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Hundreds of years ago, at the height of Florence’s Renaissance heyday, visitors to this cultural capital wouldn’t have stayed in the kinds of luxury hotels that now line its picturesque streets. Rather, the well-heeled would have come at the behest of friends, lodging in private homes whose unassuming facades in the best neighborhoods belied their sumptuous interiors and private gardens, outfitted with art and artifacts collected from around the world.

A guesthouse to its core, Casa Howard continues this Florentine tradition; there is neither lobby nor restaurant, and the owner Massimiliano Leonardi di Casalino lives in his own apartment here while in town (note, it can be rented when he’s away). Jennifer Howard Forneris, one of the design-conscious proprietors who has since passed away, was the daughter of renowned textile designer Luciano Forneris. She gave each room its own look, with finds from her and Leonardi di Casalino’s world travels. A media room is the sole common area, and a hammam steam room and an on-site concierge service are the only nods toward traditional hotel services. Insider recommendations are personalized according to guests’ preferences, and the honor bar feels more like a friend’s (well-stocked) fridge.

The Bellini was born in Venice at Harry’s Bar, which has been hopping since 1931. Declared a National Historic Monument by the Italian government in 2001, this San Marco bar and restaurant is a cultural institution. Even though it doesn’t do the best food in Venice, and prices are ridiculously expensive, it’s worth dining here once just for the experience. Over the decades it has served a global collection of writers and artists, including Ernest Hemingway, Charlie Chaplin, and Orson Welles, and today it’s still popular with Venetian movers and shakers.

The interior decor has not changed since Giuseppe Cipriani opened Harry’s on the eve of World War II (and during the war, Harry’s was one of only a handful of restaurants in Venice that would serve Jewish patrons). The food is classic Venetian. Try the baked sea bass with artichokes for a main, and make sure to save room for dessert. Harry’s is famed for crêpes flambées and also its Cipriani chocolate cake. Reservations are imperative; when booking ask for the ground floor because dining here is all about seeing and being seen, and the second floor is considered much less cool by Venice society (although it has much better views and more dining space).

The Victorian-era glass and wood structure, which looks like a sugar-coated castle atop a grassy slope, is Golden Gate Park’s oldest building. It’s also one of San Francisco’s most splendid historic sites. Wander through five different galleries housing 1,700 species of aquatic and tropical plants along with the world’s largest public collection of high-altitude orchids. The potted plant gallery features rare flowering plants and an assortment of decorative urns and containers from all over the world, including a leftover from San Francisco’s 1915 Panama-Pacific International Exposition. Keep your eyes open for special exhibits, including the annual Butterflies and Blooms, which transforms the conservatory into a magical garden aflutter with hundreds of butterflies.

The Louisiana-style, year-round barbecue at Buster’s is in a league of its own. Main-course options at this no-frills (read: It’s a glorified picnic shelter) Calistoga eatery include shoulder, pork ribs, tri-tip, chicken, pork loin, and pulled pork—all cooked medium rare unless otherwise specified. Most dishes come with sides such as baked beans, macaroni salad, and cole slaw. All portions are heaping, and every dish comes with signature garlic toast. Dessert options include house-made sweet potato pie and fresh-baked cookies. Because of Buster’s proximity to downtown Calistoga, the restaurant is a great stop after a morning hike on Mount St. Helena. On warm days, try to grab a table outside and watch the ‘cue masters work the outdoor grills, and on Sunday afternoons, stick around for live blues and jazz on the patio.

There are a few contemporary boutique brands poised to put San Francisco on the fashion map. Freda Salvador shoes have become the “it” footwear for a subset of effortlessly cool creative women. Editors and designers can be spotted sporting the brand’s modestly heeled modern loafers, mules, boots, and sandals, which come in gorgeous colored leathers and satins. The shoes are all designed in Freda Salvador’s Sausalito studio by cofounders Megan Papay and Cristina Palomo-Nelson, and fabricated in a tiny family-run factory in Elda, Spain. Quality is paramount, as is wearability, but it’s the styles that have truly set the brand apart. The San Francisco flagship on Fillmore Street attracts a ladylike version of the obsessed sneakerhead—Freda fetishists who collect new styles like playing cards.

Each time I visit this beach, I am enchanted anew. These beautiful sands, sea, and cliffs are exotic. I sit on the sand watching swimmers, surfers, boaters, and fishermen. I watch the birds happily flying around. I stare at the brilliant blue sky with its puffy clouds gliding by. And I gape at the huge cliffs that tower over all of us.I collect the rare rocks with white stripes running through the stone that are unique to the area. This is Castelejo Beach on the western coast of Portugal where there are many rugged, wild beaches. From Lagos, you go west to Vila do Bispo and follow the signs to this beach. The road is rugged and narrow and ends just above the beach with a parking lot. Get a good map of the area at your hotel. Hungry? The Castelejo Restaurant is at the top of the path to the beach. This restaurant serves octopus dishes and other fresh seafood. If you are there at sunset you will be lucky enough to see this gorgeous beach bathed in glowing light. Try to visit this beach when in the western Algarve.

In the heart of old town Kapaa, the Olympic overlooks Main Street with laid-back Hawaiian style. Upstairs in an old building that’s been converted into a collection of ragtag shops, the cafe has a commanding presence. Park and wander along the street to make your way to the stairs leading up to the bar and cafe. No pretense upon arrival. The tables lining the open windows in front are choice for people watching and catching the breeze from the prevailing trades. Late afternoon sun streams in and heats things up but is a welcomed delight. There’s always something cold close by to help with the temperature regulation. The bar is a mix of locals and tourists. Happy hour is a draw from four to six with discounts on drinks and select appetizers. I’m a big fish fan when near the source and the fish tacos at the Olympic take the gold. Dressed with a mango salsa and sides of beans and rice, they use two kinds of fish to keep your tastebuds guessing. There is a good selection of island beers and all the fruity umbrella drinks you can imagine. It’s right on the Kapaa multi-use path, so you can cruise in on your beach bomber for a refreshing break. Staff are friendly and service is casually good. Worth a stop when trolling around Kauai for someplace to take a break from vacation.

Among the increasingly trendy streets of the Upper Marais, this intimate hotel offers a refreshingly low-key place to unpack. Named for the classic Francois Truffaut film, and set in a former precious metal factory, Jules & Jim has a low-fi artistic bent. The ground-floor lobby and bar—both set off a central, glass-roofed courtyard and garden—feature a rotating collection of works by local painters, photographers, and graphic artists, as well as residential-style seating and bookshelves lined with bric-a-brac. Spread over three structures, the 23 rooms range in size; the “Jules” options in the main building are the smallest and best for solo travelers, while the “Hi-Macs,” “Sous Les Toits,” and “Duplex” accommodations work better for two guests or longer stays. Some categories include perks like terraces, sofa-beds, Nespresso machines, and views of Montmarte, but all come with Bluetooth sound systems, free Wi-Fi, rainfall showers, and access to 24-hour room service (note that there are no mini-bars or fridges).

Encompassing early 200 acres of rolling parkland, Villa Borghese is Rome’s verdant heart and everyone’s favorite place for an afternoon walk. The vast gardens are criss-crossed with picturesque paths, where visitors can meander past ancient statues and fountains, sit by a lake or caffè, and take in a film at one of two cinemas. For culture vultures, there is a Shakespearean Globe Theatre with a robust summer schedule, a historic puppet theater, and several world-renowned museums including Galleria Borghese with its enviable collection of Bernini sculptures and Caravaggio paintings. Younger kids enjoy playgrounds, electric train rides, and a kids museum, while children of all ages can get active with skate, bike, and paddleboat rentals.

When on the road in south or southwestern Morocco, you may notice a tourist bus that has pulled over and discharged a busload of passengers to run dashing through the trees with their cameras. What might be happening? The answer is simple: tree-climbing goats! Let me explain the trees first -- A huge cottage/co-op industry in Morocco is the production of argan oil, derived from the seed kernel of the fruit of the argan tree, endemic to Morocco. The argan tree grows wild in semi-desert soil and is extremely well adapted to drought and other difficult growing conditions of the region. The species Argania once covered much of North Africa but is now endangered and under protection of UNESCO. Argan oil is valued for its nutritional, cosmetic and medicinal properties, and could be considered one of the rarest oils in the world due the very small growing region. OK, now I’ll explain the goats. Goats love the fruit of these trees so much that they use their climbing ability to get far up into the trees to eat the fruit. Prior to the adoption of modern processing methods, argan oil was once produced by collecting the undigested kernels passed by the goats (sorry, just had to mention that!). Be sure to shop for some of the wonderfully rich lotions and creams made from argan oil; and look for handcrafted soap as well.

You might encounter this evolving collection of apparel, accessories, and furniture “popping up” here and there. Owner Linda Hamilton, interior designer, fashion stylist, and entrepreneur, has spent years traveling the world on a quest for exciting and authentic apparel and accessories. You can find her Nomad Chic collection at boutique hotels and other locations and events across the United States and Mexico. Perhaps in a fabulous hotel lobby, poolside, or in her Moroccan tent filled to the brim with extraordinary apparel, jewelry, and accessories. She has created a unique mobile shopping experience. Nomad Chic’s carefully curated merchandise is a combination of unique and limited-edition creations by a host of international designers (which you will not find in other stores) along with Linda’s own apparel, jewelry, and accessories collection. Nomad Chic has been known to appear at the white building, Juarez (@ Hidalgo), Todos Santos, B.C.S., Mexico.

Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

Independence Square lies at the busy center of St. Kitts’ capital city, Basseterre. Known as Pall Mall Square prior to the island’s independence in 1983, it’s always been the center of commerce—albeit a darker business in years past. A careful look at the surrounding historic buildings reveals places where slaves were held prior to being auctioned off in the square. Today, however, an ornate fountain stands at the center of the park, and the grassy areas play host to parties and public gatherings.

Located inside the rectory building of the former St. Vibiana’s Cathedral, Redbird pays homage to its historical walls by keeping decor simple and minimal. The patio outside was practically built for brunch, which features an impressively deep set of cocktail options alongside frittatas and ricotta-blueberry pancakes. The real draw of the place, though, is its fabulous dinner menu, which offers American-inspired dishes like California sea bass, Day Boat Scallops, and a thyme-heavy chicken potpie. The wine list is extensive when it comes to both bottles and sips by the glass, so follow your server’s lead when it comes to picking the perfect one for your meal.

Stretched out from the northwest corner of the island like a small arm, Pigeon Island is a historical landmark and a satisfying all-in-one nature, beach, and hiking escape minutes from Rodney Bay Marina. The 44-acre mountainous green plot is home to the preserved ruins of British military forts and garrisons; the Brits chased the Caribs out and used the islet to monitor French activity. Walk among the ruins, and hike up to the cannons of Fort Rodney, where the lookout point offers a breathtaking panoramic view of St. Lucia’s coastline and the sea below, dotted with sailboats. Hike down to the beach for a swim and a toast to history at Jambe de Bois, a restaurant on the water.