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  • Naviglio Grande, Italy
    While few in number, Milan‘s canals can be charming. Naviglio Grande, the largest, is my favorite to walk along. Lined by shops, outdoor cafes and bars, there is life alongside the water anytime of day. If you’re lucky you’ll catch the Antique Market that fills up the walkways on some Sundays. It is a treasure trove of pottery, jewelry, vintage designer clothes, and Murano glass—Milanese have impeccable taste for both the old and new.
  • 1228 Sherbrooke St W, Montreal, Quebec H3G 1H6, Canada
    This hotel is on our list of The 10 Best Hotels in Canada.

    First opened for business in 1912, the iconic Ritz-Carlton Montreal—known as “the grande dame of Sherbrooke Street"—began a $200 million facelift in 2008, opening its doors again in 2012. Quebec’s most luxurious and historic hotel could tell endless celebrity secrets but is, of course, far too discreet to utter a word. It’s no secret, though, that Elizabeth Taylor married Richard Burton here, that the Rolling Stones rented the entire sixth floor in 1972, and that a who’s who of world leaders, movie stars, and royalty are still regular guests. Situated in the downtown culture and shopping hub that is the Golden Square Mile, the hotel oozes money-is-no-object luxury from every pore: from the ornate duck pond and immaculately manicured garden and terrace to the 100-year-old chandeliers, the sweeping staircases, and the belle époque golden glow of the lobby and palm court. Rooms have a white-and-gray minimalist palette with splashes of signature purple. Antiques and original features blend with ultra high-tech design such as Japanese Toto toilets in all bathrooms, heated floors, and motion-sensor lighting.
  • 6 Stowe Street
    As you look at the chair, the vintage country-style fabrics will initially catch your eye, but it’s the suitcase frame that will make you do a double take. To Katie Thompson, the fit between old and new only seems natural. A graduate of the Design Time School of Interior Design in Cape Town, she’s been hoarding old housewares like suitcases, telephones, and typewriters and recycling them into functional pieces of furniture for years. Now that the Recreate showroom has moved into Katie’s original workspace on Stow Street in Salt River, travelers have a unique opportunity to see some of her pieces in development while shopping. You can also grab a cup of coffee and sit for a moment on the front patio before heading onwards to explore the rest of the Woodstock and Salt River neighborhood.
  • 215 Charles St, Boston, MA 02114, USA
    While the Liberty Hotel may have deep roots in Boston lore, it’s not for the reasons you think. For more than 100 years the hotel existed as the Charles Street Jail, an in-city penitentiary that housed (in)famous inmates like James Michael Curley, Malcolm X, and Sacco and Vanzetti. Its inspired transformation came in 2007, but the owners maintained some of the jail’s vestiges, from the exercise yard to several jail cells, while turning the building into a 298-room luxury hotel. Richly appointed rooms offer sweeping views of the city skyline and the Charles River.

    The hotel houses five distinct restaurant and bar venues, all of which attract large swaths of locals, especially on the weekends. Located at the foot of Beacon Hill, the hotel is steps away from the boutique and antique stores along Charles Street and also sits next to the picturesque Charles River Esplanade.
  • 329 Meeting Street
    For many Charlestonians and tourists, every Saturday is spent in Marion Square at the farmers’ market. Students nursing hangovers wait in line for a crepe at Charleston Crepe Company while farmers from John’s and Edisto islands sell their fresh vegetables. Artists sell their work while children play on inflatable slides and a guitar player keeps the crowd entertained. Between the French, Greek, Cajun, Spanish, Italian, Southern, German, and Indian foods on offer, you really can’t go wrong. Grab an assortment of foods to try and find a nice spot in the shade to eat and people watch.
  • 2409 21st Street
    Fringe just oozes character. From the moment I walked past the racks of vintage clothing and battered cowboy boots outside the shop, I knew I had to go inside. The interior is like a hip warehouse of sorts—a large but cozy space full of vintage furniture, clothing, art, and lots of unclassifiable goodies. The owner also carries carefully selected body products such as Kai fragrances. The shop is best known for its vintage signs, many of which have been carefully restored and are alone worth a look. Fringe is located on a fun section of 21st Street at the south end of Midtown Sacramento. Next door is the lovely It’s All Yoga studio and a large antiques store. Around one corner is Sacramento Beekeeping Supplies and around the other is the Vietnamese Buddhist restaurant Andy Nguyen’s (all vegan).
  • 300 East Adams Street
    Elwood Bar and Grill now lies in the shadow of Comerica Park on Adams but it was built in 1936 by Charles Noble at the corner of Elizabeth Street and Woodward Avenue. Moved in 1997 to make way for the new Tigers stadium (Comerica Park) it was and still is downtown Detroit’s most recognizable art deco diner. Now restored following its move, it is the premier place for sports fans, history buffs, couples, singles, and anyone looking for a good time to hang out on game day or any other day of the year. Its proximity to Comerica Park and Ford Field (the latter is where the Lions play), also makes it ideal both for pre- and post-game enjoyment. A recently expanded menu also makes it a great place not just to drink, but also to eat.
  • 54 Pearl Street
    Want to eat where a historic event of the American Revolution took place? Try Fraunces Tavern in downtown New York City. After defeating the British, it was here that George Washington gathered his officers for a farewell speech before heading back to his family home, Mount Vernon. Built by a French merchant family in 1719, Samuel Fraunces bought the building in 1762 and opened a tavern. The museum today includes four 19th century buildings, in addition to the original 18th century house. Fraunces Tavern is now a restaurant and museum devoted to pre-Revolution and American Revolution history. It is also an official NYC Landmark. Go to experience a unique piece of history, then enjoy a hearty meal or a single malt in the tavern or one of the newer buildings (above). www.frauncestavern.com 54 Pearl Street
  • 1200 E Cary St, Richmond, VA 23219, USA
    The Shockoe Slip in Richmond, Virginia has many quaint shops, good restaurants, and several upscale hotels. One of those hotels is the Berkeley Hotel. This boutique hotel is beautifully furnished. The rooms and bathrooms are richly decorated. Breakfast, lunch, and dinner are offered in the hotel restaurant. Access to the Jamestown Center fitness club is included for guests. The attentive staff will be happy to assist you in any way they can. Nearby you will find the Richmond City Hall, the Virginia State Capital, the James River, and many other historic sites. A stroll down Cary Street is fun whether you are going to a restaurant or shopping or sightseeing. I have stayed at the Berkeley several times and have never been anything but pleased with the service and the hotel.
  • 15 Beeston Pl, London SW1W 0JW, United Kingdom
    The royal family has made this intimate hotel their home-away-from-home since Otto Goring first opened its doors in 1910—which is why it’s the only hotel to hold an official Royal Warrant for hospitality services, bestowed in 2013 by Queen Elizabeth II, who has been enjoying lunches and teas here since she was a child. Set on a quiet Belgravia side street, just a few blocks from Buckingham Palace, the elegant hotel also hosted nobility, both foreign and domestic, during the coronations of King George VI and the current queen, and—as the first hotel in the U.K. with en suite bathrooms—often served as a convenient place for dignitaries to freshen up prior to an audience at the Palace.

    Today, the 69-room spot—which is still owned by the same family—caters to a devoted (and primarily American) clientele, who love the intimate feel, central location, and excellent service, not to mention the rare perks like a back garden. Rooms are cushy and comfortable, with traditionally English décor (silk wallpaper, vintage-inspired headboards, Italian linens, and oversized armchairs) and playful details (pops of color, giant stuffed sheep mascots peeking around corners, and an in-room lighting switch with choices like “Bright,” “Cozy,” and “Oooh”). Upgrade to a suite to enjoy more room and dedicated service from one of the legendary footmen, identifiable by their gold-embroidered scarlet coats. (For even more perks, check in to the gorgeous, two-bedroom Royal Suite, which boasts four-poster beds, a grand piano, a six-seat dining room, antique glassware, and a life-sized portrait of Queen Victoria in the shower.) A steady stream of locals of all ages join hotel guests for lunch on the garden terrace, drinks around the gleaming wood bar or in the fireplace lounge, and the famous Afternoon Tea—just book early for the latter, as there can be a months-long wait list.
  • 2900 18th St, San Francisco, CA 94110, USA
    While Heath Ceramics is over 60 years old, having been founded in 1948 in Sausalito, their colorful bud vases, dinnerware and tiles have enjoyed a boom in recent years. Straddling the line between a rough, hand-crafted aesthetic and an elegant, understated quality, their pieces are hard to miss in the pages of design magazines as well as at the homes of some of your most tasteful friends. The new retail location on 18th Street includes a workshop alongside a café serving Blue Bottle coffee. There is also a smaller location in the Ferry Building.

  • 1354 Kuhio Highway
    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.
  • Place Sainte-Croix, 45000 Orléans, France
    The Cathédrale Ste-Croix, where Joan of Arc attended Mass on May 2, 1429, during the Battle of Orléans, is most famous for its 10 stained glass windows illustrating scenes from her life. However, the neo-Gothic cathedral—built over 600 years, from 1287 to its official inauguration on May 8, 1829—is worthy of praise in its own right, especially its western facade, with its ornate stonework, 288-foot towers, and three spectacular rose windows. Among the five largest Gothic cathedrals in France, the church is also home to a beautiful choir section and deambulatory, filled with interesting stonework and decoration.
  • Somerset Falls, P.O.,, Hope Bay, Jamaica
    There’s no shortage of refreshing waterfalls in eastern Jamaica. But after Reach Falls, I’d say Somerset—also located on the east coast—is a close second in natural beauty. Somerset Falls’ cascades can be reached by hiking or by canoe ride along the river. Either way, it’s a stunning, still relatively verdant area teeming with bird life—resident parrots—and caves to explore. It’s easy to find too, ideal for a day trip from either Port Antonio or Ocho Rios. Look out for a billboard right off the paved northern highway, about an hour and a half north of Ocho Rios.
  • Belmont, Jamaica
    Peter Tosh, the reggae artist and cofounder of the Wailers, was born in the scenic coastal village of Belmont, and it’s here you’ll also find his tomb and memorial. Fans can visit Tosh’s burial site on sprawling property maintained by his surviving family as the Peter Tosh Estate. Stop by the grounds and chat with family members, who will tell you about the life of Tosh, one of the most popular Rastafarians in the world, and let you visit his grave in exchange for a donation. Die-hard reggae fans will want to include this stop on the way around the western coast.