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Set at the end of Duval Street, near Sunset Pier and Mallory Square, Pier House takes advantage of its waterfront address with three tiers of balconies and a pocket-sized stretch of private beach. Its location means guests are within walking distance of all of Old Town’s highlights, from the Clinton Square Market to the Harry S. Truman Little White House. Many come to follow in the footsteps of the mayor of Margaritaville himself, Jimmy Buffet, who played his first gig in town in the hotel’s now infamous Chart Room Bar. Order a rum runner, then head to the heated outdoor pool; though it’s on the small side, it has sweet views to Key West Bight. After an adventure-packed day, the rooms and suites offer low-key comfort, decorated with traditional furniture and local art and overlooking the ocean or tropical gardens and koi ponds. Equally serene is the full-service spa, one of the few on Key West.

In Japan’s capital, youth dress up—and let loose—in over-the-top themed establishments.

With its thatched roof, bamboo bar, and surfboard decor, this beloved watering hole—often voted Maui’s best bar by locals—checks all the tiki boxes. Head here for live music, lanai seating, and late-night dancing, plus fun and fruity rum cocktails like mai tais, zombies, daiquiris, and piña coladas. Beyond its drinks, South Shore Tiki Lounge was recognized by the state of Hawaii as an outstanding business for its regular fund-raising efforts, which benefit local organizations like the Keiki Cupboard, Hawaii Wildlife Fund, Maui Humane Society, and Hawaii Animal Rescue Foundation. All that to say, you can feel good coming here to wash down a massive chili-cheese hot dog with a lychee-watermelon martini.

By one estimate, New York City is home to almost 8,000 restaurants—add in cafés and delis, and the count is closer to 24,000. This list is, needless to say, a mere starting point to the many dining rooms worth sampling, from an intimate Italian restaurant in the West Village to inventive small plates from chef-owner Ignacio Mattos on the Upper East Side.

This sprawling 19th-century former gasworks complex west of the Canal Ring was a polluted site for decades after its closing in the mid-1960s. It was cleaned up and reopened in 2003 as a park, and its architecturally significant red-brick buildings were turned into cultural venues, restaurants, bars, nightclubs, and shops. The Gashouder, a massive circular structure measuring more than 27,000 square feet, hosts mainly techno parties, while the nearby North Sea Jazz Club is an intimate space for live jazz performances. You’ll also find TonTon Club, a restaurant and arcade with video games, air hockey, and table tennis; Pacific Parc, a café with live rock music and DJs; and a three-screen art-house cinema.

Chances are that when you return home after your trip to Key West, someone will ask you if you went to the Green Parrot. It’s that kind of iconic bar, the kind your parents’ friends ended up at over spring break in college long ago. The bar started as a local grocery store about a hundred years ago; the building became the Brown Derby, a bar that was popular first with the submarine sailors from the naval base down the street.


When the naval base closed in the ‘70s, the bar transitioned into a hangout for fishermen and local sailors and the hippies that began to drift into town. The Green Parrot still has the air of a honky-tonk, lit exclusively by spotlight and neon, with a roster of almost-nightly live music, mostly of the bluesy, rollicking sort.

For cross-country skiers, one winter destination rises above the rest: humble Hayward, Wisconsin, where, for a glorious weekend, their obscure sport is king.

Charlotte Amalie is the capital of St. Thomas, and Frenchtown is a settlement just to the west of the capital. The name St. Thomas is rooted in the Dutch word Taphus, meaning “beer halls”—stemming from this once notorious port’s reputation as a lair for pirates and scoundrels. The name still fits these days, albeit not so scandalously, in Charlotte Amalie.

Celebrated worldwide for its culinary chops, Vancouver tops the list of British Columbia’s best stops for food-loving travelers. The city blends the freshest ingredients (oh, the sushi) with daring, modern techniques. Favorite dining stops include Blue Water Cafe, Cafe Medina, Kissa Tanto, and Vikram Vij’s well-named Vij’s. But those restaurants are just the start. A leader of the sustainable seafood movement in the Pacific Northwest and beyond, the city plays with a big palette, looking west to Asia for flavor inspiration.

Key West’s most famous literary resident, Ernest Hemingway, lived in this two-story Spanish-colonial villa for nearly a decade and composed several of his best-known works here. His second wife, Pauline, insisted they add a pool to the spacious grounds—the first inground pool in Key West. The cost ballooned to around $20,000, a fortune in the 1930s, and was said to have contributed to the breakup of their marriage. It’s just one of the fascinating stories guides will share on the half-hour tour of the home and gardens (included in the price of admission). And yes, you’re guaranteed to see plenty of six-toed cats, descendants of Hemingway’s original six-toed cat, Snow White.

Should you find yourself on the backroads of Homestead, Florida, the gateway to the Everglades, you’ll come upon open fields and vineyards. It’s here that a roadside stand displays the bold lettering: “Robert is Here.” But who is Robert? And what’s here? Robert is a real person who founded this fruit stand in 1960 and has worked here nearly every day since. It’s now a family operation with help from his wife and children. All manners of tropical fruits await you, from the authentic key limes by the pound to jackfruits to the aptly named “ugli fruit.” Try the ruby red Florida grapefruit samples and browse the selection of honeys and hot sauces. Admire the sunflowers, opened by the summer light. Don’t leave without a smoothie! And if the fruit isn’t enough, the stand also has an adjoining zoo and water park. How’s that for a random town in southern Florida?

Opened in 2012, the West Street Hotel wholeheartedly embraces its waterfront location. All 85 rooms have views of Frenchman Bay and are decorated in nautical Americana (think navy, red, and cream color schemes and lots of sailboat patterns on the upholstery). The hotel can arrange a lobstering trip on a real-deal commercial boat or an excursion to nearby Acadia National Park. There are more than 120 hiking trails that range from low-key to strenuous: Advanced climbers can summit Cadillac Mountain, the tallest peak on the U.S. Atlantic Coast. For a guided tour of the park with less effort, board Oli’s Trolley, which picks up riders across the street from the hotel.

This appeared in the June/July 2015 issue.

(Note: Google insists this is Kamuela, it is Kohala) The lava coast of Kohala on the Big Island is dramatic. Waves dash against the black rocks relentlessly until eons from now they will be sand. True, there are fewer white-sand beaches per square foot of land on the Big Island than others in the Hawaiian chain, but the island is huge. Beaches here often hold secrets, are the sources of legends, and are part of the circle of life for creatures indigenous to Hawaii. There have been lava flows since the ahapua’a land divisions were formed, but from the very tops of the mountains running to the sea, most beaches remain intact. One of my favorites is in a little inlets fronting the Mauna Lani Bay Hotel on Makaiwa Bay called Keiki Beach. Not for much swimming, it is a sandy-bottomed dipper’s delight or, as the name states, a place for children (keiki) to play in. A tree for shade, sand, tide pools to explore, a canoe house (hale) covering a koa canoe nearby, and a friendly turtle (honu) who feeds here are all part of what could be a perfect day. There is surf off the point in winter and snorkeling in other seasons. You might even want to rinse off and have lunch at the Mauna Lani pool restaurant. Parking is a good 15 minute walk via a trail. Follow signs to public parking off Mauna Lani Drive, bring water and beach gear, and get there early. Of course you could stay at the Mauna Lani Hotel and Bungalows too. http://www.maunalani.com/

You don’t have to go far to find fun at Hawks Cay, nor do you have to go far to relax by the water there. The resort, which takes up much of tiny Duck Key, is known for its lagoon, five pools (including one reserved for adults and another featuring a pirate ship slide), and a Dolphin Connection program that offers complimentary viewings and hands-on experiences. Water sports are plentiful as well, with kayaks, paddleboards, and boats to rent, and guests can book fishing trips, scuba and SNUBA diving, and kiteboarding instruction. There’s also a Cliff Drysdale tennis program, a spa and fitness center, and a kids club. The resort closed for one year after Hurricane Irma, reopening in September 2018 after a $50 million renovation to the main hotel, a project that included the redesign of all 177 rooms and suites, as well as the creation of a new upscale steakhouse, a seafood-focused café, and a marketplace with to-go options—these supplement the three poolside grills and cocktail bars. Privately owned two-and three-bedroom homes are also available to rent through the resort.

The best strips of sand under the Caribbean sun are the ones less traveled. The ones away from the throngs of tourists and all-inclusives. Here are a few of my favorite secluded beaches throughout the West Indies.