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The Belmond Villa San Michele knows something about history. Michelangelo designed its facade, Franciscan monks tended its gardens, and Brigitte Bardot stayed here. But, like any elegant host, it’s not brash about its pedigree. Manicured Italian gardens—designed by 15th-century friars—beckon you for sun-soaked strolls. The colonnaded loggia is a pleasant place for a sunset aperitivo or candlelit dinner, especially with a view of Florence and the Arno Valley. The hotel’s expansive rooms are already decked out in the most tasteful, almost understated interpretation of Renaissance luxury—terra-cotta tile floors, heavy wood furnishings, just a dash of red velvet, and plenty of cream-colored walls—and then the panoramic views, original frescoes, and modern Carrara marble bathrooms steal the show. There’s a real-deal cooking school, where the chef actually works with each person in hands-on preparations—no demonstrations-only here. Other perks include the hillside pool, the concierge service that can get you into the Uffizi outside of operating hours, and, from the Loggia Restaurant, a view of the ancient Roman road that once connected Florence to Fiesole.

No surprises – pork is the focus at West Seattle’s Swinery deli. When you walk into the tiny shop, you’ll see a huge deli case full of steaks and chops, bacon, smoked meats, sausages, pates and confits, as well as all the pickled veggies, slaws, sauces, and sliced deli meats you need to assemble a truly kickass charcuterie platter. If you can’t wait, order a sandwich in the adjacent Courtyard Cafe. The focus is on BBQ pork and burgers, but the smoked turkey sandwich is smoky and flavorful, and the red onions and Carolina sauce add some tangy brightness. For big appetites, try the “Danger Fries,” hand-cut and fried in rendered pork fat, tossed with salt, fresh garlic and chives, and smothered in a bacon blue béchamel sauce.

Sunny days should be cherished, and Puerto Rico offers plenty of them. Beaches are wonderful when you’re seeking to escape the heat, but Old San Juan will have you embracing the rays and feeling just as wild and free. The whole family will have a blast running around the fields of El Morro, tirelessly trying to keep a cat- or airplane-shaped kite soaring through the air. At the Plaza del Quinto Centenario, where water shoots up from the ground in foamy jets, join the locals as they gather around to frolic and cool off.

I don’t want to use the word overrated. Many people rave about Coctelería Dickens, but I stopped going there after I paid five euros for a coffee. However, those who are loyal to the bar manage to see past the exorbitant prices to the man behind the bar. Joaquín Fernandez is at the helm, and he is a regular feature in the local press for his cocktail knowledge. He stands definitively in the old-school corner, which means he fits perfectly in this classic San Sebastián bar.

When someone tells me they’re traveling to Spain and looking for recommendations, San Sebastian (Donostia, in Basque) is my first thought for city destinations in the northern part of the country. It’s charming, beautiful, and steeped in history. Mount Urgull, the hill that stands on the right side of the bay, epitomizes all those characteristics in one easy to explore package. Mount Urgull is an easy walk from anywhere along the Promenade, and you can either walk up from Parte Vieja or walk around by the aquarium and the point to see views of the Bay of Biscay. I’ll recommend that you start with the second way and, coming back down, drop right into Parte Vieja. That way you get the best of both.

Montreal’s very own Prince of Darkness is best known for his mastery of soft, buttery black leather and his play with textures and details such as zippers and horse hair, but he’s expanded his recent collections into a less gothic and more widely accessible styles that have even branched out into color ¬– albeit dark browns and blues. The women’s wear designer has created collections for off-the-rack store Bedo, but to get a real sense of his unique vision and approach to form, best head down to his sleek boutique on chic Rue Saint-Paul in Old Montreal. Here you’ll find statement pieces to be worn to your next gala as well as rugged wear you can integrate into your everyday.

The duo of José Manuel St-Jacques and Simon Bélanger is made in heaven. They design graceful, luxurious clothes for the modern woman who aims at Marlene Dietrich elegance in her every gesture. From crisp white crêpe suits to flowing pleated lamé skirts, their designs are the sort that make you walk taller and feel like you’ve arrived, whether it’s on the red carpet or at a soirée among friends. UNTTLD are masters at blending textures, like see-through evanescent silk worn with a structured cotton pencil pant, and they are known for their unique prints. They sell directly out of their Mile End loft (upon appointment), or through exclusive stores such as Ogilvy.

One of Intramuros’s main tourist attractions, Fort Santiago and its beautifully landscaped grounds on the bank of the Pasig River make for a wonderful escape from the bustle of the big city. Originally built by the Spanish in 1590, the citadel today includes gardens, plazas, fountains and a lily pond. The Rizal Shrine museum features displays of memorabilia relating to national hero Dr. José Rizal, executed by the Spanish in 1896 for being one of the leaders of the Philippine Revolution. The fort includes a re-creation of his cell and the courtroom where his trial was held.

Part sustainable residential building, part eco-friendly lodge, the El Moore has been witness to Detroit’s turbulent history. The restored Victorian building boasts rooftop urban cabins, expansive suites, and bunk-bedded garden view rooms, covering various price points. Rooms feature reclaimed wood and subway tiles as well as ash paneling, geothermal heating, and solar paneling.

The Gin Joint opened in 2010 and was Charleston‘s first real dedicated craft cocktail spot. Five years later, it’s still going strong with its creative drinks menu (including a “bartender’s choice” option for the patron who wants a surprise) and great bites, from gourmet soft pretzels to “cornbread and milk” for dessert.

With its pressed tin ceilings, exposed brick walls, and extensive cocktail menu, The Belmont could easily be mistaken for a bar in Brooklyn. But the laid-back vibe is pure Lowcountry. The Belmont is one of Charleston‘s first craft cocktail bars, and it’s still one of the best. No reservations.

Top chefs clamor for the hams cured at Bentons, an unassuming smokehouse in Madisonville. Online orders can take more than a month; instead, drop in for a tour and take home some bacon. This appeared in the May 2014 issue.

Served with Hawaii’s familiar aloha, the Puka Puka Kitchen cooks up delicious Island food including ahi don, garlic curry, and chicken katsu. It seems like there is a Greek and Indian influence to the Hawaiian flavors which makes Puka Puka unique and worth a visit!

This classic Galveston seafood restaurant has been open since 1911! Gaido’s serves fresh Gulf seafood in a traditional atmosphere. Menu highlights include the bisque, snapper, and pecan pie. Photo via Gaido’s Seafood Restaurant Facebook page

Equally summery and sexy, 4th & Ocean has the clothes you want to wear for a Florida weekend...from bikinis, to backpacks, to sunnies. Stocked with brands like Roxy and Billabong as well as up-and-coming designers, this store will fulfill all of your surf-style needs.