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With its carved arches, intricate tilework, and marble swaths, the scenic Palais Faraj feels like it’s from another time. Each room in the former palace is like a treasure chest of colorful rugs, stained glass details, and vibrant objets d’art; perhaps none are more enchanting than the library, with its arabesque and geometric patterns, though the lovely grounds, which are dotted with palm trees, rose bushes, and manicured hedges, are a close second thanks to their breathtaking views over the labyrinthine medina. Panoramic vistas also unfold from the hotel’s two restaurants, which serve Fassi specialties such as pigeon pastillas—try making them for yourself during an on-site cooking class. Other highlights include a spa with a traditional hammam and a courtyard pool for afternoon dips. As for the guest rooms, the hotel’s 25 suites are cloaked in the same elaborate tiling and carvings but stocked with mod cons like free minibars and Nespresso machines.

Featuring a series of boulders that appear to have been gathered, piled, and deliberately set across a few square miles of desert, this site carries a certain air of mystery. Scientists remain baffled about the geological event that could have created the formations, while archaeologists and historians are fascinated by the petroglyphs and paintings drawn by the native Arawak people. Trails weave around the enormous stones, many of which have been named for the animals they resemble. Speaking of which, all sorts of creatures inhabit the area, from iguanas to burrowing owls.

This pretty green building, with its intricate white trim, is an architectural jewel in central Oranjestad. Constructed from 1922 to 1925, it was designed by Merardo “Dada” Picus for Aruba’s first general practitioner, Dr. Eloy Arends, who presented it to his bride, Maria Monica, upon return from their honeymoon. Over time, it became something of an open house—the design included folding walls that made the space very flexible, allowing the Arendses to host many social gatherings and guests. After falling into disrepair in the 1980s, the home was eventually restored and now functions as a civic building.

A shopping mecca, this downtown street is lined with malls and flea markets. On Oranjestad’s main pier, across from one of the larger malls, you’ll find the site of Aruba’s first public market. Once a clearinghouse for local fruits, vegetables, and fish, the space now features open-air stalls hawking Aruban art, crafts, leather goods, and other souvenirs. Look out for hand-milled aloe soaps and creams as well as watercolors by local artists. Bargaining is expected, so don’t settle for the first price you hear.

First domesticated on this tiny island in 1840, the aloe plant is so important to Aruba that its image is emblazoned on the nation’s crest. Crops once extended over nearly two-thirds of the island and, to this day, remain Aruba’s largest export, explaining why the plant is a frequent motif in local art and architecture. For more information, visit the Aruba Aloe Factory, where you take a guided tour and learn about the manufacturing process. Then, head to the museum to browse a small collection of ancient aloe planting tools as well as books on the plant and its history.

Filled with resort wear for men, women, and children, The Lazy Lizard is stocked with beach bums in mind. Here, shoppers will find an endless array of wide-brimmed hats, baseball caps, and straw totes alongside T-shirts, bathing suits, and cover-ups. There are also accessories like waterproof phone cases and wind chimes made from shells, as well as a selection of local artwork. Adding substance to style, the store donates a percentage of each purchase to local charities.

A departure from the pastel villas that dominate the Amalfi Coast, Parco dei Principi is a modernist edifice enveloped in tropical gardens and set on the outskirts of Sorrento. The work of famed Italian architect and designer Gio Ponti, the boxy white structure bears his signature at every turn, from the furniture and fixtures down to the blue-and-white floor tiles (each of the 96 guest rooms features a different pattern). Beyond the eye-catching geometry, accommodations are minimalist in style, featuring midcentury chairs and crisp white beds. Even the saltwater pool looks like an art piece, its angularity punctuated by a diving board that sits swanlike above the water. Tunnels cut through the cliffside lead to a private beach, where an alfresco restaurant on the waterside deck serves up fresh-caught seafood in the summer. For a bird’s-eye view of the scene, opt instead for the panoramic vistas from the terrace of the hotel’s Gio Ponti restaurant.

Travelers seeking spacious accommodations in buzzy South Yarra would be wise to choose this MGallery by Sofitel property on shop-lined Chapel Street. The smallest of its 111 guest rooms start at a roomy 410 square feet and feature plush king beds, black-marble bathrooms, and smart TVs, while its largest split-level suites are nearly quadruple in size—one has its own private spa bath and sauna, while another houses a dining table for 10 and a baby grand piano in the living room. The interiors scream personality, with a bold color palette of hot pink, turquoise, and lime green and decorative elements like gray-and-black leaf decals. After a day spent shopping in the nearby boutiques, unwind in the gym and sauna, then chill out in one of the plush lounge chairs on the seasonal rooftop deck or around the indoor pool, which is covered in a retractable glass roof that opens during warm weather.

Right in the center of town, Capri Tiberio Palace mixes la dolce vita glamour with a globe-trotting sensibility that’s equal parts quirky and elegant. Wanderlust-inducing knickknacks such as globes, vintage trunks, and an eclectic collection of art stud the public spaces, and bookshelves are stocked with coffee-table tomes from the publisher Taschen. A white baby grand provides the soundtrack for aperitivo hour at the Jacky Bar, where wicker poufs, striped blue-and-white banquettes, and Panama hats repurposed as wall decor signal vacation vibes; things are slightly more reserved at the terrace restaurant, a formal space whose brightly colored dishes (think seared scallops with almond sauce and beef tartare with chestnut cream as well as kosher fare) are rivaled only by the panoramic views of the island’s craggy peaks coast and azure sea. And the indoor-outdoor swimming pool, though small, is a savior in the summer heat.

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.

Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.

Perched high above the Bay of Positano, Il San Pietro is the epitome of Italian seaside glamour—the hotel has attracted a coterie of international VIPs since its opening in 1970, including Gregory Peck, George Clooney, and Julia Roberts—but retains the charm of a family-run inn. Michelin-starred Zass restaurant culls ingredients from the property’s organic gardens, which spill down to the sea across 10 terraces teeming with local produce, and rooms feature custom ceramic tiles made in local factories using traditional techniques. If the 400 steps down to Positano’s only private beach sound daunting, an elevator cuts through the rock to water level, where tangerine loungers on the stone sundeck give way to a cove with sandy shores. Here, breezy Carlino restaurant serves up lemon spaghetti beneath a cheerful thatched roof. Prefer more active endeavors? Hugging the cliff face above, seaside tennis courts serve up sets with a dazzling view.

Formerly the private residence of Gioacchino Murat, king of Naples and Napoleon’s brother-in-law, Palazzo Murat has the mark of aristocracy—white-walled interiors are outfitted with elegant antiques, oil paintings, and decorative tiled floors—but also the welcoming atmosphere of a dear friend’s home. The 18th-century villa is tucked away behind cascades of bright bougainvillea and greenery-filled grounds fragrant with jasmine and citrus trees yet centrally located in Positano’s pedestrian zone, making it an ideal base for shopping holidays and seaside idylls alike. The pool is especially impressive, flanked by a lawn studded with chic sunbeds and backed by a storybook scene of pastel-hued houses stacked higgledy-piggledy along the hillside. Just steps away is the charming Al Palazzo restaurant, which incorporates ingredients from its vegetable patch and twinkles with candlelight in the evenings. As for the guest rooms, soothing white spaces are accented with pops of blue and lemon yellow, and French doors open onto lovely balconies with views of the gardens, town, or sea.

Built into rocky cliffs that tumble down to the sea, Hotel Santa Caterina is the embodiment of Amalfi Coast dreams. Bougainvillea blooms adorn corners of the 19th-century mansion, while lush terraced gardens teem with citrus trees and vine-covered pergolas. Public spaces are decorated in an elegant Mediterranean style, peppered with antique pieces and sweet details such as hand-painted majolica tiles, while light-filled guest rooms and suites feature Bulgari toiletries and balconies with sea views. Elevators are on hand to whisk guests down to the beach and a saltwater pool, where chic loungers and parasols line a stone sundeck and uninterrupted vistas lurk around every corner. You’ll find classic Italian fare and fresh seafood on the menu at the beachside bar as well as two restaurants, both of which spill out onto terraces. Even the spa offers a dose of local flavor with a signature Amalfi gold lemon massage. The Gambardella family has owned the property for generations, which may account for the consistently charming service and the loyalty of guests, who return year after year.

In the 1920s and 1930s, this heritage-listed property on tree-lined St. Kilda Road was an automobile showroom that sold the ultimate status symbol—the Rolls-Royce. Now it peddles another sort of luxury good: the boutique hotel stay. In the lobby, the Royce Hotel honors its Art Deco past with an arched ceiling in imitation hammered gold and lovingly restored wrought-iron chandeliers, but a zebra rug and curved mirrored walls anchor the design in the present. Some of the property’s 100 rooms and suites feature two levels and soaring bay windows, while others have kitchenettes, spa baths, and balconies with views of the city skyline, but you’ll want to venture out for the contemporary Australian specialties, including grilled steaks prepared from a selection of local grass-fed beef, at the hotel’s chic 100-seat restaurant Dish. Central though it is, there’s no lack of green space nearby: The hotel is situated between the sprawling Royal Botanic Gardens and Fawkner Park, while buzzy South Yarra is just a 15-minute walk away.