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Sure, Faneuil Hall and Quincy Market make up the most touristy part of Boston, complete with street performers, a light show, and the obligatory Yankee Candle store and Cheers restaurant; we nonetheless defy you to stay away. This part of the Boston waterfront has thrived on commerce since colonial times: Faneuil Hall was crowded with merchant’s shops as early as 1743, and the larger Quincy Market was added in 1824 to provide more space (it also was the site of speeches by Samuel Adams and other early patriot leaders). If you’re looking for a Red Sox hat or a “Boston Strong” T-shirt, you’ll find it here.

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.

Situated in a candy-colored colonial-style building, the Diplomat Boutique Hotel feels like a cool friend’s house. With just four guest rooms, the property has an intimate vibe and personal service, beginning with welcome drinks and botanas (Mexican snacks) served on arrival by the inviting Canadian owners. Each of the crisp, contemporary accommodations is embellished with hints of history, from the wrought-iron beds to knick-knacks like antique typewriters, yet talavera-tiled bathrooms feature modern touches like walk-in rainfall showers and organic toiletries infused with local honey. It’s easy to lose track of time while swinging in a hammock, cooling off in the pool, or sampling different varieties of tequila and mezcal from the free poolside bar. Just pace yourself. You don’t want to miss the complimentary morning spread, loaded with fresh fruit from the market, homemade breads, and delicious dishes like breakfast tacos, French toast with caramel sauce and passionfruit jam, or quinoa-crusted quiche.

Interior designer and owner Denis Roy eschewed the palapa-inspired elegance employed by so many Costa Rican resorts in favor of a tropical take on European influences—Victorian architecture, French colonial touches, and Grecian columns among them—creating a resort like no other on the country’s west coast. Owing to its vantage point 1,100 feet above the entrance to the Gulf of Nicoya, the views of the rain forest, ocean, and sunsets are stunning, especially from the infinity pool. Rooms in the main building are fairly basic, but suites and villas offer more luxurious touches, such as Jacuzzis, private ocean-facing terraces, and plunge pools. The property has its own beach (with sun beds, showers, and a snack bar), but since it’s at the bottom of a steep hill, the resort provides hourly transfers. Retreat to the open-air yoga studio, then head to the bar atop the Greek amphitheater to linger over a martini at the nightly sunset happy hour.

For its much-anticipated first outpost outside London, the hip Hoxton boutique hotel brand—named for the trendy hipster neighborhood of its first hotel—chose five 17th- and 18th-century townhouses (including a former mayoral residence) on the canals of the Dutch capital. The brand has a formula that works, but rather than impose its signature style on another city—colonial-style, if you will—the designers have done it the other way around, imposing the buildings’ architectural styles and the city’s aesthetic on the brand. Original parquet floors, beamed ceilings, and wood paneling infuse the midcentury leather furnishings, geometric mirrors, and creatively patterned subway-tiled bathrooms with a Dutch feel, while the turquoise of the canal outside is reflected in the paint. Two rooms have original ceiling frescoes, and five have (non-working) fireplaces. In the ways that count, The Hoxton is true to its brand, such as bespoke toiletries, a scenester restaurant, a trendy bar, and its signature daily breakfast bag with a banana, granola, and orange juice.

Spanish colonial fountains. Roaring outdoor fireplaces. Brightly colored bougainvillea vines and hibiscus flowers. Rancho Valencia Resort & Spa, Southern California’s only Relais & Châteaux, is spread over 45 hilly acres of gardens and groves. No detail is too small here, as you’ll discover on the Bridge of Champions, a narrow wooden span that leads you across a brook. As for the champions in question, they’re bygone net men memorialized on the path to the resort’s fabled tennis complex: 18 courts and a pro shop. Not to be outdone, the landscaping around your casita (or luxury villa or private hacienda) will lend a secret garden feel to your patio, where you may also find a private fireplace, hot tub, or—in the case of the hacienda—heated pool. Inside, expect 600-thread-count linens, Frette towels, and a Bang & Olufsen sound system. At the spa, waterfalls and a yoga pavilion that appears to float work in tandem with the treatments to induce maximum relaxation.

More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.

La Ciudadela has been the go-to market for handcrafts for nearly 50 years, and it features crafts and handmade objects from all over Mexico. Expect to find everything from textiles (blankets, tablecloths, and hand-embroidered clothing) to ceramics, plates, cups, and serving dishes. Other items to be had here include mirrors, furniture, jewelry and hair accessories, and all manner of small and large handcrafts, including hand-beaded masks. Toys, dolls, and stuffed animals made by hand by artisans from Chiapas are also on offer. The market is open daily.

More than 10 years in the making, the Museo de la Memoria y Tolerancia (Museum of Memory and Tolerance) may seem somewhat out of place if you don’t know much about Mexico City‘s immigrant population and the capital’s role in Jewish history... and that’s one reason the museum is worth a visit. In addition to explaining how the city’s Jewish population burgeoned during the mid-20th-century, and, of course, memorializing the Holocaust, the museum features permanent exhibits documenting genocides that have occurred elsewhere, including Latin America and Africa. Themes are somber, of course, but the aim is to prevent future episodes from occurring by educating visitors about the importance of memory and tolerance.

On Puerto Rico, horses roam the farms, the mountains, the town centers—and also the beaches. A couples’ horse ride at sunset is a perfect way to kiss the day good-bye. With Tropical Trail Rides, in the northwestern municipality of Isabela, you can take a two-hour ride through the forest and by the beach as the sun sinks down toward the water. Make sure you take the opportunity to break for a hike or a swim along the way. On the north side of the island in Manatí, Kerry’s Horses designs personalized sunset rides by the beach or through nature reserves.

Launched in 1929 with a glamorous opening party attended by royalty, this grande dame has long been the most elegant hotel in the Cambodian capital, hosting everyone from Charlie Chaplin to foreign journalists covering the civil war. Part of the Raffles group since 1997, the meticulously restored building—a mix of Art Deco, French Colonial, and Khmer styles—is replete with artisan-crafted decorative touches. Outside, tropical gardens, courtyards, and striking sculptures surround two swimming pools. Hand-woven carpets, polished wood floors, claw-foot tubs, and silk accents—from the throws to the robes—set the scene in the 175 rooms, suites, and apartments.

Khmer culture comes alive at fine-dining restaurant Le Royal (serving Royal Khmer cuisine) and the Apsara dinner-dance show (offered weekly from November–March in the gardens), while international dishes are on the menu at the indoor-outdoor Café Monivong and poolside terrace. The retro-chic Elephant Bar—a city institution, like its counterpart at the Raffles in Siem Reap—is a favorite for afternoon tea and evening cocktails; don’t miss the “Femme Fatale,” created in honor of Jackie O’s visit in 1967. Signature massages using local herbs and traditional healing techniques can be enjoyed at the boutique spa.

Tucked away in Cartagena’s Old Town, Casa de Indias combines colonial architecture with vibrant eclecticism. Though the villa dates to 1693, when it was owned by the then-governor of Cartagena, its purchase in 1979 by the family of famed Colombian figurative artist and sculptor Fernando Botero set the tone for its current iteration. His interior designer daughter Lina Botero redecorated the guesthouse and opened it to travelers in 2013, keeping old-world features like terra cotta–hued stucco walls and black-and-white marble tile floors while adding colorful textiles and pottery, rough-hewn wood furniture, and works by her father to create an artsy lived-in feel. Individually decorated rooms are likewise warm and distinctive, some showcasing original brick walls and all offering iPod docks and flat-screen TVs. The 16-guest maximum capacity helps ensure a quiet atmosphere where you’re free to roam between palm-shaded patios, lounge around the outdoor pool, or take in panoramic city views from the rooftop terrace and hot tub.

Renowned Costa Rican architect Ronald Zürcher looked to his country’s colonial past when designing this hacienda-style property—witness its central courtyard, arched doorways, and terra-cotta roofs. Set amid a 30-acre coffee plantation just outside the capital city of San Jose, the hotel’s 308 traditional accommodations follow suit with dark wood furnishings, but a modern aesthetic pervades renovated guest rooms with streamlined furniture, intricately patterned bathroom tiles, and expansive views that extend from green lawns to forested mountains and urban skyline; some include small balconies that overlook the hotel’s two pools. On-site dining options include gourmet takes on Costa Rican fare at Hacienda Kitchen, Peruvian specialties at La Isabela, and fresh-made sushi at La Castilla, as well as a sports bar and café. The open-air great room invites reading and quiet conversations, but if you’re up for something a little more energetic, there are tennis courts, a driving range, a fitness center, and invigorating coffee scrubs at the spa.

Two blocks from Union Square, Hotel Adagio is a stylish retreat from the frenetic energy of downtown San Francisco. Built in 1927, the Spanish colonial revival building has a stunning cream facade with intricately carved arches that surround the entrance and windows. The interior also retains many of its original features, including rope crown molding and the top floor’s hand-painted ceilings. Conference-goers and event attendees will be impressed with the hotel venues’ city views, elaborate woodwork, and high ceilings.

Hotel Adagio is part of the Marriott’s Autograph Collection, and the recently renovated rooms are appropriately named Audition, Act One, Encore, Applause, and Actor’s Studio. The decor uses a contemporary palette that mixes warm burgundy and chocolate hues with lime green and white. Get ready for a night out as you jam to your own music, thanks to each room’s iHome docking station. Then, head down to the hotel bar, the Mortimer, to start the evening with a craft cocktail.

The Beaumont’s 1926 exterior isn’t altogether conventional. The curious, cubelike sculpture on the left-hand corner of the facade is the creation of one of Britain’s foremost artists. Antony Gormley is best known for creating works such as the “Angel of the North” in the English town of Gateshead, but on this occasion he agreed to create ROOM—an “inhabitable sculpture” with a luxury suite hidden inside—at the behest of his old friend Jeremy King.

King, for those not familiar with London’s restaurant scene, is one half of Corbin & King. The pair have been working together for 30 years and have accrued a following at spots including the Wolseley, the Delaunay, Brasserie Zédel, and Colbert.

It’s perhaps fitting, then, that the first thing guests encounter upon entering the Beaumont is a pair of double doors pointing the way to the Colony Grill Room and the American Bar. Both spaces are fitted with decadent walnut finishes, Art Deco artwork, and dim, atmospheric lighting. The look and feel recapture the glamour of America during the 1920s and 30s, and that theme pervades the hotel.