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  • 1913-J S Kihei Rd, Kihei, HI 96753, USA
    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.
  • St. John is the least developed and most sparsely populated of the three main islands in the U.S. Virgin Islands. That’s not surprising, since more than half its land is protected as a U.S. National Park. Most visitors reach St. John by ferry from St. Thomas, landing at the dock in Cruz Bay, St. John’s main settlement. A village with only a few thousand residents, Cruz Bay has gained a reputation as an upscale retreat for movie stars and other high-profile people looking for a secluded getaway.

    It all started back in 1956, when businessman and conservationist Laurance Rockefeller, who had bought extensive land holdings on St. John, opened the low-key but luxurious Caneel Bay Resort. It’s still going strong, and visitors can stop in for lunch and a swim in the beautiful bay. Rockefeller later donated much of his estate to the national park.

    Snorkelers should make time for an underwater tour in Trunk Bay, where the National Park Service maintains a submarine snorkeling trail. And no sightseeing drive around the island is complete without a stop to see the fabulous panoramic view from the Bordeaux Mountain Overlook. Back in the town, the boutiques at Mongoose Junction offer one-of-a-kind souvenirs, while Cruz Bay Landing is a perfect spot to grab lunch and drinks.

  • Chapel Street, Dunmore Town, The Bahamas
    Not every celebrity who visits Harbour Island stays at the Pink Sands Hotel. Bill Gates, for instance, has his own home on the island. But Keith Richards has checked in here, as have Martha Stewart and Kate Moss. Since its opening in the 1950s, the 25-room hotel, like the island itself, has been a low-key enclave of the rich and famous, drawn not just by the like-attracts-like vibe (one of the previous owners was Island Records founder and Bob Marley “discoverer” Chris Blackwell), but by its location on Pink Sands Beach, widely considered one of the world’s prettiest. Accommodations are in plush one- and two-room cottages that have king beds and ocean or garden views; some have outdoor showers. Reserve a table at the British-colonial–inspired Malcolm 51 for island-style bouillabaisse and charred octopus salad, but don’t get too carried away with the sundowners. All manner of aquatic activities (snorkeling the nearby coral reef, bonefishing in the shallows, or merely swimming in the heated freshwater pool) await in the morning.
  • Ngorongoro Conservation Area, Tanzania
    Move over, canvas safari tent; Tanzania has a new lodging option, this one in the form of a space-alien-looking dome. Set back from the famous Ngorongoro Crater and its plethora of lodges, the Highlands domes’ wild, remote, forest-edge location is one of the key selling points. The accommodations were custom-built to make it easy to take in incredible views. Asilia, the safari outfitter that owns these dwellings, prides itself on the authenticity of the experience, so trips to visit local Maasai communities are low-key and varied, with a different village visited each day. At more than 7,500 feet above sea level, evenings are chilly, but each dome tent is fitted with a high-output woodstove to keep guests cozy all night long.
  • 1 Whitehead St, Key West, FL 33040, USA
    The Key West Shipwreck Museum transports visitors back to 1856, when the young city’s port had more than 100 ships passing through daily. Because of the coral reefs, shipwrecks were common at the time and salvage became a thriving business. At the museum, visitors will meet an actor portraying Asa Tift, an actual Key West citizen whose family made a good living salvaging, or saving, crew, passengers, and cargo from ships that were wrecked on the reefs. He’ll tell the stories of the many wrecks and recoveries of Tift’s time. The museum’s immersive experience includes films and historic artifacts, including the wreckage of the Isaac Allerton, which sank off the coast in 1895.
  • 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.
  • 501 Southard St, Key West, FL 33040, USA
    Right on Key West’s famous Sunset Pier and next to Mallory Square, Ocean Key is at the center of the action, proven by the flocks of tourists who descend on the pier every evening at sundown. Inside the resort, the contemporary rooms are decorated in tropical colors like bright lime and turquoise, and have bathrooms with rainfall showers and whirlpool tubs and private balconies with views of the Gulf of Mexico or buzzy Duval Street. The angular pool is surrounded by cabanas and day beds; grab a ringside seat for the daily fashion show at Liquid, the kicking poolside bar. Prefer a quieter experience? The spa has a full range of treatments and packages that lean heavily on Asian traditions and ingredients, from Balinese massage to a Javanese rice-and-turmeric body scrub.
  • 725 Truman Ave, Key West, FL 33040, USA
    Both charming and affordable (it doesn’t charge a resort fee), this intimate 37-room property also has an unbeatable central location—near the heart of Old Town and just a few blocks from Duval Street and Mallory Square. Part of the Historic Key West Inns collection, the Key Lime Inn features classic Key West style with a 19th-century main house highlighted by a double-height colonnaded entrance and green shutters. Rooms follow suit with high ceilings and classical proportions, and beds are done up in crisp, white linens; most have sitting areas and private walkouts or porches to encourage lingering. Though short on amenities, the grounds are shaded by tall palms and dotted with Caribbean-style clapboard cottages painted in cheery colors with gingerbread trim, and all offer free WiFi. And if the beach doesn’t call you, a large wood deck surrounds the heated outdoor pool, and hammocks and porch swings are placed around the property for maximum relaxation.
  • 915 NJ-73, Mt Laurel, NJ 08054, USA
    The CoCo Key Water Park Resort in Mt. Laurel provides aquatic entertainment for all ages. Open year-round, this resort is an all-indoor affair, with the exception of an open-air hot tub, and the water slides that protrude from the building’s exterior like an elaborate, serpentine garden sculpture. (Don’t worry, you enter and exit the slides with a roof over your head.) If you’re less amphibious in nature, CoCo Key also has an arcade and restaurant—so you can enjoy yourself while staying dry.
  • 1500 Reynolds St, Key West, FL 33040, USA
    Key West doesn’t have many swimmable beaches, but this elegant 1920 oceanfront resort sits on the largest private one in town—an 1,100-square-foot strand punctuated with tall palms. While the shoreline itself is on a rocky shelf, a long dock extends out to the shallows for laps and snorkeling. Just off the beach, two large pools are set into green lawns and lush landscaping in front of the Spanish-style main building, which is on the National Register of Historic Places. The hotel’s wooden coffered ceilings, arched entryways, red-tile roofs, and other key architectural details recall the hotel’s glamorous heyday, while the clean, refreshed rooms are entirely modern, with sleek wood-framed beds, white linens and curtains, and ocean views. Children under 16 stay for free and babysitting is available for adults who want to take a break at the Spa al Mare, which has an open-air cabana right on the sand for al fresco massages and treatments.
  • 108 Cathedral Pl, Santa Fe, NM 87501, USA
    There is so much art to see in Santa Fe, it’s endless. Along with artisan markets, small galleries, the Georgia O’Keeffe museum and numerous small shops, we visited the MOCNA. It’s a museum that is connected to the Institute of American Indian Arts and is a very manageable space. There are all sorts and time periods of art and revolving shows. Definitely worth an hour or so if you are in Santa Fe. There is also a great gift/book shop as well. **The artist in the picture above is Keith Braveheart
  • 729 Thomas St, Key West, FL 33040, USA
    Blue Heaven is a favorite in Key West—Jimmy Buffett even mentioned it in one of his famous beach tunes. The whimsical courtyard is filled with brightly colored tables and chairs, twinkly lights, foliage, and stray animals. The bar and restaurant is owned and operated by a husband and wife whose creative backgrounds in art and literature inspired the space. There’s a mini art gallery, a sandwich shop, and roaming roosters on the grounds. Once a boxing ring (with Ernest Hemingway as referee), the spot now pays tribute to the Caribbean, with bright accents and Cajun seasonings on the menu. Menu highlights include the scallops, which are locally celebrated, served with white wine and lemon butter with tomatoes, onions, mushrooms, and lots of garlic. Locals say the Key lime pie is one of the best in town.
  • 1200 South Crandon Blvd, Key Biscayne, FL 33149, USA
    The Cape Florida Lighthouse, in Bill Baggs Cape Florida State Park on the tip of Key Biscayne, is the oldest lighthouse in the state. The newly restored 95-foot white-brick tower, which sits on sand and rocks, attracts plenty of visitors, who enjoy climbing up to the top for the view of downtown Miami and the Atlantic Ocean. The park also includes a replica of the lighthouse keeper’s 1825 cottage.
  • 907 Whitehead St, Key West, FL 33040, USA
    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.

  • 455 Grand Bay Dr
    Inspired by the lunar calendar, new spa treatments at the Ritz-Carlton Key Biscayne resort on an island south of Miami Beach explore the moon’s influence on the senses. Products from Éminence’s biodynamic line utilize ingredients harvested during corresponding phases of the moon.