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Set down a small alley just a few meters from Piazza San Lorenzo, the art gallery Il Vicolo is a lovely spot to browse, and purchase, contemporary art in the ancient city. One of the oldest galleries in town, Il Vicolo routinely changes their artistic focus - thus one can come back often for pieces and exhibits from new, well-followed, and even young emerging artists.

At La Cuchara de San Telmo, on the corner of the plaza Valle Lersundi in San Sebastian, the specialties were hot pintxos, quickly prepared to order--from the menu or the specials board, or by pointing to what your neighbor was eating. This was one of best scallops I have ever tasted. But then, so was the second one we had when we returned after another hour or so of pintxo bar hopping in the Parte Vieja (Old Town).

This is river swimming at its most civilized. Zurich’s oldest badi, the men-only Männerbad Schanzengraben, is tucked away near the stock exchange and surrounded by the ivy-draped old city wall (you’ll miss it if you don’t look for it). Come evening, the badi transforms into the popular Rimini Bar, where both men and women mingle on floor cushions and rugs lining the pool’s edge.

A midsummer night’s fantasy—Zurich-style. Tucked away near the stock exchange, the city’s oldest badi, the men-only Männerbad Schanzengraben, transforms into the popular Rimini Bar come evening. The scene is surreal: a mixed crowd mingling along the edges of the pool, a shooting fountain, technicolor lights—all surrounded by the ivy-covered old city wall. On Monday evenings, local fashion designers add to the mix by showcasing their creations.

Sonny’s has been open since 1944, making it the second oldest continuously operating eatery on Galveston Island. Hit it on a Friday gumbo night if you can, which comes in your choice of shrimp, crawfish, or both. Sonny’s may seem like a hole-in-the-wall, but don’t let that scare you off. It’s just old school and really friendly seafood place. Photo via galveston.com

This is the oldest and grandest art institute in a city that’s long captivated artists. The Neoclassical building sits amid the greenery of massive City Park (conveniently at the end of the Canal Streetcar Line). It’s an especially good destination for admirers of Edgar Degas, who spent an extended vacation in New Orleans visiting relatives in 1872; a number of his works are displayed here. Just outside the museum is the beautifully landscaped and well-curated five-acre Sydney and Walda Besthoff Sculpture Garden, which perfectly melds the old and new. Some 60 sculptures are arrayed amid reflecting lagoons and 200-year-old live oaks.

We had an unforgettable experience staying at Buena Vista Surf Club, while visiting San Juan del Sur. The eco-lodge is set into a hill overlooking the jungle and Playa Maderas with a giant sundeck where guests could enjoy the view. It was a great place to catch some rays and watch the dragonflies dance during the day. Guests can schedule sunset yoga classes on the deck for the ultimate zen experience.

To me, no other place in Montréal represents the city better than Place d’Armes. After all, it is the second oldest public site in the city, and its center is home to a statue of Paul de Chomedey, the founder of Montréal. And the varied architectural styles surround the square in a way that clearly demonstrates just how old and historic Montréal is. A blend of Gothic Revival, classic Art Deco, and ultra-modern sleek skyscrapers illustrates the major periods of Montréal’s development. It’s definitely a great place to start or end an Old Montreal exploratory tour, or to stop and people watch!

Whether you wander by boat, bike, or tuk tuk (or, highly recommended, a combo of all three), Bangkok spills over with places both new and very old to explore. Along the way, modern-day wonders rub shoulders with traditional Thai culture. Hop from the floating market to a day cruise on the Chao Phraya River to a cocktail at one of the city’s innovative bars. Make meals of tastes from street food vendors and mix in some table service at some of the city’s most renowned restaurants. Overwhelmed by all the options? Stop for a Thai massage. Need souvenirs? The weekend market awaits.

Whether you’re looking for an ultramodern take on Tokyo, like the one you’ll find in Shibuya, or something like Nakameguro, where you’ll find trendy restaurants and shops, as well as residential streets, Tokyo has neighborhoods that will give you a distinctive taste of Japan. Find old temples and cutting edge art galleries, neighborhoods where sassy teenagers pose in outlandish outfits and shopping streets that boggle the mind (and fill up the suitcase). Welcome to Tokyo, land of the past, present, and future.

Step back in time to Prague’s Bohemian past—the Old Town Square, St. Vitus Cathedral, Prague Castle, the romantic Charles Bridge—before visiting the somber memorial to its Communist rule. Today Prague basks in modern optimism, evidenced by such landmarks as Frank Gehry’s Dancing House Hotel and DOX Centre for Contemporary Art.

Housed in everything from a 17th-century palazzo to an ancient fortress to a 350-year-old farmhouse, Malta’s best hotels blend history with modern luxury. Whether you want a spacious room with views of the Grand Harbour, a great location within walking distance of major sites, or a rooftop pool to relax by after exploring the capital city, you’ll find it all, along with loads of traditional charm, in this fascinating island nation.

Just to the southwest of Tucson, on the San Xavier Reservation, sits the late XVIII-century Mission San Xavier del Bac, one of the finest examples of Spanish colonial architecture in the U.S. The combination of late Baroque and Moorish-inspired design is a beacon any time of the year, but on this winter day, the flooded fields worked some magic—panoramas of reflected landscapes are almost nonexistent in southern Arizona! The ‘white dove of the desert’ is the oldest intact European structure in Arizona, and it still serves as a parish church for the Tohono O’odham people.

Most visitors never cross the river from the Old Part, and the vast majority overlook what has to be one of the most beautiful hikes from here to California. At the edge of Gros, a trail heads up some stairs (at the end of Calle San Francisco) and continues for hours, all the way to the neighboring village of Pasaia. It’s a family-friendly trail in terms of difficulty, and the views are breathtaking. A must-hike.

The 19th-century residence that houses this restaurant by chef Juan Felipe Camacho presents a subtle maritime vibe. The gustatory offering highlights a little bit of everything, but seafood and local shellfish—in generous portions—are the stars of an unpretentious international menu that’s anchored by a celebrated dish of sautéed snapper in coconut-shrimp sauce. Also available: exquisite carnivore dishes like grilled beef shoulder with blood sausage and piquillo peppers.