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Conditions are right year-round in Aruba for both newbie and seasoned surfers. Easterly trade winds blow steadily over the island from March through August, while waves come consistently in late fall and winter. If you’d like to try surfing—or even just look like a surfer—while in Aruba, Bula Surf Shop in central Oranjestad can get you started. Opened in 2003 by two surfers, the store boasts a friendly staff that’s knowledgeable about all things watersports-related on the island. Pick up everything from swimsuits and sunglasses to boards and backpacks by popular surf brands like Billabong, Quicksilver, and Ripcurl. Just don’t stop by on Sundays—that’s when the staff is “gone surfing.”

About 30 minutes from Oranjestad at the southern tip of Aruba is San Nicolas, the island’s second-largest city. In 2016, it became home to Aruba’s only mural district following the now-annual Aruba Art Fair. As part of the fair, exhibiting artists created large, brightly colored paintings on more than two dozen of the city’s buildings, gracing structures with everything from multi-colored lionfish and staring flamingos to native Arubans and surreal optical illusions. Today, visitors to San Nicolas can take an organized tour to see the murals, or just wander the streets to discover them on their own.

The Red Door Boutique is a relatively new gift shop to Rincon. You can find all sorts of handmade crafts and upscale items for host gifts or trinkets for yourself. Nautical and island themed, this is a great place to find something out of the ordinary—not your typical souvenir. The shop stays open most days during the tourist season (Nov - Apr) and sporadically during the off-season, like many other places around town.

Dining in a beach chair—or at least a chair by the beach—is an essential part of the experience at Spice Mill Restaurant, which looks directly across the water to St. Kitts’ sister island of Nevis. The menu here journeys across the global culinary landscape, but the fish and produce are sourced as locally as possible—including from the restaurant’s own gardens. Expect fine dining with your toes in the sand.

The 2,000-acre preserve that surrounds this sprawling resort offers enough diversions to keep visitors occupied for weeks. Activity lovers can book a tee time at the Pete Dye-designed golf course, play a game on the hydro-cooled clay tennis courts, or tour the Spanish Water Bay by kayak or stand-up paddleboard. Miles of hiking and biking trails lead to expansive island views and hidden caves, and guides are available to point out local flora and help feed the island iguanas. The resort spa even offers weeklong holistic health and wellness retreats.

If you’re seeking a more low-key vacation, relax on the property’s 1,500-foot stretch of white-sand beach or enjoy a massage overlooking the sea. Restaurant options include open-air fine dining at Shore, Mediterranean dishes and themed buffets at Medi, and the poolside bar and grill Splash, all of which you can visit for daily meals with an all-inclusive package. The downside of the resort’s size is that its location can feel isolated, and guests need a vehicle to dine off-site or explore more of the island.

If you’re visiting Tahiti with a large family or group of friends and hoping to surf the island’s most powerful wave, you’d be hard-pressed to find a better, more affordable place to stay than Green Room Villa. The 1,500-square-foot, four-bedroom property—the only vacation rental in the sleepy surfing village of Teahupo’o—practically opens up to the water and offers a unique place to rest your head. The main house is shaped like an octagon, with a huge mangosteen tree growing out of the open center, plus a large covered deck, teak flooring, and brightly painted walls that show off the owner’s creativity. The property even works well for a small destination wedding, as there’s a “honeymoon bungalow” near the fruit tree garden. Built on stilts, it sits over a purple-hued, lily-filled pond. It’s also the only room with air conditioning, although breezes keep the main house relatively cool. On a very local part of the island, Green Room Villa is extremely private, providing a relaxed place for your group getaway. Note: the owners require a credit card damage deposit and a three-night minimum stay.

Nearby reefs and big boulders keep Bermuda’s beaches calm and colorful for snorkelers and swimmers. Both Tobacco Bay & Church Bay offer great snorkeling conditions along beautiful shorelines. With one in the east and the other in the west, you could combine a day of snorkeling and sunrise/sunset viewing. Tobacco Bay is located on the northeastern side of the island near St. George. This small cove of calm water protects a variety of parrot, clown, and other tropical fish. Tobacco Bay has a snack bar and equipment rentals, restrooms, showers, and changing rooms. When you tire of swimming with the fishes, dry off with a short walk to the historic site of Fort St. Catherine. Its eastern location makes Tobacco Bay a prime sunrise spot. Located along the island’s western side in Southampton, Church Bay is a local favorite for snorkeling. Tucked into a small cove within cliffs of coral, the reefs are close to shore and offer lots of small hiding spaces in which to discover tropical sea life. Just watch out for the jellyfish. Youngsters will enjoy exploring the tidal pools formed by the many rocks. Forget to pack your snorkeling gear? No problem. You can rent equipment from Church Bay Beach Rentals during the summer months. Sunset seekers should not miss this beach.

The Bridges of Samaná, also called the “Bridges to Nowhere,” are a string of bridges connecting the small islands that stretch across the outside of Samaná harbor. They are remnants from a project in the 1960s and ’70s by President Joaquín Balaguer to build a restaurant on one of the islands, connected to the mainland by a pedestrian bridge. The restaurant never opened, but the bridges and the shell of the building remain as curious relics of recent history.

Home of the Venice Film Festival, the Lido is also where you’ll find Venice‘s beaches—Shelley and Byron went horseback riding here back in the day—as well as the Grand Excelsior Hotel, whose bar is often crowded with celebrities during the festival (and other times of the year, as well). If you’re a classic film fan, the hotel might look familiar: Luchino Visconti’s Death in Venice was shot here. The island has a decidedly lively feel compared with Venice itself, less a museum piece and more a buzzing destination, popular with Venetians and visitors looking to spend a day by the sea.

Bantayan Island’s fine white sand beaches and clear light blue waters are as enchanting as far busier Boracay, minus the noise and go go go night life. The island’s Ogtong Cave Resort offers a well-kept landscaped garden, a pool, and individual cottages, but the real draw is a cave below the resort grounds, where you can explore and wade in the waters. Rooms at the resort are simple and comfortable. The resort offers doubles up to family rooms with plenty of room for kids. There are two pools on the ground, with one reserved for resort guests. The usual jump off point is Cebu, a one-hour flight away from Metro Manila. You then take an almost 3-hour bus ride from North Terminal to Hagnaya for a 75-minute boat to Santa Fe, Bantayan. You can also opt to take a private van or taxi for a more comfortable and faster ride. Don’t be put off by the long travel time--the beach, cave, and everything else at the resort are well worth what it takes to get there.

The Hyatt brand is world renowned for its service and experience. Their Maui property checks all the boxes for creating the perfect island vacation. From the beautifully executed integration into the ocean environment, to the services and activities at your flip flopped feet, life’s stresses give way to island time the moment you arrive. Close enough to Lahaina town to skip a car rental, yet buffered from the distractions of the world, it’s a great balance in one location. The onsite restaurants are top notch, easily keeping your calorie intake therapeutic. The bars offer a wonderful mix of island cocktails to melt away any residual tension from your stand up paddle board lesson. The little bay on the south end of the resort is home to a healthy group of huge sea turtles, easy to paddle up to in a kayak or board. Walking everywhere is easy and entertaining. Whaler’s Village is just a mile up the beach on a paved path the takes you through some of the other resorts in the neighborhood. Rooms are crisp, spacious and have some ocean views. The resort is medium-sized so you don’t feel overwhelmed by the physical plant. Speaking of plants, there are hundreds of native flora dotting the grounds. Also wondering about are flocks of flamingos and penguins. The Hyatt is a first-class operation leaving you free to relax to your heart’s content.

On the still-bucolic site of a former coconut plantation just west of Montego Bay, Round Hill is another of the legendary hotels created in the early 1950s to accommodate wealthy Brits and Americans who were discovering the pleasures of a Jamaican winter. Since then, it has evolved into a thoroughly modern resort that manages to retain its original, exclusive, clublike spirit. In the beginning, Round Hill consisted of a group of shareholders (British playwright Noel Coward was one) who rented out their private villas when they were absent. That’s how it still works, although the celebrity shareholder most mentioned these days is designer Ralph Lauren, who rents neither of his two villas. Along with 27 other villas, which can be divided into 86 suites, there’s the Pineapple House, a seafront block of 36 rooms, all decorated, predominantly white on white, by Lauren. The ambience is quiet luxury, the service is relatively formal (the doorman wears white), and the children among the guests are treated as the heirs and future holiday decision makers that they are. Almost every villa has a story, whether it has to do with Coward, the Kennedys, or How Stella Got Her Groove Back. And Montego Bay, whose city lights can be seen only from the highest villa (#28), is still another world away.

Located on the north coast of Isla Robinson Crusoe, Cumberland Bay sits in the shadow of the volcanic peaks that form the spine of the island. Along the bay is the island’s only settlement, San Juan Bautista, a quiet town of fishermen living in modest homes. Below the sea here is an artifact of a moment when the island played a brief part on the global stage. The German SMS Dresden was launched in 1908 and took part in the Battle of the Falkland Islands in December 1914, during World War I. The ship then sought a safe harbor on Isla Robinson Crusoe, as Chile was neutral in the war. British ships, ignoring Chile’s neutrality, attacked the Dresden and its captain intentionally sunk the ship. It remains to this day resting on the bottom of Cumberland Bay.

This private island features stunning views of Mount Otemanu and Matira Bay from its own motu just a few minutes’ boat ride across Bora Bora’s truly stunning fifty shades of blue (one minute it is turquoise, the next emerald or aquamarine) from sister resort Sofitel Marara. The private property is the perfect pick for romantic getaways (it’s geared toward couples, and children are not allowed). Privacy and intimacy are emphasized here with only 31 bungalows (20 are overwater, another 10 are located on a lush garden setting on a hill with stunning views) and one luxury villa that while not overwater, features direct lagoon and sandy beach access and a private jacuzzi (the only one on the property). There is no swimming pool, but guests can use the pool and all amenities at the Marara resort via free water shuttle. Should you not wish to leave your little slice of paradise, however, the onsite Manu Tuki restaurant does excellent French Tahitian fare; order lobster anything. There is also a bar, the Mako. Whether staying overwater or on the hill, the layout is the same, and all rooms feature contemporary Polynesian decor, gorgeous wood floors, and luxury toiletries in oversize bathrooms. Overwater bungalows also boast glass viewing panels in the floors and direct access into the lagoon. Make sure to book the “Romantic Soiree” for one night. It combines sunset champagne on top of the hill, followed by a romantic dinner on the beach under the stars. The breakfast delivered by canoe also is a must.

Okay, let me start by saying that I am not trying to ignite a war with fans of In-N-Out Burger or Shake Shack. But, if you come to D.C., Five Guys is your place for burgers—we don’t go in/out or shake a shack for our bite! Yes, the burger patties at the Five Guys chain are hand-formed and cooked atop a flat top griddle. Yes, they come sandwiched between the halves of a sesame seed topped bun. Yes, you can get them in two different sizes and topped with your choice of condiments. Yes, there are some awesome fries to go with it but only fries; there are no onion rings here. You should know that Five Guys prides itself on its fries. If you want to know the type of spud that gave birth to that day’s fries, check the chalkboard for the name of the farm and location. Unless you are really, really hungry and really, really love fries, go with the small order. It’s more than what most people can devour in one sitting! For the full Five Guys experience, order your meal at the counter and while you wait, munch on the free roasted, in-shell peanuts, but don’t eat too many! You need to leave room for that awesome burger that will soon make its way to you! There are various locations around D.C. (The first Five Guys restaurant opened in 1986 here in Arlington County, Virginia.) Check the website for the one nearest you and order online to beat the line.