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Standing its ground between a cypress grove and the Pacific Ocean, the Point Pinos Lighthouse is the oldest lighthouse in continuous operation on the U.S. West Coast—and one of seven lighthouses for which Congress appropriated funding shortly after California statehood was ratified. But this lighthouse wasn’t just an aid to navigation; it was also a social hub in early Pacific Grove. Robert Louis Stevenson wrote about lighthouse keeper Allen Luce and his piano playing, while a fondness for entertaining inspired locals to call keeper Emily Fish the Socialite Keeper. The lighthouse beacon, a third-order Fresnel lens, has flashed nightly since 1855 and is still used in the tower today—the light is visible up to 17 nautical miles out to sea. Docents are on duty to answer questions as you tour the lighthouse, from the 1890s-style parlor to the 1920s-style kitchen, and up to the Emily Fish bedroom and lookout. Right behind the lighthouse is the El Carmelo Cemetery, one of the most peaceful seaside cemeteries, with deer wandering through to nibble on the grass.

This playful picnic and wine shop is quintessentially Ojai. Set in an old Spanish house, Tipple & Ramble sells indoor/outdoor decor, vintage and new barware, retro games, coolers, and small-batch specialty food items. Stock up on artisanal s’mores kits for your next campout; cocktail mixers and trays for entertaining; or cheese knives and handmade cutting boards for a stylish picnic. Then step onto the patio, which feels like entering a neighbor’s bohemian backyard, a lush landscape of palms, cacti, and hammocks. On Thursdays through Sundays from noon to 7 p.m., the patio becomes a wine bar. Try a cheese and charcuterie board or hummus and seasonal vegetables, paired with wine, beer, or Mexican Coke from the bar, which is built into a vintage trailer. Pro tip: The patio faces east, the essential direction to enjoy Ojai’s Pink Moment—the famous sunset that turns everything a glowing pink. Plan to arrive early enough to get a glass of rosé and snag the table in the front of the yard for the best end-of-day view.

Among vacationers who’ve been coming to Grand Cayman forever, there’s a whole faction that essentially camps out at Rum Point all day every day, and you’ll understand why as soon as you see the place. Tucked away, super low-key, and graced with a ridiculously photogenic pier—its perfectly weathered planks cutting a striking figure against the tranquil, turquoise surroundings—this beach is the ultimate spot for settling into a lounger or hammock between water-sports outings. Rum Point’s namesake booze—which used to wash ashore by the barrel, according to legend—is available in all manner of cocktails here, of course. But order at least one mudslide at its spiritual birthplace: the beach’s beloved Wreck Bar.

You will likely see Bronzino’s famous portrait of Eleonora (or Eleanor) de Toledo, in the Uffizi, during your visit to Florence. The Spanish noblewoman who became the duchess of Florence in 1539 when she married Cosimo I de’ Medici was unusual for her time, playing an active role in politics and as a patron of the arts. Her patronage extended to garden design, in its infancy (at least in Europe) in the 16th century. Eleonora commissioned the Boboli Gardens behind the Pitti Palace as a green escape from the city; they continue to provide a retreat for travelers today.

Among the earliest examples of the formal compositions that would dominate garden design through the 20th century, the grounds are dotted with classical statues and fountains while straight axes run up and down the hillside with an apparent disregard for topography. A moment in design history can be experienced first hand here. There’s a feeling that the man who planned the gardens (Niccolò Tribolo) conceived a formal plan and then simply laid it atop the site. Principles of garden design were later to shape city planning. The allées of the Boboli Gardens were early models for grand boulevards leading the eye to distant monuments. One of the pleasures of gardens, however, is that you don’t need to know their histories to enjoy the flowers in bloom or the sounds of birdsong and splashing fountains.

A four-kilometer seaside promenade is the perfect place for a stroll at Scheveningen, a beach resort in Den Haag’s wealthy northernmost district. In addition to a sandy beach, colorful esplanade, pier and the Scheveningen lighthouse, there’s a Sea Life aquarium, Pathé cinema, the Steigenberger Kurhaus music theater, Scheveningen Museum and a casino. Trendy clubs, restaurants, surf schools and other water sports options line the wide Noorderstrand (North Beach) boulevard. After a three-year metamorphoses completed in 2013, the beach-side stretch offers the best of sun, sand and surf on Holland’s western coastline. Giant sculptures by the sea add a whimsical touch, while numerous bars and eating establishments provide spots to grab a drink or a meal while watching the action in the harbor.

At the Big White Ski Resort there is more to do than ski and snowboard which is especially useful to know when you’re not a skiing Canadian like myself. Instead of hitting the slopes there are snowshoe excursions, ice wall climbing, sledding with inflatable tubes, ice skating, sleigh rides, dog sledding, and, even more importantly, delicious restaurants and bars full of beer and locally produced wine.

Washington Square Park is only a fraction of the size of Central Park, but it is as almost as much of an icon of New York as its much larger counterpart uptown. It’s likely because it sits in the heart of Greenwich Village, and has thus served as a backdrop for many events in the city’s history. In the late 19th century, it was one of New York’s most fashionable addresses (that period was captured by Henry James in his 1880 novella Washington Square, later the basis for The Heiress, a play that was also adapted into a movie). The arch along its northern side dates to 1892 and was designed by Stanford White to replace an earlier one, in wood and plaster, erected in 1889 to mark the centennial of George Washington’s inauguration. When Greenwich Village became the haunt of artists and writers, the park was a green space for the city’s counterculture; folk singers and street performers are still a common sight, and the park is also frequently used for political protests and rallies. On sunny days, especially during the academic year, the park is filled with NYU students, neighborhood residents, and tourists taking in the scene.

There is never a dull moment at Covent Garden, a labyrinthine open space peppered with restaurants, vintage markets, craft stalls, and independent boutiques. There is festivity in the air. This is compounded by singers, magicians, and miscellaneous street artists performing at every corner. Explore the rich history of the area by visiting the London Transport Museum or the Royal Opera House. Pick up a unique gift at The Apple Market, which boasts of a variety of quirky craft stalls. For lunch, head to one of Leicester Square’s numerous al-fresco restaurants.

Long considered one of the top hotels on Oahu, the Kahala has always been a particular favorite among the type of guests who travel with their own security detail. A number of past U.S. presidents, plus kings, queens, princesses Grace and Di, a handful of Nobel Peace Prize winners, rock stars, and movie stars, all have slept under its venerable roof at some point during the hotel’s 50-year history. The see-and-be-seen set moved on long ago, but privacy seekers still make a beeline here. They’re drawn less by the property’s fabulous beach (though that’s reason enough to stay here) than by its exclusive location—in a well-fortified cul-de-sac in the ritzy Kahala neighborhood. But there’s a warm and fuzzy side to the hotel, too. A pod of dolphins has full-time residency in the hotel lagoon, and visitors of all ages can swim with them (for a fairly steep fee). Rooms have a preppy beach house vibe—raffia ceiling fans, linen loveseats—and many come with heart-stopping sea views.

To satisfy your conch craving, stop at Bugaloo’s Conch Crawl on the south side of Providenciales, just a few minutes from Chalk Sound. The beachfront restaurant in Five Cays has indoor and outdoor seating, with some of the tables set right along the waterline, lapped by the rising tide. You’ll find a great selection of seafood, including plenty of conch dishes, along with fried chicken and burgers. In the evenings, Bugaloo’s hosts local bands, fire dancers, and other entertainment.

Located in Sainte-Anne, Karukera Land is a recreational park that makes for a fun and self-contained outing for families. Learn about the island’s flora with a walk through the tropical gardens, and visit a range of Caribbean fauna, from goats to peacocks. Active kids will love the acrobatic course, trampolines, and swimming pools with multiple toboggan slides. There’s plenty to entertain grown-ups as well, including billiard and ping-pong tables, a mini-golf course, and spa relaxation area with massage hut.

Set high above the St. Lawrence on Cap Diamant, overlooking Old Québec, this imposing yet inviting landmark is as much a lodging as it is a tourist attraction, borne out of its reputation as the most photographed hotel in the world. Opened in 1893 by the Canadian Pacific Railway to drum up luxury riders for its trains, the castle-like Fairmont Le Château Frontenac feels every bit as grand today as it must have when Roosevelt and Churchill secretly hatched plans for the invasion of Normandy here in 1943—and it continues to be the hotel of choice for A-list celebrities and other notables. A $75 million renovation in 2014 updated the 611 rooms with a more contemporary feel, draping spaces in chic furnishings and soothing shades of gray and cream, plus butter-yellow or soft turquoise accents. The spa features seven treatment rooms adjacent to an indoor pool, whirlpool, steam rooms, and a gym, but the hotel has become a destination for its food: Champlain restaurant is helmed by acclaimed young chef Stéphane Modat and offers a modern take on Québécois cuisine alongside magnificent views, while 1608 Wine & Cheese Bar highlights local wines, cheeses, and charcuteries.

The Pacific Ocean is a force that calls to some to jump in and join the dolphins that frequent its waters. Temperatures are warmest in August and September, but wet suits are available to rent year-round. Go surfing or take a stand-up paddleboard lesson to more fully appreciate the SoCal spirit and connection to the waves. For a more passive yet still exhilarating way to enjoy the coast, you can parasail above the waves or join a sailing charter from Marina Del Rey.

This 27-acre attraction in North Vancouver gets the heart racing with a suspension bridge that bounces 230 feet above a forested river gorge. Even more spectacular, however, is the Cliffwalk, a labyrinth of walkways along the granite flank of the valley. Get a bird’s-eye view of the area during the Treetops Adventure, a canopy expedition through the upper tiers of 250-year-old Douglas firs. The experience doesn’t come cheap at $46.95 per adult, but it does include free shuttle service from downtown and mini-tours that cover the flora, fauna, and First Nations involvement in the park. From late November to late January, Capilano strings holiday lights around the canyon and decorates the world’s tallest living Christmas tree.

There’s no cost attached to one of Istanbul’s most distinctive photo ops, and the only lines are from fishing poles. Cross the historic Golden Horn via the Galata Bridge, where fishermen from every walk of life jostle for space, and tourist restaurants line the lower level (stop in for a drink if you’d like, but the food tends to be overpriced and mediocre). Galata Bridge isn’t beloved for its architecture (fun fact: It is supposedly the bridge for which the card game is named), but rather its views: Topkapı Palace and several domes and minarets in the Old City on one side, and the Galata Tower on the other.