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With dark walls, natural wood accents, and red curtains in front of the elevators, the trend-setting Andaz hotel feels like more of a scene than any other property in downtown Napa. In the center of downtown Napa, the hotel is mere steps from restaurants, shops, and arguably Napa’s best pub: the Norman Rose Tavern.

On check-in, all guests over 21 receive a complimentary glass of red or white wine. The swanky vibe continues into the 141 guest rooms, where hardwood hickory floors complement white marble bathrooms and midcentury modern furniture. The most convivial space in the hotel is the Mercantile Terrace, a second-story roof deck with a full bar menu and fire pits, a favorite of couples and business travelers alike.

The lounge is operated by Mercantile Social, the restaurant in the lobby that serves small-plate food items and cocktails; it also books live acoustic music sets a few nights a week. (And Mercantile Social sponsors free wine tastings daily.) If you haven’t had enough wine, fear not—on site are two tasting rooms from the wine empire built by Napa native John Anthony Truchard: John Anthony and JaM Cellars.

When the hip Andaz hotel chain opened in downtown Napa in 2012 it brought a youthful energy to wine country. In addition to its affordable rooms and excellent locavore-minded small plates restaurant, Farmer’s Table, the Andaz also gives guests a dose of culture. The brand’s Andaz Salon program introduces art, photography, music, and readings throughout its different properties.

The three-towered, blue-and-green glass property is remarkable for its connecting, undulating tiered design inspired by terraced Balinese rice paddies and the elevated gardens that seem to hang from above. Designed by Singapore starchitects WOHA, the Parkroyal on Pickering is almost an extension of the green space in front of it—Hong Lim Park—with 160,000 square feet of gardens, reflecting pools, waterfalls, planter terraces, and vertical landscaping. Eco-mindfulness is evident elsewhere: photo sensors monitor light usage, showers are low-flow, sheets are changed on alternate days (less frequently if requested), and rooms have refillable glass water bottles. The property’s most striking space is the fifth-floor wellness area, where cabanas are shaped like giant bird cages, and the infinity pool looks out above the park with a view of the shophouses across the way. The generally compact rooms espouse the Scandinavian-sleek look.

Take a break from days at the beach with a stroll through these quiet, lush gardens. The nature trail is well marked and easy to navigate. Identify the local birds, including the St. Lucian parrot, with the help of labels and pictures along the trail. The water of the garden’s Diamond Falls is a unique rustlike color due to the minerals picked up along the stream’s path past a volcano, two miles upstream. The waterfall’s colors change according to the recent rainfall. Though you can’t swim in the falls, you can relax in hot mineral spring baths. Visit early in the morning, and avoid cruise-ship days so you can have the place to yourself.

The Louisiana-style, year-round barbecue at Buster’s is in a league of its own. Main-course options at this no-frills (read: It’s a glorified picnic shelter) Calistoga eatery include shoulder, pork ribs, tri-tip, chicken, pork loin, and pulled pork—all cooked medium rare unless otherwise specified. Most dishes come with sides such as baked beans, macaroni salad, and cole slaw. All portions are heaping, and every dish comes with signature garlic toast. Dessert options include house-made sweet potato pie and fresh-baked cookies. Because of Buster’s proximity to downtown Calistoga, the restaurant is a great stop after a morning hike on Mount St. Helena. On warm days, try to grab a table outside and watch the ‘cue masters work the outdoor grills, and on Sunday afternoons, stick around for live blues and jazz on the patio.

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.

Stretched out from the northwest corner of the island like a small arm, Pigeon Island is a historical landmark and a satisfying all-in-one nature, beach, and hiking escape minutes from Rodney Bay Marina. The 44-acre mountainous green plot is home to the preserved ruins of British military forts and garrisons; the Brits chased the Caribs out and used the islet to monitor French activity. Walk among the ruins, and hike up to the cannons of Fort Rodney, where the lookout point offers a breathtaking panoramic view of St. Lucia’s coastline and the sea below, dotted with sailboats. Hike down to the beach for a swim and a toast to history at Jambe de Bois, a restaurant on the water.

The popular Gros Islet Fish Fry, also known as the Jump Up, is one big neighborhood party. The narrow streets of Gros Islet fill up with locals and tourists by 7 p.m., and by then the food shacks are busy: Hungry patrons shout out their orders and wait impatiently as the seafood steams and fries. While you wait for your food, grab a seat at a picnic table and throw back some Piton beers. Dance it all off after dinner as DJs blast soca, reggae, and international music. Whether you’re a dancer or not, stop here for your Friday dinner and some Saint Lucian vibes.

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.

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.

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.