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Spoken of in almost reverential terms by people that have traveled there, Sa Pa is often seen as a holy grail of destinations in Vietnam. Part of that is because of the environment—a cool mountain town that has lured visitors with its salubrious air and alpine scenery since the early 20th century, when the French constructed facilities for sick officers to recover—as well as its remoteness, located close to the Chinese border in the country’s extreme north. Most visitors come to Sa Pa for the hiking in the nearby valley peppered with minority-ethnic-group villages, or to climb Mount Fansipan, the country’s tallest peak, which is located just southwest of the town. Conquering the summit once required a two-to-three-day hike, but now can more easily be reached with the help of a cable car (opened in 2016) that gets you most of the way.

The Eastern Market, now a National Historic Landmark, opened in 1873 to serve the Capitol Hill neighborhood (an 1805 version, located down by the Navy Yard, was a casualty of the War of 1812). The brick market hall, packed with butchers, bakers, vegetable markets, cheese vendors, flower kiosks, and a lunch counter, is bright and charming. Under the shed roof outside, additional local produce is displayed and sold. On weekends, booths selling vintage goods and handmade jewelry, housewares, and clothing do a brisk business down the center of 7th Street. Crowds spill out of the cafés, taco joints, and bagel shops occupying the first floors of the row houses along the block, adding to the lively mix at the market.

Just inland from Ensenada, Baja California exists a wonderland of fine wine, haciendas and Provencal restaurants. There is an energy here that is worth dawning the bullet proof vest and heading a couple hours south of the Mexican boarder to check out the excitement and culinary innovation. In the Valle de Guadalupe wineries and restaurants are redefining where fine wine comes from and what Mexican cuisine can be. The Valle de Guadalupe sits in a valley that warms through the day and is cooled every evening by the onshore flow off the ocean, allowing perfect conditions for grape growing; which has been going on here for over a hundred years. Additionally, the valley is a source of fine olive oil, locally grown herbs and produce, local farms and seafood from the nearby ocean. The best way to experience this culinary movement is to stay at a winery like Adobe Guadalupe or Vinedos Malagon in the heart of the valley. These wineries offer more than just wine tasting and luxury, they offer activities, ranging from horseback riding to cooking classes, deep sea fishing or dirt biking. The best part of it all is you can still fill up on classic Mexican tacos and mariscos when the fine dining and wine becomes too much.

Among the neighborhood’s art-minded hotels, the Gladstone is the most interactive, with shows, classes, and ongoing events. The 37 rooms, all designed by local artists, have breathed new life into the 128-year-old icon, which filmmaker Christina Zeidler took over in 2003 and revitalized in 2005. The Victorian landmark, named for its avenue (in turn named after four-time Canadian Prime Minister William Gladstone), has been a gathering spot for over a century. And it was home to legendary Toronto characters like cowboy Hank Young, who became a fixture at the hotel as a country singer in 1961 and manned the hand-operated elevator from 2005 to 2009, and Peter Styles, former host of Karaoke Night, with applause sign in hand. The legend of Hank lives on in a framed photo in the stairwell en route to the second floor.

The Gladstone continues to push the boundaries of community and culture with creative events like its educational workshop series, Get School’d, and its annual alternative design event, Come Up to My Room (CUTMR), which runs alongside the city’s Interior Design Show. Begin your stay in this architectural gem with a drink at the Café or Melody Bar (that is, if you’re not first thrust into Fameless Karaoke Night).

This rooftop bar has a refreshingly inclusive, come-as-you-are vibe. There’s no list at the door, no doorman sizing you up for anything beyond ensuring you’re of legal drinking age. For the prized sunset hour, arrive early—especially during summer—and grab a vintage table or booth by the pool with colorful mismatching chairs and tablecloths. Later in the evening, a bar stool is the place to be, watching the action and joining in when singalong-ready funk and disco tunes start playing. The overgrown garden that tops the circa 1924 Commercial Exchange building makes for a magical setting, softening the cityscape beyond. Atmosphere aside, the cocktails are what bring people here; masterminds Gabs Orta and Elad Zvi—who first started Broken Shaker as a pop-up in Miami—are known worldwide for their creative approach. It’s tempting to order drinks based on their clever names alone—not the worst idea—but be sure to try the Electro Lit, tequila with curry turmeric cordial, coconut water, fresh lime juice, and angostura bitters.

This landmark inn has been around since 1936, when it was known as the Hotel Martin—and the adobe homes that comprise the property date back even earlier. Originally built in the 1800s, the structures are clustered around a central plaza that, today, serves as the hotel lobby. The largest residence is now the restaurant Doc Martin’s, named after its onetime owner, Dr. Thomas Paul Martin, the county physician as well as an avid supporter of the arts. In fact, the Taos Society of Artists was founded in his dining room in 1912, and he later bought the neighboring houses to rent out to writers and artists. When the only hotel in town burned to the ground, Doc bought the Tartleton House (the last on the square and now home to the Adobe Bar) and he and his wife Helen opened for business. The property has been maintained and upgraded over the years (most recently in 2006), but the look (Spanish colonial antiques and brightly patterned bedspreads) hasn’t changed much since then—and that’s part of the charm.

A detour to the centrally located yet way-off-the-tourist-track neighborhood known as Buenavista leads to one of Mexico City’s most dazzling 21st-century landmarks, the Biblioteca Vasconcelos, a gorgeous public library. The structure, by Alberto Kalach and Juan Palomar, has the public entering a pyramid-style form, on an almost subterranean level, that opens up, cathedral-like, into a soaring space lined on either side by cantilevered book stacks that float nobly above it all. Dramatic artworks contribute to the overall temple-of-knowledge feeling that is, in fact, quite moving. More beautiful yet could be just how busy the library is, filled with eager students and bookworm families alongside (no joke) groups of teens always practicing pop-music dance routines in the library’s lateral gardens.

During my last stay in Florence, I wanted to learn more about the artisan trades, and Bruscoli was recommended to me by a local. I am so glad it was. As I walked along the Arno River on my way to the workshop, I had no idea what an extraordinary little slice of Florence’s history I was about to witness. At Bruscoli, you can learn about the artisan heritage of Florence from Paulo Bruscoli, a fourth generation craftsman and owner of a small shop that sells both Florentine paper and leather products engraved with gold leaf. From stories of the bookbinding tradition in his family and the great flood of 1966 to his extensive collection of traditional engraving tools, the details housed in this small shop bring to life a tradition deeply rooted in Florence’s heritage yet unlikely to continue in the future. Bruscoli is an easy walk from the city center. High-quality leather and paper products are for sale, but Paulo Bruscoli specializes in personalized items, which you can order and pick up later or have sent to you. Mr. Bruscoli speaks English.

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.

Cruise the Venice lagoon on one of the few remaining bragozzo boats still working this body of water. The vintage double-masted, flat-bottom fishing boat, once a common type of vessel here, dates back to 1946. The captain and owner, Mauro Stoppo, is also an excellent chef, which comes in very handy. Charter a daytrip (the boat comfortably carries 6–10 people) and sail to a lesser visited portion of the lagoon. The pace is slow; the food and wine decadent. If you want to charter a longer trip, you’ll explore more of the lagoon by day, learning its history and ecology, and then sleeping in private villas at night.

The stars shine every night at the Ogunquit Playhouse, a theater with a rich history and an enviable reputation. Broadway professionals bring this 750-seat summer-stock theater to life from mid-May through October. Born in 1933 out of the Little Theater Movement, the current space dates from 1937 and is listed on the National Register of Historic Places. Don’t miss attending one of the five musicals, ranging from Broadway hits to world premieres, staged each season. Insider tip: Plan ahead to book a 90-minute Behind the Scenes Tour or a 45-minute Stage Door Tour to view the greenroom, wig and sound rooms, and original dressing rooms used by luminaries including Bette Davis, Myrna Loy, and Steve McQueen.

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.

Architects clearly had fun designing Saruni Samburu, an eco-lodge tucked away in the private Kalama Conservancy in central Kenya. Set on a giant outcropping of volcanic rock, stone serves as furniture and structure in the six spacious villas—jutting out of walls, punctuating the outdoor decking, and transformed into shower stalls with some clever pipework. Creative decor aside, the family-friendly resort enjoys spectacular views over billowing golden rangelands, a scene best appreciated from one of the two infinity pools on site, or with a gin and tonic in hand from the decked patio area. Just be sure to call it an early night: Guests are assigned their own jeeps and guides for daily safari excursions to spot elephants, giraffes, and endangered Grevy’s zebras.

This family-run hotel, originally opened in 1886, is steeped in history from its classic furnishings to its esteemed guests. Literary legends William Faulkner and Ernest Hemingway have stayed here; Tennessee Williams wrote about the hotel in his play The Rose Tattoo, and Truman Capote was known to prop up the Carousel Bar & Lounge on many a night. The merry-go-round–like bar (which makes a complete revolution every 15 minutes) is probably the hotel’s most famous feature, and a Vieux Carre cocktail there is de rigueur. Guests will also want to visit on-site restaurant Criollo, which offers an updated take on traditional N’awlins fare.

This very attractive sidewalk café in the Jewish district is a popular destination for dining as well as for relaxing during the day. The venue includes both an art gallery and theater, where events take place from September to May, along with a restaurant and coffee house. The food is an unusual and tastebud-tingling hybrid of Hungarian and Mediterranean – and the signature chicken with honey and garlic or the roast goose leg with steamed red cabbage is not to be missed. There’s live music every night from 7 p.m. and a klezmer concert every Friday at 7 p.m.