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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.

Over the past two centuries, the covered market at Borough, not far from London Bridge, has become one of the country’s most famous foodie spots. From Wednesday to Saturday each week hundreds of traders gather to sell homemade breads, hand-reared pork, artisan chocolate and all manner of ingredients—plus excellent coffee, fresh juices and organic wine. Plentiful samples add to the convivial vibe, and restaurants around the market’s edge provide additional sustenance for longer stops.

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.

Tahitian black pearls are the one must-have. Here, you’ll find the highest quality and original designs that feature the strange deep shimmer of black pearl (and prices that seem one digit too long).

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.

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.

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.

An active parish of the Roman Catholic Diocese of San Diego, Mission Basilica San Diego de Alcalá remains a tranquil place of worship and reflection. Regardless of your religious beliefs, the first of California’s 21 missions is well worth a visit for its extensive history. It was originally constructed in Presidio Park in 1769 but moved inland to its current site just five years later. Records show that it was the first place in California to cultivate olives; tree cuttings from this mission would later be used to found olive groves at other missions around the state. It’s also home to the grave of Father Luis Jayme, the state’s first Catholic martyr; he was killed when American Indians stormed the mission in 1775 and is now buried next to the altar. Destroyed many times over, the mission was most recently rebuilt in the 1930s, but looks as it would have in the early 1800s.

Few restaurants more than 150 years old can be called trendy, but in innovation-crazy San Francisco, there is novelty in the classics, and Tadich Grill is the classic. The late Chronicle columnist and unabashed San Francisco-lover Herb Caen was also a frequent visitor. There’s a martini named after him, made with vodka, or as he called it, Vitamin V. The serious nature of the restaurant’s wood paneling, brass fixtures, and waiters in starched white aprons is matched by the food. No need to tinker with classic recipes for fried sand dabs or crab Louie, and the oysters and Hangtown fry are fine the way they have always been. The cioppino is by far the most popular dish on the menu, with about 27,000 bowls dished out a year. People come to Tadich Grill because they know what they’re getting: friendly service, great seafood, and a taste of San Francisco itself.

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.

Starting in 2014, this collection of historic buildings was reinvented as a gastronomic hub—helping to revitalize the city’s downtown in the process. An early 20th-century citrus packing warehouse became the Anaheim Packing House, a virtual United Nations of food: Walking through the 42,000-square-foot hall, you’ll find citrusy ceviche at Urbana, fried chicken sandwiches at Sweetbird, garden-fresh hot pot at Rolling Boil, organic curry at ADYA, and matcha shaved snow at I Am. Craft beer—quickly becoming a signature of Southern California—is in no short supply, thanks to bars like Anaheim Brewery, housed inside a 1925 mission revival building. A circa 1917 marmalade factory became the MAKE Building, where you can linger over a flight of California reds at Pali Wine Co. or a plate of pulled pork at Jav’s Barbecue. The compact district is distinctly Californian, from the succulents and air plants inside to the palm trees and olive groves of Farmers Park outside—a grassy knoll where, at any given time, you might happen upon a free yoga class, a gardening demo, or a live acoustic band playing under the sun.

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.

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.)

For those of us used to seeing chicken cut into parts, wrapped in plastic, and cooling in supermarket refrigerators, a trip to a local Peruvian market is fascinating and a bit daunting. At the biggest market, San Pedro, just up the street from the Plaza de Armas, you’ll find fruits, vegetables, alpaca charqui (the Quechua source of our word jerky), pig’s heads, herbs, fruit juices, weavings, and much, much more. You’ll see a fair number of foreigners wandering here as well, so for an experience that feels more authentic, try San Blas Market or Rosaspata, both off the tourist track.