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The Cerro Alegre/Cerro Concepción neighborhood is wonderful for walking, with many promenades and terrific views of the bay. The hilly area still conveys the culture of the European immigrants, mostly German and British, who settled here in the 19th century. Visitors are often surprised by the non-Spanish influences in Valparaíso; street names, businesses and popular restaurants in this barrio bear testament to the multiplicity of cultures in the seaport.

I’m not sure any other city epitomizes the California dream as well as the surf-centric college town of Santa Cruz. The Dream Inn is the perfect base for exploring and has affordable rooms, a retro-chic design, and a beachfront location within walking distance of the famous boardwalk. The hotel can arrange surf or SUP lessons (you’ll want to rent a wetsuit, even in the summer!). For those who’d rather take in the action from the shore, rent a bike from nearby Pacific Ave Cycles and peddle along West Cliff Drive until you reach the famous surf break, Steamer’s Lane. You’ll be able to watch talented surfers (and ambitious novices) surf some serious waves. A short drive away you’ll find Henry Cowell Redwoods State Park. From the parking lot, take the Meadow Trail to the Loop Trail to Pipeline Road. Follow the road along the river and turn left at the Ridge Fire Road and follow it to the Observation Deck. You’ll be rewarded with spectacular views of the Santa Cruz Mountains. For an even greater reward, grab a seat at the Dream Inn’s new Jack O’ Neill lounge and try one of the great cocktails (the Old Timer is a mix of Knob Creek, lavender sweet tea, and muddled fruit) and if you’re lucky, there might even be a live band.

For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

Unlike the smaller venues which typically host markets once or twice a week, the V&A Market on the Wharf is open daily. If you are staying at accommodation in the V&A Waterfront or Greenpoint area, the is a great market to grab a drink and snacks for a picnic in the park or up Signal Hill. You can find homemade biltong, dried fruits, Cape Malay spices, and artisanal cheeses. If all this talk of food makes your mouth water, several of the vendors sell prepared meals like wraps, pies, salads, etc. For good ice cream, stop by The Creamery’s stall. You can sit outside when the weather is nice, but there is also seating on the upper level (as well as a bar) which makes it a great winter activity, too.

“Are we still going to ride?” I ask, glancing at the storm rolling off the jagged peaks of the Absaroka mountains. Wrangler Dallin Maples, 25, responds by handing me a long, yellow raincoat as the first drops splat on the hard brim of my hat. “The trails up the hill will be too slick,” Maples says, “so we’re going exploring.” With that, he pulls his horse into the trees, and three of us follow. I’m visiting T Cross Ranch, a small, rustic guest operation in northwest Wyoming, with my wife and three daughters. As a schoolteacher about to start another busy year, I wanted to bring my family somewhere special before hectic schedules take over our lives — somewhere quiet, where we would be forced to turn off our toys and actually listen to each other. Holing up in a simple log cabin at the end of a remote mountain road seemed like just the ticket, and the old-fashioned family fun of a guest ranch seemed like the perfect level of excitement. Dates: Open through late September Highlights: This small, remote ranch embodies traditional Western hospitality, and they have spectacular, well-kept horses, to boot. Rates: $1,690 adults for six nights

Follow the twinkling sconces down a path framed with pink bougainvillea and gnarled olive trees into the complex of stone dwellings that is Kapsaliana Village Hotel. Once an 18th-century village tucked quietly in the hills above Rethymno, the site was abandoned and left to crumble before being renovated by architect-owner Myron Toupoyannis into a low-key resort with 19 luxe yet understated guesthouses in 2008. Surrounded by one of Crete’s largest olive groves, the property is arranged around a turquoise pool that stretches toward the Aegean, providing beautiful backdrops at every turn. Nearby, couples gather on the restaurant terrace with a glass of rosé or licorice-scented raki. Pitharia, or large clay storage vessels, are sprinked throughout the public spaces, while accommodations display historical elements like arched doorways, exposed timber beams, and stone walls. For a real trip back in time, stay in the 1763 olive mill suite, where a breakfast of homemade bread and local eggs and honey is served in front of the fireplace, then visit the village’s 17th-century church and sit in on olive-oil tastings.

Six Senses is known for top-tier, sustainability-focused resorts in far-flung locales like the Maldives but, in 2015, the Bangkok-based hospitality brand opened its first European resort in Portugal’s wine-producing Douro Valley. Housed in a 19th-century manor house with a terracotta-tiled roof, the property features a contemporary interior, outfitted in shades of muted gold, gray, and white. Set high on a hill, the 57 rooms, suites, and villas offer stunning views of rolling vineyards, lush forests, or the property’s courtyard.

For what are undoubtedly the best vistas, choose one of the fifth-floor Quinta Panorama Suites, each with floor-to-ceiling windows that look straight onto the meandering Douro River. A wine cellar and library showcase the best of the region’s vintages, while three restaurants make use of vegetables and herbs harvested from the resort’s own organic garden. Apropos of a spa in wine country, nail treatments come with wine and cheese tastings, and scrubs and masks are individually blended with grapes, salts, herbs, and other natural ingredients.

Opened by Carlo Ritz in 1894, the St. Regis belongs to a particular category of five-star hotels in Rome in which Old World glamour is alive and well. While the current trend in town is toward boutique hotels and converted townhouses, the St. Regis is palatial and uncompromisingly opulent. In the century (plus) since opening its doors on the crest of the Quirinal hill, the hotel has remained a beacon of luxury, and indeed many of the hotels on the nearby Via Veneto, Rome’s luxury hotel row, take their cues from this long-established pioneer.

The entrance through the marble portico just off Piazza della Repubblica leads directly into a grand salon furnished with overstuffed chairs, chandeliers, and antiques. The grandeur continues in the rooms, where classic style and sophistication reign. Owing to its elite clientele, the hotel’s 23 suites come with 24-hour butler service, while the aficionado program is designed to provide exclusive access to sites and special experiences including road trips designed by the Ferrari racing team or helicopter rides to wine estates.

If a hotel has a swank spa that administers treatments using ultra-expensive (and effective) Sisley products, it’s probably something special. And if those treatments come in a Victorian manse overlooking the placid waters of Kenmare Bay in Southwestern Ireland’s Ring of Kerry, it’s yet more likely to engage even the jaded traveler’s predilections for plush resorts. Kenmare Manor, a turn-of-the-19th-century stone building backed by patchwork hills and forests, looks like something out of a storybook. But it’s more than attractive: At SÁMAS spa, the treatments, which are indeed high-caliber, come with views of the misty woods (from the pool) and the bay and mountains (from the relaxation room). Staff are attentive to even tiny details, like buttery Irish shortbread at turndown. Breakfasts of smoked salmon and eggs and flaky scones are served by smartly dressed waiters rather than set out at a buffet. The hotel’s restaurant is known as one of the best in the country for wild-mushroom risotto and Kerry lamb loin with eucalyptus-flavored peas.

This property will reopen from renovations in spring 2019.

The brainchild of miner James Thorpe, who bought the property in 1918 and also gave the property its name, Bishop’s Lodge lays claim to being New Mexico’s very first resort. And its history dates back even further, to the 1850s, when Jean Baptiste Lamy, a French missionary priest, became the bishop of the desert diocese—and made his home on a hill with views of the Jemez Mountains.

The property has changed significantly since Lamy built his tiny Villa Pintoresca and adjoining chapel: It now spans 450 acres, has a spa and stables, tennis courts and an outdoor pool. And its newest owners, HRV Hotel Partners, who purchased the resort in August 2014, have plans for further expansion.

Still, despite upgrades, this is definitely a Western-style ranch where you can hike, ride, and shoot—and cowboy boots are de rigueur.

This former railroad bridge, built across the Mississippi River in the 1880s, is now a pedestrian and bike path perfect for strolling between parks. With panoramic views of the downtown skyline, river, and St. Anthony Falls, Stone Arch Bridge is a favorite trail for locals.

Scattered with Victorian mansions, St. Paul’s tree-lined Summit Ave. is one of the most beautiful residential streets in the Midwest, with famous former residents including author F. Scott Fitzgerald and early railroad entrepreneur James J. Hill. Guided tours are offered from the James J. Hill House Wed–Sun, but it is also a worthwhile independent stroll. Make sure to start or end at the gorgeous St. Paul Cathedral, overlooking downtown St. Paul.

Tower Cafe, which sits next to the landmark Tower Theater and original Tower Records, is a favorite among locals. The outdoor garden seating makes you want to stay for a long, relaxing meal; the bubbling fountains (with birds stopping for quick baths), canopies of Japanese maples, baskets of hanging flowers, and benches welcoming you along the surrounding path form an oasis that can be enjoyed much of the year. Tower serves globally-inspired food with a menu that changes frequently to highlight seasonal ingredients and the chef’s new creations. The restaurant is best known for its breakfast, and its most famous dish is the seasonal French toast (a baguette stuffed with custard, baked and served with cinnamon butter and a compote of seasonal fruits such as raspberries, blackberries, and blueberries). Their beautiful desserts are worth at least a look--go inside the eclectically decorated interior and peek in the dessert case. The Yin/Yang cheesecake (dark and white chocolate) is one of my favorite choices. Tower also has a great selection of California beers and wines. Tower Cafe is open every day from 8:00 a.m. to 11:00 p.m. or later on weekends. Breakfast is served until 11:00 a.m. on weekdays and until 3:00 p.m. on weekends; however, be warned because weekends here are packed!

While Dallas has never lacked for luxury shopping options—throw a Jimmy Choo stiletto and you’ll hit a designer boutique or upscale department store here—4510’s concept-store format, featuring a well-curated selection of fashion and design pieces from big, emerging, and independent designers, made waves when it first opened in 2000. Since then, the brand has grown to include other outposts in Texas and California, as well as this 37,000-square-foot, four-story flagship in downtown. (The original McKinney Avenue location has been transformed into a home-focused store, and there’s another location in Highland Park Village, too.) Topped by a chic restaurant and filled throughout with artwork, the store continues to feature women’s and men’s fashions, home decor and furnishings, jewelry, and beauty products by labels known for creativity and craftsmanship. The lineup varies, but you can be sure the selection will be thoughtful and fun, and that many of the pieces will be one-of-a-kind or newly available to retail—ensuring that you’ll leave with something special.

Mandarin Oriental’s first Caribbean resort has all the amenities you’d expect from the luxury brand—with the price tag to match. Nestled within lush greenery overlooking the white sands of Godahl Beach, the 26 suites and villas, which sit on the grounds of a 1,200-acre estate on the island of Canouan, are elegantly appointed with modern furnishings, marble baths, and rosy accents befitting the hotel’s name. Here, though, it’s all about the public spaces, including a Jim Fazio–designed golf course overlooking sparkling blue waters, a hilltop spa specializing in island-themed treatments, and four elegant restaurants serving every kind of cuisine, from pan-Asian to Italian. At Turtles, a cocktail lounge straight out of the Hamptons, opt for the Pepper Bliss, made with rum, bell pepper syrup, and pineapple juice.