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  • Some may scoff at the absence of beachfront acreage, but what all-inclusive Capella Marigot Bay lacks in sand it makes up for in amenities, including a cabana-lined pool area with swim-up bar and a ferry to nearby LaBas Beach. Backed by a see-and-be-seen marina that offers some of the island’s best people-watching, the hotel features 124 luxurious rooms and suites that are studies in restraint, with dark-wood accents and four-poster beds trimmed in mosquito netting. Guests are surprised with complimentary snacks each day, from house-made plantain chips to local Piton beer, but nourishment is also in abundance at the resort’s four restaurants—think fresh-caught snapper, jerk-spiced ribs, and lionfish ceviche—and during three happy hours. Meanwhile, the celestial-inspired Auriga spa offers locally focused treatments to those less interested in the fitness center and weekly activities such as body-scrub-making workshops and zip-line tours.
  • Old Road, Antigua and Barbuda
    All across Antigua you can find what may, at first glance, appear to be regular pineapples, but if you pass up on sampling the Antigua Black Pineapples, or just Antigua Blacks for short, you’d be missing what many call the sweetest pineapple on the planet. It’s said that Arawak Indians brought the first pineapples to Antigua’s shores more than 1,000 years ago. Upon cultivation in the island’s unique environment, these early pineapples soon adopted the distinctive flavor, appearance, and make-up of the Antigua Black we know today. The flavor being crisply sweet, not cloying, thanks in part to the Antigua Black’s low acidity. The appearance is so diminutive that you may think these pygmy pineapples aren’t ready for primetime compared to their oversized cousins from Hawaii, but one taste and you’ll change your tune. Check out Cades Bay Agricultural Station down south on Old Road to learn the history and explore the Antigua Black’s cultivation first hand.
  • Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.
  • Any trip to Puerto Rico must include at least one perfect day in the old city of San Juan. The island overflows with a rich culture and history that you can first experience here in San Juan right after stepping off the plane. Spend a day roaming the old city, exploring cobblestone streets with hidden gems and restaurants, art galleries and shops. These are the must-see places to complete your perfect day in San Juan.
  • Hemingway’s Restaurant has the best sunset views of one of the world’s most beautiful beaches, Grace Bay, from a pier-like patio. The restaurant at the Sands at Grace Bay Hotel makes blended-just-right Pina Coladas topped with an extra dollop of rum. Sip and keep watch for the resident dolphin JoJo, who has been patrolling the turquoise waters off this picture-perfect crescent of sand for more than a decade – there’s even a bell to ring if you see him, although who knows if it’s the same dolphin. After you get tipsy, order dinner. In addition to conch, the restaurant is known for steak and fresh-caught fish cooked only in olive oil. At lunch, the fish tacos are my favorite dish. There is live music twice a week.
  • Enterprise Coast Road, Oistins, Barbados, Barbados
    One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.
  • Few venture this far east in Jamaica, but those who do will find one of the most authentic sides of the island, and the most secluded of getaways. A charming fishing village about thirty minutes past Port Antonio, Long Bay is as peaceful and scenic as it gets, with just a handful of affordable, casual guesthouses perched atop dramatic cliffs and overlooking a long stretch of deserted beach. No frills here, just nature and culture. The fresh ocean air, the roadside fresh seafood shacks and friendly locals will have you staying longer than you planned. Be sure to drive along the coastal highway and head as far as Manchioneal, another stunning fishing village that feels thousands of miles away from the touristy side of Jamaica.
  • P.O. W2025, Five Islands village, St John's, Antigua and Barbuda
    Islands of the Caribbean with historically strong ties to Great Britain aren’t exactly known for letting it all hang out but just to the south of Galley Bay Resort and Spa, is Antigua’s one-and-only clothing-optional stretch of sand: Eden Beach. Intrepid (or maybe a little fool-hardy) travelers can borrow bikes from Galley Bay to make the trip, but be warned: there are several steep hills standing between you and taking it all off, but, as I found out on my last visit, that just makes the payoff that much sweeter! The beach is much larger than you might expect with lots of private nooks. There’s even an exotic mini-islet within swimming distance from shore. The place is positively picturesque. But you’ll have to show some restraint. There’s a strict “no cameras allowed” policy out of respect for your fellow nude neighbors.
  • Salt Whistle Bay, Mayreau VC0460, St Vincent and the Grenadines
    While most of the Grenadines’ most luxurious hotels cater to the one percent, Salt Whistle Bay, on Mayreau, offers a blissfully pared back—though no less exclusive—experience. You’ll feel like a modern-day Robinson Crusoe when holed up in one of the 22-acre property’s eco-friendly bell tents or stone bungalows, each outfitted with colorful rugs, fans, and plush linens, and positioned to capture ocean breezes. By day, swim with sea turtles, sting rays, and tropical fish in the surrounding reef-filled waters—snorkeling masks are free to guests, as are stand-up paddleboards—or try kiteboarding on the resort’s designated beach. By night, share those adventures over a dinner of grilled lobster at the on-site restaurant and bar.
  • Unnamed Road
    On the island’s easternmost point, this undeveloped, rugged area of Anguilla is great for hiking, exploring nature, and taking a break from sunbathing. Begin your trek at Windward Point Bay, on the southern side of the beach, then hike up toward a rocky landscape dotted with Melocactus and various sharp rock formations, while the rough open sea crashes in the distance and pelicans glide overhead. As the climb continues to the top of the hill, you’ll get views of Scrub Island, St. Martin, and St. Barths ahead on a clear day, and a well-deserved 360-degree panorama.
  • Long Bay, Antigua and Barbuda
    No guide to Antigua‘s beaches would be complete without including Long Bay Beach. Unquestionably, it’s one of the island’s finest beaches. The sand is almost blindingly white, like someone poured out a billion sugar shakers. The water is exceptionally clear and calm, especially at the eastern end where even toddlers could safely roam the shoreline without the fear of being barreled over by waves. There’s even good snorkeling near the beach’s reef, which you can actually walk out to! So, why don’t I love Long Bay Beach? Well, it can get a bit busy for my taste. There’s several restaurants including Mama Pastas, resorts including Grand Pineapple, and even a clutch of tiny shops selling local goods. So, if you’re like me, get here as early as possible. Maybe go for a morning run on the impressive sand. Then move on as the masses begin to descend.
  • 68-1400 Mauna Lani Dr, Waimea, HI 96743, USA
    (Note: Google insists this is Kamuela, it is Kohala) The lava coast of Kohala on the Big Island is dramatic. Waves dash against the black rocks relentlessly until eons from now they will be sand. True, there are fewer white-sand beaches per square foot of land on the Big Island than others in the Hawaiian chain, but the island is huge. Beaches here often hold secrets, are the sources of legends, and are part of the circle of life for creatures indigenous to Hawaii. There have been lava flows since the ahapua’a land divisions were formed, but from the very tops of the mountains running to the sea, most beaches remain intact. One of my favorites is in a little inlets fronting the Mauna Lani Bay Hotel on Makaiwa Bay called Keiki Beach. Not for much swimming, it is a sandy-bottomed dipper’s delight or, as the name states, a place for children (keiki) to play in. A tree for shade, sand, tide pools to explore, a canoe house (hale) covering a koa canoe nearby, and a friendly turtle (honu) who feeds here are all part of what could be a perfect day. There is surf off the point in winter and snorkeling in other seasons. You might even want to rinse off and have lunch at the Mauna Lani pool restaurant. Parking is a good 15 minute walk via a trail. Follow signs to public parking off Mauna Lani Drive, bring water and beach gear, and get there early. Of course you could stay at the Mauna Lani Hotel and Bungalows too. http://www.maunalani.com/
  • Berlin, the urban center of Germany, caters to anyone’s interests. If you’re a history buff, visit Museum Island, a UNESCO World Heritage Site in the River Spree consisting of five museums, including the Museum of Islamic Art. If there’s time, take a tour of Brandenburg Gate, the city’s most famous landmark. For art lovers, the East Side Gallery can’t be missed. If you’re traveling with family, be sure to spend time in Prenzlauer Berg, which has children-friendly cafes, shops, and playgrounds. There’s also a popular flea market there on Sundays.
  • A weekend trip to visit Berlin offers just enough time to explore some of the city’s history and cultural hotspots, and, of course, tuck into some German cuisine and street food (hello currywurst). If it’s a meet the locals sort of weekend you’re after, pick a few neighborhoods to focus on: perhaps the restaurants, street art, and galleries of Mitte and Friedrichshain? Don’t miss the East Side Gallery. And, on Sunday, Prenzlauer Berg for its open air flea market. A perfect weekend indeed.
  • With 800 miles of coastline, the Dominican Republic boasts more than 200 beaches, from remote stretches of sand with limestone cliffs and no crowds, to soft shores with calm waters. On this varied island, you’ll also find populated beaches lined with all-inclusive resorts and restaurants; coves that are difficult to reach but worth it for the privacy; and shores backed by coconut palm groves and towering sand dunes. Whether you want to swim in tranquil water, surf major waves, or simply relax and do nothing, you’ll find a place for that here, along with standout beauty.