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Vancouver’s most famous urban space, the thousand-acre Stanley Park, epitomizes everything that locals here love about the outdoors, and visitors have many ways to explore the expansive grounds. Hiking trails weave around totem poles and hemlock trees, while at the beaches, you can swim, people-watch and picnic. Rent a bike or a pair of in-line skates for a scenic ride along the Seawall, or wander through the many gardens where rhododendrons, azaleas and roses bloom.

Stretched out from the northwest corner of the island like a small arm, Pigeon Island is a historical landmark and a satisfying all-in-one nature, beach, and hiking escape minutes from Rodney Bay Marina. The 44-acre mountainous green plot is home to the preserved ruins of British military forts and garrisons; the Brits chased the Caribs out and used the islet to monitor French activity. Walk among the ruins, and hike up to the cannons of Fort Rodney, where the lookout point offers a breathtaking panoramic view of St. Lucia’s coastline and the sea below, dotted with sailboats. Hike down to the beach for a swim and a toast to history at Jambe de Bois, a restaurant on the water.

Scuba divers flock to this diving paradise, as the island sits right on the cusp of “wreck alley.” On shore, the island is home to a handful of private homes and one seriously cool eco hotel (the Cooper Island Beach Club) that makes their own micro-brewed beer with solar power at the Cooper Island Brewing Co. on site.

A combination of train and bus, this three-hour tour weaves a fascinating route past some of the island’s most historic sights. Constructed from 1912 to 1926, the rail system originally carried sugar from St. Kitts’ estates to the factory in Basseterre, but today serves as a fun tourist attraction. Visitors ride in double-decker cars—the lower is air-conditioned, the upper open-air—past black-sand beaches, old plantations, and sugarcane fields, and then up a portion of Mount Liamuiga.

Open every day for lunch and dinner, this casual spot next to the Fort Myers Beach pier has been around for more than two decades. Grab a spot on the outdoor terrace overlooking the sand for mango ceviche made with Gulf shrimp and bay scallops, or the more-adventurous gator tail platter. For an extra lively scene, go during happy hour at the grill or the twice-daily live music at Famous Blowfish Bar. With an always-on-vacation vibe, this spot keeps the party going from early until late.

One of the most popular anchorages in the BVI, Cane Garden Bay is home to a lively boating community. It makes a great day trip, whether you arrive by land or by sea. In this scenic cove, calm blue water laps a gentle arc of blinding white sand. Open-air beach bars offer lounge chairs and rum drinks; a few shops sell souvenirs, along with provisions for the sailors coming in off their boats to stock up.

Just 14 kilometers (less than nine miles) from La Serena, the white-sand La Herradura Beach is ideal for swimming and relaxing, as the water is warm and nearly as placid as an outdoor pool. On-site lockers mean you don’t have to worry about keeping an eye on your stuff when you want to take a dip.

This city is laid out in a grid system—seven streets by seven streets. Although established in 1751, Frederiksted was rebuilt in 1878 in a Victorian gingerbread style following a great fire due to a labor revolt. St. Patrick’s church, which was constructed in the 1840s, is an impressive sight. Other buildings of note include the Customs House and the eponymous fort. Steps from the pier, Frederiksted Beach has chair, umbrella and paddleboard rentals.

Not far from the white-sand beach within the Four Seasons Costa Rica, Bahia restaurant is the physical and spiritual heart of the resort, with a casual vibe by day and a cozy feel by night, thanks to soft mood lighting and a nightly live band. A wood-fired open kitchen serves a Latin American-inflected, regionally-sourced menu: Try the octopus carpaccio, or the grill menu’s enormous Pacific blue prawns with locally grown heirloom tomatoes and a side of sweet plantains.

There are certainly flashier beach clubs on Capri, but Torre Saracena is a relaxed place with killer views of the Faraglioni rock formation and a terrific restaurant that locals love. For the beach part of the equation, swim in the transparent aquamarine waters and lounge on the narrow beach of white pebbles or the wooden deck built over the water and set with chairs and umbrellas. For the restaurant part, head to the terrace over the beach. The food there is extraordinary. Try tiny, pepper-flecked sautéed shrimp, cold octopus salad, and pasta e piselli, a comforting mix of basil, peas, cheese, and spaghetti. (To call the food “locally sourced” is an understatement: Beside the kitchen door, some shallow saltwater pools are filled with live oysters, clams, and lobster.)

This little private church is probably the most photographed stop in Oia. Our rented house was right next to it but lower on the steps so we could see lots of people getting lots of photos. Married couples would take their photos next to it, photographers were offering workshops that included this spot. I woke up at 5.30AM to wonder when nobody else was around. Best time of day to walk around this very busy tourist destination.

A trip to the Land of 10,000 Lakes wouldn’t be complete without spending some time on, well, a lake—even if you’re only visiting the cities. In Minneapolis, everyone heads to Bde Maka Ska, the largest of five in the city’s Chain of Lakes. Located in the Uptown neighborhood, the 401-acre lake is surrounded by parkland and trails, making it a favorite of locals for everything from ice fishing in the winter to swimming, biking, and volleyball games in the summer. Along the shore are rental options for nearly every water sport, from sailing and kayaking to paddleboarding, plus lockers for stashing your stuff when you’re out on the water. For those who prefer dry land, there are also several Nice Ride stations where you can access the city’s bike-share program, and a seasonal restaurant serving sandwiches, wings, and tacos.

This enchanting corner of Costa Rica, blessed with a superb climate, provides visitors with a chance to experience an ideal rural setting. If you’d like some action with your relaxation, you’re well positioned to hit local sights like Poás Volcano, as well as try camping, horseback riding, and trout fishing. Fraijanes Lagoon, set amid grasslands, forests, and strawberry fields, is particularly idyllic. There’s another attraction you may not associate with a rural setting: Good restaurants abound. Get up early to enjoy the sunrise and a cup of delicious coffee alongside warm bread and natilla, the local sour cream.

A former 18th-century bishop’s palace in Korčula Old Town, this Relais & Châteaux property has been meticulously restored into an all-suite luxury hotel. Each of the five rooms is decorated along a different theme inspired by the Silk Road and the explorer Marco Polo, who is rumored to have been born on Korčula. The two-bedroom China Suite features low-slung furniture, red pillows, and a scene-stealer of a terrace with views across the town and coastline, while the one-bedroom Arabia Suite includes an all-white color scheme and intricately carved wood screens.

The hotel’s LD Spa specializes in Thai and Ayurvedic treatments, and the restaurant serves fresh, local seafood on a long terrace above the Old Town wall. The restaurant also produces three different olive oils from the groves around Korčula, and works with local partners to serve wines made from indigenous grapes like grk and pošip.

If there’s a hub of the hubbub in Kennebunkport, it’s Dock Square, a colorful jumble of onetime fishing shacks that now house galleries, stores, and restaurants. Prowl through the shops to find unusual clothing, distinctive souvenirs, fine art, crafts, taffy and fudge, pottery, canvas bags, specialty foods, presents for pets, and, of course, the usual trinkets and T-shirts. Most of these spots are built on wharves over the tidal Kennebunk River, and it’s worth climbing to second-floor ones, such as Good Earth, for the water—or mudflat—views. The bridge connecting Dock Square to Kennebunk’s Lower Village offers another good vantage point, and the Clam Shack is one of the area’s best places to indulge in fried clams or a lobster roll.