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  • 168 Rue Saint-Paul O, Montréal, QC H2Y 2Z7, Canada
    Le Petit Hotel is housed in a former leather merchant’s building that dates back to 1867 and boasts original stonework arches and pillars at its entrance. Truly a “petit” hotel, its 28 rooms are spread across four floors and divided into S, M, L, and XL. Although it’s small, the hotel packs a stylish punch, mixing century-old exposed brickwork and stone with funky hardwood floors and modern-day luxuries—from free Wi-Fi and iPod docks to platform beds and multi-jet massage showers. In the guest rooms, splashes of bold, sunny orange and black accents create a contrast to the fresh white walls. Situated in the heart of Montreal’s fashionable Old Port area, guests are just steps from much of the city’s best shopping, dining, and art.
  • 5001 Antelope Junction Farmington, New Mexico
    Carved into cliffs of Ojo Alamo sandstone, this unconventional hideaway was originally intended to be an office for geologist (and owner) Bruce Black. Now, it’s the perfect place for adventurous travelers to engage in Flintstonian fantasies.

    Overlooking the La Plata river valley, the cave and its two patios afford views of the Four Corners—Colorado, Arizona, Utah, and New Mexico. The cave itself is about 1,700 square feet, with a central stone pillar anchoring the main living areas: living room, dining room, kitchen, and kiva, or traditional ceremonial room, with traditional horno (fireplace). The separate master bedroom has a queen bed and a bathroom with a waterfall shower and Jacuzzi.

    The cave is stocked with an assortment of DVDs and CDs, and while you can get cell service, there’s no Wi-Fi. Your neighbors are squirrels, chipmunks, ring-tail cats, and hummingbirds.
  • J.E. Irausquin Blvd 51, Oranjestad, Aruba
    Located at the Casa del Mar Beach Resort, this casual, indoor-outdoor restaurant starts serving breakfast at 7:30 a.m. and stays open until 10 p.m. Whether you visit morning, noon, or night, you can look forward to everything from local fish to oversize salads and hearty sandwiches. Cocktails are another specialty—in fact, the restaurant hosts happy hour three times a day with two-for-one drink offers. Other nightly specials popular with both visitors and locals include all-you-can-eat ribs on Tuesdays and karaoke on Wednesdays, made all the more fun by the breezy location and ocean views. Die-hard sports fans don’t even have to miss the game, since the restaurant tunes its TVs to whatever patrons request.
  • Antigua and Barbuda
    English Harbour is one of Antigua‘s crown jewels, so it should be no surprise that Fort Berkeley was erected to protect this excellent protected bay. Placed on the peninsula on the western entrance, this fort has been enforcing entry to the anchorage for nearly 300 years. Today, the fort is mostly ruins, but it still supplies visitors with stunning views of the harbor. From Nelson’s Dockyard it’s a fairly short 10-minute stroll to the ramparts and well worth the walk. From here you can see the dockyard’s waterfront, every boat that enters the bay, and beautiful Galleon Beach on the opposite shore.
  • A4, Bull Bay, Jamaica
    If you’re staying on the east coast or close to Kingston, Wickie Wackie Live! is the place to be for some live reggae on the beach. For just a small entry fee, you’ll get to enjoy excellent local performances seaside—often held on Saturday evenings, 8 p.m. until midnight. There are onsite food and trinket vendors, as always, and the atmosphere is one fit for a wide audience, including families. Wickie Wackie is one of only a few live venues in Jamaica where up and coming artists get to show off their skills. Many made their debut here before rising to stardom.
  • 7333 E Indian Plaza, Scottsdale, AZ 85251, USA
    Apparently, you don’t need a rockin’ house or an haute hotel to throw a massive pool party. The only thing missing from the poolside shindigs at these downtown Scottsdale bars are the floaties. First, there’s Spanish Fly Mexican Beach Club with its private cabanas and day beds. Then just down the street is Maya Day and Nightclub, which not only has private plunge pools but also a taco bar, LED video screen and floating stage that hosts DJs and live music. Rounding out the trio is El Santo, a cantina and patio bar with a 15,000-square-foot Mexican resort-style pool.
  • Calle del Cristo, San Juan, 00926, Puerto Rico
    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.
  • 4455 Paradise Rd, Las Vegas, NV 89169, USA
    Hard Rock Hotel’s pools might be famous for its hard-core Sunday party, Rehab, but there are acres of non-party pools for guests to enjoy, too. I love this view, taken from one of the top-story suites, where you can see the pool and the Strip. The beach-like atmosphere (there’s sand instead of concrete) lends itself to a frozen drink or three. Enjoy! Note: technically, Hard Rock isn’t on the Strip, but it’s so close that I kept it on the Strip Wanderlist, as “off-Strip” usually indicates downtown, Summerlin or Henderson.
  • 401 Biscayne Blvd, Miami, FL 33132, USA
    Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.
  • Comillas, Cantabria, Spain
    Northern Spain isn’t nearly as popular as the south among foreign visitors (if you discount the El Camino de Santiago), but for my money the north provides a more pleasurable experience. The mountainous terrain is spectacular, the food in every town we visited is splendid, the beer scene is surprisingly bubbly, and the quaint fishing villages, like quiet Comillas, provide respite from the hustle and bustle of big centers like Barca and Madrid. Comillas, scene here from the hills surrounding gorgeous Pontificial University, features an excellent beach, dozens of neat cafes in an ancient town center, and El Capricho, a building designed by famed Antoni Gaudí.
  • 2640 Little Bay, 2640, Anguilla
    Sometimes the best way to cool down in the Caribbean is to heat things up! And nothing spells relief like a dip in the Ani Villas hot tub – perched on the edge of a cliff overlooking secluded Little Bay Beach, Anguilla.
  • Albert Cuypstraat 2-6, 1072 CT Amsterdam, Netherlands
    Who is Sir Albert? This issue might perplex the uninitiated because the hotel and its staff insist that the mysterious aristocrat transformed his private mansion into a collection of sleek and fashionable pieds-à-terre for the international cognoscenti who come to Amsterdam. In reality, the 19th-century red-brick building was once a diamond factory, built to be so sturdy that the trams wouldn’t shake it, and, while that rich history is reflected in some of the angular and clean-lined decor, it’s more fun to imagine that a wealthy eccentric has designed the stylish and spacious rooms and left you in the hands of a staff used to realizing whims before they’re even imagined.

    The rooms themselves are indulgent in a minimalist way, with dashes of both Japanese modernism and midcentury Scandinavian design in the black wooden floors, oversized white soaking tubs, and all the latest technology; clearly, Sir Albert is well traveled. He also must have a taste for authentic Japanese cuisine, considering the house restaurant is inspired by traditional Japanese pubs and attracts discerning foodies and hip young locals alike. He clearly travels in trendy circles, considering his house’s location in lively De Pijp; his appreciation for art, too, is evident in the proximity to the Museumplein.
  • 1 Collins Diboll Cir, New Orleans, LA 70124, USA
    This is the oldest and grandest art institute in a city that’s long captivated artists. The Neoclassical building sits amid the greenery of massive City Park (conveniently at the end of the Canal Streetcar Line). It’s an especially good destination for admirers of Edgar Degas, who spent an extended vacation in New Orleans visiting relatives in 1872; a number of his works are displayed here. Just outside the museum is the beautifully landscaped and well-curated five-acre Sydney and Walda Besthoff Sculpture Garden, which perfectly melds the old and new. Some 60 sculptures are arrayed amid reflecting lagoons and 200-year-old live oaks.
  • 2727 Indian Creek Dr, Miami Beach, FL 33140, USA
    When Freehand launched in Miami at the end of 2012, it became a welcome alternative to the city’s glitzy hotel scene. The retro-inspired, summer-camp-style hotel is housed in a 1930s building outfitted with vintage furnishings and wood paneling by New York design firm Roman and Williams. Laid-back activities (art classes, yoga) encourage mingling, while the Broken Shaker cocktail lounge has become a local hangout and earned two James Beard Award nominations.

    Freehand Miami bills itself as “a hostel for a new generation of travelers.” Indeed, a visit here confirms that it’s very far from the stereotypical dingy hostel. In fact, were it not for the shared rooms, the Freehand would likely fall into the “boutique hotel” category.

    Room decor includes vividly colorful modern art and Mexican blankets, and free Wi-Fi is available. There are also private rooms that come with work desks and flat-screen TVs. The complimentary breakfast is popular with guests and includes Cuban pastries and locally roasted Panther coffee. Evenings are well-spent at the hostel’s on-site bar, the Broken Shaker, which in 2014 was listed #22 on Drinks International’s World’s 50 Best Bars list. It specializes in inventive “garden-to-glass” cocktails, which blend familiar spirits with unique homemade bitters and ingredients that aren’t usually found in cocktails, such as green bean juice.
    One could argue that the stylish, affordable hotel trend was actually ushered in by a pop-up craft cocktail bar in the courtyard of a defunct historic hotel just north of the South Beach fray. Five years later, The Broken Shaker is a permanent fixture of Miami Beach nightlife and the anchor of The Freehand Miami, a hip hotel-cum-hostel with both private and shared rooms designed by Roman & Williams in a subtle nautical theme. It’s also home to 27 Restaurant serving seasonal farm-to-table fare inspired by Miami’s melting pot of cultures. Perennially popular amongst locals, it should be at the top of every traveler’s list. The concept’s proven such a hit that they’ve recently opened hotels in Chicago and L.A. with New York on the horizon.


    What was once a pop-up bar, The Broken Shaker is now a permanent fixture at the Freehand Miami. The James Beard Award-nominated bar is located in the high-end hostel on South Beach serving up a selection of handcrafted cocktails. The bar itself is a tiny room by the pool with a 1950s Havana look. You can grab your cocktail—made with elixirs, syrups and infusions using herbs and spices from the onsite garden—and drink it in the bar, or head outside to the pool and nestle into one of the lounge chairs. Away from the hustle and bustle of South Beach, The Broken Shaker offers a more intimate setting than the lavish pools at high-end hotels in the area.
  • 4175 Boul St-Laurent, Montréal, QC H2W 1Y7, Canada
    Not to be mistaken for the popular izakaya of the same name (and same owners) down the street, on Boulevard Saint-Laurent and Avenue des Pins, this Big In Japan is on the corner of Boulevard Saint-Laurent and Rue Rachel. You may not notice the sign, or even the door – it adds to the sense of mystery of this high-class drinking establishment (look for the black door near the fast-food restaurant Patati-Patata). From the vaporous curtains to the long shiny U-bar, the atmosphere here is distinctly speakeasy, and the classic cocktails maintain that illusion. The champagne cocktail will never go unwanted, and the Tom Collins is fizzy and tart, as it should be. Or you could dip into the house specialties: sakes, prune wines and Japanese whiskeys, used bottles of which serve as the basis for this stylish spot’s contemporary lamp fixtures.