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Montauk State Park sits at the head of the Current River, where seven springs converge to form a breathtakingly beautiful area. The park is popular with anglers who come to fish for rainbow trout in the cool waters, but also offers ample opportunity for hiking, biking, and picnicking in shady groves. Visitors can even learn a bit of history during tours of the old gristmill, built in 1896 at the center of what was once a thriving community. For a relaxing day in nature, follow the locals to the river, where they float in canoes with coolers of cold drinks in tow, then spend the night at one of the modern campgrounds, rental cabins, or motel rooms that dot the park grounds.

Open that teal door down an alleyway in D.C.’s bustling 14th and U Street neighborhood and like in Alice In Wonderland, you’ll be transported to another world. Just inside the door, Maydan’s cooks fan and stoke the flames of a firepit. Lamb shoulders smoke overhead, pita bread bakes in clay ovens, and vegetables char over coals. The flavorful shared-plates menu of spreads, kebabs, vegetables, and more is inspired by homemade meals shared throughout the Middle East, North Africa, and Caucasus. Maydan, which means “gathering place” in Arabic dialects, succeeds at creating a communal dining experience where food and conversation is exchanged across the table. Grab a reservation in advance (available open 28 days ahead at midnight) and request a seat downstairs for a front-row view of the mesmerizing open-fire cooking spectacle.

During the Belle Époque, France and Britain’s high society used to gather at this seaside track to watch races while on holiday. A visit to the Deauville–La Toques Racecourse may be a slightly less pompous affair these days, but it’s still exciting to watch the best horses and jockeys thunder around the track during the summer months. While the course is at its best in August, when it hosts no less than five Group 1 races, events take place all year long thanks to an all-weather track. After catching a race, take a stroll on one of Deauville’s wide, sandy beaches, or head downtown to explore the stylish streets.

A classic New England bed and breakfast with a boutique hotel vibe, the Union Street Inn is housed in an impeccably maintained 1770 whaling captain’s home just off Main Street in downtown Nantucket. A short walk from the Hy-Line ferry and harbor, the inn has a convenient location in town (including parking, a huge perk on the island) and can also outfit guests with beach gear for a day on the sand. A quintessential gray-shingled exterior contrasts with the bright blue chinoiserie patterns and crisp white Frette and Matouk linens in the inn’s 12 immaculate rooms. Union Street’s cherry on top is the made-to-order gourmet breakfast, which might feature fresh peach cinnamon rolls or homemade carrot cake, depending on the season.

Alongside an upbeat atmosphere and lots of local color, La Chaya Maya boasts an extensive menu that includes all of the Yucatán’s favorites. The restaurant has two outposts but the central venue, in a large colonial house, sets the perfect scene for sampling the region’s traditional delicacies. Pollo mukbil—chicken stuffed with baked corn dough and wrapped in a banana leaf—is definitely worth a try. Usually eaten only during Hanal Pixan (the Maya’s Day of the Dead), it’s on the menu all year round at La Chaya Maya. Anytime you go, you’ll see women in regional dress cooking corn tortillas fresh on the comal, or griddle; it could seem touristy, but here it merely adds to the restaurant’s vibrant feel.

One of three atolls in Belize, Lighthouse Reef Atoll is blessed with a handful of the most prized natural sights along the Belize Barrier Reef. The Great Blue Hole attracts divers eager to add a notch to their diving belt by exploring an underwater cavern more than 400 feet deep. On shore, Half Moon Caye Natural Monument, the country’s first protected site, is a turtle-nesting beach dotted with towering palm trees and no permanent inhabitants save for hermit crabs. Last but not least, you can view a thriving red-footed booby sanctuary, the only one in the Western Hemisphere aside from the Galápagos. It’s no wonder Lighthouse Reef is a popular day-tripper choice, whether you dive, snorkel, or simply love nature.

Changuu Island, also known as Prison Island, is about a 30-minute boat ride from Stone Town. The water around the island is crystal-clear and cerulean blue, which makes snorkeling here hard to resist, but a visit also lets you gain an understanding of a grim period of Zanzibar history. In 1860, the small island was used as a prison for disobedient slaves. By 1893, construction of an actual prison complex was completed, but instead of housing prisoners, it was used to quarantine yellow fever cases. Nowadays, the island is home to some endangered Aldabra giant tortoises, given to the island in 1919 by the British governor of the Seychelles. Some of those original tortoises are supposedly still alive here to this day!

With its striking white facades and terra-cotta rooftops, you might mistake Cap Maison for a Mediterranean villa on the Costa Brava. However, this all-inclusive resort set on a former sugar plantation on St. Lucia’s north coast offers more than meets the eye. The pastel-hued interiors are matched by the sunny dispositions of the superb staff, who cater to every request, whether it’s finding a shady spot by the terraced pool area, booking a paddleboarding excursion off the private beach on Smuggler’s Cove, or arranging for the house yacht to take you to the neighboring island of Martinique for the day. Don’t miss the sunset views at the Cliff at Cap restaurant, where locally sourced dishes like reef conch ceviche and passion fruit soufflé are topped off with some of the resort’s house-made rum.

If you like piña coladas, make a beeline for this overwater outpost on glittering Palm Beach. Situated on a pier, the open-air bar and grill boasts uninterrupted views of the water—as well as Aruba’s spectacular sunsets. Here, breakfast, lunch, and dinner are served alongside an extensive array of chilled beverages, attracting a friendly crowd. There’s live music every day during happy hour and, on Sundays, the Travel Session band plays from 7 to 10 p.m. If you’d rather sing yourself, be there on Saturday, when karaoke starts at 8:30 p.m. While the restaurant definitely has a party-like setting, children are more than welcome and high chairs are available for little ones.

Le Chat has an awesome view, it’s just perfect to finish the day or to have a long lunch. You can enjoy the view over the 25th April Bridge and the Tagus River to the other shore and maybe you will see a cruise ship leaving Lisbon and heading towards the ocean. This glass cube of a joint—near the National Museum of Ancient Art—offers seats inside and outside on a terrace. Even in winter the terrace is appealing, with heat lamps and blankets provided. Rather than ordering a full meal, share some appetizers like sweet potato chips, sautéed shrimp, and a traditional Portuguese dish, Peixinhos da Horta (batter-fried green beans), while enjoying the fresh air and expansive views.

Barba offers a fresh take on fast food, serving tasty items like octopus and shrimp burgers, anchovy sandwiches, and fried calamari, all made with today’s catch. Located on a small side street off Stradun, the shop is tiny and friendly—the perfect pit stop during a day of Dubrovnik sightseeing. Snag the prime table by the front window and watch the rivers of people entering town through the Buža Gate as you eat. Then, be sure to contribute to the restaurant’s growing collection of wooden forks, on which customers from all over the world write messages commemorating their travels.

With soaring 10-foot ceilings and sprawling 700- to 1,200-square-foot configurations, the one- and two-bedroom accommodations at Twelve Midtown are more like modern apartments than hotel rooms. Each features a contemporary neutral-hued color scheme and comes with a full kitchen outfitted with stainless-steel appliances, plus separate dining and living rooms to encourage living like a local. But a few hotel perks made the cut, including a Starbucks in the lobby, a seasonal rooftop pool, and a full-service, 24-hour concierge desk to help you make the most of your visit—this is vacation, after all. There’s also an all-day restaurant serving classic Italian fare, including pizzas, pastas, and vegetable-forward antipasto.

Updated in 2017, the rooms and public areas in this attractive, airy resort have an island-themed decor. Rooms now come equipped with marble bathroom vanities, Smart LED Samsung televisions, and Starbucks Coffee. But the star attraction remains a prime, crowd-free position on Grand Cayman’s Seven Mile Beach, famous for clear water and powder-fine white sand. Resort sun loungers are spread far apart to give guests a sense of privacy. A day camp with fun activities and a healthy meals program for kids (ages 4-to-12) means parents get guiltless downtime (or scuba diving and other water sports). Shopping and alternative dining are within walking distance.

This rickety old five-storey loft building downtown became an enclave for art galleries a couple of decades ago because the rents were affordable and the location was central. Management has since embraced its status as Montreal’s small-gallery and artist-run centre headquarters, and spruced the building up a bit, encouraged by the enthusiastic foot-traffic the galleries bring. Some mainstays absolutely not to be missed on your trip there include Pierre-François Ouellette Art Contemporain (pictured), where you might catch art by Kent Monkman, Maskull Lasserre or Karilee Fuglem; Circa, an exciting space in constant development these days, dedicated to sculptural works; and Galerie Joyce Yahouda, an effervescent space where you can see work by local artists including Céline B. La Terreur, François Morelli or David Elliott.

First built in 1967, the Surf Lodge has been a destination for surfers, artists, and musicians for decades. Today’s Surf Lodge has kept that bohemian spirit, creating a breezy boutique for savoring Montauk’s simple pleasures: sunsets, fishing, surfing, sunbathing, and music. Every summer season, live concerts attract music lovers. Hammocks on private balconies, cozy lounge furniture in the sand, and a spacious waterfront deck set the scene for relaxation. The Restaurant serves fresh seafood plucked from Montauk’s shores, while the bar serves healthy juices by day and potent cocktails by night. At the heart of the Montauk community, this local landmark is the perfect base for a trip to the serene sibling of the Hamptons.