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Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

Independence Square lies at the busy center of St. Kitts’ capital city, Basseterre. Known as Pall Mall Square prior to the island’s independence in 1983, it’s always been the center of commerce—albeit a darker business in years past. A careful look at the surrounding historic buildings reveals places where slaves were held prior to being auctioned off in the square. Today, however, an ornate fountain stands at the center of the park, and the grassy areas play host to parties and public gatherings.

Located inside the rectory building of the former St. Vibiana’s Cathedral, Redbird pays homage to its historical walls by keeping decor simple and minimal. The patio outside was practically built for brunch, which features an impressively deep set of cocktail options alongside frittatas and ricotta-blueberry pancakes. The real draw of the place, though, is its fabulous dinner menu, which offers American-inspired dishes like California sea bass, Day Boat Scallops, and a thyme-heavy chicken potpie. The wine list is extensive when it comes to both bottles and sips by the glass, so follow your server’s lead when it comes to picking the perfect one for your meal.

Located in the middle of New York harbor, less than half a mile from Manhattan (and even closer to Brooklyn), 172-acre Governors Island feels like a world unto itself, far from the bustling city. It has played a key role in the defense of New York at various points and two fortifications here, Fort Jay and Castle Williams, reflect that history. From 1966 to 1996, the island was a Coast Guard station; since it closed, the city, state, and federal governments have discussed various plans for the island’s development. In the meantime, it is open to the public for six months each year, from May 1 to October 31, when it is possible to wander among the Coast Guard barracks, visit the commander’s house, and bike around the mostly car-free island. Ferries depart from both Manhattan and Brooklyn starting at 10 a.m. and running until 6:15 p.m. on weekdays and 7 p.m. on Saturday and Sunday. During many weekends in the summer, art fairs, food festivals, and other events help draw visitors to the island, but even if you go on a day without anything special scheduled, a journey here provides a refreshingly different perspective on New York.

Why we love it: An all-inclusive resort with enough restaurants and activities to satisfy the whole family

The Highlights:
- Reservation-free dining at four on-site restaurants included in your stay
- The Clubhouse Kids Club, with daily activities at no extra charge
- Diamond Club perks like butler service, discounted spa services, and access to a private beach

The Review:
Opened in March 2020 on Tamarind Bay, Royalton Grenada brings a trusted brand to the Spice Island. At this all-inclusive property, just like at other Royalton Luxury Resorts, everything from no-reservation dining and drinks to non-motorized watersports, a variety of workout classes, and access to tennis courts, pools, and a pristine, white-sand beach are part of the stay. Guests can also look forward to an international buffet at Gourmet Marche, plus a la carte options like Taj, an Indian-inspired restaurant; Grazie, an Italian trattoria; and Ma Maison, a French bistro. There are even five bars and two cafes. Perfect for families, the resort features a supervised kids’ club for children ages 4 through 12, as well as activities like snorkeling, kayaking, and live performances at an open-air theater. When adults need a break, there’s the Royal Spa, complete with a hydrotherapy circuit and full range of massage, facial, and body treatments.

At 269 rooms, Royalton Grenada is one of the larger properties on the island, but accommodations are still sleek, done up in whites, woods, and royal blue accents. Each has either a balcony or terrace, plus a rain shower and Royalton’s signature DreamBed. For guests wanting a bit more, the on-site Diamond Club offers larger suites that include access to an exclusive beach and pool, an upgraded room service menu, butler service, discounts on spa treatments, and admission to the Diamond Club Lounge, which is filled with complimentary snacks, appetizers, and desserts.

Lahaina, with its many Victorian flourishes, may look picturesque today, but the port town teemed with sailors, gamblers, and prostitutes in the 19th century. The Pioneer Inn changed all that when it opened for business in 1901, foreshadowing the tourist industry that would ultimately replace whaling, sugar, and pineapples. Step through the swinging doors of this vintage bar, which now bizarrely anchors the courtyard of a Best Western, and you’ll be transported back in time. Oars, harpoons, and a ship’s figurehead still adorn the space, looking down on platters of coconut shrimp, Parmesan-crusted fish over coconut rice, and margaritas made with POG (a mix of passion fruit, orange, and guava juices). Come during happy hour, which runs daily from 3 p.m. to 6 p.m., for discounted beers and cocktails.

Why we love it: A hotel-cum-art-museum with a historical pedigree

The Highlights:
- 6,200 square feet of on-site exhibition space
- Historical details like the art nouveau dome in the lobby
- A hip restaurant with great cocktails

The Review:
This downtown hotel is the eighth property in the 21c collection, a concept founded by art collectors and preservationists Laura Lee Brown and Steve Wilson that blurs the lines between a boutique hotel and a contemporary art museum. Housed in what was once the Savoy Hotel and Grill—a luxurious destination for train travelers in the early 1900s—the 21c Kansas City pairs historical details (stunning stained-glass windows, original hotel sinks in each room) with modern art (including curated exhibitions, site-specific installations, and cultural programming). Designed by architecture firm Deborah Berke Partners and the Kansas City–based Hufft Projects, the 120 spacious rooms and suites carry the juxtaposition even further, complementing high ceilings and large windows with punchy purple sofas and original artwork.

Located between Kansas City’s Power & Light District and River Market, the hotel is ideally situated for exploring the city’s best dining and shopping, as well as the 100-plus market stalls selling produce, baked goods, and flowers. When you don’t feel like leaving the property, however, there’s The Savory at 21c restaurant, housed in what was once the oldest restaurant west of the Mississippi and a favorite of prominent figures like President Truman (his preferred booth still sits in the bar and lounge area). Here, Kansas City native Joe West now serves a creative take on classic Americana, with a traditional cocktail list to match. In case you feel yourself slipping into nostalgia, just head out to the lobby, where a massive glowing chandelier by Ken+Julia Yonetani will remind you that you’re at one of Kansas City’s most modern stays.

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.

The second location of the Sydell Group’s New York flagship, NoMad Los Angeles embraces its past as the Bank of Italy—imposing columns and all. In the lobby of the landmarked building, much of the original Neoclassical style, such as the Doric columns, coffered ceiling, and marble floors, was preserved, complemented by the addition of floral textiles in rich jewel tones. Even the original vault, which once housed 12,000 safety deposit boxes, and its 50-ton door were kept intact. The color palette across the 241 lavish rooms draws from the exquisitely maintained gold-and-blue Italianate lobby ceiling, with custom furniture, original artwork from design studio be-poles, and freestanding bathtubs in most rooms adding to the luxurious feel. Details like nightly turndown service, marble bathrooms, and custom linens by Bellino mean a five-star stay is all but guaranteed.

The site of the premier Academy Awards after-party in 1929, this historic Beaux Arts hotel on the edge of downtown was recently updated for the first time since the 1980s. Today, The Mayfair’s grand, monochromatic lobby features original stone columns, light marble accents, plenty of skylights amid lofty ceilings, and impressive arches and alcoves with gray-velvet seating scattered throughout. The chic M Bar at the back glows under a lit-up, seashell-like sculpture. Rooms and suites have panoramic views of the city skyline and feature patterned wallpaper, black-and-white photographs of the city, and striped canopies draped over the beds.

A contemporary take on traditional lodge-style accommodations, Scribner’s Catskill Lodge is a cozy, 38-room inn, housed in a circa-1966 building that was revamped in 2016. While rooms tend to have their own look and feel, most share more than a few common elements, including patterned carpets, dark maple floors, and modern furniture. The majority are geared toward couples but there’s also a suite with bunk beds, which is perfect for families or groups of friends who don’t mind shacking up together. Amenities here are geared toward weekenders seeking a break from the Big City and include regular yoga classes along with afternoon DJ performances, meditation sessions, and even healing sound baths. There’s also a restaurant, Prospect, with ever-changing dishes like roasted chicken, burgers, and duck carnitas.

Routinely crowned the city’s top seafood restaurant, Blue Water Cafe is also among the continent’s best. After honing his skills at Michelin-starred restaurants in Europe, executive chef Frank Pabst opened this Yaletown classic to marry fine-dining techniques with local, sustainable ingredients. Eventually, the restaurant became a founding member of the Ocean Wise program, which helps consumers make ocean-friendly seafood choices. When visiting, you can belly up to the bar—which boasts more than 200 whiskeys and 1,000 wine labels—or reserve a table in the elegant brick-and-beamed dining room, housed in a heritage warehouse. Come summertime, however, you’ll want to head straight to the patio for sushi and premium sake. Fancy a splurge? Go for the seafood tower, which showcases the bounty of British Columbia.

It’s a sad fact that many swaths of Johannesburg aren’t exactly walkable, but that’s not the case at Melrose Arch, a trendy complex filled with some of the city’s hottest restaurants, galleries, and shops. Guests are in the heart of the action if they book a stay at the African Pride Melrose Arch Hotel, a slick property with 118 stylish, contemporary rooms adorned with modern African art. And now that the hotel falls under the Marriott family umbrella, guests can expect all sorts of perks and upgrades associated with the brand.

With its historic pueblo-inspired architecture and Spanish Revival style, this landmark Santa Fe hotel looks like it dates back much earlier than 1922, when it was designed by two of the area’s top architects: Mary Elizabeth Jane Coulter and John Gaw Meem. And, in fact, despite the imposing building’s relative youth, the legacy of La Fonda dates back to the 1600s. An inn or hotel has stood on this site since the city’s founding at the end of the Santa Fe Trail.

Now, as one of the city’s most iconic luxury hotels, it presides over the historic Plaza and boasts some of the best views of the city and surrounding mountains and desert. Thanks to a complete (and completely faithful) renovation in 2013, rooms are now bright and airy, outfitted with handcrafted furnishings, local artwork and textiles, energy-efficient casement windows, and all the luxuries expected of a modern grande dame. The fine-dining courtyard restaurant is one of the most romantic dining destinations in town—trumped only by the rooftop Bell Tower Bar, whose sunset views and margarita menu draw locals and in-the-know visitors alike. Throw in a heated outdoor pool (open year-round, a rarity in Santa Fe) and a decadent spa, and it’s no wonder that La Fonda has maintained its reputation for superlative hospitality for so long.

You’d be hard pressed to find a more stylish stay downtown than The Joule. The independently owned hotel is spread out over three interconnected buildings—a classic revival-style from 1913, a former Salvation Army built in 1911, and a neo-Gothic onetime bank—which have been integrated under the direction of renowned interior designer Adam D. Tihany. His touch can also be seen in the 161 rooms and suites, each decorated with serene jewel or earth tones, contemporary furniture, hand-picked art and photography, and plenty of natural light from oversized windows. Frette bedding, glass-enclosed showers and soaking tubs, and 47-inch flat-screens equipped with Apple TV round out the comfortable digs. You’ll spy pieces from the hotel’s extensive art collection in the public spaces, as well as the outdoor sculpture garden across the street. The block-deep lobby buzzes with an outpost of Weekend Coffee (using Victrola beans flown in weekly from Seattle), a library curated by TASCHEN, and chic boutiques like TenOverSix and Traffic LA, while the popular CBD Provisions draws a local crowd with its modern Texas fare and regional drinks list. The 8,000-square-foot subterranean spa features a vitality pool, crystal steam room, and glass-walled sauna to enjoy before or after treatments, and there’s also a fitness center with a cycling studio and group classes. Two things not to miss: the original historic bank vault in the lobby, and the much-Instagrammed rooftop pool, which cantilevers eight feet off the side of the building.