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  • 6300 West Lake Boulevard
    Built in 1857, this historic, wood-beamed pavilion enjoys a park-like setting right on the beach. Folding French doors create the feel of open-air dining, and the simple but satisfying menu (salmon, filet mignon, duck breast, and burgers) gives you the impression that you’re dining at your own private club. One of the west shore’s most photographed locations, the outdoor bar at Chambers is also one of the area’s biggest party spots on summer weekends. Arrive by boat or car, but if you’re the designated driver, steer clear of the infamous Chambers Punch, a lethal concoction of rum, orange juice, and pineapple juice. Note: The restaurant is open May to September only.
  • Cunucu Abao 37, Noord, Aruba
    This spot near Eagle Beach is pure Caribbean. The live music is infectious, the plates come piled high, and the tables are situated outdoors, under the sky or a tin-roof overhang. Plus, there are more local patrons than visitors. While the atmosphere is laid-back, the menu is full of sophisticated presentations, from island favorites to international dishes. Popular picks include the crab cakes, almond-dusted grouper, and lobster ravioli. The wine list is also excellent, as is the craft beer selection. Note: Reservations are recommended. The restaurant is closed on Sundays.
  • Av. Vieira Souto, 110 - Ipanema, Rio de Janeiro - RJ, 22420-002, Brazil
    A Carioca version of the São Paulo classic, the Rio Astor has two straightaway advantages: It sits on a magical city corner, at the start of Ipanema, just across from the beach, and it has a wide, airy terrace. From there, visitors delight in its drink menu (one of the city’s most complete) as waiters scurry hither and yon at cocktail hour, serving draft beers, which are called chopps and which somehow taste creamier here. The Astor also features a wide-ranging menu that updates Brazilian classics with unusual ingredients and more ambitious presentations of standards like arroz com feijão. The entire mix translates to one of Rio’s winningest combo of bar-rail and white tablecloth venue.
  • 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.
  • Bodden Town Road, Bodden Town, Cayman Islands
    For a true taste of local life, head to Bodden Town—the Caymanian capital before George Town rose to prominence in the 1800s—and pull over at the roadside fish fry where the likely queue tips you off to the impending tastiness: Grape Tree Café. Granted, on any given day, the crowd may include as many chickens as humans (the former seem to love nothing more than strutting from palm-shaded table to palm-shaded table on Grape Tree’s patch of beach sand). Atmosphere aside, the big lure here is the array of fried fish: snapper, mahi-mahi, swai, and wahoo—served with fritters, cassava, sweet potatoes, and breadfruit.
  • Skoura, Morocco
    The beloved Dar Ahlam resort has taken its show on the road with Route du Sud, a six-night driving tour to five destinations with three private retreats that showcase the shape-shifting landscapes of isolated southern Morocco, one property at a time. The first stop is the hillside Maison des Arganiers, two and a half hours from Marrakech, in a rocky landscape facing miles of argan groves; next comes La Maison de l’Oasis, nestled in an oasis of palms; and the final private destination is the dramatic La Maison Rouge, which sits at the edge of a red canyon. Along the way you have beach picnics, nomadic campouts, and scenic drives through dramatic desert dunes.
  • 297 Shore Rd, Chatham, MA 02633, USA
    Every story about Chatham Bars Inn surely features the veranda, a wide porch with companionable groupings of wicker armchairs and table service that alleviates the need to fetch your own drink—so you never have to look away from the serene view of sailboats and swooping seabirds.

    Chatham Bars Inn excels memory making and, in addition to spaces like the verandah that make you feel you’re part of a generous and grand tradition, this Cape Cod resort has created intimate places (a small library, a settee in front of a fireplace, a private deck outside your cottage, chairs arrayed around a fire on the beach) where your private traditions will be forged.

    It faces the aptly named Pleasant Bay, calm waters sheltered from the Atlantic surf by barrier islands. And you’ll find it’s impossible to forget where you are: The fleet of sailboats and fishing boats and runabouts keep the ocean top of mind while the creative menus in the dining venues (centered around the catch of the day and the seasonal produce from their own eight-acre farm) are likely the most locavore of any property of this caliber.

    Originally built as a private hunting lodge, the inn has been in business since 1914, which means many guests have been coming here since childhood. This curated version of a Cape Cod beach vacation is a decades-long habit for those guests—and one that new arrivals may be inspired to adopt. Pride of place is strong here and guests get caught up in it, too. While you don’t have to shuck the clams or dig the potatoes yourself (though those could probably be arranged upon request), you will never feel insulated from the experience of this distinctive part of New England.
  • More and more cruise ships are arriving to the well-known Greek islands for day exploration. And while that is a boon to the local economies; crowded restaurants and beaches are not what you have come to experience. Some of these popular islands actually have very few year-round residents as the cruise visits are seasonal. So that “real Greek” town that you came to see, really isn’t. The solution? Try one of the lesser-know but equally beautiful Greek Islands like Ios in the Cyclades Islands. Here you’ll find five-star hotels, mom and pop inns, historical monuments, miles of sparkling beaches, dynamite restaurants, vibrant mountain towns, incredibly reasonable shopping, breathtaking vistas, and local wines, but most of all Ios can be your own paradise. The island of Ios is still a place where real people live and work, but there is plenty of support for tourism (sometimes it’s party central at Mylopotas Beach) and you will find true hospitality, safe streets to wander and new activities like the recently opened hiking path system. Imagine walking at your own pace to archeological sites, beaches, churches and mountain villages just like the early inhabitants did for centuries? The Greek Cultural Mountaineering Club of Fyli has long wanted to repair and connect the ancient paths and a few months ago the project was completed with the help of volunteers and the Municipality of Ios. Over thirteen kilometers of paths are open and well-marked by signs connecting other paths and old roads of Ios for you to enjoy. Not a hiker? The shopping is sublime. Not for the collectors of designer handbags but those desiring handmade leather sandals, precious gem jewelry and smart local-style clothing designs. Lounging by the pool is always a favorite. Stay at the elegant Liostasi Suites and you will be pampered like a jet-setter. Wish for a low-key stay? The Pavezzo Hotel and Suites is painted in beautiful colors and embellished by flowers offering family-style rooms, rooms for one or two and vantage points with sea views set on the side of a mountain with cooling breezes and the friendliest owners. If you are a fan of Greek cuisine there are many terrific restaurants, some right on the ocean like Drakos Taverna at the end of Mylopotas Beach. A favorite in Chora, the town above the Ormos harbor which is completely accessible on foot, is Elia. Visit the cathedral and one of old windmills the island is famous for while wandering the maze of winding stone streets that spill down from top of the hill. Or down in Yialos by the harbor pop into one of the very casual tavernas. Be sure to visit the food shop called Mosenta at the port to watch them create, and for a taste of sesame seed and honey cakes. They also package local wild herbs and make a great body cream that is made from their own honey and olive oils. Insider Tips: Go in Fall for peace and quiet and best rates on rooms. There is no airport so take the ferry from Pireaus, Athens or Santorini. Images Kurt Winner Photography
  • Major Donald Dr, Cayman Islands
    Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.
  • 5900 Lower Honoapiilani Rd, Lahaina, HI 96761, USA
    When eating at the Sea House Restaurant, it’s hard to decide what is actually better: the view of Molokaʽi across the water, or the Molokaʽi sweet potatoes used in the frittata. Either way, both combine for a memorable breakfast on the island’s northwestern corner. Opened in 1963 when tourists were just discovering Maui, the Sea House restaurant celebrated its 50th anniversary in 2013—thereby making it one of the oldest restaurants in West Maui. Even with the history, fame, and ocean views, it’s one of the island’s most affordable restaurants. Most items on the breakfast menu will cost you $12 or less, and when you’re done with your meal, you can splash in the waters of protected Napili Bay. The Sea House sources many of their ingredients from local Hawaiian farmers (such as the Molokaʽi sweet potatoes), and they also follow traditional fishing calendars when choosing their fish for the menu. This is a great option for beginning the day on the island’s northwestern coastline and is a filling starting point for later adventures toward Honolua Bay and beyond. Or, just relax on the sands of Napili beneath the shade of a rustling palm. After all, there are only three hours between the end of breakfast and the start of the Sea House happy hour—an affordable menu that starts at 2 p.m. and has been voted one of the best on Maui.
  • San Pedro, Belize
    Hol Chan Marine Reserve, located just a few minutes’ boat ride from San Pedro, is the place to go for snorkeling in Northern Belize. This small, protected area (Hol Chan means “little channel” in Mayan) is home to part of Belize’s barrier reef, which is the second largest in the world (after Australia‘s reef), and the largest healthiest. There are many tour operators out of San Pedro that can take you out for a half-day of snorkeling the reef, and you’ll see colorful coral, rainbow fish, and manta rays, among other marine life. Make sure your guide brings you to Shark Alley, where nurse sharks come to feed on the fish scraps boats leave behind. There, you’ll be able to swim mere feet—or even inches, if you dare—from the creatures.
  • 111 S Grand Ave, Los Angeles, CA 90012, USA
    This bowed silver building stands out among the skyscrapers of Downtown L.A. (though it now has an equally interesting-looking neighbor in the Broad). Those stainless-steel curves have a purpose, though. Architect Frank Gehry designed the Walt Disney Concert Hall with top-notch sound quality in mind, and the result is an architectural landmark that doubles as one of the most acoustically advanced concert halls in the world. The venue is home to the always impressive L.A. Philharmonic, a 100-piece orchestra that puts on concerts ranging from classical to jazz, contemporary, and world music throughout the year.
  • Jacob Bontiusplaats 1, 1018 LL Amsterdam, Netherlands
    This funky spot stands out among Amsterdam’s many urban “beach bars.” You can laze away a sunny afternoon at one of the picnic tables or chairs set up on a wide stretch of sand. Cocktails and beer slake your thirst, while decent pulled-pork tacos, burgers, and poke bowls keep hunger at bay. If the weather isn’t agreeable, the café—located inside a converted warehouse—strikes all the right hipster notes: Think distressed, graffitied concrete walls; leather sofas; vintage television sets; and groovy lighting. An adjacent warehouse hosts all sorts of events, from flea markets to film screenings to dance parties.
  • Massif des Maures, 83610 Collobrières, France
    Given the civilized associations of the Côte d’Azur, the Massif des Maures may come as a surprise. This small mountain range that runs parallel to the French Riviera for some 60 kilometers (36 miles) is still, at least in areas, decidedly wild with its typically Mediterranean forests of oaks, pines and chestnut trees. Don’t expect the soaring peaks of the Alps—even the tallest mountains are under 750 meters (2,460 feet)—but on the plus side, that makes the area accessible even for casual day hikers. Well-marked and maintained trails lead to a more rugged Provence that feels far from the beach towns below. (Note, however, that some routes may close in the summer and autumn depending on the risk of fire.)

  • Dois Irmãos (the “two brothers”) is what they call the bookend mountains framing Ipanema and Leblon beaches. For some years now, these peaks have been a hit with hikers, on an adventure that begins even before trekking, because to get to the trailhead you first ascend to the favela called Vidigal—one of Rio’s most peaceful, by the way—either on foot or by moto-taxi. The way is rough but accessible, steep but doable for those in reasonable shape, and the 45-minute walkabout offers several stops at scenic overlooks, each as spectacular as the next. To the left lies the Pedra da Gávea and Rocinha, another sprawling favela; the Atlantic extends to the right. When you get to the top, the views take your breath away—just as soon as you catch it.