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Suppose I told you there was a small, remarkably idyllic and fairly unpopulated island in the Caribbean just a short distance from the mainland United States, an island so immaculate, plans were in the works to make it a National Wildlife Refuge, an island with a beach rated one of the best beaches in the world, an island where you could basically do whatever you wanted along its iridescent shores with little chance of being interrupted by prying eyes.... What’s the first thing you’d do? Well, if you were the U.S. military back in 1901 and the destination in question was the island of Culebra, you’d blow it all to hell! For nearly 75 years, bombs pounded Flamenco Beach on Culebra, la “Última Virgen,” while the U.S. military used it for target practice. Protests drove the Navy away, but some relics remain on the once pristine sands as a reminder of how never to treat one of the best strips of beach in the world. During the weekends, Flamenco Beach can get fairly crowded with “mainland” Puerto Ricans taking the ferry over for a day in the sun, so I recommend you make time during the week for a more secluded experience. There are vendors nearby, but not too near, to make your stay a pleasant one with local cuisine and plenty of ice-cold beer.

Located on the island’s unassuming south coast, down a street that doesn’t even have a name (which isn’t uncommon in Barbados) sits a little beach bar called the Carib. Wander up to the wood deck and smile at the Bajan waitress pulling double-duty behind the Mt. Gay Rum-lined bar, as she waves her hand at you, the universal sign for “just sit anywhere.” Pull up a non-luxurious plastic chair and soon you’ll find a cold Banks in your hand (the local brew - about the color of a Bud Light but with much more flavor) and a plate of steaming Bajan food on its way. The Carib, which I eat at almost daily during my time in Barbados (I’ve been to the island seven times), has the best flying fish on the island. Order yours platter or sandwich style, with sides of cou cou (a local dish about the consistency of mashed potatoes) and salad. Be sure and start your meal with a basket of pipping hot fish cakes - also the best on the island. Luckily when you’re done with lunch and ready for a nap, the beach is a few steps away. Grab a chair and an umbrella for $10 U.S. for the entire day. You probably have the beach to yourself, until school gets out when the local youth will stop by for a dip in the ocean and maybe a game of cricket.

I’m not sure exactly how Rainbow Beach got its name, though I wouldn’t be surprised if it actually had a lot to do with rain. The island’s most popular beach bar, especially on Sundays, is centrally located on St. Croix’s West Coast, some of the island’s tallest peaks and dense rainforest just a few miles behind it. Prevailing weather patterns, particularly during the summer months, make brief afternoon showers a fairly regular occurrence here. That doesn’t stop the party, though. Live bands play on and everyone keeps dancing. When you’re already wet from the sea and feeling the vibes, a little rain doesn’t hurt one bit.

I stumbled along this place on a recent trip completely by accident. We’d been driving aimlessly for a while west of Kardemena looking for the perfect quiet beach to take in the late afternoon when I spied a few umbrellas through the trees between the road and the shore. I was pretty much equidistant between town and some of the huge resorts further to the west, so I figured I’d found my spot! I pulled off the road, unpacked all my stuff, marched through the trees to the beach and was met with a decent little beach, a small bar, those umbrellas I’d spied from the road and a small collection of older couples... Completely nude older couples. I wasn’t expecting this, but hey, I had no interest in spinning on my heal and re-packing up the car, so I assumed the proper attire (none), spread a towel out on a beach chair and settled in. I’m a go-with-the-flow kind of guy, after all. The beach itself is a mix of sand, pebbles and some larger rocks. The water is immaculately clear. And, as it turns out, the whole spot is watched over by one person Mandy — perhaps the nicest British lady on Kos who greets beach goers with an inviting smile and incredibly pleasant accent. I may not have been looking to take it all off, but knocking back a few Mythos beers with Mandy made for a pleasant end to the day.

The 40 year old hotel has just undergone a $85 million renovation and is in tip-top shape. But aside from that, what makes this place so unique are the cool people that work there. It’s a place that values humans, and their ideas, including some of the more silly ones... For example, there’s Yappy hour (one of my favorites!), where you’re invited to bring Fido to the golf course for sun–downers. Drinks for the two-legged patrons, and a specially designed menu of snacks for the furry, four-legged ones, courtesy of Executive Chef Daven Wardynski!. Human food all over the resort was out-of-this-world amazing, too. I say that somewhat regrettably, as I put on 5 lbs in 48 hours. Here’s a chef, sort of a renaissance man, that makes some seriously good food, creates the Sprouting Project, and, if that’s not enough, engineers smokers for all sorts of things that never imagined they’d end up in one. Iceberg lettuce? Yep. Oh, and the really cool presentation pieces for deviled eggs? Chef made them, because he couldn’t find the right plate. Omni Amelia Isalnd is a great place to relax, eat, play tennis, play golf, eat, go paddle boarding, kajaking, eat, get a spa treatment, oh yes, and you guessed it: eat! __________________________ A warm thank you: My Amelia Island experience was courtesy of Omni Resorts Amelia Island Plantation #MeetMeAtAmelia

Just to the north of Galley Bay Resort, you’ll find one of my favorite beaches on the island and maybe even the entire Caribbean: Deep Bay. The ruins of Fort Barrington keep watch over this incredible, crescent-shaped slice of paradise, just adding to the beauty of its turquoise, flat waters. Swimming here is like splashing in the largest, most pristine, natural pool you’ve ever imagined. As an added bonus, there’s a hundred-year-old sunken wreck, a barque from Trinidad named the Andes, out in the middle of the bay. It’s an easy swim from shore and accessible to snorkelers. Beaches really don’t get much better than this... anywhere.

Just a five-minute boat ride from St. Vincent, Young Island is both a private resort and the first in the Grenadine islands chain. Here, you’ll find a small, white-sand beach facing the channel that separates the island from the mainland. It’s technically for hotel guests only, but go for lunch at the very good beachside restaurant and bring your bathing suit—the resort won’t mind if you take a quick dip after your meal.

Tippy’s Restaurant is the place to be on the north end of Eleuthera. Located on the beach, the restaurant features amazing views and a cool, laid back atmosphere. The food is excellent and is a nice mix of seafood and American cuisine. On the weekends Tippy’s is almost always packed with people, many of whom are there to listen to the live music and to enjoy a fun evening out.

For our few days in Vis, a two-hour ferry ride from Split, we would drive our Vespa until we got to a beach—they are not hard to come by on this small island. This beach, right about in the middle of the south coast of the island, is mostly only accessible to boats. But we, boatless, scrambled down a steep cliff because it looked so perfect, and spent a few dreamy hours. We arrived on the ferry at Vis Town, walked into the tourist office and booked an apartment for a few days. Those days were spent going from beach to languid, four-hour meal, to beach again.

Completely off-the-beaten-path and almost totally secluded in the northwest of Antigua is diminutive Bush Beach. I was staying at Blue Waters Resort when I felt the need for a little exercise, so I swung by their water sports shed to check out a kayak. I asked where I should go, to which the guy answered: “You should really stay in the bay here where I can see you... but if you want, you can try going around the bluff. There’s a beach back there no one goes to.” A beach no one goes to? Sign me up! Kayaking around the bluff wasn’t too difficult and the reward? Well, you’re looking at it. An untouched bush-lined beach all to myself! For those not staying at Blue Waters, there’s a slightly hidden path down to the beach from the road... Just don’t tell too many people about it!

Finding a fun bar that’s popular with locals is almost a travel imperative: While hotel bars have their charms, local bars offer travelers a way to explore a destination through its people. This beach bar at the heart of Sandy Ground fits the bill. Mellow by day, the vibe picks up at night, with dancing out on the sand, occasional live music and DJs, plus famous full-moon celebrations. On Sunday afternoons, grab a fish taco and a beer and join the crowd watching the football or basketball game on the huge outdoor screen.

Darwin’s proximity to Indonesia is evident at the Mindil Beach Sunset Markets, a gorgeous place to be on a balmy tropical evening in this Northern Territory city. Held every Thursday in the dry season months between May and October, this fabulous market is a bit of a Darwin institution. Locals start arriving at dusk (out of the heat of the day), armed with tables, chairs, rugs and kids. They settle on the beach or the grass to watch the sun sink into the ocean (that’s one thing the east coast of Australia doesn’t offer). Like Darwin, these markets are melting pot of cuisines and cultures. People from more than 50 nationalities live in Darwin and more than 30 exotic national flavours – including Aboriginal, Islander, Thai, Indonesian, Chinese and European – are showcased in the tasty food stalls at Mindil Beach. There’s arts and crafts to pick up here too, so bring a carry bag for new treasures.

Crashing waves serve as the soundtrack to your stay at Elbow Beach, situated on 50 lush acres along Bermuda’s rose-hued southern coast. Decorated with exposed beams, tiled floors, and neutral color schemes, the spacious cottage-style rooms are the portrait of coastal elegance—think coral-emblazoned throw pillows, wicker benches at the foot of the beds, and ocean or garden views through French doors. Polished-pebble paths lead the way to the spa, which offers treatments inspired by local ingredients, from a ginger-and-coconut scrub to a hibiscus bath. Grab a rum swizzle in the lounge, relax by the curving perimeter of the pool, or snorkel, swim, and kayak at the hotel’s private beach. You might also prefer to hit the pavement: Elbow Beach is mere minutes from the capital of Hamilton, Gibb’s Hill Lighthouse, and four 18-hole championship golf courses.

This Hawkesbury river boathouse looks like it’s come straight from a shoot with Vogue. Elegant and casual, fun and cheery, it’s worth taking a day trip to Palm Beach for. Red-and-white awnings hang over charcoal-painted tables where the white umbrellas don’t reach. Tin pots of orchids and tulips sit on stools. It’s lazy, albeit very busy (be prepared to queue), and linen, jeans and flip-flop clad diners order from a large blackboard. The signature beer battered flathead and chips are light and crispy, served in a little wooden box. The pot of herby Boston Bay mussels are small and sweet. For breakfast, the fluffy French toast, piled up with mixed berries and drizzled with maple syrup and mascarpone, and the Boathouse baked beans are hard to beat.

With more than 400 shipwrecks and its fair share of coral reefs, St. Kitts is a favorite of the scuba set. To try your hand at the hobby, consider staying at Bird Rock Beach Hotel, which houses one of the island’s most popular dive operators. Here, guests can charter a boat to nearby Devil’s Cave and swim among barracuda, lobsters, and nurse sharks, then retire to one of 46 tropical-hued rooms overlooking the sea. Less adventurous travelers can visit the on-site dolphin park, sunbathe on the private beach, or simply sip rum punches from the pool’s swim-up bar. Hotel staff is also happy to arrange off-site activities like catamaran cruises, rainforest treks, and volcano crater tours.