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City Winery is one of those rare places that does many things well. The fully-functioning winery is also an event venue that hosts live music performances as well as food and wine classes; plus, it serves food, too. The menu is Mediterranean-inspired and each dish is listed with wine pairing suggestions. Prefer to pick your own? You’ve got plenty of choices, with more than 400 labels in the cellar.

For a night of music, soul food, and raucous fun, head to Madam’s Organ, a local landmark in the Adams Morgan neighborhood. It’s not hard to find this place; look for the large mural of “Madam” on the side of the building and an entrance that defies description (“urban junkyard,” perhaps?). Inside, things are just as wacky—don’t touch the taxidermy and don’t try to figure out the signs—and the crowd eclectic. Madam’s Organ dishes up live music every night of the week, mainly blues and bluegrass. There are multiple levels: live music on one, pool on another, lounge on another floor, and finally, the rooftop for views of the city. Warning: This place packs a big crowd on the weekends, as the fun and noise level ramp up.

Quirky is the word for Castle Leslie Estate in Monaghan—near the border between Northern Ireland and the Republic of Ireland—where rooms are arranged at the end of higgledy-piggledy corridors and long flights of stairs. The winding layout and overstuffed armchairs in the lobby make the vine-swathed, 19th-century castle feel like a family residence—and it feels even more homey when you see the castle’s nonagenarian owner, Sir John Leslie, Fourth Baronet (or Sir Jack to guests), chatting with visitors in his pajamas around midday.

There are a thousand acres to explore, three lakes to row around, forests to get lost in, streams to follow, and horse trails to trot along (starting in the equestrian center and livery near the main house). So at the end of the day there’s nothing left to do but sit by the fire and engage Sir Jack in a long chat. Rooms are scattered throughout the estate: in the castle, of course, but also in the former hunting lodge, stable mews, and village cottages.

Every day millions of people walk down Istanbul’s famous Istiklal Street unaware of the nearby terrace restaurants offering magnificent cuisine and divine views of the Bosphorus Strait—among them, Divan Brasserie Beyoğlu. Opened in 2014, the restaurant excels in plating timeless recipes with modern touches. Take a seat here for lunch or dinner and peruse a menu of regional dishes such as the Albanian-style liver and pan-seared lamb served in eggplant puree along with gourmet pizzas, beef burgers, and seafood dishes. Istanbullus (Istanbul residents) will say you haven’t dined in Istanbul until you’ve dined at a rooftop terrace overlooking the city. Do them proud at Divan Brasserie Beyoğlu. To find it, look for Koć University on Istiklal Caddesi and follow the discrete signage and let the glass elevator take you the rest of the way.

Grammy-nominated country crooner Dierks Bentley brought a new country vibe to his home state when he opened Whiskey Row, a 1920s-style saloon that hosts live local and national acts. There’s a menu of Southern comfort food made from local ingredients along with self-serve beer and liquor on tap.

Siem Reap is home to Cambodia’s finest restaurants, including the outstanding Cuisine Wat Damnak, named Cambodia’s Best Restaurant when it crept onto the San Pellegrino Asia’s 50 Best Restaurants list at #50 in March 2015. The town’s Khmer restaurants should be your priority, including Sugar Palm and Chanrey Tree for outstanding traditional food, served in beautiful spaces. However, Siem Reap also boasts an abundance of restaurants offering international cuisines, from Italian to Indian.

Treehouse Truck in Orlando, FL is a local food truck roaming the streets throughout Central Florida. If you’re lucky, you might even find them in Ft. Lauderdale or Miami! Known for some jaw dropping menu items, they have some other must try items. “Rachel’s Goat Cheese Burger” is quickly becoming a favorite amongst many local Orlando folks. This is a burger topped with Goat Cheese, Tomato, Fresh Arugula, and drizzled with a Balsamic Glaze served on a Toasted Bun. Treehouse Truck should be on your list of “must dos” if you are traveling to Orlando on vacation. If you are lucky enough to live here, you are lucky enough to be able to eat at Treehouse Truck almost any day of the week.

This small, family-run wine shop in the Oltrarno district has been a gathering place for Florentines since 1947. Now run by the founder’s grandson and his family, it remains a place where neighborhood denizens come to buy wine to take home or to have a chat over a glass. Inside the shop, floor-to-ceiling shelves display bottles from a variety of Italian regions and vintages, with options in every price range. Glasses of red or white wine, dispensed from taps, can be enjoyed at the narrow bar. Or linger a little longer: Ask for a seat at one of the sidewalk tables, then order a glass of Chianti and a snack of chicken liver pâté (made from Nonna’s recipe) served on grilled Tuscan bread.

Hit the Fondouk Kaat Smen, otherwise known as the honey souk, to taste your way through as many as 17 different wild honeys for sale. Varieties range from familiar orange blossom and lavender to more unusual treats like caper and carob. If jujube is available, note that it’s favored for its anti-inflammatory and antioxidant properties, is considered to be particularly good for the liver and is locally consumed more as a medicine than something to spread on toast. People travel from afar to take this honey home, so the proprietor, Mr. Hicham, is used to packing it for air travel. Pop around the corner to the spice shop on Rue Bouhaj to stock up on freshly ground spices, too, like lemon-scented cumin, rich red paprika, ground ginger, sweet and earthy turmeric, and heady cinnamon.

The fashionista’s drinking place of choice, Roberto Cavalli’s chic café makes a perfect pit stop on the designer boutique trail. Perch on a leopard skin pouffe for an excellent cappuccino, decadent pastries and cakes, and savory dishes at lunchtime. Foodie gifts to-go include delicious handmade chocolates, panettone at Christmastime (wrapped in Cavalli’s trademark animal-print paper), and award-winning wines made by Cavalli’s son, Tommaso.

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.

Located in the heart of Orlando’s Little Vietnam district, this casual eatery does Pan-Asian cuisine perfectly, with a spread of affordable, piping-hot dishes inspired by hawker-style street food. It’s hardly a new concept in a city known for great Asian restaurants, but Mamak does it exceptionally well with small plates like beef bulgogi, golden roti canai bread, Indonesian nasi goreng, and a spectacular version of Malaysian char kway teow noodles. Come with a group so you can order a little bit of everything—it’s the kind of place where sharing just two dishes is nothing short of sin.

Somewhere between private villa and luxury hotel room, the suites at Pietermaai are as close as you can get to a chic, European pied-a-terre in the Caribbean. Plus, they’re located just a stone’s throw from Curaçao’s liveliest restaurants in the up-and-coming Pietermaai district, the popular Punda shopping area, and the atmospheric Floating Market (which doesn’t really float). The loft-like suites are outfitted with kitchenettes, wooden floors and shutters, and an outdoor sitting area. Some have a plunge pool or duplex layout, and the two-bedroom penthouse apartment is oceanfront. When not relaxing in their rooms, guests can take a dip in one of the hotel’s small pools, surrounded by lush gardens, or set off in search of sand with beach towels provided by the hotel.

The suburb of Rosebank has the best of both worlds: it’s home to major commercial hot spots, but it also boasts peaceful pockets of lush lanes. The understated Clico Boutique Hotel sits in one of the latter areas, but guests will be surprised to discover that it’s just a few minutes’ walk from some of the city’s liveliest eateries and shops.

It’s all about personalized attention at Clico, and the nine rooms make it easy for staff to attend to guests’ every whim. The chef can customize menus, and the staff will dote on guests with a smile—even making sure they toast the sunset with a glass of Veuve Clicquot in hand. When staying in a hotel named Clico, after all, one can rest assured champagne will be flowing freely.

Take the afternoon off and wander along the many lanes of Koregaon Park. You’ll encounter an eclectic mix of establishments: Hole-in-the-walls, chic cafes, pubs, food stalls, fine dining restaurants, fast food chains, designer boutiques, and street markets. You’ll also get to see how the other half live. Sprawling bungalows with ornate gates and name plates dot these lanes, each one grander than before. The sheer opulence of the houses here will make your jaw drop. But the real magic of a walk in these parts lies with the ancient banyan trees lining the streets. They stand tall and wide with their aerial roots dropping down in clusters and almost matching the length of the trees, creating a strange but beautiful canopy. Despite the constant flow of traffic on the main outer road, there is quiet to be found here. The car horns are replaced by chirping bird calls, and an occasional laugh might float through an open window.