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In 1946, Picasso worked from a studio in the Château Grimaldi of Antibes, creating 23 paintings and 44 illustrations that he gifted to the town. Later, 78 pieces that he designed for the Madoura pottery studios in Vallauris were added to the collection and the château became the world’s first Picasso museum. The nearby Archaeology Museum is housed in a historic fort and explores Antibes’s origin as the ancient Greek town Antipolis.

I don’t know whether it was the early morning fog, the rolling hills surrounding the vineyard, or the grapes themselves that made me do a double-take: Was I really in Chile’s Colchagua Valley, or was I back in California’s Sonoma Valley? With its intoxicating location and old world charm, Casa Silva (the colonial-style inn that sits in the midst of the family vineyard) has the best of both. It’s a place to relax, tour the surrounding vineyards, and – naturally -- drink their own varietals (especially the Sauvignon Gris, Sauvignon Blanc, and Petit Verdot). With only seven rooms, Casa Silva sits somewhere between a B&B and a guest house, with shabby chic rooms that are a throwback to Chile’s colonial era. We snagged room no. 4, with high ceilings and a comfy four-poster bed as well as an oversized bathroom. While the inn itself is special, the restaurant is worth a visit on its own. It has a clubhouse feel, overlooking the family polo field, but with unique and breathtaking views of the Andes. Hotel guests can take a leisurely 20-minute walk through the vineyard to the restaurant, which features Chilean specialties like conger eel, queso fresco, and tuna ceviche in one of the most dramatic settings I’ve ever enjoyed. (And don’t pass up the mote con huesillos, aka “wheat berry peach dessert.”) Finally, not to be missed: the tour of Vina Casa Silva, which houses one of Chile’s most up-to-date wine facilities and the family’s collection of perfectly restored antique cars.

Perched high above the Bay of Positano, Il San Pietro is the epitome of Italian seaside glamour—the hotel has attracted a coterie of international VIPs since its opening in 1970, including Gregory Peck, George Clooney, and Julia Roberts—but retains the charm of a family-run inn. Michelin-starred Zass restaurant culls ingredients from the property’s organic gardens, which spill down to the sea across 10 terraces teeming with local produce, and rooms feature custom ceramic tiles made in local factories using traditional techniques. If the 400 steps down to Positano’s only private beach sound daunting, an elevator cuts through the rock to water level, where tangerine loungers on the stone sundeck give way to a cove with sandy shores. Here, breezy Carlino restaurant serves up lemon spaghetti beneath a cheerful thatched roof. Prefer more active endeavors? Hugging the cliff face above, seaside tennis courts serve up sets with a dazzling view.

Original Joe’s has the same birth year as another pretty famous San Francisco landmark: the Golden Gate Bridge. Both are definitely worth checking out, but only Original Joe’s will serve you a hearty Italian meal in a red leather booth. Back in 1937, the restaurant was a 14-stool counter on Taylor Street where immigrant and family patriarch Tony Rodin served Croatian-Italian-American comfort food. Original Joe’s is run by the third generation of the family. A fire destroyed the first location in 2007, but the corner spot in North Beach that opened five years later can’t be beat. Inside, the family’s San Francisco history is revealed by walls hung with black-and-white photos, letters, and other ephemera. The menu showcases some of Tony’s recipes, such as eggplant parmigiana, Joe’s meatballs, and veal parmigiana. Those counter stools are there, too, saved from the fire and brought over to the new Original Joe’s.

On the non-descript, busy corner of Bucareli and Morelos streets in Mexico City is a café with a famous history: Fidel Castro and Che Guevarra met here at Café La Habana several times, chain smoking and drinking strong coffee, to plan the Cuban Revolution. Nowadays, you can still get excellent coffee—and pretty good food—while you plan something a little less dramatic (but more enjoyable), like your vacation itinerary. Old journalists and businessmen congregate here for hours on end while salt-of-the-earth, slightly surly waitresses take your order and bring you your food and drink. Come for breakfast and order their chilaquiles, motuleños, or molletes, and wash it down with an espresso or café americano.

Whether you sit on the benches out front and people watch or stroll along Main Road and window shop, exploring the village of Kalk Bay on a summer’s day is so much better with a cone in hand.The Ice Cafe is one of the oldest ice cream parlors in Cape Town. The flavors are robust and all natural, the texture is perfectly creamy (like gelato). Cones are not overpriced like some other newer options in town.

Like to have a meal with historic spirits? Visit the oldest tavern in MA. and one of the most historic watering holes in America. First erected in 1780 in Charlestown, George Washington dropped in for refreshments and Paul Revere counted it among his favorites. Featuring traditional tavern fare for lunch and dinner, it’s a great pit stop after burning up calories climbing the Bunker Hill Monument just up the street.

Serene. That’s how I would describe the pool at the Lone Pine Hotel in Penang, Malaysia. This lovely boutique hotel is one of the oldest hotels in Penang, established in 1948. Recent renovations have made it into a charming ‘modern classic’ beach getaway. It’s under the management of the exclusive E and O Hotel. So you can expect beautiful rooms and good service, but at a more affordable price.

La Casa de Don Juan knows how to do breakfast. An instant hit when it opened, the restaurant initially focused entirely on the most important meal of the day with dishes like pancakes, huevos divorciados (two fried eggs, separated on the plate by refried beans), chilaquiles (eggs, scrambled or fried with crisp strips of tortilla and topped with salsa), and several other Mexican favorites. Its café de olla—a traditional cinnamon-sugar coffee—might be the best in all Los Cabos. Everything tastes like the most incredible home cooking, and the space itself more resembles a two-story residence than a traditional restaurant. The menu and hours have now extended to include lunch. Opt for the prix fixe menu or à la carte on taquitos (rolled tacos), cochinita pibil (slow-roasted pork), or chile relleno (a poblano chile stuffed with cheese and then batter fried).

Singapore may not have bicycle lanes on its roads, but the country does have a wonderful and growing network of bike-friendly asphalt paths along its many canals and rivers that are sometimes joined up with pathways in parks and along old rail corridors (in Singapore, they’re called park connectors). An easy 3-mile round-trip stretch to sample runs along the Singapore River. Join the riverside pathway just off Zion Road near the Great World City shopping mall—you can rent your chariot nearby from Bike Connect, at 23 Hoot Kiam Road—or grab a two-wheeler from the now ubiquitous bike-share steeds parked everywhere. Pedal all the way to the old shophouses of Boat Quay where the river empties into Marina Bay and then the South China Sea at the heart of Singapore’s colonial core. From there, get a glimpse of the grand Fullerton Hotel (once the national post office), the Asian Civilisations Museum (originally intended to be the city’s courthouse), and several historic bridges.

Renowned Costa Rican architect Ronald Zürcher looked to his country’s colonial past when designing this hacienda-style property—witness its central courtyard, arched doorways, and terra-cotta roofs. Set amid a 30-acre coffee plantation just outside the capital city of San Jose, the hotel’s 308 traditional accommodations follow suit with dark wood furnishings, but a modern aesthetic pervades renovated guest rooms with streamlined furniture, intricately patterned bathroom tiles, and expansive views that extend from green lawns to forested mountains and urban skyline; some include small balconies that overlook the hotel’s two pools. On-site dining options include gourmet takes on Costa Rican fare at Hacienda Kitchen, Peruvian specialties at La Isabela, and fresh-made sushi at La Castilla, as well as a sports bar and café. The open-air great room invites reading and quiet conversations, but if you’re up for something a little more energetic, there are tennis courts, a driving range, a fitness center, and invigorating coffee scrubs at the spa.

In the blink-and-you’ll-miss-it village of Volcano, on the slopes of Mauna Loa and just outside of Hawai’i Volcanoes National Park, are a handful of B&Bs and cottage rentals (see also Volcano Rainforest Retreat). Among the oldest—but no less charming for its 25 years—is Volcano Village Estate (previously known as Hale Ohia).


It’s a small cottage colony, with guest quarters scattered around a two-acre estate thickly carpeted in emerald-green moss and shaded by stands of soaring sugi (Japanese cedar) trees. The main house, a quirky Queen Anne style Victorian with a miniature turret and stone chimney that make it look like it was lifted right out of a children’s storybook, dates back to the 1930s when the manager of a sugar plantation built it as a summer holiday home. The gardens were planted by the same master landscape architects responsible for the Liliʻuokalani Gardens in Hilo (at one time the largest Edo style garden outside of Japan).


All guest quarters are sweetly decorated, in a largely Craftsman style with ceramic tiles and soft woods; some have pretty, stained-glass windows. But on a chilly Volcano night—and most of them are since the town sits at 4,000 feet—nothing is quite as romantic as curling up by the fireplace in one of the three stand-alone cottages, unless, of course, it’s sitting in the garden and watching the dazzling night sky, which is reason enough to stay on this side of the island.

Fearing a British takeover of its ill-gotten trading post, the Dutch East India Company built this star-shaped castle (known as Kasteel de Goede Hoop) between 1666 and 1679 to defend its territory. Now the oldest building in South Africa, the castle served as the center of Cape Town‘s civilian, political, and military life. The austere facade opens up to a striking central lawn and commanding buildings that, in their restored form, represent Dutch, English, and French architectural styles. History buffs will go nuts here: Check out the William Fehr Collection, the African pottery exhibit, and the Castle Military Museum.

On this rainy afternoon that I visited, Kitchener’s had the DJ on the decks mixing up a storm inside the venue, with patrons being able to browse the goods with their drinks in hand all the while being able to do a little boogie! Whether it’s on the weekend or during the week, Kitchener’s does get very full, but is always good fun! On the weekend’s the bar transforms into a bustling, bar/market with jewellery, vintage books, clothes and more on sale. A cool fact about Kitchener’s: It has the honour of being the second oldest bar in Johannesburg. Check out their full list of events on their Facebook page

This beautiful square is one the city’s oldest; set in Le Marais, it’s surrounded by grand houses and an arched walkway lined with galleries and quaint cafés. At Number 6, you’ll find the former home of Victor Hugo, author of “The Hunchback of Notre-Dame.” The park at its center is a popular place to gather al fresco in the warm weather.