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  • Kapaa, HI 96746, USA
    Take a riverboat up the Wailua—which translates as the “river of the great sacred spirit"—fed by the Mount Waialeale shield volcano, one of the wettest spots on the planet. Seven temples once stood along Hawaii’s longest and only navigable freshwater passage. Today, the remains of four are still visible, alongside petroglyphs and rocks where the island’s alii (royalty) would give birth. Stretch your legs at the stunning Fern Grotto: Verdant plants blanket the roof of the volcanic-rock cave there. Smith’s offers 80-minute tours there on open-air boats, which include the songs and stories of ancient Hawai’I, plus a bonus hula lesson (smithskauai.com).
  • 245 Front St, Key West, FL 33040, USA
    Latitudes is the acclaimed restaurant at the Sunset Key Cottages, on Sunset Key, a small private island accessible only by boat. Take the ferry across the Key West Harbor—your scheduled ferry time is your reservation time. The dreamy ride across the gulf waters sets the tone for the rest of the evening. While most restaurants in Key West have flexible dress codes, if any, Latitudes is a place you should break out the nice clothes. If the weather’s nice, ask to eat on the patio, which is decorated with twinkling lights wrapped around the green palms that surround the courtyard, and features tables set with white cloths and candles.
  • 245 N Church St, George Town KY1-1107, Cayman Islands
    A local institution, the Lobster Pot serves up its crustacean namesakes, among other Caribbean delicacies, on a vista-blessed seaside deck. If you can, arrive at sunset for the nightly tarpon feeding (much more engrossing in person than you’d imagine). And even if you don’t get there exactly at the appointed hour, you can still spot these giants as they continue to patrol the dramatically floodlit waters off the restaurant’s deck for leftovers. As you take in the view, you’ll be eating the likes of lobster-and-mango salad, lobster bisque, or lobster sautéed in a tomatoey, peppery blend and served with fried plantains, rice, and beans.
  • Campo San Moisè, 1390/A, 30124 Venezia VE, Italy
    Maria e Susanna Sent has several shops where they sell their glass jewelry, the cutest one of them all just off the Ponte San Moisè in San Marco. This boutique is about as big as a broom closet, and that is certainly part of its charm. The real impact, though, comes from the jewelry this artistic duo started creating on the island of Murano back in 1993. Their line of mostly necklaces and bracelets is made in a unique process that creates murrine and filigree glass and plates in glass fusion. They also have shops in Murano and in Dorsoduro near the Peggy Guggenheim Museum.
  • 30100 Venice, Metropolitan City of Venice, Italy
    While exploring Burano, break for a fabulous seafood lunch at Al Gato Nero. The “black cat” restaurant is the creation of Ruggero Bovo, who has been cooking up some of the tastiest fresh fish and seafood here since 1965. “I love the fish of the Venetian lagoon and the Adriatic Coast, the raw material which has fed my island for generations and which I still have the fortune of getting fresh every day,” Bovo says. Fish and seafood are the star attractions on both the appetizer and main menu selections, but there are also options for vegetarians and carnivores. The pasta here is homemade, as are the delicious desserts.
  • Cooked in an open pit over pimento wood, the jerk preparations here are all authentic and—according to most locals—the best on the island. Traditionally spiced chicken and pork, as well as a less fiery fish version, served in a tin container along with rice and peas and festival bread (akin to hush puppies). Getting your order to stay means eating while perched on wooden barrels, which certainly adds local flavor. While enjoying the delicious meal, you’ll get to observe the seemingly endless line of customers, and perhaps get a ringside view of a lively and noisy game of dominoes.

  • Dawn Beach, Sint Maarten
    For those wanting an active adventure on the water, Captain Alan’s Boat Charters offers snorkeling as well as clothing-optional boat trips. Their Snorkel and Beach excursion allows you to experience four hours of snorkeling and swimming around St. Maarten, Pinel Island, and the uninhabited Tintamarren while riding in one of their 30- to 38-foot off-shore power boats. Enjoy a swim with tropical fish and sea turtles, and then head back onto the boat for snacks, an open bar, and music. Captain Alan’s Boat Charters also offers a 6-hour adventure, trips to nearby Anguilla and St. Barth’s, and a clothing-optional nude cruise.
  • When I first moved to the island, I joined a friend in the Old City for a tour and lesson on the history of Puerto Rico. When passing by this little section of town near Pigeon Park, my friend and native-turned-tour-guide said that this was the smallest house in Old San Juan. Wow, okay, so this little yellow portion is technically a house? I’ve visited this site several more times since then and have never actually seen anyone enter or leave this door. Whether it’s true or not, it makes for a cool story and great photo.
  • 789 Ponce De Leon Ave NE, Atlanta, GA 30306, USA
    Why we love it: Local history and culture abound at this Atlanta newcomer

    The Highlights:
    -15 bunk rooms for fun and practical lodging
    -Proximity to Atlanta’s vibrant Poncey-Highland neighborhood
    -Welcome beers upon arrival

    The Review:
    Originally operating as a motor hotel in the 1920s, this Poncey-Highland property reopened in 2018 under the ownership of Oliver Hospitality, the same team behind hip locales like The Fairlane (Nashville) and Station House Inn (Lake Tahoe). New York-based studio Reunion Goods & Services spearheaded the design, imbuing the space with modern-day details while reviving its retro vibes with bespoke murals, custom wallpaper, and vintage-inspired artwork. Walls get a particularly feminine makeover within each of the 95 guest rooms, thanks to Atlanta artist Sharon Shapiro’s colorful depictions of women in everyday life. While the hotel caters to solo travelers and couples aplenty, it’s fun to bring a group: 15 bunk rooms welcome the cool kids here, and each of them sleeps up to four. Bring that crew downstairs for dinner at Tiny Lou’s, where executive chef Jeb Aldrich puts forth French-American fare like Tennessee rabbit cassoulet and black cocoa foie gras.
  • Las Terrenas 32000, Dominican Republic
    Located on the Samaná Peninsula, 300 feet above Playa Cosón and the Atlantic Ocean, this 18th-century, plantation-style home impresses with Victorian trim and wraparound terraces perfect for sipping cocktails in the shade. Inside, antiques from Asia, Europe, and Turkey; rugs from Istanbul; and details like Brazilian hardwood floors and French doors add further charm. The six guestrooms, all housed on the second floor, feature four-poster beds, mahogany soaking tubs, and private terraces—rooms 5 and 6 have the best ocean views.

    Breakfast and dinner are served on vintage china in the main house, while lunch takes place a seven-minute shuttle ride away at the Beach Club. This is where you’ll also find the inn’s pristine beach, a nearly 90-foot stretch of sand that’s mostly empty, great for swimming, and considered one of the country’s best places for kiteboarding. When you’re not lounging here, visit the town of Las Terrenas (just 10 minutes away) or try to spot the humpback whales that migrate from as far off as Greenland and Iceland to mate and calve in the warm waters surrounding the Samaná Peninsula (every January through March).
  • 225 E Bay St, Charleston, SC 29401, USA
    Charleston’s four-block City Market is a historic landmark (one of the oldest in the country, rivaled only by Baltimore’s Lexington Market) and an essential stop for locally made souvenirs and snacks. Pack up your sweetgrass basket (a traditional Gullah handicraft) and check in for the night across the street at the Market Pavilion Hotel. The hotel has all the plush trappings—Italian marble bathrooms, Hermes toiletries, treats at turndown—one could ask for in the French Quarter, topped off by a rooftop bar and pool with enviable views of the harbor and bustling East Bay street. On a particularly hot Southern night, you might cool off with a nitrogen-infused cocktail before sitting down to a steak dinner at Grill 225, which serves only aged, USDA-Prime meat. The hotel is a member of the Leading Hotels of the World and the restaurant is one of a dozen Great Steakhouses of North America.
  • Rue Léopold 9, Brussels
    Even a Brussels native would be forgiven for thinking, at first glance, that the Dominican is a historic building. After all, the façade incorporates many of the features that existed when renowned 19th-century French painter Jacques-Louis David lived at this address. And, inside, the site’s former incarnation as a 15th-century Dominican monastery appears in such details as the courtyard colonnade and original stone floors in the serene Monastery Corridor. The soaring ceilings, oversized windows, and ornate ironwork of the Grand Lounge and its adjacent bar call to mind the grand cafés of early 20th-century Europe, while rooms are adorned with vibrant paintings of classical subjects, like those by David and his contemporaries.

    As historic as it all is, though, there’s no doubt that the Dominican is a modern hotel. The contemporary decor harmoniously complements its surroundings, and each of the 150 luxurious rooms has been individually designed. Many afford views of the impressive La Monnaie, the city’s opera house, located next door. The lounge is one of Brussels’ hottest spots for everything from power lunches to date nights, and the gym even has a private boxing room.
  • 96 Quai de Jemmapes, 75010 Paris, France
    Perfect for exploring the trendy 10th arrondissement, Le Citizen Hotel overlooks the Canal Saint-Martin, footsteps from where Amélie skipped stones in the French movie of the same name. The location is convenient for walking or using public transportation to get to famous sites, but why leave this gentrifying neighborhood? The restaurants and shops have become a boho magnet, and the monuments, such as Henry IV’s early 17th-century Hospital St Louis (built to treat victims of the plague), offer much beauty and history without the tourists.

    Narrow guestrooms have multiple windows and are laid out to take advantage of canal views. The design sensibility is Nordic, with bright colors, pale woods, and modular furniture. If you didn’t bring an iPad, the hotel offers loaners.
  • 1297 Bishop’s Lodge Rd. Santa Fe, New Mexico
    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.
  • 10 Monmouth St, London WC2H 9HB, UK
    Housed in a 19th-century French hospital, the Covent Garden Hotel is the oldest and most historic of Tim and Kit Kemp’s celebrated Firmdale hotels portfolio. Opened in 1996 by the husband-and-wife team, it bears a staid style that reflects its early position in the cannon of hotels, which have since become far more exuberant and quirky. The hotel’s muted, pared-back look will undoubtedly appeal to those who crave discretion. It’s not unusual to spot venerable British actors tucked away in a corner, quietly conducting a meeting. This is, after all, the heart of Theatreland—or London’s West End—where a recognizable clientele comes with the territory. However, the Covent Garden Hotel is by no means the see-and-be-seen spot of its media-magnet sister properties, including Charlotte Street Hotel, The Soho Hotel, and Ham Yard. Instead, go here to sequester yourself with a book in the upstairs drawing room, which, with its crackling stone fireplace and wood-paneled walls, resembles the traditional lounge of an English country house.