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The 17th-century estate where Simón Bolívar died in 1830 is the site of several Bolivar monuments as well as an art museum featuring works by Latin American artists inspired by Bolívar, the hero who freed Bolivia, Colombia, Ecuador, Panama, Peru, and Venezuela from colonial rule. The estate serves as the city’s botanical garden, also worth your time for its magnificent, centuries-old trees.

If walls could talk, you’d be stuck in conversation with the Fillmore for hours. The building was a dance hall when it opened in 1912 and a roller rink during the 1940s, and led its first concerts in 1952 with artists like James Brown and Ike & Tina Turner. But in the mid-1960s, the venue really had its moment. Concert promoter Bill Graham made the ballroom a hub for psychedelic music and brought would-be legends like the Grateful Dead, Big Brother and the Holding Company, Jefferson Airplane, and Santana to the stage. Needless to say, there’s history here. Learn it best by attending a show. The standing-room-only ballroom still brings in big-name artists—think Lorde and the 1975—at budget-friendly prices, along with a constant stream of smaller acts. There’s a full-service restaurant and a bar, and the vibrant collections of old photos, artwork, newspaper clippings, posters, and billings will school you on the club’s colorful past.

As you approach Lake Naivasha from Nairobi, the one-lane, potholed road rises and you are suddenly treated to a truly awesome view of the Great Rift Valley stretching out to the horizon. Shimmering within that vista is Lake Naivasha, a popular weekend destination for Nairobians. The lake itself is beautiful in a prehistoric-looking way, with wispy, jagged trees jutting up from the water and hippos bathing in the midday sun. Along the boggy shoreline, before the water lilies and tropical grasses give way to the open water, it’s easy to imagine ancient creatures wriggling their way up onto land and eventually evolving into the first hominids. While in the area, explore Hell’s Gate National Park and its gigantic gorge, take a boat trip on the lake in search of hippos, and get your fill of the freshly made pizzas at Camp Carnelley’s.

Another Lisbon survivor, the baroque Church of São Domingos not only stood its ground during the 1755 earthquake, but also endured a bloody anti-Semitic massacre in 1506 and a devastating fire in 1959. The gorgeous cathedral, which dates back to 1241, is not without its scars, however—its interior is rife with gouged pillars, decrepit walls, and battered sculptures, all of which look even more ethereal when lit by a sea of candles. It feels like a house of worship in constant mourning, and will leave you in a very different mood than most other churches. If you can stomach it, stop outside at the Star of David memorial, which honors the hundreds of Jews that were killed in the 1506 Easter Slaughter.

One-hundred-fifty-year-old walls and tropical foliage frame the courtyard dining area at La Panga Antigua, an enchanting restaurant in downtown San José del Cabo. Walking through the unassuming front door is like taking a step back in time; there’s an old-world charm that envelops La Panga Antigua (and the whole arts district, for that matter). The menu, however, demonstrates a distinctly contemporary sensibility, blending ancient Mexican recipes with a 21st-century commitment to locally sourced and sustainable ingredients. Seafood comes from regional fishermen, vegetables from an organic farm in nearby Pescadero. The menu changes regularly, but you can expect items like scallop carpaccio, grilled rib eye, or the catch of the day, grilled with a pumpkin seed crust.

Pearl restaurant is a short, ten-minute walk along the water from the Fairmont Hamilton Princess. Its second-story location—above the Port o’ Call restaurant—provides views over the harbor, but you may find that the sushi and the sake cocktails here command your attention. “This is the place to go for melt-in-your-mouth sushi,” according to Rebecca. “My favorite is the Rockfish Usuzukuri which comes with red onion, pink ginger, and a rice wine vinegar and chili oil reduction. It is pure heaven! After dinner, stop at the Port o’ Call downstairs for a drink. It’s a perfect and popular Friday night itinerary.”

Tastemakers and A-listers abound at this East Village mainstay, which celebrated its 10-year anniversary in 2017. Travelers feel like insiders the moment they slip through the door, thanks to over-the-top service, celeb sightings, and a lobby design that recalls salon parties of bygone eras. The cool factor only continues upon check-in, when guests receive metal room keys linked to lavish, oversized red tassels. Each of the 135 rooms offers visitors a mix of lived-in comfort and luxurious detail, with everything from mohair-upholstered chairs, Turkish Oushak rugs, and hardwood floors to iPod stereos, hi-def televisions, and marble bathrooms with deep-soaking tubs. When hunger hits, guests can head downstairs for authentic Italian plates at Gemma and a nightcap at the Lobby Bar, a lower Manhattan staple known for its timeless ambiance and clever riffs on cocktail classics.

One of the few remaining tidal wetlands on the southern California coast, Batiquitos Lagoon in Carlsbad is full of hiking trails and a beautiful lagoon. Bird watchers will love trying to spot the 185 bird species, which naturalists can take in unique flora like pickleweed, lemonadeberry, and iceplant.

Avenida Central was the city’s great commercial core in the first half of the 20th century; though its heyday has ended, the swarm of humanity packing into its various shops, bars, hotels, restaurants, and other businesses attest to ongoing vibrancy. The classic stretch extends from Plaza Santa Ana to Plaza 5 de Mayo, where art deco and streamlined moderne landmarks are still on view. El Banco Nacional, the former Kodak building, and “La Pollera”—thus nicknamed for the resemblance its balconies bear to the traditional full skirts of the Los Santos region—figure among them. These avenue blocks are pedestrian-only; peddlers and street vendors selling every imaginable snack and trinket abound.

A former Scots Baronial mansion, Taypark House was built in 1863 on serene garden grounds. The panoramic views across the Dundee Botanic Garden remain, but now the property also features 14 individually designed rooms, many with exposed stone walls, tartan armchairs, and freestanding bath tubs. The original library and drawing room have become an impressive café and restaurant, serving fresh fare, gourmet sandwiches, and homemade baked goods, while the old dining room functions as a fashionable gin bar, complete with craft cocktails and a roaring log fire. Just a mile outside the city, Taypark House offers the quiet of the countryside within walking distance of downtown. Thanks to its gorgeous gardens, it’s also a popular spot for weddings year-round.

The Palm Springs Art Museum features a sophisticated collection of contemporary art including works from Picasso, Warhol, and Lichtenstein. The museum itself is pleasing to the eye and is home to 28 galleries, two sculpture gardens, a cafe, gift store, lecture hall, theater, and various rooms and resource centers. Specializing in the contemporary, including paintings, glasswork, photography, and design, the museum is a serene environment to enliven the mind.

Don’t be fooled by the simple-sounding menu at this top-notch Portree restaurant. The dishes here are complex but well balanced, featuring the soils and foams that have come to define haute cuisine. Chef Calum Munro uses local, seasonal products like freshly caught seafood and Glendale lettuce to create his modern Scottish cuisine, with dishes ranging from cod with lemon butter, cod’s roe, and caviar, to venison with red cabbage, juniper, and chestnut. For pairing with the menu, Scorrybreac also offers a varied selection of wines, Scottish single-malt whiskies, and local, artisan-roasted coffees, best enjoyed while gazing across the harbor to the dark, rocky cliffs in the distance.

Located just off shore in the shadow of Brimstone Hill, Sandy Point National Marine Park is renowned for its scuba diving. The area features large coral formations, canyons for divers to swim through, and a mooring site called Anchors Away, where a half-dozen anchors were dropped on the reef centuries ago by sparring French, English, and Spanish warships.

Located in the heart of Stornoway on the Isle of Lewis, Digby Chick offers fine dining in a relaxed, family-friendly atmosphere. A local favorite, the restaurant features a seasonally changing menu full of local produce, with fish and shellfish being a particular specialty. Dishes range from fillet of monkfish with deep-fried coconut prawns to Dijon-glazed duck breast with rosemary roast potatoes, all perfect for pairing with the international wine list or the extensive selection of Scotland’s finest malts. For an affordable night out, book a table before 6:30 p.m. and take advantage of Digby Chick’s early menu, which includes three courses for just £24.50 (around $32).

A visit to the incredible 365-island archipelago (also called the San Blas Islands) within the communal lands of the Guna Yala indigenous nation provides some extraordinary seaside experiences. The islands making up the outer archipelago are unspoiled and feature gorgeous white-sand beaches, turquoise seas, and a one-of-a-kind encounter with Guna culture. Visitors lodge in natural-material huts (cane walls and interwoven palm-frond roofs) or—if you’re in the mood—sleep under the stars in palm-strung hammocks. Local women sport colorful dress made in the style known as mola, a traditional Gula artisanal weaving technique. A highway was built several years back that lets you travel from Panama City to Puerto de Cartí in as few as two hours.