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  • Grace Bay Road, Providenciales, Turks and Caicos Islands
    Housed on a 1,100-foot stretch of beachfront, Grace Bay Club is as stylishly current as it was in 1993, when it became the first luxury hotel to open on the then nearly empty sands of Grace Bay. From its original 21 rooms, the upscale property has grown to 82 suites, each of which features ocean views, a private veranda or patio, and chic interiors by renowned designer Thom Felicia. Guests can also look forward to superior service, including a personal concierge available day or night via a provided cell phone.

    When hunger strikes, there’s the oceanfront Infiniti Restaurant & Raw Bar, which boasts sea-to-table fare and the longest bar in the Caribbean, as well as several other family-friendly venues, including The Grill. If it’s pampering you seek, make time to visit the spacious Anani Spa, where you’ll find six treatment rooms, including one just for couples. A spa tent is also available for beachfront massages.
  • Playa Blanca at Puntacana Resort & Club, Punta Cana 23300, Dominican Republic
    Most of the year, Punta Cana’s white, sandy stretches of sand are blessed with gently lapping surf, which means that night swimming isn’t as dangerous or daunting an exercise as it can be on other Caribbean islands. Slip into the water near the Westin’s covered pier, and have the ocean all to yourself. Under the bright light of a full moon, you might even catch a glimpse of a sea turtle inching its way along the beach.
  • 1289 S Coast Hwy 4th Floor, Laguna Beach, CA 92651, USA
    Get a bird’s-eye view of Laguna and its famous sunsets at the Rooftop Lounge, which sits atop La Casa del Camino hotel. Drinks here include a lengthy list of red, white, and sparkling wines as well as specialty cocktails like mojitos in strawberry, mango, and ginger flavors. To pair with your sips, there’s a range of small bites, from barbecue meatballs with blue cheese slaw to bacon-wrapped dates and coconut-breaded shrimp. Just be sure to come prepared with sunglasses and a hat, as shade is limited, and bring your four-legged friend—the bar is dog-friendly.
  • 1435 Simonton Street
    Just a few blocks from the bustle of Old Town and Duval Street, this Caribbean-style resort is a serene retreat with a swath of white-sand beach, a pool concierge, and a private pier for fishing or gazing out over clear turquoise waters. All of the contemporary rooms and suites are generously sized and have private balconies with views of the pool, courtyard, or ocean, but the real draw remains right outside your door. Guests can snorkel off the shore, face off on the giant chess board, or simply sway between two palms in one of the beachside hammocks. They also have privileges at sister resort Casa Marina, just up the beach, including at the oceanfront Spa al Mare. Have kids in tow? The hotel offers a full roster of activities, plus babysitting services for parents who want to hit the town.
  • Anse Cochon, Anse La Raye, St Lucia
    Set on St. Lucia’s westerly Anse Cochon beach, Ti Kaye is a secluded, adults-only oasis that feels worlds away from the rest of the island. Each of the 33 cliffside, gingerbread-style houses feature outdoor showers and verandas with double-wide hammocks, and some even include plunge pools. Since there are no TVs, the focus remains squarely on the picturesque beach, home to a PADI diving center, crashing waves, and breathtaking sunsets. The same is true in the resort’s two open-air restaurants (don’t miss the banana pancakes at the beachfront grill) and treetop spa. Rum connoisseurs can schedule a tasting in Ti Kaye’s wine cave, but if you crave a rowdier scene after all the relaxation, know that it’s a 20-minute drive to the nearest fishing village—you’ll want to make the trek on Friday nights though, when Anse La Raye hosts its weekly street parties.
  • 831 Leilani St, Hilo, HI 96720, USA
    For travelers who visit Hawaii and want a quiet, tucked-away vacation from the rest of the world, Hilo is a fantastic town to find a condo for rent and sunrises from the local beaches or to enjoy quiet evenings staying in. While no one needs to get lost in a book when there are so many beautiful things to enjoy on the Island of Hawaii, Hilo Bay Books compliments a tucked-away, quiet, beachy lifestyle perfectly by selling secondhand books (their motto is “get used!”) to help you unwind and enjoy the time away from home.
  • 21-24 Albert I-promenade
    If you like to admire art in the open air, Oostende has plenty for you to enjoy outdoors. Start at the Royal Gallery where you can enjoy a free exhibition of portrait photography. Walk towards the casino along the promenade and admire the ‘Dansende Golven’ (Dancing Waves) sculpture by Patrick Steenon. Continue along the promenade until you reach the bright red shapes that make up ‘Rock Strangers’ by Arne Quinze (pictured). Watching people move through and interact with the shapes can be almost as interesting as the art itself. More Information on Oostende: http://cheeseweb.eu/2013/10/10-reasons-visit-oostende-beach/
  • 2365 Kalakaua Ave, Honolulu, HI 96815, USA
    Built in 1901, the legendary “First Lady of Waikiki” blends Victorian architecture with a golden beach and turquoise seas. Putting a luxury hotel in a deserted backwater was a bold move—but one that paid off. Tourism took off here and the Moana remains its ruling monarch. One of the most lovely, historical hotels in Hawaii, it still has Ionic columns supporting an elegant porte-cochère, plus a long shaded gallery along its facade where rocking chairs encourage guests to watch the world go by. A $21-million renovation brought it up-to-date in 2014 and added a new beach club. But an exhibit room still honors its rich past on the second floor of the Banyan Wing, and serves as a jumping-off point for free historical tours (11 a.m., Mondays and Wednesdays).
  • Race Course, Oracabessa, Jamaica
    Goldeneye, to be clear, is not an easy place to leave. The land—the former home of Ian Fleming, where he wrote each of the 14 James Bond thrillers that would cement his place in literary and cinematic history—sits next to the tiny town of Oracabessa, on the northern coast. A warm, blue-green lagoon curls from the ocean around a small island and then lets out into a bay. You can look one direction and see a jungle, then turn around and see pristine white sand.

    Blackwell bought the property in 1976 as a vacation home and a space to entertain family and friends but later he decided to transform it. In 2016, Goldeneye debuted a jumble of new huts, arranged around a small cove, a short walk from Fleming’s house and the resort’s original villas. The huts vary in height, designed to capture cooling breezes and allow guests to forgo air conditioning. And, crucially, they’re much cheaper to book than the Villas. Which is key because, up until this point, if you wanted to plan a visit to Goldeneye, you needed to either know Blackwell personally or have the excess capital to shell out potentially five figures on a vacation. (Part of the resort’s enduring gravitational pull is that many of the celebrity guests check both boxes.) With the beach huts, Blackwell has expanded, once again, the ambition of his famous resort.
  • TC, Lower Bight Rd, British West TKCA 1ZZ, Turks and Caicos Islands
    Wymara Resort Turks & Caicos (formerly the Gansevoort aims to be as much a scene as it is a hotel. Of course, with tots wandering through the lobby with sand buckets, it isn’t quite the party you might have in South Beach or NYC. But then, trendy urbanites don’t have this—the white-sand beach of Grace Bay, or an infinity pool with wood-deck islands that can be reserved for sunbathing, private dining, or just making everyone else feel less important. The 91 rooms are designer chic, with an open floor plan and plenty of space to stretch out. Also available for booking are seven luxury oceanfront villas, located on an elevated hillside overlooking the bay and Turtle Tail. Each features four to five bedrooms as well as two private pools, expansive indoor-outdoor living areas, sunken outdoor lounge areas with firepits, and over-the-water swimming platforms with direct ocean access. Stelle, the Mediterranean-influenced restaurant, has a DJ who spins on Friday nights. And Exhale Spa counterbalances the chill party vibe with sunset yoga in an outdoor pavilion.
  • Staniard Creek, Andros Island
    Near the northern end of Andros Island, about 15 minutes by air from Nassau, remote Kamalame Cay is worth the effort it takes to get there. The 96-acre private island features 34 rustic-chic rooms and suites, all within steps of a white-sand beach, as well as a central Great House where guests come together to sip wine before dinner and share stories afterward (of course, many opt for a secluded, candlelit meal set up somewhere along the three miles of shoreline). A range of seaside activities keep everyone from the kids to newlyweds to the occasional celebrity happy. There’s a freshwater swimming pool, an over-water spa, world-class fishing off the coast, and entertainment by local “rake-and-scrape” bands. And for those who live in fear of being unplugged, relax. Kamalame Cay offers hotspots around the island for full cell service (if you want it) and Wi-Fi in the reception area.
  • 940 Auahi St #140, Honolulu, HI 96814, USA
    I first visited Wahoo’s Fish Taco in Denver and have been going back ever since. It seems much more appropriate that Wahoo’s, with its surfboarding theme, has a location in Hawaii. The location I frequented is in Ala Moana. Time permitting, I would get my food to go and sit at the Ala Moana Beach park for a picnic dinner. Wahoo’s has a good selection of burritos, salads, and tacos. A pitcher of margaritas or local beers are usually popular with a group as well! If you collect stickers, just ask at the counter and if they have any on hand, they will gift one to you.
  • 144 Oyster Pond Road St. Maarten SX, Oyster Pond Rd, Sint Maarten
    For a truly relaxing vacation, the beachfront Westin Dawn Beach Resort & Spa, St. Maarten features everything you need right onsite: gamble in the casino, swim in the infinity-edge swimming pool, have a drink in the pool bar, dine at one of the three onsite restaurants, indulge with a treatment from their spa, or just enjoy the ocean views from your room. Friendly staff ensure a personalized stay, enhancing the overall experience. The Westin St. Maarten is also an excellent choice for families, as their Westin Kids Club® offers games, activities, crafts, and day trips. Babysitting services are also available. And for those trying to stay healthy while on vacation, the Westin Essence program offers SuperFoodsRx™ meals, a fitness studio, spa, and Westin Heavenly® Beds to help you be kind to your body. Free Wi-Fi is available throughout the property. Maarten.
  • Igeldo Ibilbidea, 187, 20008 Donostia, Gipuzkoa, Spain
    It was raining when we arrived in Donostia-San Sebastian, but the skies cleared on our second day, and we rode the funicular railway up Mount Igueldo to take in the view back on the city, La Concha Bay, and the empty beach. The “low” travel season had just begun, and the strange little children’s amusement park on the mountaintop had shuttered up for the fall and winter, adding just the right disorienting touch of weird desolation to the Basque country panorama.
  • 60 Tanager Way, KY1-1303, Cayman Islands
    Kimpton Seafire Resort + Spa, a Seven Mile Beach favorite on Grand Cayman, combines luxury with sustainability. Here, a 143,000-watt solar array (among the largest in the Cayman Islands) generates electricity. The hotel also harvests rainwater for landscaping and uses aluminum water bottles instead of plastic.

    In addition to being family friendly—it has a great kids camp—Seafire is animal friendly. For example, it has special outdoor lighting to prevent distractions for the local turtle population, who use moonlight to guide them to the sea. The property also has trained a group of local divers, deemed “Seafire Guardians,” to help with local coral reef regeneration. The resort’s commitment to the area’s wildlife makes it ideal for travelers looking to support the island in a responsible way.