circumnavigation of the tower’s roof, up at 1,168 feet. And, yes, they do perform sky-high weddings complete with elasticized rings and special attire for the big day.

Haleakala, a huge and dormant shield volcano, forms more than 75 percent of Maui’s landmass. As such, it pretty much demands you ascend its slopes and peer into its crater—the island’s very soul. Legend claims the demigod Maui snared the sun here, freeing it only after it swore to inch more slowly across the sky.

The 38-mile, two-and-a-half-hour drive up Haleakala climbs from sea level to 10,023 feet through several different ecological zones. One of the most popular ways to experience the volcano remains cycling down from the summit at sunrise. Do it yourself if you’re confident, or join a guided tour (Skyline Eco-Adventures offers one that includes a zip-line ride). Once you’ve mastered the motion—and the 21 switchbacks along the road—effortless downhill freewheeling rewards you with unsurpassed views of the island. If you’d rather savor the vistas from a lofty perch, drive to the top for the sunset or book an overnight at one of the park’s wilderness cabins, accessible only by hiking trail.

This hotel is on our list of The 10 Best Hotels in Canada.

Fogo Island Inn sits at the very edge of the north Atlantic on isolated Fogo Island in Newfoundland. Designed by internationally renowned architect Todd Saunders, the inn’s arresting modern appearance is suggests an iceberg from a distance, with its raised section representing the island’s traditional stilted fishing platforms. But when visitors get close, they see the wooden boards layered together, and it’s clear that everything is handmade. The by-hand ethos covers all the furniture and furnishings, created by local artisans who’ve worked with artists in residence to create contemporary versions of traditional objects.

Staying at the inn is admittedly expensive, but this is essentially a living art piece that supports the local community and aims to honor the island’s past while carrying it to the future. It feels like a grand home with attentive staff. A private 42-seat cinema, partnered with the National Film Board, carries a movie library for guests to enjoy at any time; there’s also an art gallery, a well-stocked library, and a supply of Gore-Tex hiking boots and other outdoor equipment to borrow. The inn shows off the dazzling landscape, and it’s easy to spend all day at the windows watching the sea while whales breech, icebergs float past, or storms dash on the rocks.

Hop aboard the ferry at Pier 41 in San Francisco, or from the town of Tiburon, and spend a day on the largest and most beautiful island in the bay—Angel Island State Park. You can bring your own bike, or rent one when you arrive, and ride the paved perimeter trail around the 760-acre island. There are open-air tram tours, too, with guides recalling the island’s rich history, as well as guided hikes. Of course, you are free to roam the trails on your own, one of the best of which is the hike up to the top of 788-foot Mount Livermore, where 360-degree views take in the San Francisco skyline and the Golden Gate Bridge. Whatever your plan, know you’ll be immersing yourself in local history in a place that has been a fishing and hunting site for Coast Miwok Indians, a haven for Spanish explorer Juan Manuel de Ayala, and a U.S. Army post starting with the Civil War. From 1910 to 1940, hundreds of thousands of immigrants were processed here, and during World War II, Japanese and German POWs were held on the island. Several buildings and other relics remain as a reminder of the island’s varied history, including the United States Immigration Station museum (open March–October).

The cornerstone of the Kensington Street Precinct, at the heart of the funky Chippendale neighborhood, the Old Clare is the storied pub she used to be and so much more. Tonkin Zulaikha Greer Architects built a glass-and-steel walkway between the former Clare Hotel and the neighboring Carlton United Brewery building, both dating to the early 20th century, to create a 62-room boutique hotel that simultaneously feels historic and edgy. Original wood panels and brick walls blend seamlessly into spotted gum floors and nude-colored walls, exemplifying the creative reuse that pervades the Chippendale suburb, an inner-city district of galleries and cafés situated at the crossroads of Glebe, Redfern, Surry Hills, Chinatown, and the Central Business District. The design echoes other landmark Sydney restorations by Tonkin Zulaikha Greer such as the Paddington Reservoir Gardens and Carriageworks, an arts complex located just down the road. The Old Clare also brings two more standout restaurants to Chippendale, including the first Australian venture by Michelin-starred British chef Jason Atherton. Whether guests soak in the egg-shaped tub in their loft room, take a sunrise yoga class on the rooftop pool deck, or sip a “Ginny Hendricks,” a watermelon-dill concoction with bitters and Hendrick’s gin, at the midcentury-modern bar, they’ll have a story to tell. The Old Clare is a tale that keeps getting better.

Make the Gibraltar shopping circuit: Admire unique wares made by local craftspeople at Gibraltar Arts and Crafts in Casemates Square. On Main Street, stop and smell the handmade soap and beauty products at Gibraltar Soap. Then browse the quirky paper goods and kitsch crafts at All Wrapped Up or find the perfect accessory at the Silver Shop.

This local history museum is particularly impressive for its location—a state-of-the-art, custom-built wing in the 18th-century Lews Castle—but it’s also known for housing six of the famous Lewis Chessmen, carved around 1150 and left on the Isle of Lewis by visiting Vikings. Here, you’ll also find a wraparound audiovisual presentation about the Outer Hebrides, with effects so dramatic they’re known to induce vertigo, as well as exhibitions of Neolithic, Bronze, and Iron Age artifacts, including several quartz arrowheads.

Expats here will probably tell you about their favorite “carpet guy” (the fellow who will “give you a deal” if you drop your friend’s name), but the carpet souk on Mina Road near the main port is a great place for the uninitiated to buy gorgeous Middle Eastern rugs. Whichever style you choose, from tribal kilim to hand-knotted silk Persian, your salesperson will help you either fold it into a small parcel that you can carry onto the plane or arrange to have it shipped. Get ready to haggle for the best price, and be sure to shop wearing sandals—you’ll want to slip them off to feel the rugs with your bare feet!

Why we love it: A 900-year-old fortress-cum-prison reimagined as a luxurious getaway

The Highlights:
- Historical details like artifacts, original ironwork, and a stone arch bearing the seal of Abdul Hamid II
- A fourth-floor infinity pool with uninterrupted views of the Mediterranean Sea
- A full-service spa with a Turkish hammam

The Review:
Located right on the main square in the old city of Jaffa, The Setai Tel Aviv is steeped in history. Built by the Crusaders as a fortress in the 12th century, the property later served as a kishle (jailhouse) under the Ottoman Empire, then a British command post during Israel’s War of Independence. When it became a hotel, the original building, with its stone corridors and inner courtyards, underwent a meticulous restoration that included archaeological digs to uncover several artifacts, which guests can now see in the lobby. Those eager to learn more about the hotel’s history can also walk through the large entry arch, crowned by the seal of Abdul Hamid II, or check out the stone-and-iron prison cells behind the grotto-like lobby bar.

Spread over three newly created floors, the 120 rooms and suites feature an Ottoman-inspired design, complete with richly colored Turkish rugs, laser-cut pendant lamps, dark wood furniture, and sleek, textured headboards. Spacious bathrooms further the luxurious vibe with granite sinks, large bathtubs, and separate rain showers. Elsewhere on property is Jaya, where guests can indulge in an ample breakfast buffet and new-Mediterranean kosher food for lunch and dinner; former prison yards that serve as the hotel’s stunning front and rear courtyards, with comfy seating among verdant lemon trees; and a basement spa, which boasts a traditional Turkish hammam. Still, the hotel’s principal amenity has to be the fabulous infinity pool with panoramic views of the Mediterranean and downtown Tel Aviv—sunsets here are nothing short of spectacular.