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The final mile of the drive from the resort town of Malindi to the secluded beachfront hotel Che Shale winds through lush vegetation and coconut-studded palms—a preview of the laid-back vacation that awaits you. The property itself is simple and stylish: guests sleep in thatched bandas made with locally sourced materials and dine with sand between their toes on soft-shell crustaceans from the hotel’s organic crab farm. There are hidden nooks up wooden ladders to read or snooze in, but the party is down on the beach, a snorkeler’s delight thanks to warm Indian Ocean waters teeming with tropical fish. This stretch of coastline also gets great waves, and kitesurfers flock here, though the staff can arrange lessons for novices. There’s also an on-site boutique filled with swimwear, beach bags, straw hats, and more should you decide to extend your stay.

Opened in 2017, Hayes Street Hotel may occupy a modern building in Midtown, but the boutique lodging has made every effort to highlight the area’s historic past and the local makers who adhere to its traditions. A nod to the city’s former life as one of the country’s busiest printing centers, the lobby features poster art from famed letterpress studio Hatch Show Print, which has created musical renderings for the likes of Led Zeppelin, Elvis Presley, and Loretta Lynn over its 140-year lifespan, while white porch swings invite you to sip a cup of joe from Bongo Java, Nashville’s oldest coffeehouse. Local bourbons, whiskeys, and microbrews make up the menu at the Hayes Street Bar, and guest rooms favor minimalism with hardwood floors and mint-green accent walls, their clean lines providing a serene backdrop for the city’s myriad pleasures.

This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.

Closed until 2024 for renovations.

Set on three-and-a-half acres of garden grounds atop Mönchsberg Mountain, the castle-inspired Hotel Schloss Mönchstein is like something out of a fairytale. Be sure to arrive hungry: In addition to a restaurant that serves Austrian and international fare and an indoor/outdoor orangery with light bites and drinks, the hotel has several private dining rooms, including one nestled in the castle’s tower and dubbed the Smallest Restaurant in the World, as well as a neo-Gothic chamber filled with black-hued antiques. The 24 guest rooms have regal touches like damask-patterned velvets and marble bathrooms with soaking tubs and walk-in rain showers, and a vast menu of treatments at the on-site spa, including Dermalogica facials and body wraps, are fit for royalty. After a day of pampering, an infinity pool and hot tub offer panoramic views over the city below.

Housed in a converted elementary school dating back to 1915, this sprawling hotel complex has long drawn out-of-towners and local Portlanders alike with its bars, restaurants, miniature movie theater, and even a heated soaking pool that’s open to the public for a small fee. While these amenities—along with the hotel’s sprawling school grounds and proximity to the popular Alberta Arts District—are enough to make it one of the most attractive spots to stay in town, its real cred shines through in the 57 guest rooms, many of which are actually converted classrooms (and still have some of the original scholastic features, such as chalkboards, integrated into the room design). Don’t leave without sampling some of the McMenamins signature brews in the Boiler Room Bar, housed in what was once the school’s boiler room.

Hôtel Fenua Mata’i’oa is a low-key boutique hotel with five individually decorated suites, each with a funky mix of handicrafts and loudly patterned artwork and upholstery. As one of the smaller options on the island, the property feels more like a guesthouse than a proper hotel, but it still features comforts such as a full bar and restaurant, private island dining experiences, and lomilomi massages. The hotel also offers a number of Tahitian cultural experiences, including traditional crafts and private Polynesian dance lessons. The proceeds of both activities go to help support a local NGO. Traditional Tahitian dance and music performances can also be arranged. And for guests who really want an immersive experience, Fenua Mata’i’oa offers traditional Polynesian wedding ceremonies, staged right on the hotel’s verdant grounds.

The Hungarian outpost of beloved Parisian hotel/restaurant/record label Buddha-Bar may be housed in the neo-baroque Klotild Palace building, in the heart of Váci Street’s pedestrianized shopping district, but the decor is as trendy as you might expect. Influenced by Asian motifs, the lobby and common areas feature dark wood, red patterned wallpaper, and brassy accents; the concept continues into luxurious rooms and suites, the nicest of which have balconies with city views. Of course, the star attraction here is the Buddha-Bar Lounge, where DJs spin global beats every night while chic Budapesters and visitors alike sip on cocktails and snack on sushi. For travelers who would rather find other paths to enlightenment, there’s a spa with sauna, steam baths, hot and cold pools, and a Roman-inspired tepidarium.

While most travelers visit the Cape Winelands in the spring or fall, Delaire Graff is a year-round destination. At the estate’s Wine Lounge, guests can enjoy a glass of wine on the outdoor terrace during the summer, or cozy up by the crackling fire in winter, enjoying the famous view through floor-to-ceiling windows. The wines here range from elegant reds with soft tannins to white wines that capture the freshness of the harvest.

Those craving a more complete experience should know that Delaire is also a Relais & Châteaux property with an on-site spa and six separate lodges. Book a massage and you’ll enjoy full use of the pool, steam room, and sauna as well as a tasting in the Wine Lounge post-treatment, or stay overnight in the Owner’s Suite, which features a heated plunge pool and views of Table Mountain.

This twin-peaked headland—and the ruins of the 18th-century Fort Shirley garrison—preside over Prince Rupert’s Bay, Dominica’s largest wetlands and a docking area for smaller cruise ships. An 1802 revolt here led to the British Empire abolishing all slave soldiers, making this Dominica’s most important historic destination—and now a worthy World Heritage site. A short climb leads to the restored buildings and a splendid viewpoint, complete with cannons. Longer trails spike out into the dry coastal woodlands, populated by crabs and grass snakes (Liophis juliae, known locally as kouwes).

A former military base for the Yugoslav National Army, the island of Vis was closed to foreigners for decades. Today, however, it’s one of Croatia’s best-kept secrets, mainly for its beaches, food, and history. Book a tour with Vis Special and explore the island’s old military sites, abandoned when the army left suddenly in 1992. The tours take in everything from rocket shelters and bunkers to weapon-storage halls and “parking lots” (read: tunnels) for submarines. They also stop at the former communications headquarters for the Yugoslavian secret service (which are dug into a mountain) and Tito’s Cave (where the erstwhile Yugoslav president hid during World War II). Lest this all sound grim, know that these sites occupy some of the most gorgeous spots on the island.

The history of the palaces and streets and artwork of Florence comes alive during this multimedia theater performance, acted out (in English) in a small baroque church. The show tells the story of two feuding Medici siblings—the last grand duke of the dynasty, Gian Gastone, and his sister, Anna Maria Luisa—and the patto di famiglia, or family pact, that bequeathed the family treasures to the city-state their forebears had ruled for hundreds of years. Long before there was reality television, there was family drama, Florentine style.

The terrace outside this historic café boasts one of the best views in town, encompassing an almost unimaginable collection of architectural highlights and public art from the Renaissance. Linger over your coffee or a cup of hot chocolate as you gaze upon the Palazzo Vecchio, as well as a copy of Michelangelo’s David, the Fountain of Neptune, and the remarkable assembly of classical sculptures inside the Loggia dei Lanzi. It does cost more to sit outside than to stand at polished wooden bar inside, but this splurge is highly recommended. (The original owners were the official chocolatiers to the royal family of Savoy; you can take home a piece of that history in a beautifully wrapped box of chocolates or a jar of chocolate-hazelnut spread.)

Once a delicacy of Japanese royalty, shave ice went mainstream in the 1920s. The refreshing treat then crossed the Pacific with immigrants—workers bound for the sugar plantations and pineapple fields of Hawaii. Now a classic way to cool down in the islands, this sweet is more than a mere snow cone. Ice made from filtered water is shaved instead of ground, so the texture resembles a delicate snowfall in your mouth. Ululani’s goes a step further by using pure cane sugar and premium purees made in-house. Among its most popular blends are the Haleakalā (coconut and Leche topped with cream) and the Sunset Beach (guava, mango, passion fruit, and orange). The chain has six outlets around Maui, including one at the Hyatt Regency Maui Resort, and one in Kailua-Kona on Hawai’i Island.

Chef Jacques Larson operates on the fringes, creating destination restaurants far off the Charleston peninsula, first with his Johns Island trattoria, Wild Olive, and now with this seafood-and-pizza-focused outpost on Sullivan’s Island. His signature ricotta gnocchi with short-rib ragù and horseradish gremolata sets tastebuds salivating and inspires frequent return drives to the beach, as do pizzas like “Old Danger,” featuring pancetta, black pepper, and a farm egg over melted mozzarella and parmesan. Weekend brunch is in especially high demand, but the well-designed, nautical-but-not-kitsch dining room and wraparound raw bar stay packed for lunch and dinner every day of the week. Downstairs, there’s an in-house coffee-and-gelato shop, BeardCat’s, that doles out breakfast sandwiches and lattes in the morning and 20 flavors of house made icy goodness all afternoon and evening.

Located in a historic mansion on one of the oldest streets in Oranjestad, Bistro de Suikertuin is hard to miss. The building is painted a bright hue of yellow, reminiscent of the tropical birds that visit its namesake sugar garden, and the front porch features a blackboard with the daily menu. Tables are scattered inside and out, but the pretty garden is the preferred spot for savoring your morning coffee and Aruba’s traditional pancakes. Come lunch, the restaurant is all about salads, wraps, and broodjes (Dutch-style sandwiches with meat and/or cheese on baguettes). Note: Reservations are recommended for afternoon tea service.