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With its white, single-story exterior and dark window frames, this 12-room inn on the Saratoga Race Course looks like a Tudor take on a vintage motor hotel. Once inside, however, visitors realize the boutique property is much more luxurious than a roadside motel. Rooms feature light-wood bed frames and equine-inspired art, while the bar offers an excellent wine and cocktail menu, which regular happy hours featuring Moscow mules served in copper mugs. There’s also an outdoor patio, where the hotel can arrange barbecue meals on request, and free bike rentals for those who wish to venture farther into town.

Drive along the main road from Sea Cows Bay to Road Town and you’ll come across numerous roadside tents selling everything from fresh fish to local fruits. The best stands are located close to Carrot Bay, where you can find steaming pockets of fish cooked in foil and fresh-squeezed mango or guava juice.

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.

I think the most appealing aspect of Old San Juan is the architecture and design of the city. Residential apartment buildings have been converted to designer boutiques or little B&Bs, and interior courtyards invite hungry guests to relax and unwind in the shade.... I’ve been to this area multiple times and still I manage to find a street I’ve never wandered down. Some are more popular than others, in particular Calle San Sebastian, which hosts eateries, bars, and shops, and Calle San Francisco. At the corner of this street is my particular favorite, Franky’s antiques. It’s in a four-story building, loaded with vintage goodies. There’s so much to see, one trip is not enough. If you want to shop, consider wandering all morning and into the early afternoon. You’ll be delighted by all the unique shops. Then, take a break at my favorite restaurant, Triana, for Spanish-style tapas and their famous sangria. It’s a must-stop place any time I’m in the old city. You don’t need a car to get around. Just park at one of the garages and explore by foot. There’s lots to see and do in Old San Juan.

Columbia Road is London’s main flower market. On Sundays, it’s totally filled with flowers. It’s an amazing place. —Sophie Howarth Columbia Road Sundays, 8 a.m.–3 p.m. This story appeared in the Premier 2009 issue.

Lincoln Road is a pedestrians-only boulevard in the heart of South Beach and one of the most popular places to visit in the area. Lined with shops and restaurants in historic Art Deco buildings and shaded by tall trees and fountains, Lincoln Road Mall has some of the best people-watching in Miami. Every restaurant has outdoor seating, and there are street performers and a farmers’ market that showcases the local community, farms, and purveyors. Visitors come from all around the world, so grab a cortadito and take it all in.

While many cities have rivers, few take advantage of their waterways quite like San Antonio does. One of the city’s most popular tourist attractions, the River Walk runs along the San Antonio River and features both quiet stretches for jogging and livelier areas lined with colorful bars, restaurants, and shops. For an immersive experience, take a boat tour and learn more about San Antonio’s history and architecture.

While the climb is quite literally breathtaking (900 steps), the Church of San Rocco, perched on the very edge of the Ligurian Sea, is a gorgeous spot to spend the day. Taking the train to Camogli, you can then spend the morning hiking up to the church and enjoying the beautiful altar piece and frescoes. Coming back down into town, make sure you stop by one of the many seaside restaurants for a celebratory lunch, and grab a gelato from one of the boardwalk stands on your way back to the train station!

If you are in Mount Laurel between May and December, it is worth your while to check out the produce at Cheyenne’s Road Market. This rustic locale on Church Street is open every day except Wednesdays, but visitors should call ahead (856 983-6361) to make sure. You will be rewarded with the best of what’s in season, be it Jersey Tomatoes, Bosc Pears, giant pumpkins, or their own brand of honey. During the month of December, the market is open every day until 8pm before going into hibernation mode after Christmas.

Portobello Road is a colorful stretch of shops and stalls selling bric-a-brac and antiques. Part trendy neighborhood, part flea market. On Saturdays, thousands of people flock there for bargains. I recommend going on a weekday. You can have the place practically to yourself to mill around. Grab fish-n-chips to go and find an authentic souvenir.

When I first moved to the island, I joined a friend in the Old City for a tour and lesson on the history of Puerto Rico. When passing by this little section of town near Pigeon Park, my friend and native-turned-tour-guide said that this was the smallest house in Old San Juan. Wow, okay, so this little yellow portion is technically a house? I’ve visited this site several more times since then and have never actually seen anyone enter or leave this door. Whether it’s true or not, it makes for a cool story and great photo.

If you’re in San Sebastián to eat, chances are you’ll be wanting to eat Pimientos de Gernika and Guisantes Lágrimas long after your trip is over. Semillas Elosegui is a classic stop in the Old Part of San Sebastián, and they have seeds for all of your Basque cooking needs. Perfect souvenirs for the foodies on your list.

Santa María del Coro is San Sebastián‘s token beautiful European church. It has the quiet, sunlit beauty that one comes to expect in European churches. It also is the site of several of the city’s unique celebrations, organ concerts, and the iconic San Sebastián, pierced with the famed arrows.

Old San Juan may look, at first glance, like a few other charming cities built during the height of Spanish colonialism—Havana or Santo Domingo, for example—but what sets it apart is the extent to which its architectural infrastructure from that era remains visible. It’s the only city that has its original colonial wall almost entirely intact, and both of its principal forts are in excellent condition, remain accessible to the public, and offer panoramic views of the Atlantic Ocean (so bring your camera). Both El Morro and Fuerte San Cristobal are run by the National Park Service; guided tours will leave you with greater knowledge about the era, as well as the forts’ construction and their role in Puerto Rican history. (There are other, smaller forts in and around the capital, next to the Caribe Hilton, and in Luís Muñoz Rivera Park, plus Fort San Juan de la Crúz in the nearby town of Cataño.)

San Juan Cemetery lies on the coast adjacent to El Morro (San Juan’s beloved fort) and nestled in the district La Perla, a rougher part of town. Its statues and tombs make it as beautiful as a New Orleans cemetery. Exiting El Morro, head down the grassy field to your left to catch this flustering overhead view. On this day, a powerful storm was rolling in, casting everything in gray.