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A UNESCO World Heritage site, this hotel was the home of Hispaniola’s first governor, Nicolás de Ovando, and one of the first colonial structures built at the top of cobbled Calle Las Damas (the first paved street in the Americas). Built in 1502 and connected in 1974 during a reconstruction ordered by then President Joaquín Balaguer, the three stone buildings retain their original coffered ceilings, massive arches, tile floors, and brick and stone walls. In addition to 92 rooms and suites, including a dozen Imperial Club rooms overlooking the Ozama River and Don Diego Harbor (Room 4015 has a particularly stunning view and gorgeous bathroom), you’ll find a lovely reading nook, gourmet restaurant, lobby mojito bar, and tranquil garden, which features herbs and fruit trees used by the hotel kitchen.

With its outdoor cafés and Technicolor facades, the 17th-century Nyhavn Canal is perhaps one of the most Instagrammed attractions on the planet. The best place to experience it all is 71 Nyhavn, an intimate boutique hotel overlooking the harbor at the end of the canal. Occupying a pair of former seaport warehouses built in 1804, the 130 rooms—many of which are newly renovated—mix original details (wood beams, brick walls) with contemporary comforts (leather headboards, furnishings by Arne Jacobsen and, in the lobby, avant-garde paintings from the owner’s private collection). Downstairs, SEA serves southeast Asian fare by the team behind Michelin-starred restaurant Kiin Kiin—a nod to the once-exotic trade routes that gave the canal purpose.

Hout Bay is basically Eden. This ecological utopia has everything a nature lover could want, from imposing mountains and miraculous views (check out the Twelve Apostles range) to World of Birds, the largest bird park in Africa, home to 3,000 birds and over 100 walk-through aviaries. On weekends, you can shop for food and crafts at the lively market at the end of the harbor road. Besides Chapman’s Peak Drive, there are two other roads into Hout Bay, one from Constantia and another that passes the gorgeous surfer beach of Llandudno—also the exit for Sandy Bay, a nudist beach.

This English-inspired hotel has been the place to stay in New Orleans for basically forever—well, since it opened in 1984, at least. It’s plush without being pompous, stately without being too serious, though it should be said that this is the kind of place where gents might wear a pocket square and watch fob and feel right at home. The $8 million art collection, which includes original works by Reynolds, Gainsborough, and Huysman, is museum-worthy (you can even take an audio tour), and the 4,500-square-foot spa, part of the 2012 $22 million renovation, is one of the city’s most luxurious. Other notable upgrades include the lobby cocktail bar—a more feminine alternative to the leather-clad Polo Club Lounge, and an outdoor pool.

When President John F. Kennedy was shot in Dallas in November 1963, the world was introduced to the Texas School Book Depository building, which became the primary crime scene for the assassination. It was from a sixth-floor window in this brick warehouse that the shots are said to have rung out toward the Grassy Knoll and the motorcade along Dealey Plaza—and it’s that same floor that now houses this excellent museum dedicated to the event and its aftermath. The engaging permanent exhibits focus on everything from the political climate of the era and the actual assassination to the immediate chaos, the investigations, and even the conspiracy theories; you’ll also have the chance to watch and analyze the Zapruder film, and stand at the famous window itself. Rotating temporary installations may showcase topics like artwork inspired by the event, while a library and reading room offer opportunities for a deeper dive.

A consummate purveyor of all things music and vintage vinyl, Phil Machemer sold records at the Peddler Flea Market before opening Revolver Records in North Buffalo in 2015. Now, he offers more than 30,000 new and quality used records at his brick-and-mortar space, helping shoppers choose from jazz, indie rock, soul, metal, hip-hop, punk, international, country, and anything else they desire. Machemer has had so much success with his store that he just opened a second location with a similarly varied selection in the heart of Elmwood Village.

Located atop the former Sears building, Ponce City Market’s Skyline Park is a nod to the amusement park that once stood nearby. Take the elevator to the roof for the best views of the city, which you can enjoy while racing down the Skyline Slide, playing a round of mini golf, or hanging in the beer garden. During the winter months, the park even transforms its private event space into a winter wonderland, complete with an ice skating rink, seasonal treats, and festive decor.

It’s always been about affordable vintage goods at this Wicker Park boutique, which sells contemporary dresses and tops from Amuse, men’s hats from Brixton, denim from skinny-jean pros Just USA, rompers from Los Angeles–based En Crème, and handcrafted leather boots from Red Wing. The popular shop’s homewares and apothecary section is arguably the best place to pick up gifts your friends will love, from grooming and shaving goods to candles, perfumes, and barware like flasks and cocktail shakers.

Step into a little slice of Santa Fe bliss at the BODY of Santa Fe which functions as a multi-purpose yoga studio, spa, shop with organic clothes, and vegan cafe with raw options (try the green juice, chocanana smoothie, or ginger tea) for an optimal calming and healthful experience.

The debut of Ojo Caliente Mineral Springs sister property is finally here. Conveniently located in Santa Fe, Sunrise Springs offers programs from spa treatments to Eastern and Western practices and Native American teachings, and from nature-based activities to simply decompressing (and unplugging) in a tranquil, serene environment.

The Iris Inn, a luxury Shenandoah bed and breakfast, is the perfect base to explore Virginia’s Blue Ridge mountains. Located 30 minutes from Charlottesville, the Inn is close to nearly 30 wineries and is within a few minutes drive to the southern entrance of Shenandoah National Park. Owners Dave and Heidi Lanford warmly welcome visitors to their cozy mountainside inn with gourmet breakfasts and a complimentary nightly happy hour. The eco-friendly B&B also offers an electric vehicle charging station.

Rather than diving right into the hard stuff, sip one of the 35 craft beers on tap at the new SLS hotel’s Umami Burger beer garden. Pair it with an Umami pork belly sausage, served only at these bar stools.

The work exhibited in this progressive and edgy nonprofit space is a far cry from the art in the galleries along Canyon Road. SITE Santa Fe, which opened in 1995, hosts provocative biennials as well as a wealth of multimedia productions and notable international and contemporary art exhibits. After the building’s striking renovation and expansion (by the New York–based design firm SHoP Architects), its dramatic new glass facade sits beneath a triangular front, welcoming visitors inside.

Located on the historic Plaza, this venerable well-curated mainstay gallery-shop (est. 1984) run by Navajo trader Jed Foutz showcases historic and contemporary Native American wares, including an impressive selection of colorful, labor-intensive Navajo weavings and museumworthy Wide Ruins rugs. Other coveted objects include turquoise jewelry, textiles, pottery, and sculptural baskets alongside a chic vintage-modern clothing line. Regardless of purchases, you will want to tote your camera for the Instagrammable works in the gallery.

In 1979, what started as a mail order book business has grown into an impressive storefront and gallery. Spend ample time in this smartly-curated, stellar photography bookstore with rare and unusual finds devoted to contemporary photography. The gallery also presents fine photography.