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This glamorous villa is situated on Capri’s main road—and just a five-minute walk to the port—but JK Place feels like a refuge from the tourist throngs. Interiors have a chic, polished aesthetic that’s the embodiment of la dolce vita: The crisp white-and-navy spaces are filled with beautiful art and antiques, dramatic fireplaces, and colorful bouquets of blooms, while large windows and panoramic terraces capture views of rugged green hills that fall into the sea. (Yes, that’s Mount Vesuvius looming in the distance.) Posh touches continue in the guest rooms—think monogrammed pillows, canopy beds, wingback chairs, and marble- and mosaic-tiled bathrooms. Lemon trees scent the air throughout the property, from the elegant pool deck and on-site spa to the terrace bar, where sunset aperitivos are accompanied by tasty bites such as sea bream sliders and quail-egg canapés.

The final mile of the drive from the resort town of Malindi to the secluded beachfront hotel Che Shale winds through lush vegetation and coconut-studded palms—a preview of the laid-back vacation that awaits you. The property itself is simple and stylish: guests sleep in thatched bandas made with locally sourced materials and dine with sand between their toes on soft-shell crustaceans from the hotel’s organic crab farm. There are hidden nooks up wooden ladders to read or snooze in, but the party is down on the beach, a snorkeler’s delight thanks to warm Indian Ocean waters teeming with tropical fish. This stretch of coastline also gets great waves, and kitesurfers flock here, though the staff can arrange lessons for novices. There’s also an on-site boutique filled with swimwear, beach bags, straw hats, and more should you decide to extend your stay.

Michelin-starred Minetta Tavern, which opened in 1937, has attracted plenty of literary luminaries over the years, including Ernest Hemingway and e.e. cummings, and continues to attract the famous and not-so-famous with its Paris-bistro-meets-NYC-tavern menu and vibe. There’s roasted bone marrow and trout meunière, and plenty of aperitifs, beers, wines, and cocktails (including one named for a Hemingway novel) to wash down whatever you order. Before or after your stop at this iconic Greenwich Village stop, walk through nearby Washington Square Park (as close to a “campus” as New York University gets) or watch a game of basketball at the famous West 4th Street courts.

A buzz surrounds the Smyth, located smack in the heart of TriBeCa, with its recent reinvention: Chef Andrew Carmellini has revitalized the restaurant space, making it a destination for diners from across the city, and a redesign from Gachot Studios has brought a fresh feel to the decor. The new residential-feeling lobby is meant to be your TriBeCa living room, with all the neighborhood’s shopping, galleries, spas, Michelin-rated restaurants, and attractions right on the doorstep. One of downtown’s most poignant landmarks, the 9/11 Memorial, is a few short blocks away. Mirroring the neighborhood’s style, this hotel is understated and chic. Grab a stool next to TriBeCa’s designers, filmmakers, and photographers for a cocktail at the Evening Bar.

In the heart of SoHo, the colorful Crosby Street Hotel is a boutique from the Firmdale Hotels group out of London. In 2009, owner and design director Kit Kemp opened this fresh, whimsical property, full of art, bold patterns, and a feminine touch that is frequently missing from the more common masculine-themed hotels of New York. Rooms feature floor-to-ceiling warehouse-style windows, with gorgeous views over SoHo and lower Manhattan. The ground-floor bar is a popular gathering place for New Yorkers, but many common spaces at this hotel are reserved just for guests. The Sculpture Garden and vibrant Drawing Room with deep, plush couches provide space to relax after a day of shopping in SoHo’s boutiques. There is also a 99-seat cinema where films are screened weekly.

What could be more enchanting than sitting over the Puerta de Sol in the heart of Madrid? Why, enjoying the view with a pastry and cafe con leche in hand, of course. Let Mallorquina’s hustle and bustle of the downstairs leave you feeling like a local, sipping caffeine at the bar, but for a quiet moment of indulgence take the spiral staircase up to the dining room and enjoy the view and white linens for only a few cents more. Rumor is, they serve the best napolitana chocolate in Madrid, but you’ll have to try it for yourself to be sure.

I don’t use the word “best” lightly, but Salvaggio’s deserves it. For decades, they’ve been serving up the best classic sandwiches in Boulder at their three locations—a kiosk on Pearl St. in front of the courthouse, a shop at 26th and Pearl St. and one up on University Hill. They use all Boar’s Head meat, fresh baked bread, and wonderfully spicy chilis. In the morning, they do big sloppy egg sandwiches.

The Museum of Ham, Museo del Jamon has a hold on the heart of Madrid. The excellent prices, large spaces, and convenient hours of operation mean that the Museo is nearly always packed after working hours. Feel like a local, and push your way to the bar to order a caña (small beer) and tapa. While the chain’s food is nothing out of the ordinary, it’s the feeling of being one with the locals that makes a visit to the museum fun. Image courtesy of Museo del Jamon.

I like to belly up to the counter a Lucky’s Bakehouse Cafe early in the morning, when the rising sun blasts into the cozy eatery, and the servers rush to lower the blinds. I nod yes for coffee, then order from the hash bar (smoked pork hash, corned beef hash, or tofu flannel hash). Recent renovations, a menu upgrade, and new outdoor patio make Lucky’s easy to recommend. Of course, I’m biased, since I live in the neighborhood, so feel free to try it and let me know if I’m wrong.

Settled into the main drag of Chattanooga’s North Shore is Winder Binder, a bookstore-cum-record store-cum-folk art gallery. You’ll be greeted by friendly pooches as you peruse the new and pre-loved books. Wander the aisle of literary greats or the selection of vinyl, particularly the file on Southern rock. If that’s not enough, there is folk art, painted onto pieces of wood and corrugated metal, covering every wall and even leaned up against the shelves. Winder Binder even hosts regular book signings and readings.

Situated on 10 acres in the heart of downtown, this 24-story hotel lives up to its name with 775 elegant guest rooms, appointed with handcrafted cherrywood Richelieu furnishings, floor-to-ceiling windows, Italian marble bathrooms, and spacious balconies. Public outdoor spaces include an immaculately manicured courtyard garden with a central fountain, a pretty-as-can-be terrace café serving house-made breads, and an outsize pool lined with loungers, all against a backdrop of classic white granite. To top it off, the hotel also features a colorful toy store with costumes galore, a jewel box of a sweets shop with macarons and other divine confections, and a men’s haberdashery. The lobby lounge hosts a live jazz band on weekend nights, and the staff tends to a crackling open fire during cool weather.

Maison Premiere’s French influence invites you into another era around its marble horseshoe bar. If you come early, you can take your time here. We were lured by the $1 oyster special during happy hour. It all washed down well with a boozy sazerac and a sweet Pimm’s cup (as pictured). If your liver is craving more, MP has the largest collection of premium absinthe in New York City, centered around “the world’s most accurate working replica of an absinthe fountain,” according to their site. It’s a great place for your day drinking needs.

It’s easy to imagine this sophisticated watering hole for Madison Avenue swells as a background for a scene from Mad Men. See if you can spot F. Scott and Zelda Fitzgerald on Ed Sorel’s impressive “who’s who” mural that wraps the room above the red-wine leather banquettes. Though its history means a pricey meal, the carbonara is hearty. Wash it down with a Sloe & Low or Pimm’s Rangoon. In an era where casual restaurants are celebrated, it’s nice to revisit a restaurant-bar where white linen, uniformed wait staff, and polished service still reign.

I just love the huge space and the glass ceiling of Galleria Umberto. It is located across from Teatro di San Carlo and despite its modern look, I was surprised to find out that it was built between 1887–1891. The Galleria was named for Umberto I, King of Italy at the time of construction. It was meant to combine businesses, shops, cafes and social life — public space, with private space in the apartments on the third floor. Don’t miss it! The architecture is breath taking all year long.

Madrid’s multi-level Mercado San Anton is a sight to be seen. Rows of gorgeous produce, local specialties, Italian deli favorites, briny seafood and locally-farmed meats line the perimeter of each floor, each stall more enticing than the one before it. Even better, its high tables and counters make it well-suited for a quick bite and glass of wine. For a relaxed sit-down meal, head up to the restaurant on the rooftop terrace and finish off the evening with a drink in the lounge.