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  • Experience fine dining in a tropical outdoor setting at Coco Bistro, one of the top restaurants on Providenciales. Not only is the dining room set among the largest palm grove on the island, but also the chef is known for artfully blending island flavors with continental ones. Entrées may include homemade conch ravioli or jerk pork tenderloin with sweet potatoes and hot pepper honey. You can also pick up a copy of The Coco Bistro Cookbook to replicate your favorite restaurant dish at home.
  • About 20 minutes from downtown, there’s a long, flat stretch of sand called Kite Beach because local kitesurfers flock here every afternoon when the wind picks up. You can rent a kiteboard and hire a coach for the day to teach you the basics—or take it easy and bring a picnic while you watch the kites dip and swoop like huge butterflies across the aquamarine sea. Just want a swim? You can splash around until midnight thanks to two “Smart Power Poles” that light up the water.
  • Îlet du Gosier, Guadalupa, Guadeloupe
    After grabbing lunch on the ultra-local Plage de la Datcha on the south of Grande-Terre, hop on an afternoon boat shuttle from the beach to nearby Îlet du Gosier. You can spot the islet from shore—and if you’re fit, you can even kayak or swim over. With a wraparound white-sand beach, shallow waters for snorkeling, and the rustic Ti’ Robinson bar for rhum cocktails and Creole dishes, it’s the perfect day trip from somewhere like Pointe-a-Pitre.
  • 1435 Carters Mountain Trail
    Head five miles out of town for great scenery and a fun family outing. Pick your own seasonal fruits and vegetables (or buy them at the farm stand) and enjoy casual farm-to-table dining, Prince Michel, wines and Bold Rock hard cider—all with an impressive view. Thursday evenings until 9 p.m. from May through September feature dinner, live music, hayrides, and memorable sunsets. The Apple Harvest Celebration starts in September.
  • Brewers Bay Beach, St Thomas 00802, USVI
    Quiet, hidden beaches that once defined the Caribbean are still favored by discriminating travelers. Serene and blessed with a few basic facilities (including parking, restrooms, and changing areas, as well food trucks), Brewers Bay Beach offers visitors an easily accessed, languid, sweeping shore. It’s an ideal spot for grabbing a towel, relaxing, and watching the sun set. With shallow, calm, clear, and reef-protected waters, the beach is popular with families, who can enjoy the gentle surf. Snorkeling is also popular, and the beach is home to stingray and turtle communities. Despite its secluded feel, Brewers Bay Beach is located near the University of the Virgin Islands campus and Cyril E. King International Airport.
  • L.G. Smith Blvd 7, Oranjestad, Aruba
    Instagrammers, take note: This open-air eatery is prime for watching—and snapping—the sunset. Every table is positioned on the pier, directly over Aruba’s shimmering waters. Come early to score a front-row seat for the evening spectacle, then stay late for the live music and light bites. The fish cakes are a must, but other popular dishes include pan-seared grouper with ginger and apricot sauce, and dark-rum-infused blue cheese tenderloin. If this chic lounge looks familiar, it’s because it made an appearance on The Bachelor.
  • Norman Manley Blvd, Negril, Jamaica
    Remember the oldie “Under the Boardwalk” by The Drifters? The owner of Drifters Bar, Luddy Samms, tells stories of his career with The Drifters, as well as tales of singing with Eric Clapton and Stevie Winwood and Bruce Willis. Samms opened this hot-spot bar and performance venue on Seven Mile Beach in 2011, and expats, locals, and tourists flock here for cold Red Stripe, good food, and lots of live music in a variety of genres. Because this is an authentic Jamaican beach bar, though, reggae is king.
  • AB-40, Kananaskis, AB T0L, Canada
    Kananaskis Country is a stunning wilderness area that lies just outside of Canmore, Alberta. The region borders Banff National Park and the scenery rivals it’s famous neighbour. The key benefit to outdoor fun in Kananaskis Country is the complete lack of crowds! It might be near Banff, but it feels a world away. Hiking trails, bike paths, and beautiful lakes abound and it’s quite common to have them all to yourself even during the busiest summer weekends! Check out the Upper and Lower Kananaskis Lakes at sunset, as it’s a prime location near the Continental Divide that offers stunning evening light.
  • Tulum, Quintana Roo, Mexico
    As is the case with many hotels in the Tulum section of Riviera Maya, Casa de las Olas shies away from the “luxe” label, preferring to promote itself as a simple, eco-friendly retreat where intimate spaces and five-star service are more important than linen thread counts and extra amenities. Bright white walls, mosquito nets, private balconies, and canopy beds are what guests can expect in their rooms. This doesn’t mean that Casa de las Olas is skimpy in any way. The staff are known for their thoughtful attention to guests, and the small size of the hotel—just five suites—ensures they are never overwhelmed by guests’ requests or needs. Plus, each room has views of the Caribbean Sea, and the hotel’s private beach is never more than a few steps away.
  • Just south of Bimini, tiny Gun Cay is the site of Honeymoon Harbour Beach, a remote and beautiful stretch of shore that’s accessible only by boat. Bimini Undersea offers trips to the beach, where you can lounge on the sand and snorkel in the calm, clear water. However, the highlight is the opportunity for face-to-face encounters with the local stingrays. These bottom-dwelling creatures have grown accustomed to people feeding and touching them, so there’s very little risk of a sting, as long as you’re gentle and take small steps to avoid trodding on them.
  • If you’re headed for fun and sun on the delicious stretch of beaches along the coast at Ramatuelle, Club 55 is the place to go for the ultimate jet-set lunch alongside vacationing international stars. Caviar and excessively expensive champagne is available upon request, bien sûr. Mere mortals may prefer the more affordable scene at neighboring Moorea Beach, where guests can get their hair or nails done at the on-site salon as they wait, and can retire to the legendary Claudy’s Bar after dinner.
  • Dieppe Bay Town, St Kitts & Nevis
    Dieppe Bay is ringed by black sand—a reminder that St. Kitts was formed by volcanoes. It’s also the site of the first European settlement in the eastern Caribbean, a French colony established in 1538 that was destroyed by the Spanish just two weeks after its founding. Beyond its historic significance, however, Dieppe Bay is simply a peaceful, palm-lined beach on the north end of the island. An offshore reef keeps the water calm for swimming and snorkeling, and Arthur’s restaurant is nearby for when you’re craving some fresh fish and vegetables.
  • Baina Beach, Goa
    GoBananas on Baina Beach is India’s first and only facility offering underwater sea walking, the latest trend in aquatic adventure sports. After some brief instruction and a crash course in sign language, a boat ferries participants to Piccanye, an uninhabited island offering tame and clear waters. Walkers are set up with equipment that includes a fiberglass helmet and a four-kilogram lead waist belt before sinking three meters below the surface and effortlessly walking along the seabed, exploring coral colonies, schools of fish, and other marine life. Sessions last 20 minutes and no swimming experience is required! Note: Though considered zero-risk, underwater sea walking is not recommended for those suffering from claustrophobia.
  • Anse Salee, Guadeloupe
    The fine black sand at Plage Bananier, on Basse-Terre, contrasts nicely with the lush green trees lining the beach. It’s a popular surfing and bodyboarding spot, and locals and visitors of all ages come here to practice their moves. Others build sand castles, frolic in the waves, or hang out at the on-site restaurants enjoying a meal while overlooking the beach and its surfers.
  • R. de São Pedro de Alcântara, 1200-470 Lisboa, Portugal
    The São Pedro de Alcântara lookout may not be Lisbon’s highest viewpoint—that honor goes to the Nossa Senhora do Monte lookout—but it’s certainly its most romantic, offering panoramas of the city’s signature fortress, Castelo de São Jorge, perched ominously on the opposite hillside. In addition to the vista itself, the area offers pleasant gardens, which are perfect for lazing about, and a kiosk that regularly hosts jazz and other live entertainment. Come here at sunset and enjoy a sundowner as the city lights up below, then head to nearby neighborhoods Bairro Alto or Príncipe Real for a night on the town.