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Named for the overnight train that served Santa Barbara from 1910 to 1968, the Lark restaurant showcases the Central Coast’s seasonal bounty. Located in the Santa Barbara Fish Market Building, in the heart of the city’s Funk Zone, the innovative restaurant combines a farm-to-table ethos with a family-style approach. During most months, the outdoor courtyard seating is as convivial as the tables in the dining room. The menu of small plates is organized by their ingredients’ places of origin (farm, ranch, or ocean): crispy brussels sprouts include sweet medjool dates as well as spicy serrano chilies; pickled fennel and compressed Granny Smith apples accompany the grilled Kurobata pork belly; and passion-fruit vinaigrette and fried avocado enhance the flavor of Japanese hamachi collar. Larger platters are meant to be shared, and restaurant regulars often choose one or two (the Baharat spiced cauliflower and Israeli couscous is a favorite) along with several smaller plates. Pro tip: While it’s tempting to fill up on the herbed popcorn that’s delivered to your table the instant you’re seated, slow down, order a craft cocktail, and make sure you save room for the main event.

Before Columbus arrived in the West Indies, indigenous tribes had lived on Puerto Rico for at least 2,000 years. The Igneri were the oldest recorded inhabitants, followed by the Taino, and artifacts from both peoples have been found at the Tibes Indigenous Ceremonial Center, a settlement just outside of Ponce that flourished from roughly 400 C.E. to 1000 C.E. Many of the artifacts are on display at the on-site museum, and a replica Taino village shows how native Puerto Ricans lived in the pre-colonial era.

A who-knows-how-happily-married Diego Rivera commissioned this three-residence compound from Mexican artist and architect Juan O’Gorman in 1931. Jarringly Bauhausian for its time (especially in comparison to the surrounding San Ángel neighborhood’s mission revival gentility), it included separate buildings for Diego and his wife, Frida Kahlo, connected by a slender bridge (as well as a third dwelling for O’Gorman). Visits lead to interiors, showcasing Rivera’s studio and its fascinating collection of artworks, creative infrastructure, and amazing windows. Take time to wander the garden and pause to appreciate the property’s tableaux; then re-tox from all the aesthetic purity across the road at the San Ángel Inn, a gloriously indulgent hacienda bar and restaurant that takes you straight back to the country club—flawless margaritas and all.

A clue to the appeal of the bar Tropic City is in its name: Here, sultry influences from Polynesia, Southeast Asia, the Caribbean, and Latin America fuse in a most refreshing way. The tropical theme informs everything from the decor—a tasteful mash-up of flower motifs and Portuguese tiles—to the sociable atmosphere on the outdoor terrace, which is packed nearly every night. It is most evident, though, in the carefully curated cocktail list, which dabbles in gin and mezcal while putting a heavy emphasis on rum-based drinks. Cocktails pack a punch, but light infusions such as vanilla, pineapple, and aromatic spices make it easy to put away a few—which perhaps explains why the venue has become a go-to for the city’s party set.

Located on Sullivan’s Island, Fort Moultrie was a key defensive position in controlling Charleston Harbor during the Revolutionary War. In June 1776, the Royal Navy of Britain attacked what was then called Fort Sullivan, firing cannonballs directly into its walls. Colonel William Moultrie and his patriot regime were able to hold the British off, however, since the walls were constructed from the soft trunks of the island’s palmetto tree and could absorb the cannonballs rather than break apart. Eventually renamed for Moultrie, the fort was rebuilt in 1798, then “modernized” in 1870 to include two massive cannons that still stand today. Dive deep into the history at the National Park Service’s museum before touring the armaments and taking in the unparalleled views of Charleston Harbor and the Atlantic Ocean.

Holy Steak House is run by Thierry and Bénédicte Sauvage, who also own the popular Restaurant Le Coco in Punaauia on Tahiti. Located in Haapiti, this Moorea restaurant boasts unique, contemporary decor indoors—we love the mix of floor-to-ceiling windows and wood-beamed ceiling with modern chandeliers. The varied menu changes monthly, though you can, of course, expect excellent steaks. An elegant outdoor wine bar, with comfortable chairs and water views, has a strong wine (and cocktail) list, with vintages from around the world. Free shuttle service runs to and from a number of resorts, including the Hilton Moorea Lagoon Resort & Spa and the Hôtel Hibiscus. Reservations suggested.

A favorite among Hollywood royalty, the Big Island’s Four Seasons is more secluded than its sister property on Maui. It sits on 863 acres of palm-fringed coastline, with little else for miles in any direction, other than two exclusive golf courses and some of the most expensive vacation homes in the state. Yet, conveniently, the hotel is only a 15-minute drive from Kona International Airport, and it isn’t uncommon for guests to fly in, park themselves at the resort, and never leave. Why would they? It’s an immaculate, ingenious playground, shamelessly verdant against the area’s prodigious black lava. There are seven pools to choose from, including one rock-walled rectangle in the ocean, and another man-made lagoon stocked with thousands of reef fish for guaranteed snorkeling success. Kids can camp overnight in a rock amphitheater. Lovebirds can have candlelit dinners on the beach. Even the accommodations are a Polynesian fantasy, with tropical woods and large headboards. All that, along with a tiki torch–lit beachfront, a French head chef, a swank sushi bar, a staff that treats every guest like Hollywood royalty, and honest-to-goodness cultural cred (the on-site museum and cultural center are well worth visiting), and it’s easy to understand why one would happily pay a king’s ransom to spend a few days here.

This spot near Eagle Beach is pure Caribbean. The live music is infectious, the plates come piled high, and the tables are situated outdoors, under the sky or a tin-roof overhang. Plus, there are more local patrons than visitors. While the atmosphere is laid-back, the menu is full of sophisticated presentations, from island favorites to international dishes. Popular picks include the crab cakes, almond-dusted grouper, and lobster ravioli. The wine list is also excellent, as is the craft beer selection. Note: Reservations are recommended. The restaurant is closed on Sundays.

The ever-colorful Jaffa Flea Market, in operation for more than 100 years, inhabits a portside neighborhood of alleyways, covered walkways, and outdoor verandas. Wander the endless market streets to find restored antiques and handicrafts, Judaica and Persian tiles, as well as designer boutiques and art galleries. Even if you don’t buy a thing, it is the perfect spot to sample local fare. Once the sun sets, and the vendors head home, a food scene springs to life—a wonderland of twinkling lights with dozens of trendy restaurants, bars, and chic cafés. (The flea market is called Shuk Hapishpishim in Hebrew.)

No matter how many postcards you’ve seen of Rome’s iconic Colosseum, you just don’t get it until you pass beneath its crumbling arches. Built by Emperor Vespasian in 72 C.E., the huge amphitheater held 50,000 spectators and marked its opening with 100 days of brutal spectacles like gladiator combat and animal fights. The Colosseum was in use for four centuries, and now you can tour the ruins. Walk through the Hypogeum, an intricate series of tunnels and elevators originally used to transport animals, slaves, and gladiators, to the performance above, or take a moonlit tour to have one of the world’s most storied structures all to yourself.

About 20 kilometers (12 miles) south of Trapani, and just north of Marsala, acres of salt flats stretch in shallow lagoons, punctuated by crumbling windmills. This region has been producing bright white salt with intense flavor since Phoenician times, and a Museum of Salt lays out the process in a restored windmill, with everything from diagrams of the Archimedes screws used to pump water between flats to the wide, straight shovels used for skimming the salt into towering white mounds. Bags of the stuff can be bought at the gift shop, so you can take home a taste of Sicily.

Straw Hat, on quiet Meads Bay, is an established favorite with over 20 years to its name. Its creative menu of Caribbean cuisine with a twist will have you returning to this beautiful indoor-outdoor beachfront restaurant. It’s the perfect spot for a meal and an afternoon on the sand, or for watching sports. Try the ceviche of red snapper, the bigeye tuna flatbread, or the grilled crayfish with Anguillan rice and peas, among many other picks.

This outdoor ceramic school in the Coyoacan neighborhood is located close to the Museo de Frida Kahlo. The head instructor is a ceramic artist whose simple, Japanese-inspired designs can be found in some of the city’s best restaurants. They also have a booth at the Bazaar del Sabado, but I recommend stopping by the studio so you can catch a glimpse of the pros at work. Watch your feet, because the owner’s cats and crazy-looking Mexican hairless dogs (the breed is called Xoloitzcuintli) have the run of the place.

Walk the long shop-lined Via Capodimonte (or, if you are feeling particularly industrious, climb the 921 Phoenician Steps to the very top) to reach the former home of the Swedish physician and author Axel Munthe. This 20th-century mansion, now a museum with magnificent gardens, sits almost 1000 feet above the sea and offers unbelievable views over Capri and toward Naples and Mount Vesuvius. During your visit, follow tradition and make a wish with your left hand touching the ancient Egyptian sphinx statue. There is a café at the top of the gardens and occasional live music on summer evenings.

Situated on the banks of the Cumberland River in downtown Nashville, this outdoor venue has hosted a variety of acts and genres—Janet Jackson, Chicago, Lynyrd Skynyrd, Neil Young, Marilyn Manson, and Phish, to name a few—since it opened in 2015. Concessions include local flavors like Martin’s Bar-B-Que and Hattie B’s hot chicken, as well as a little Pickers vodka to wet the whistle. Hamburgers, hot dogs, pretzels, nachos, and beer, of course, round out the offerings of outdoor concert fare. The backdrop for the entertainment can’t be beat: the river behind you, the stars overhead, and Music City’s skyline.