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In the late 1700s, Cheshire Hall Plantation was one of the handful of cotton plantations operating on the Turks and Caicos Islands. During its heyday, the estate spanned thousands of acres, with hundreds of enslaved people working in the fields. Poor growing conditions led to its decline. Today, you can explore the scattered ruins, including remnants of the Great House, which was built from cut limestone. The $10 admission fee includes entrance to the site and a 30-minute guided tour. Cheshire Hall, conveniently located near downtown, offers the best-preserved colonial-era ruins on Providenciales, though Wade’s Green Plantation on North Caicos is the best preserved site of all the islands.

Steak house fare meets Caribbean flavors at this outpost of the celebrated international restaurant. Located at the tony Ritz-Carlton, the eatery offers a fusion menu of choice cuts, just-caught seafood, and comfort food sides. Specials incorporate local ingredients such as tuna, snapper, and lobster, but standbys like popovers, Wagyu, and truffle mac and cheese still have top billing. An extensive raw bar, bespoke cocktails, and those famous Aruban trade winds enhance the entire experience.

In the 1770s, at a time when islands were changing hands dozens of times, both the French and the British gave Tobago something every island needed—forts overlooking bays. Today, the cannons at Fort King George, constructed by the English, still point out to sea. Visitors enjoy the site, high on a hill over Scarborough, for its marvelous views. The restored stone structure that was once a barracks now houses the Tobago Museum, with exhibits of military relics, maps and pre-Columbian artifacts.

Officially Kilometer 1 of the Kiel Canal, the 13th-century town of Brunsbüttel has many fine half-timbered houses, but it is most famous for the massive locks constructed from 1907 to 1914. In addition to several lighthouses, the town’s 38-meter-tall (125-foot-tall) red-brick water tower, built in 1911, is a local landmark. In recent years, the town has also become famous for its popular Mud Olympics in July, when athletes compete in volleyball, football and other events in the estuary of the Elbe River.

Tsukishima is a neighborhood best known for one of Tokyo’s local dishes, monjayaki. This casual dish is similar to Osaka’s savory okonomiyaki pancake but with much more liquid, making it great fun to cook. Diners are seated around a hot iron grill and prepare their own monjayaki after the staff help you with your first one. An ice-cold beer hits the spot as the table heats up. There are a variety of flavors, like seafood, pork, or house styles. A popular combination is mochi, mentaiko (spicy roe), and cheese. At night the main street is open only to pedestrians and is an interesting area to wander and explore.

Jamaica’s primary public art museum, the largest of its kind in the Caribbean, is a key part of the island’s history. Established in 1979, it houses more than 2,000 pieces ranging from pre-Columbian works to those of contemporary Jamaican artists and also mounts temporary exhibitions on various aspects of Jamaica’s history and culture. The collection continues to expand and now includes videos, graphic designs, and street art. Guided tours are available, and there’s an on-site coffee shop and gift store.

Escape to another world just 30 miles south of San Francisco: In Half Moon Bay, fog-shrouded cliffs and deep-green cypress groves give this sleepy fishing town a retreat-like vibe. Take it all in at the rolling 14-acre grounds of the Ritz-Carlton Half Moon Bay, which offer a front-row seat to the Pacific. The accommodations are classic and well-appointed—like a comfortable guest room at Ralph Lauren’s Hamptons house—but it’s the view that steals the show. Stare at the ocean from a coastal view room or suite, and relish in the fact that your every need can be met without ever stepping off the property. Guests can swing a club at one of the two championship golf courses at Half Moon Bay Golf Links, soak in the Roman mineral baths at the 16,000 square-foot-spa, or indulge at the Ritz’s unparalleled brunch. Or do a whole bunch of nothing, beyond sitting fireside and sampling the s’mores kits.

There’s no shortage of great eateries in the New Zealand capital—reputedly Wellington has more cafés and restaurants per person than New York City—and Field & Green is a popular option for the city’s discerning diners. With a versatile menu bylined European Soul Food, it promises ever-changing weekly dishes that could include house-made pasta with wild mushrooms and blue cheese, or baked eggs with spicy lentils and mint yogurt. These hearty but sophisticated flavors are the ideal sustenance for daytime explorations of the city’s harbor attractions, and the good-value, Wednesdays-to-Saturdays three-course supper menu can be partnered with local Wellington craft beers or New Zealand wines.

Set on a hill some 2,000 feet above Papeete, with impossible views of the sea and Moorea beyond, O Belvédère is the place locals take visitors for thrilling sunsets and good food. The restaurant and bar have the air of a tree house—the outdoor terrace is even built around the trunk of a tree. An inviting swimming pool on the hill below and occasional live music add to the already strong appeal. Arrange for a 5 p.m. pickup from your hotel to reach the restaurant in time for a celebratory sundown cocktail. The fondue is highly recommended.

It’s safe to say there’s nothing in the world quite like this magical island, topped by a medieval monastery that rises out of the bay like a heavenly apparition. It’s said that, early in the 8th century, a bishop in nearby Avranches was visited by the archangel Michael, who told him to build a church atop an island out to sea. From 966 onward, the dukes of Normandy, supported by French kings, oversaw the development of a major Benedictine abbey on Mont St-Michel. Massive buildings were added throughout the Medieval period, and the abbey became a renowned center of learning, attracting some of the greatest minds in Europe. To access this UNESCO World Heritage site, you must park in an off-site lot and take a shuttle or walk over a footbridge. Recent improvements have made the process much easier, but you should expect crowds in most seasons, as Mont St-Michel is the third most-visited monument in France. After touring the abbey, head to La Mère Poulard restaurant for the signature omelets and butter cookies. There are also several hotels on the island, though most visitors tend to spend the night elsewhere.

The building that houses Moonlight Rollerway dates back to the ‘40s, when it produced airplane parts for World War II. In 1956, it was repurposed as Harry’s Roller Rink, and the current iteration maintains the original’s 2¼-inch-thick maple flooring—laid out without nails, secured by tongue and groove joints. The 1950s vibes are still alive and well, and the space has been a setting for many TV shows, movies, and music videos—you might recognize it from appearances in episodes of Glee and Modern Family. The owner, Dominic Cangelosi, started working at the roller rink in the late ‘60s before buying the place in 1985, and he still plays the organ for spinning patrons every Tuesday night.

It all started with a tent. The acquisition of the original tent used by George Washington during the American Revolution was the starting point of what was to become the nation’s premier collection of colonial artifacts, now housed in this museum’s galleries. Visitors can experience key moments in the history of the United States re-created in the immersive displays and exhibits of Revolutionary-era art, weapons, manuscripts, and personal items. Located at Third and Chestnut streets, the museum is a short walk from the Liberty Bell and Independence Hall. Kids will love the cannon in the museum’s plaza.

Feast on fresh-caught fish and seafood and wash it down with Italian wine during a leisurely summer lunch at Alla Maddalena on Mazzorbo Island. A 45-minute ferry ride from Venice and far removed from the crowds, this charming, less touristy and altogether tiny island in the Venice lagoon is wonderful place to escape for an afternoon. And Alla Maddalena serves amazing fried fish as well as top-notch mussels and clams, all of which can be eaten al fresco either in the back garden or by the canal. The trattoria is also known for handmade pastas and seasonal ingredients from fruits to locally hunted game like wild duck. (Mazzorbo is a short walk across footbridge from Burano Island, so if you’re planning a trip to Burano, you can add a stop here for dinner.)

John Besh, the acclaimed chef and New Orleans restaurateur, has opened his first Nashville outpost on the ground floor of the Thompson Hotel in the Gulch neighborhood. He brings with him a love of fresh seafood and the distinctive taste of New Orleans—including his mother’s gumbo recipe—through dishes like red snapper court bouillon. The menu includes options from land, too, such as duck confit dirty rice, a Tennessee pork chop with collards and grits, and Mississippi rabbit over hand-cut pappardelle with wild mushrooms. The restaurant, accented with deep blue and touches of Nashville-casual denim, has a relaxed bistro vibe and a menu for every meal of the day. Don’t miss pastry chef Lisa White’s biscuits at breakfast or her after-dinner desserts like Cruze buttermilk cheesecake.

At the northern end of the Malecón sits Cerro Santa Ana, the site where early settlers first established the city of Guayaquil. This area is today home to the neighborhood Barrio Las Peñas, known for its vividly colored houses that rise up the hill, bisected by a double-wide staircase lined with restaurants, bars and galleries. The summit has panoramic views across the city and up and down the river. To ascend even higher, climb to the top of the 18.5-meter (60-foot) blue-and-white lighthouse, built in 2001.