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Since first reading about Capri as a teenager, I had dreamed about a shop like this. Crammed with hundreds of colorful tunics and beach coverups, Antica Sartoria makes it easy to leave with a bag stuffed full of gifts for oneself and friends back home. The inexpensive resort wear makes liberal use of polka-dots, paisleys, and ornate designs. Not a shop for wallflowers. There’s another outlet in Positano.

If you’re looking for a great snorkel experience accessible to Waikiki, I found Hanauma Bay a great spot. Turtles and fish galore.

Bavaria meets Florida at this Marriott Autograph Collection property, midway between downtown Orlando and the theme parks, and close to the Orange County Convention Center. The hotel’s unique decor pairs antlers and fake fur with pastels and palm trees, and adds elaborate chandeliers and original artwork throughout. Accommodations have fairy tale–inspired carved headboards and marble bathrooms; book a corner room for a separate seating area—in a turret overlooking the lush grounds. The Poseidon spa pampers you like royalty with body, skin, and beauty treatments that employ ocean-derived ingredients, and massages can be arranged in room or in the garden. Breakfast and lunch are served at the bright and airy Garden Bistro, with dinner and drinks available in the Antlers Lounge, but you can walk to restaurants and attractions along International Drive, including the Orlando Eye Ferris wheel. Just be back before dark: From the Sky Terraces, guests have views of nightly fireworks and may spot another nearby castle—Hogwarts at Universal Studios.

What do you get when you mix a little Don Draper, a bit of Andy Warhol, a smidge of The Jetsons, and a touch of PeeWee’s Playhouse? The vision of two local architects, the cheerful Vintage Design Hotel Sax is a paean to post-war optimism in the Malá Strana neighborhood, where each of the 23 affordable accommodations are individually decorated with restored vintage furniture and artwork, colorful geometric wallpapers, and retro pieces. Rooms aren’t particularly spacious but are comfortable nonetheless and include amenities like smart TVs, free WiFi, and air conditioning. There isn’t an on-site restaurant, but the lobby bar sells salads and sandwiches throughout the day, and a space off the lobby stocks free coffee and tea, as well as wines and soft drinks for purchase. The complimentary breakfast, however, is served buffet style (you can pay to order à la carte items) and can be enjoyed from the hotel’s fourth-floor terrace overlooking Prague Castle and the Petřín Lookout Tower.

Steps away from Mérida’s prestigious mansion- and monument-lined Paseo de Montejo, this residence turned boutique hotel is a stylish retreat full of Instagrammable moments. Colonial-era details like wooden antiques, wrought-iron chandeliers, and exposed ceiling beams are sprinkled throughout the seven guest rooms, but modern comforts keep things current—think bathrooms with organic toiletries and rain showers illuminated by skylights. There’s plenty of tile flooring and colorful art on the walls, but the most scenic spots are the breezy colonnaded patios that overlook the hotel’s lush outdoor spaces. Head to the tranquil pool area to while away the time with a good read or an expertly crafted cocktail in one of the hammocks that swing beside the water. The next best seat in the house? You’ll find it on the breakfast patio, overlooking the palm-dotted garden. A seat at the granite-topped bar isn’t too shabby either, with personable bartenders serving up a wide variety of top-quality tequilas.

Hyperlocalism has fueled Portland’s Old Port District revitalization, with buzzy restaurants and shops with a deep sense of place opening in recent years. The stylish Press Hotel is no exception. A publishing motif runs throughout the 110-room property, which occupies a corner building that once housed the Portland Press Herald. Custom-made wallpaper printed with old headlines adorns the corridors, and desks inspired by those found in 1920s newsrooms are in each room. Works by local artists—including a dramatic installation of vintage typewriters from the late 19th and early 20th centuries by Portland artist Erin Hutton—and woven-wall tapestries by Portland home-goods designer Angela Adams also abound. (There are even a few notable—and welcome—nods to the global luxury market, including Frette linens from Italy atop the plush beds.) The focus at the 65-seat hotel restaurant, Union, is proudly farm- and sea-to-table, with dishes like house-smoked local mussels served with celery cream.

The Bristol Hotel is a modern boutique property located near the Gaslamp Quarter. A member of the Green Lodging Program, the hotel is one of seven in San Diego to have a Green Eco-Leaf Rating. From energy-efficient technology to eco-friendly amenities, the Bristol’s commitment to lessening its footprint extends to the smallest details. All these measures don’t diminish its focus on comfort and convenience, though. You’ll find down duvets, free Wi-Fi throughout the hotel, and in-room iHome docking stations.

As you explore the property, you’ll find pop art pieces by renowned artists. Be on the lookout for Teddy Roosevelt by Andy Warhol and Oval Office by Roy Lichtenstein. Business travelers will also be pleased to know that the Bristol is downtown San Diego’s only meeting space with a retractable roof. When you’re stuck in conferences all day, you can give a new meaning to multitasking while you work on your tan.

This sleek, ultra-modern spot takes its inspiration from the linear forms of Dutch painter Piet Mondrian. The Gezi Bosphorus offers a chic and thoroughly striking alternative to the city’s usual Ottoman aesthetic. Cozy rooms have a retro feel with smoked oak and glass used to create warm yet light-filled interiors. Floor-to-ceiling windows in the Deluxe Bosphorus rooms have attention-grabbing views of Istanbul’s iconic Bosphorus Strait.

The Gezi Bosphorus’ green credentials set it apart and prove comfort doesn’t have to be sacrificed for sustainability. Proudly practically zero-emission, the hotel reuses water in its garden; recycles all papers, plastics, and metals; and produces hot water from excess air-conditioning system energy, making it one of the city’s few hotels to receive Turkey’s Greening Hotel Certification. Just off Taksim Square, staying here puts guests amid Istanbul’s modern city core, steps from the shopping vortex of İstiklal Caddesi but still only a short hop on public transport to the historic quarter of Sultanahmet.

With its 26 suites, private beach, and two waterfront bars, Calabash Cove offers a boutique hotel alternative to the typical all-inclusive experience. Set a stone’s throw from the turquoise waves of Bonaire Bay, the sprawling, Balinese-inspired Water’s Edge cottages are the ones to book thanks to private plunge pools, outdoor rain showers, and patio hammocks positioned to highlight superb sunsets. The resort’s remote location ensures tranquility, as does the spa, which offers in-room treatments using ingredients sourced from St. Lucia’s floral and culinary bounty. That abundance is also on display in the Windsong restaurant, where local dishes get an elegant twist (octopus tempura, smoked coconut crème brûlée) in a terrace dining room with the ultimate ocean backdrop. Follow your meal with a brief walk down Calabash Cove’s small boardwalk and stop to spot shooting stars in the dark skies above.

Occupying 28 ocean-front acres on the northwest coast of the Bay of Culebra, Andaz Peninsual Papagayo evokes its natural surroundings at every turn. Costa Rican architect Ronald Zürcher took an organic approach to the design of the buildings, modeling rooflines on shapes found in the shells and cocoons that appear on local shores and in the jungle canopy.

Even standard rooms—which are sprinkled over a hillside that’s bookended with beaches—elicit a strong sense of place with hand-carved artifacts, forest views, and walk-in rain showers that open to large balconies, blurring the line between indoors and outside. (Luxury seekers can upgrade to a suite to take advantage of soaking tubs and private plunge pools.)

For the actively inclined, there’s a golf course, tennis course, and access to nearby zip-lining, though no one would blame you for kicking your feet up by a pool overlooking the bay; there’s an adults-only infinity pool as well. Ostra serves fresh seafood caught in local waters, while Chao Pescao offers the ultimate expression of pura vida with tapas and small plates, a first-rate mixologist, and live music and dancing on Saturday nights.

The 29-acre Nizuc Resort & Spa excels in size, service, and amenities. The soothing design scheme blends calming neutrals and natural materials, which recur across multiple interior elements, including lamps, furniture, and tile flooring. Spacious, sun-filled rooms feature terraces and tropical gardens, and the private villas include infinity pools. Staff lead many activities to keep visitors as busy as they want to be; a typical day at the resort might include learning how to roll cigars, participating in a session of paddleboard yoga, or simply trying to choose a favorite between the two pools.

Located along the bluffs on Cliff Drive, Heisler Park is a walker’s paradise. Visitors looking to get some exercise can start at the lifeguard tower on Main Street and follow a one-mile loop through the park, passing more than a dozen art installations—not to mention six Laguna landmarks and sweeping ocean views–along the way. For those seeking something more relaxing, Heisler Park is also home to beautifully landscaped gardens, a marine refuge with tide pools, barbecues, picnic tables, and grassy lawns for lounging in the sun.

Dining in a beach chair—or at least a chair by the beach—is an essential part of the experience at Spice Mill Restaurant, which looks directly across the water to St. Kitts’ sister island of Nevis. The menu here journeys across the global culinary landscape, but the fish and produce are sourced as locally as possible—including from the restaurant’s own gardens. Expect fine dining with your toes in the sand.

The modern minimalism of Le Méridien Chambers boutique hotel is accented by all things art. Graffiti-covered stairwells and hallways lead to rooms, each with their own original piece of art by the likes of Brits Damien Hirst and Gary Hume. Located in the vibrant Theatre District, entertainment from live music to stand-up comedy is just outside the door. As a guest, you’ll be granted free admission to the popular Walker Art Museum one mile away. Aside from the art, there are thoughtful amenities like the rain shower and heated floors, and fresh Italian cuisine at the hotel’s Marin Restaurant & Bar.

Dining at Made in China at the Grand Hyatt is expensive, but the staff creates an excellent experience. Open kitchens allow you to catch a glimpse of the Peking ducks roasting in ovens over fruitwood-fueled fires. I always order the dumplings. —Fuchsia Dunlop This appeared in the May 2013 issue.