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When Charleston’s Blind Tiger opened in the late 1980s—long after Prohibition ended—its name, a phrase synonymous with “speakeasy,” lent the Broad Street bar a delightfully naughty air. Not that the joint needs more atmosphere. The building, which dates back to 1803, has the vibe of an old Irish bar, with big front windows, dark wood, the damp smell of years of spilled beer. But walk through the doors in back and you’ll find a tree-shaded, sun-dappled patio full of architectural ruins and kitted out with a few firepits for cool evenings. That handy backyard bar means you can stay in the fresh air and not venture inside for refills. Alas, the blissful al fresco scene is slightly marred by the inclusion of a television over the bar. (With college football enjoying nearly the same status of religion in the Holy City, only the fanciest cocktail bars can avoid having the game on in these parts).

Both charming and affordable (it doesn’t charge a resort fee), this intimate 37-room property also has an unbeatable central location—near the heart of Old Town and just a few blocks from Duval Street and Mallory Square. Part of the Historic Key West Inns collection, the Key Lime Inn features classic Key West style with a 19th-century main house highlighted by a double-height colonnaded entrance and green shutters. Rooms follow suit with high ceilings and classical proportions, and beds are done up in crisp, white linens; most have sitting areas and private walkouts or porches to encourage lingering. Though short on amenities, the grounds are shaded by tall palms and dotted with Caribbean-style clapboard cottages painted in cheery colors with gingerbread trim, and all offer free WiFi. And if the beach doesn’t call you, a large wood deck surrounds the heated outdoor pool, and hammocks and porch swings are placed around the property for maximum relaxation.

The Stavros Niarchos Foundation Cultural Center (SNFCC)—new home for both the National Library and National Opera, designed by Renzo Piano and financed to the tune of €630 million—is a wonder to look at, walk through, and relax in. The library and opera are state of the art; the 42-acre grounds include a salt-water canal where you can learn to sail or kayak, fantastic playgrounds and fountains to keep kids entertained, and the Great Lawn where free concerts, open-air screenings and festivals are staged year-round. Take advantage of the center’s location and drink in the 360-degree views of the city and sea from the Lighthouse, a glass-walled lookout and terrace shaded by a vast solar panel that powers most of the sustainably minded complex. This neighborhood is, after all, called Kallithea, which means “wonderful view.”

Sacramento has been called “City of Trees” because of the abundance of trees that fill the neighborhoods and many parks. Land Park is a favorite place to enjoy the shade these trees provide. The park features large, open patches of grass flanked by trees, including three types that form an odd but common mix here: oaks, redwoods, and palm trees. This is an oasis during the hot summer months. The park also has two duck ponds, an amphitheater, a garden, a popular playground, paths for running, and a golf course. Shakespeare in the Park happens in the amphitheater in the summer. Land Park also makes a convenient stop with children since the zoo, Fairytale Town, and Funderland are located at one end. My favorite walk in this park is a loop from Riverside and 13th Avenue, up 13th to Freeport Boulevard, and back. Veer off on side streets between South Land Park Drive and Freeport to see some of the city’s most charming houses. Stop for ice cream at Vic’s Ice Cream at Riverside and 8th Ave.

Fort Tryon Park is a jewel. Much more off the beaten path for tourists and even locals, the 67-acre park is located in far northern Manhattan on towering cliffs with panoramic views of the Hudson River, the George Washington Bridge, and the New Jersey Palisades. The park’s pedigree features impressive lineage. It was named after the last British governor of colonial New York and was designed by Frederick Law Olmstead, Jr., whose father was the architect of NYC’s beloved Central Park. John D. Rockefeller, Jr. purchased the land in 1917 and gifted it to New York City in 1931. Due to its secluded location, there are far less crowds than other parks. Visitors can luxuriate in quiet corners and tranquility as they stretch their legs. This is the perfect spot for a (hilly) bike ride, run, stroll or walk. Be sure to visit the overflowing Heather Garden and the shaded views from Linden Terrace. The park also has two dog runs, world-famous medieval museum The Cloisters, and upscale eatery New Leaf Restaurant & Bar.

You’ll have never seen a place more green. Hundreds of shades of it, with waterfalls and babbling brooks. Gleninchaquin is something out of a dream—yet it’s the beautiful reality in Southwest Ireland. This family-owned park, overseen by Donal and Peggy Corkery, is a long, narrow coombe valley on the northwest side of the Beara Peninsula, just outside of Kenmare. Entrance fees are five euros for adults, three for students, and free for young children. There’s hiking, sheep shearing, fishing, and outdoor educational opportunities. I’d encourage you to think about spending a full day out at the park, tackling the trail called “The Boundaries Hike.” It’s a six- to seven-hour round-trip hike and is for experienced hikers (since there’s scrambling involved and not many trail markers). The route will follow the boundaries of Gleninchaquin Park, which are defined by the high ridges of the Caher Mountain Range. Upon your return to Kenmare, be sure to grab a few pints at Crowley’s before your dinner. Stay at the Brook Lane or the Kenmare Park Hotel.

The wording is irresistible: “Get a taste of history.” On the grounds of one of the oldest Spanish missions (est. 1691) in Arizona, tortillas cooked over a mesquite fire, in the shade of mesquite trees, steps from an adobe church--this is Tumacácori. Drive about an hour south of Tucson. Just 20 miles from the Mexican border, this mission/Nat’l Historical Park was originally established by the Jesuits. The remaining structure (surprisingly intact) dates from the early 19th century, when Franciscans and the native Tohono O’odham stacked some ninety thousand adobe bricks together to build their church. Spaniards and Basques settled the Santa Cruz River valley, missionaries brought fruit trees and foreign religion...After the Colonial period, support from the government in Mexico dwindled, Apache attacks increased, and by the 1850’s, when the U.S. acquired this territory, the mission had been abandoned. Tortillas are made outdoors most weekends fall through spring; call ahead to confirm. (520-398-234) [pronunciation note--Tumacacácori: “too-mah-KAH-koh-ree”]

Guavate, a section of Cayey better known as the Ruta del Lechon (“Pork Highway”), bursts into a rush of food-infused ecstasy every Friday and Saturday. People from all parts of the island come to watch someone roast a whole pig over the open fire before chopping it with a machete. Side dishes abound. I recommend sorrullos (corn sticks), bacalaitos (cod fritters), alcapurrias (fritters made of plantain dough and stuffed with meat), and rice with different types of beans. The blood sausage is not for me, but my father and boyfriend devour it every chance they get. Here in the mountains, shacks of all sizes let you pick your poison—beer, piña colada, or mojito (made from lime, mint leaves, rum, and sugar)—and drink to the beat of salsa and reggateon music. This creates the euphoric atmosphere for which Puerto Ricans are so famous. The cherry on top of the piña colada: Guavate lets you absorb the laughter, music, and food for a reasonable price. If you want the pig, but not the rambunctiousness, take your food to El Yunque National Forest and eat it by a waterfall (see my “Swimming Under a Hidden Waterfall” highlight). To find it, get on Luis A. Ferre Expressway, take the exit toward PR-184, and follow the signs for Guavate. You’ll start seeing pork soon after you take PR-184, but wait about fifteen minutes (until you’re around km 27) before you stop to get all the real action.

I love staying in a private villa home over a hotel when traveling with a small group, and Breezy Villa by Island Escapes is both affordable and impressively chic. In a secluded hillside location, complete with multiple, swaying palms for privacy and glassy sea-foam green lagoon views that are just a shade lighter than the infinity pool melting into them, it’s easy to check skinny-dipping in paradise off the bucket list when sleeping here. If naked swimming isn’t your thing, no worries, the pool is also perfect for nighttime stargazing floats. And then there is the leeward lagoon location itself -- it is super calm and you can wade for ages through calm and crystalline water here without gaining much depth. There is no direct beach access, but a series of steps wind their way down from the travertine-tiled pool terrace to a small pier where a ladder offers direct sea access. Breezy Villa’s stylish interior is equally appealing. From the arched doorways and pitched roof in the open living room and modern L-shaped kitchen to the square-shaped original ocean-hued paintings hung on either side of the front door to the Grecian-Roman columns on terrace, I love the Zen beach house meets Italian palazzo vibe. Similar-sized sleeping quarters, each featuring a unique wooden bed frame and French doors opening directly to pool terrace, make this three-bedroom home equally perfect for families, especially those traveling with a nanny. It also works well for multiple couples.

Amanzoe was one of the first ultra-luxury resorts by a global brand in Greece when it opened back in 2012 in pretty Porto Heli, on the east coast of the Peloponnese. Since then, it has become a much-loved retreat with monumental architecture, all soaring columns and vast expanses of marble that call to mind Greece’s ancient heritage sites.


The resort’s beach club has four pools, cabanas, a Japanese restaurant, and a seaside spa, and it’s from here that water sports and island-hopping cruises set sail. Lavish guest rooms are divided into either pavilion accommodations or larger villas, all with private pools. The most lavish of all is the Ed Tuttle- and Marios Angelopoulos-designed Villa 20, which doubled as Miles Bron’s island home in British murder mystery Glass Onion; it includes 9 bedrooms, 11 pools, a private spa, 2 barbecue areas, and its own Greek taverna.

Remote and difficult to access, this three-mile beach on the Dominican Republic’s southwestern Caribbean coast (15 miles from Pedernales and close to the Haitian border) is also blissfully uncrowded. Playa Bahia de las Águilas, which translates to “Bay of Eagles,” can only be reached via a four-wheel-drive vehicle on an unpaved road, or a 15-minute speedboat ride from the little village of La Cueva at Cabo Rojo. Once there, however, you’ll discover a pristine beach, bordered by rocky cliffs and free of any hotels or restaurants—the beach is located in the Jaragua-Bahoruco-Enriquillo Biosphere Reserve, so building is forbidden. Turquoise water laps the white sand, while well-preserved coral reefs wait just offshore. Don your mask and snorkel to see starfish, sand dollars, and maybe even a manatee. Also remember to bring water and sunscreen as there’s virtually no shade, and pack lunch or plan to eat in nearby La Cueva.

Located on Fleming Street in the heart of Old Town Key West, the Marquesa has everything you might expect from a romantic coastal-Florida retreat. Wide porches overlook lush gardens and a bijou pool at the center of the complex, and brick paths shaded by large palms and tropical foliage give the 1884 Greek Revival–style property a secret hideaway feel. It’s understandable if you want to hole up in the guest rooms, which reside in traditional clapboard conch houses and are furnished with an eclectic collection of wood pieces sourced from around the world. In 2018, Marquesa 4-1-4 opened across the street, featuring a new compound of three buildings around a central swimming pool and courtyard. After a day spent exploring nearby Duval Street, make your way back to Café Marquesa, which is perennially packed with locals and visitors enjoying fresh seafood and an inventive menu.

Hotelier powerhouse Ian Schrager is behind this Lower East Side concept, which is located near some of downtown Manhattan’s coolest shops, restaurants, and nightlife. The hotel itself is also home to some dining and drinking gems, however, including all-day café and market Louis, restaurant Public Kitchen, and The Roof, where the cocktails are as elevated as the surroundings. Swiss architecture firm Herzog & de Meuron is responsible for the property’s clean, utilitarian design across 367 rooms, each of which comes with all of the high-tech creature comforts of home (electronic blackout shades, 50-inch Samsung flat-screen smart TVs, intelligent in-room systems for lighting and temperature control, and Bose wireless Bluetooth speakers). After dinner at Public Kitchen (and at least one order of chef Jean-Georges Vongerichten’s popcorn-cheddar frico), guests can set a wake-up call for rooftop yoga the next morning—a series of sun salutations overlooking Manhattan.

Getting to Onar Andros requires a fair amount of determination. A ferry from Athens or Mykonos takes you to one of the northernmost Cycladic islands (there’s no airport nearby); once you arrive at the port in Gavrio, it’s a slow 25-mile drive to the hotel. Your reward, however, is a tiny slice of Eden, an enclave of 10 stone-and-timber cottages set amid a lush river valley that’s only a five-minute walk to Ahia Beach, arguably the most beautiful in all the Cyclades. Built and maintained by the owner, Mateo, the accommodations are deliberately spare yet modern and comfortable, each with a pergola-shaded veranda with loungers and a hammock. Meals are served at a communal table, and what Mateo doesn’t grow organically, he sources from local fisherman, farmers, and bakers. Guests can even accompany him to pick fruits and vegetables to be used in that night’s dinner. After all, this is a place to ditch your devices and surrender to your surroundings.

Charleston’s French Quarter didn’t earn its title until the 1970s, when a group of preservationists started touting the area’s historic concentration of French Huguenots to protect buildings in danger of demolition. Opened in 2002, the French Quarter Inn took its neighborhood’s name and used it as inspiration for the hotel’s opulent decor and signature services. Guests arrive to an atrium with an elaborate wrought-iron staircase that rises in a spiral from the ground level and is topped with a large skylight. Champagne awaits guests upon check-in, and the rooms are decorated in vibrant shades of red, gold, and black, with toile bedspreads and damask upholstered furniture.

While it may not have the historic character of many Charleston properties, the French Quarter Inn provides all the amenities travelers could require: a continental breakfast each morning, bike rentals for cruising around town, and nightly wine-and-cheese receptions.