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  • Via Cala del Pozzo, 58043 Punta Ala, Castiglione Della Pescaia GR, Italy
    Italy’s beloved region of Tuscany brings to mind bucolic vineyards, rolling hills, and roads lined with towering cypress trees. But there’s plenty else to delight and even surprise travelers. Consider the quaint town of Punta Ala: located along the southern Tuscan coast, it’s under the radar of most travelers, yet the go-to summer escape of generations of Romans and Florentines.

    Punta Ala strikes a balance between relaxation and understated elegance that encourages lingering, and the same goes for its premier place to stay: Baglioni Hotel Cala del Porto. Set against the backdrop of the Mediterranean Sea and with two adjacent beach clubs (La Vela and Alleluja), the hotel’s 38 airy rooms offer views of the gardens and marina. In the heart of Maremma, Hotel Cala del Porto is perfectly located for day boating trips out to the island of Elba, wine tasting at notable Tuscan wineries, and some of the best golfing in Italy. The regional park Bandite di Scarlino beckons with hiking trails ideal for early morning risers.
  • 2860 Grand Avenue
    There’s a bit of the Wild West at this luxurious wine country inn. Vintner Fess Parker, of Davy Crockett and Daniel Boone TV fame, opened the inn in 1998. Today it’s still run by his family, and you can wade in the nostalgia by visiting the gallery off the lobby, which displays black-and-white images of Parker from his Hollywood days. Each of the 19 spacious rooms and suites is slightly different. Grand Garden rooms have cozy gas fireplaces and views of Los Olivos, while suites with living rooms are expansive enough to spread out and relax. At the Bear and Star restaurant, ingredients for the “refined ranch cuisine” are sourced from the Fess Parker Home Ranch, just seven miles from the inn. Wagyu specialties abound—from carpaccio to burgers, meatloaf to steaks—while the Fess Parker Winery supplies the restaurant with estate-grown rhône varietals. Lounge by the pool, or drop in at the spa for a massage or facial (a highlight: the Heaven on Earth package, which blends the Unwind massage with a customized Elemis facial). Pro tip: End the evening on a nostalgic note, borrowing a Fess Parker movie from the library for guests.
  • 240 Summit Ave, St Paul, MN 55102, USA
    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.
  • 228 Rue de Rivoli, 75001 Paris, France
    What kind of hotel might attract such diverse guests as Pablo Picasso and Elizabeth Taylor, Mata Hari and FDR, Queen Victoria and Jay-Z, Tchaikovsky and the Olsen Twins? The answer is Le Meurice. Opened in 1815 as one of the world’s first five-star hotels, this icon near the Tuileries Garden has long appealed to both the posh and creative sets; its ties to the art world are particularly strong, having hosted Picasso’s wedding dinner and served as Salvador Dalí’s Parisian pied-á-terre for over 30 years.

    For recent renovations of the public spaces, interiors guru Philippe Starck and his designer daughter, Ara Starck, took inspiration from Dalí for some of the more playful touches (like the quirky portraits of 18th-century personalities painted on the backs of leather seats). In the 118 rooms and 42 suites, designer Charles Jouffre maintained a French classical style, with traditional and antique furnishings, rich fabrics, Garnier Thiebaut linens, deep-soaking tubs, and—in higher-category rooms like the Pompadour Suite—oak floors and fireplaces.
  • 15 Place Vendôme, 75001 Paris, France
    Coco Chanel famously made the Ritz Paris her home for 34 years, but the grandest hotels need a little brightening once in a while. The Ritz, which originally opened on Place Vendôme in 1898, reopened in 2016 after a four-year, $450 million renovation. Starchitect Thierry Despont wisely retained iconic features like the red entry carpet and the hotel’s signature amber scent, but he incorporated brighter fabrics to the public rooms, subtle touches like a heightened lobby ceiling and the addition of peaceful landscaped gardens, and bold statements such as a retractable glass roof on the patio. Overall, too, the number of guest rooms was reduced to 142, and the number of staff was raised to 630. Guest rooms are light and airy, with cream walls, Empire furniture, swags of floral silk fabrics, and marble fireplaces with gilt details. Some rooms have balconies, perfect for morning coffee. Down in the Ritz Club, the pool, serenely set in a columned art deco room, is long enough for laps. The Chanel au Ritz Paris is the brand’s first freestanding spa, with treatment rooms featuring (of course) Chanel skin care and beauty products.
  • Paia, HI 96779, USA
    The final stop before the Hana Highway, Pā’ia was once a plantation town; today it’s a boho enclave full of galleries, independent boutiques, lazy cafés, and a Tibetan Buddhist stupa (place of meditation). Stock up on fuel for exploring at Mana Foods: Like Doctor Who‘s TARDIS, this indie health-food store is bigger on the inside than it looks from the outside. (It also has a shockingly vast selection at reasonable prices.) Other highlights include Mahina, often voted Maui’s best boutique, and the funky soaps, jewelry, clothes, and Hawaiiana of Alice in Hulaland. Downshift at Baldwin Beach Park, the best for bodyboarding and swimming. Then drive out to Ho’okipa Lookout (before the Mile 9 marker) to marvel at the massive breakers in winter or advanced windsurfers streaking across the sea almost all year round.
  • 4803 Rio Grande Blvd. N.W. Los Ranchos de Albuquerque, New Mexico
    John Gaw Meem is considered one of New Mexico’s most influential architects—and that fact alone makes this ranch, designed in 1932 by the so-called Father of Santa Fe style, worth a visit. But Meem isn’t the only big name associated with the property: Landscape architect Rose Greeley designed the gardens and artist Peter Hurd painted a mural on the property. The hotel is set on 25 acres of lavender fields, first planted in 1999 and now used for a line of in-house spa products. There are organic gardens, too, which provide the kitchen with Chimayo chilies, casaba melons, big cheese squash, and other seasonal produce. The look here tends toward clean lines, neutral hues, and quiet elegance over fussiness, though the historic rooms tend to have a bit more New Mexico flair—kiva fireplaces, exposed ceiling beams, local art—than the newer farm rooms. The latter are located in 1930s-style dairy buildings, carefully constructed to feel both of the era and of the place.
  • Gogo Falls Road, Nairobi, Kenya
    Families would be hard-pressed to find a more memorable place to stay than Giraffe Manor. Located in the leafy suburb of Langata, about a 30-minute drive from central Nairobi, the 1932 family home of a former candy baron was modeled on a Scottish hunting lodge before becoming a sanctuary for endangered Rothschild’s giraffes, for which the boutique hotel gets its name. The ivy-clad brick mansion features 12 light-filled guest rooms, many with gauzy canopy beds and understated furnishings, but the real draw is the airy breakfast room, where you can feed the exceedingly friendly animals as they crane their necks through windows and doors in search of snacks. Afterward, complimentary chauffeured vehicles are on hand to take you to the area’s most popular attractions: at the David Sheldrick Wildlife Trust, the residents being fed are orphaned baby elephants.
  • Murano, 30141 Venice, Metropolitan City of Venice, Italy
    Famous for its long history of handblown glassmaking, Murano sits just a few minutes’ ferry ride offshore in the Venetian Lagoon. The main attraction is the Glass Museum (Museo del Vetro), which recounts the history of glass through the centuries, with the largest focus on important pieces of Murano glass produced between the 15th and 20th centuries. You can also join a guided tour and catch a glassmaking demonstration here. When finished, do a bit of shopping for locally produced glass at some of the boutique shops. Also check out the Romanesque-style Church of Santa Maria and San Donato, which may or may not house the bones of a slain dragon under its boldly hued mosaic floor.
  • 201 SW St Lucie Ave, Stuart, FL 34994, USA
    When I go to Stuart for the day with my husband or my sister, I enjoy shopping, lunch, and then a walk along the river walk. The river walk runs along the edge of town that lies on the banks of the St. Lucie River. The views are beautiful. I see boats, fish, birds, the river, and the amazing structure of the new Roosevelt Bridge. If you are in Stuart for dinner or a show at the Lyric Theater, don’t miss the chance to see the Roosevelt Bridge at night. It is lit up and if you walk the river walk you can walk right up to this structure and view the underside that just glows in the dark. It is quite a beautiful sight. If you enjoy taking pictures while traveling, don’t forget the camera.
  • 1000 El Conquistador Avenue
    As of May 2018, El Conquistador Resort and Las Casitas Village are closed indefinitely, due to damage sustained during Hurricane Maria.

    Situated atop a 300-foot bluff on the eastern tip of Puerto Rico, El Conquistador Resort, a Waldorf Astoria Resort, spreads across 500 acres overlooking the converging waters of the Caribbean Sea and the Atlantic Ocean. A stay at El Conquistador is a transformative experience. Guests can relax at the Eucalyptus steam room, enjoy exotic cocktails while gazing at the El Yunque Rainforest, or even kayak around a private island. Guestrooms and suites are divided into five villages, and feature ocean views, 23 restaurants, an 18-hole golf course, a state-of-the-art aquatic playground/water park for families, and the resort’s private island, Palmino Island, featuring water sports and white sand beaches.
  • Front Street Cockburn, Cockburn Town TKCA 1ZZ, Turks and Caicos Islands
    The only museum on the Turks and Caicos Islands sits on the historic Front Street of Cockburn Town, on Grand Turk. Occupying Guinep House, one of the area’s oldest standing buildings, the museum displays artifacts from the Molasses Reef shipwreck, a sunken caravel found off West Caicos. The ship, which dates from the early 1500s, makes this is the oldest European wreck to be excavated in the Americas. Salvaged items on display include cannons, pieces of the ship’s hull, and a variety of tools. There are also exhibits on local slavery and the indigenous Taino people who originally lived on the islands.
  • Norzagaray 204, San Juan, 00901, Puerto Rico
    Old San Juan is known for its atmospheric and historic hotels, but none quite match the Gallery Inn for personality and creativity. Composed of six intertwined town houses, this endlessly fascinating hotel beckons guests to wander through its nine interior gardens and patios, and seven parlors and porticos. Dating to the mid-1700s, the oldest building, La Cueva Del Indio, is located above Old San Juan’s north walls, meaning the views out to sea are the same ones that captivated the conquistadors.

    Owner Jan D’Esopo, is a well-known sculptor and her works dot the hotel’s meandering interior, which has enough comforts and homey character to avoid feeling like a museum. Equally unique are the 25 rooms, decorated with everything from silk screens and watercolors to sculptures and paintings. Some even feature elegant, four-poster beds and balconies with views of the ocean. Just don’t expect to watch TV—one, there are no TVs, and two, the views out over the old fortress walls are better than anything on Netflix.
  • 200 5th Ave, New York, NY 10010, USA
    There are now 35 locations of Eataly, the massive Italian food hall, around the world, with 18 of them in Italy itself. The New York City one at Fifth Avenue and 23rd Street, which opened in 2010, was the first in the United States (it’s been joined by others in Boston, Chicago, and Los Angeles, as well as by a second outpost in Manhattan, near the World Trade Center site at 101 Liberty Street). For connoisseurs of all things Italian, this is a must-visit—or, more accurately, a must-shop and must-eat stop. Covering more than 50,000 square feet, Eataly NYC Flatiron includes five different restaurants (plus occasional pop-ups) offering opportunities to graze on antipasti, fish, pizza, and other dishes. A popular rooftop beer hall is open all year round (thanks to space heaters and a retractable roof). While you will want to eat your gelato on the spot, there are also a number of stores where you can buy gifts from biscotti to olive oils to take home a little bit of Italy via New York.
  • Piazza San Marco, 30124 Venezia VE, Italy
    Described by Napoleon as the “Drawing Room of Europe,” Venice’s principal public square is dominated by Saint Mark’s Basilica and the Doge’s Palace—as well as its famous pigeons. Wander the framing porticos, have coffee at Quadri or Florian’s and just take it all in. Even on the most crowded days, there’s a feeling of calm in the eddying whirls of people who gather in this impressive space.