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  • 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.
  • Five Islands Village, St John's, Antigua & Barbuda
    Soaking tubs big enough for two and double walk-in showers provide a clue that this beachfront all-inclusive, located less than 20 minutes from the airport on a peninsula just to the southwest of St. John’s Harbour, encourages families to look elsewhere. And while only the Premium Beachfront Suites have those particular romance-inducing amenities, there are other features, such as hideaway tropical dining, that will convince honeymooners and other couples that they have stepped into their own Gauguin landscape. Hence, the most secluded rooms, each with its own plunge pool, are called the Gauguin Cottages. Even among Antigua’s 365 beaches, Galley Bay’s is a visual standout that is longer and less crowded than most. The ocean here can get too rough for swimming, but the beach seldom fails to please for sunsets. Guests with limitless energy can choose from complimentary activities such as tennis, sailing, and stand-up paddleboarding. Or they can save their energy for honeymooning.
  • 315 Four Seasons Dr, Lake Ozark, MO 65049, USA
    Why we love it: A lakeside resort made for family getaways

    The Highlights:
    - Spacious rooms with balconies for taking in lake views
    - A full-service, on-site marina for boat rentals
    - A Japanese-style spa with an infrared sauna

    The Review:
    Imagine you had a wealthy friend with a fabulous lakeside property, and you’ll understand what it feels like to stay at the Lodge of Four Seasons. At the waterfront resort, guests mingle around the lobby bar—which boasts circular seating, live piano music, and carefully crafted cocktails—much like they would in a fancy living room. When it’s nice outside, they hang together at the lakeside pool bar, or stroll down to the on-site marina and get out on the water. Here, it’s all about starting traditions with families and friends, whether over dinner at one of two restaurants or a round of golf on the championship course.

    An Ozarks-chic vibe extends across the 358 spacious rooms and suites, which all feature flat-screen TVs, custom embroidered linens, and private furnished balconies with views of the lake or Japanese gardens. Choose from guest rooms in the Main Lodge and Seasons Bay buildings, or opt for a one- or two-bedroom condo with a kitchen in the Avila complex. Settle in, then head to Spa Shiki, where you’ll find eucalyptus-infused steam rooms, an infrared Himalayan salt stone sauna, a salt-purified whirlpool, and a relaxation room with a fireplace for relaxing post treatment.
  • 328b Guy Banks Road Little Cayman KY KY3-2501, Guy Banks Rd, Blossom Village, Cayman Islands
    This atmospheric all-inclusive resort opened in 1986 on the white sands of Little Cayman’s Preston Bay and consists of eleven rooms in wood and stone cottages, some of which are oceanfront. Guests, mainly advanced divers and repeat visitors, come for healthy corals, diverse marine life, and the hospitality. Since 2015, owner and manager Susan Howard has carried forward the legacy of her mother and the original owner of Pirates Point Resort, Gladys Howard, by fostering an “Island Home Away From Home” vibe. In addition to complimentary bicycle rentals and island-wide conservation efforts, Howard opens up her home on Friday nights for a champagne and sushi cocktail reception.

    The resort operates on a safari schedule with wake up and breakfast bells, daily and untimed dives at numerous sites, and hearty lunches upon return to the lodge around 3pm. The hotel sea front view is lovely, with hammocks strung on the white sand beach and easy, protected swimming and snorkeling within the barrier reef.
  • Salt Cay, TKCA 1ZZ, Turks and Caicos Islands
    It’s not quite Providenciales’s celebrated Grace Bay—the Atlantic surf rolls in with a little too much force for that—but North Beach, on remote, undeveloped Salt Cay, is one of the prettiest stretches of sand in all of the Turks and Caicos. Salt Cay also has the advantage over its more famous counterpart in that just about the only thing on it is the tiny Castaway, whose guests almost always have miles of pure white sand and turquoise ocean entirely to themselves. About a mile and a half from “town” lies a scattered settlement of fewer than 150 people who make up most of the island’s residents. Castaway, which consists of four suites in two beachfront cottages, offers a Crusoe-like experience, except with private dining and Wi-Fi. Each suite has a king bed, to which two more single beds can be added, a full kitchen, and a deck where in season it is possible to watch migrating whales parade by.
  • Petite Calivigny Bay, Egmont, Grenada
    Why we love it: A centrally located stay with a homey feel and a floating bar

    The Highlights:
    - Self-contained cottages that feel like home
    - A prime location near the Petite Cavigny marina
    - A floating bar for sundowners and live music

    The Review:
    If you’re looking for a home rental but still want a hotel staff, Le Phare Bleu is the way to go. At this village-style resort, the suites and cottages come with kitchens and living areas for a home-away-from-home feel, plus classic Caribbean decor and wide verandas with hammocks or porch swings. Spread throughout a tropical garden, the villas also happen to be right next to the Petite Cavigny marina—an ideal location if you’re setting off on a sailing trip from Grenada.

    Elsewhere on the property, there are two small beaches (though they can be muddy because of the marina); kayaks, paddleboards, and a Hobie Cat for guests to use; and a shared pool. If you’re craving company—and a break from cooking—there’s also the Island Fever Tropical Tavern, which offers food all day and breakfast until 3 p.m. on Sundays (don’t miss the rotis). On Friday evenings, make your way to the floating bar that is the Lightship. A lighthouse boat that was built in 1900 and served for decades off the coast of Sweden, it’s now where hotel guests go to party, with live music, a rum bar, and tasty snacks all night long.
  • Basseterre, St Kitts & Nevis
    A stroll of St. Kitt’s capital, whether started at Port Zante Marina or the centrally located Independence Square, is an entertaining way to learn more about the island’s past. While the French named Basseterre (it means “low land”), the British are responsible for the town’s most recognizable landmark—the green, cast-iron Berkeley Memorial Clock in the center of the Circus, where several streets intersect. Make sure to visit the area, as well as Independence Square, St. George’s Anglican Church, and the Old Treasury Building, which now serves as the National Museum of St. Kitts. Along your walk, you’ll also find duty-free shops and local boutiques, plus a lively produce market by the waterfront if you come on the weekend.
  • 18 Marina Gardens Dr, Singapore 018953
    With its domed greenhouses of epic proportions dotted across some 100 hectares (250 acres), the sustainable Gardens by the Bay are educational and fun. The Cloud Forest is a misty, 42-meter-high (138-foot-high) “mountain” that re-creates tropical highlands; visitors use ramps to explore around and through them. A biosphere of Mediterranean and desert plants, including huge baobab trees, makes up the Flower Dome. Outdoors, guests walk on suspended walkways between steel-frame “Supertrees” that are covered in solar-powered lights.
  • Grace Bay TKCA 1ZZ, Turks and Caicos Islands
    Families that would rather not be in the middle of the hustle and bustle of the main section of Grace Bay Beach will dig the condos at The Tuscany Resort. Ranging in size from one bedroom to three, each is condo includes a full kitchen, laundry room, spacious living area and a screened in balcony. There is no restaurant on site, but there is a pool with loungers and access to the quiet side of Grace Bay Beach from a tree-lined catwalk. Unlike the middle portion of the beach, development here is still pretty void, so you can expect to have much of the white sand expanse to yourself (meaning your kids can run and play without issues). On the downside, if you want to get to most of the eating and activities, you’ll need a car as it isn’t really walking distance. And while there isn’t a restaurant here, you can arrange to have your kitchen pre-stocked before arrival meaning you can eat in and save a lot of cash in the process. Each condo is slightly different from a decor perspective as they are all privately owned and decoration is at the owners discretion.
  • 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.
  • 2 Plac Zdrojowy
    Sopot is one of Poland’s favorite leisure destinations, and Sopot Pier (Molo w Sopocie in Polish) is its center. An extension of lively Monte Cassino Street—Sopot’s entertainment, dining, and shopping promenade—the pier stretches over a third of a mile into the Bay of Gdańsk. Built in 1827 as part of the local harbor, it was reconstructed after the wars and renovated several times since, gradually becoming the fashionable leisure facility it is today. Since the very beginning, the pier has featured an international dimension—it was conceived by a Frenchman on Polish land belonging to the Kingdom of Prussia; became a popular destination for Europeans during the 19th and 20th centuries, thanks to railway and sea links; and continues to draw travelers from all over the world. When visiting today, you’ll hear several different languages being spoken, and see flags from various countries on the yachts moored on the side deck, which serves as the marina.
  • Lafayette Beach PK7, 'Ārue, French Polynesia
    Located on a gorgeous, very private stretch of black-sand beach, Tahiti Pearl Beach Resort offers affordable, modern rooms, many of which feature spacious layouts, private Jacuzzis, and ocean views. Guests can also look forward a massive infinity pool, a luxurious spa, and meticulously maintained grounds, complete with fresh flowers and lush grass. The onsite Hita Mahana Restaurant and Bay Bar are outdoors but covered, offering sweeping views of the sunset across the ocean to Moorea. Note: This resort is very close to the airport so it’s ideal for those arriving late at night or leaving early in the morning.
  • Scrub Island, VG1120, British Virgin Islands
    Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.
  • Noord Cura Cabai 2a, Savaneta, Aruba
    The Old Man and the Sea in Savaneta is an ideal place for a romantic island dining experience, amid the ‘clicking palms,’ overlooking the water. Feel the sand beneath your feet, and listen to the waves gently lapping the shoreline as you enjoy a sunset supper in an intimate setting.
  • North Shore Road, St. John, St John 00831, USVI
    This property is closed through 2019 for repairs made necessary by hurricanes Irma and Maria.

    Caneel Bay, one of the island’s more secluded and protected bays, is home to Caneel Bay Resort, a historic luxury hotel founded by Laurance Rockefeller. After opening the resort in 1956, Rockefeller donated the land on which it lies to become the Virgin Islands National Park, which covers about 60 percent of the island. Day-trippers can easily reach Caneel Bay by taxi from Cruz Bay. The resort has no fewer than seven beaches, including Honeymoon Beach, a short hike away. Come here to relax on the main beach, book water sports at the diving and snorkeling center and have lunch at the hotel restaurant.