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Originally a 15th-century convent, followed by stints as the headquarters of the Dutch Admiralty and Amsterdam’s town hall, the Sofitel Legend The Grand Amsterdam—or simply, The Grand—presides over the heart of the old city. With its imposing brick facade flanked by canals and its location within a stone’s throw of Dam Square and De Oude Kerk, The Grand would be a legend even without Sofitel’s designation. The majestic entrance courtyard hasn’t changed since its construction in the 17th century—a fact that’s reinforced by the hotel’s horse-drawn carriage, which offers guests a different way to explore the city center—and even before the building became a hotel, landmark figures in European history stayed on site, including William of Orange.

While today’s interiors are starkly modern, the designers alluded to the hotel’s storied past in the decor and textiles featured in the 177 rooms and suites, which overlook either the interior courtyard and gardens or the canals, and come with touches like rainshowers and signature MyBed mattresses. The private Canal House Suites—especially popular with the dignitaries and celebrities who frequent the hotel—may appear boldly contemporary, but accents like round windows and wood-beamed ceilings hint at their past as the private homes of Dutch admirals. The hotel’s five dining options include the Michelin-starred Bridges restaurant—set in what was once the town hall’s canteen—as well as the casual, all-day Bridges Bistro, traditional Flying Dutchman café, sophisticated Library D’Or lobby lounge, and peaceful Garden Terrace. The two-floor SO Spa houses a gym, heated indoor pool, wet area with Turkish hammam, and treatment rooms for French-inspired services.

Parque de Oueste is a shady park toward the north of the city. The park is known for its rose gardens, as well as being home to the Temple of Debod, a gift for the Egyptian state in 1968. The overlook of the park offers beautiful views of the Royal Palace and the larger Casa Del Campo. It’s an ideal spot to split a bottle of wine with friends and watch the sunset after a long day of exploring Madrid.

Set in a 12th-century palace that looks like the setting for a Wes Anderson film, Palazzo Avino is skirted in flower-filled gardens terraced across a cliffside in Ravello. Interiors are as opulent as the storybook architecture, filled with antiques and marble and featuring charming details such as stained-glass windows, Hermès textiles, and antique carpets. Picturesque is an understatement for the panoramas that extend from the sunbathing lawns that surround the pool area. Even the fitness facilities take advantage of the vistas: Cardio machines are set in cabanas in the gardens, making for arguably the world’s most scenic spinning sessions. Since you’re right in the center of town, guests can walk to several restaurants and bars or stay put at the hotel’s Michelin-starred Rossellinis, an alfresco lunch spot known for its lobster and champagne pairings; if you’re looking for something more spirited, opt for one of the 100 different martinis on the menu at the Lobster & Martini Bar.

One of Austin’s top boutique hotels—and among the first in the trendy East Austin neighborhood—the Heywood Hotel feels more like an achingly cool designer friend’s house than a hotel, and in the best possible way. The husband-and-wife team renovated and expanded upon a 1920s Craftsman bungalow and outfitted each room with his handmade furniture, and art and textiles by local artisans. They also added the most comfortable beds they could find, Kevin Murphy’s Kakadu plum hair products, and Internet jukeboxes (a necessity in music-loving Austin). No, there isn’t a restaurant, or even a bar, but there’s a front porch and a courtyard patio where you could eat local snacks, sip beers, or try “Heywood blend” coffee. Complimentary bicycles are available, and a team of local experts on staff who have an endless supply of suggestions for drinking, dining, and exploring in the up-and-coming neighborhood—just like a friend would.

I first acquired one of Mychal’s beautifully handcrafted leather journals in late 2006 as a gift prior to an extended trip to Brazil. It now sits in my bookshelf, filled with sketches, poems and souvenir Brazilian flyers, stickers, photos, etc, as a remembrance of a great adventure. These are journals you will want to keep forever; they will inspire you to fill their pages, carefully with the same attention to detail that there were created. Visit Mychal’s studio in East Austin and let the smell of leather lure you in; she may even share a glass of wine and engulf you in conversation about her next adventure, the latest leather shipment or the best place to Salsa dance in Austin. I now prepare for a new travel adventure, and have picked the new shade of turquoise to be the color for my next Iona journal!

If money is no object, staying near the Marina in Singapore is a great choice. On one side you have the bizarrely mesmerizing Marina Bay Sands development, which includes a hotel, casino (note that the Chinese take their gambling very seriously), shops, a theater, a rooftop pool, a rooftop restaurant/bar/club (Cé La Vi), myriad celebrity-chef restaurants (try Daniel Boulud’s DB Bistro & Oyster Bar), and much more. Although MBS is fun to visit and certainly worth strolling through, you get more for your hotel money across the Marina at the Fullerton Bay Hotel.

Set on 12 lush, cloud-forested acres next to the Urumbamba River, this eco-resort (a member of the National Geographic Unique Lodges of the World) is practically a destination in and of itself. Here, 83 rustic-but-chic, whitewashed adobe casitas are tucked among a sanctuary of terraced hills, stone paths, and waterfalls that are home to 214 bird species and, at 372 cataloged varieties, the largest collection of native orchids in the world. Guests are encouraged to hike around the grounds (the hotel can also arrange for excursions farther afield), visit the resort’s Ecocenter, or relax in a naturally heated spring-water pool while listening to birdsong.

The superior casitas are the simplest accommodations, but still come with plush robes, hand-crafted Andean slippers, and a separate dining area. Superior deluxe rooms feature fireplaces, while suites offer terraces with garden views. The most lavish option, the Villa Inkaterra includes an open-air shower, plunge pool, and 24-hour butler service. When not luxuriating in your room, visit the glass-walled restaurant, which has stunning views of the river, or head into Agua Calientes, which is just a few minutes away and offers several other dining options.

Hidden Pond blends Maine cottage living with its own quirky, Instagram-worthy take on luxury. The enclave of 14 colorful one- and two-bedroom clapboard bungalows is spread over 60 acres of birch groves and balsam fir, just a 10-minute drive from downtown Kennebunkport. Each private house comes with a full kitchen that practically begs to be used, with first-rate cooking equipment and serving pieces and, for guests staying in the two-bedroom cottages, the option to send along a grocery list prior to arrival. However, dining at Hidden Pond’s farm-to-table Earth restaurant, with its awe-inspiring chandelier made from a preserved apple tree, shouldn’t be missed. For an even more memorable experience, guests can supper in one of two private garden sheds, which are outfitted with a sole table surrounded by hurricane lanterns, pitchforks, and potted plants, and situated steps from a chef’s garden that supplies ingredients for every meal. The Tree Spa is aptly named: Treatment rooms are nestled in the treetops eight feet above ground and are reached via wooden footbridges.

Fifteen minutes south of the Puntacana Resort & Club, Eden Roc at Cap Cana is the most exclusive of the six hotels in the gated Cap Cana Reserve. At this Relais & Châteaux property, guests have their choice of beachfront suites with kitchens; stand-alone suites with private pools, gardens, and verandas; and oceanfront villas that come with butler service. Whichever you pick, you’ll also have access to an oceanfront infinity pool, a 30,000-square-foot spa and wellness center, and a private, Blue Flag–certified beach. There’s even a kids’ club in a lagoon-side treehouse for when adults need some alone time.

When hunger strikes, head to La Palapa for seafood and Caribbean fare, or Blue Grill Bar + Restaurant for Nikkei and robatayaki cuisine. Should you want to venture off-property, know that Cap Cana is home to an 18-hole Jack Nicklaus signature golf course. Bespoke helicopter outings, visits to the Punta Espada equestrian ranch, and days at Scape Park (a natural theme park with attractions like zip-lining and cave expeditions) can also be arranged.

The Glenn Miller Orchestra introduced America to the Chattanooga Choo Choo and Track 29 in the 1940s, but the train and its home at Terminal Station date all the way back to 1909. In 1973, the original Pullman train cars were converted into luxury hotel rooms, transporting guests to a past era of travel—albeit with modern amenities like high-speed internet, refrigerators, and coffeemakers. Spend the night at the hotel, or simply explore the former terminal complex, which now features multiple restaurants, bars, retail outlets, a comedy club, and a beautiful rose garden. At Gate 11 Distillery, you can even sample artisanal spirits straight up or in carefully crafted cocktails.

Quinta Del Carmen’s story begins in 1916, when it was built as a weekend home for a wealthy family. Since then, this charming stucco, Spanish-style structure has served as staff housing for Aruba’s first hospital, a clubhouse for oil-refinery workers, a private residence, and finally as an elegant restaurant specializing in seafood—although there are plenty of options for carnivores and a few for vegetarians as well. You can dine inside or out, where twinkling lights and lush foliage make for a garden-like atmosphere. Specialties include the seafood paella and sucade lappen, a traditional Dutch beef stew slow-cooked in red wine, herbs, and plenty of butter until it’s fall-from-the-fork tender.

Housed next to Tivoli Gardens, in a historic building that once served as the Royal Danish Conservatory of Music, Nobis Hotel is a showcase for Copenhagen’s iconic mix of Old World elegance and modern design. The 77-room boutique property maintains many of its original details, but with a contemporary twist—an intricate vertical lighting installation updates the marble-and-wood staircase, while midcentury furnishings by homegrown brands like Carl Hansen & Son offset classical wall and ceiling moldings. The aesthetic inspiration continues in the lounge (where low-slung leather sofas provide the perfect backdrop for Instagram-fueled envy) and not least in Restaurant Niels (where continental standbys are served in a serene space outfitted with blond wood and industrial lighting).

One of the world’s most epic drives, the Hana Highway connects Kahului with Hana in eastern Maui. The scenic stretch is just 64 miles long but can take up to three hours to drive, thanks to 62 twists in the road as it winds through rain forests and past waterfalls, natural pools, and seascapes. Plan at least a half day to properly experience the drive, or slow it way down and spend a night in Hana so you can linger at places like Twin Falls, the Keanae Peninsula, the Garden of Eden arboretum, and the black sand beach at Waianapanapa State Park. Sun worshippers should also budget plenty of time for stops at Hamoa Beach and Ho’okipa Beach Park Beach Park.

Located in Shibuya City, aka the Silicon Valley of Tokyo, Cerulean Tower Tokyu Hotel is a laid-back lodging close to Meiji Jingu Shrine and Tokyo Tower. Western and Japanese aesthetics mix in simple, unfussy guest rooms with calming colors and marble bathrooms; some have unobstructed views of Mount Fuji in the distance. You can find your moment of Zen in the stone garden in front of the lobby, the handiwork of celebrated landscape architect Shunmyo Masuno, or at the indoor pool. Quirky amenities include a traditional Noh theater and perhaps the only in-hotel dental salon, in case you need a touch-up teeth whitening.

Owned by notable art collector and scholar Jordi Clos, Hotel Claris occupies Palacio Vedruna, a 19th-century palace. The glamorous palace is as beautiful inside as out, with third and fifth-century Roman mosaics, marble statues, and a water garden.

The interiors blend upscale, contemporary furnishings such as polished hardwood floors, hand-painted decorations on the walls, mosaics, and classical antiquities like Egyptian carvings and Hindu sculptures from Clos’s collection. The hotel’s public spaces are second-to-none, including a dedicated museum of pre-Columbian art on the first floor, a rooftop terrace with panoramic views, a decent-sized pool, and first-rate restaurants.