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  • Via Roma, 9, 80073 Capri NA, Italy
    Open from first light until late in the evening, this relaxed bar, just around the corner from La Piazzetta, has an entirely different vibe from the fancier options there. You can have a quick caffè (espresso) standing at the bar with the locals or sit under the striped awning and watch the sunset over the Bay of Naples while drinking a spritz. This bar also serves as one of the island’s best bakeries. Try a flaky breakfast pastry with a morning cappuccino, then swing by later to order a lemon or chocolate version of the island’s famous dessert torta caprese, a flourless cake.
  • 37 Quai de la Seine
    The boat basin Bassin de la Villette is berth to Marin d’Eau Douce, a service that rents out easy-to-steer electric boats by the hour. Captaining your own boat is an unforgettable way to see Paris and beyond. Cruise through the industrial countryside, watch graffiti artists working on city-sponsored projects, pass shipping barges, bob alongside the swans, and putter past the city limits on your self-guided visit. The trips are perfect for couples, families with young kids, or small groups of friends. (The youngest sailors will love the mini-boat rides available for 10-minute spins around the basin.)
  • Watamu, Kenya
    Nestled between pristine beaches and lush forest, the peaceful town of Watamu is ground zero for water sports in Kenya. One of Kenya’s most renowned kite-surfing schools, Tribe Watersports, is based here and offers three–day courses to get you skimming the warm waves of the Indian Ocean in no time. If you’re happier underwater, Watamu will also appeal. A maze of rich coral reefs skirts the shoreline, so giant turtles and exotic fish can be seen year-round, and at certain times of the year majestic whale sharks pass through this region, making it a snorkeling and diving haven. For accommodation, check out the eccentric and charming Watamu Treehouse.
  • St James, Cape Town, 7945, South Africa
    If you miss your serve because you’re distracted by the view, it’s understandable. The St. James Retirement Hotel holds the key that unlocks the gate to the tennis court with this stunning view. In the distance, you’ll spot surfers catch waves at nearby Danger Beach. In the spring months, you might even catch a glimpse of a whale or two. The hotel is located across from the St. James MetroRail station. Just tell the security guard at the gate you’d like to use the court and he’ll let you in. At reception, you’ll need to give your name and phone number. At R20 per hour, it’s a bargain and a small price to pay for one of the coolest courts in Cape Town.
  • Galleria del Corso, 4, 20122 Milano MI, Italy
    Work your way from Excelsior’s top floors (slinky Chloé dresses, Balmain leather jackets) to the main floor (watches, speakers, a sea of colorful iPad cases), then down to the subterranean floors for the impressive wine shop and restaurants.
  • Via Brera, 23, 20121 Milano MI, Italy
    My friend Andy says you can’t go to Milan without having an evening in Brera, the tiny artsy area adjacent to Milan’s fashion center. Bar Brera is the hangout of choice for expensive liquor and people watching.
  • Enge, Zürich, Switzerland
    The Arboretum on the western side of Lake Zurich is a perfect place for a stroll, rain or shine. You can buy a brat and have a beer or watch the sailboats and ferries making their way across the lake.
  • From hipsters, fashionistas, and bohemian chic youngsters to executives in business suits, dads pushing strollers, foreigners in ethnic garb, and guidebook-wielding tourists, a true cross section of Stockholm’s diverse residents populates Medborgarplatsen (“Citizen Square”), a central and iconic plaza that is prime for people watching on the island of Södermalm. Once night falls, it becomes one of the active nightlife spots in town—with lounges, clubs, and live music in nearby Debaser.
  • 172 Boulevard Saint-Germain, 75006 Paris, France
    Go for the scene, not the food, and enjoy the Art Deco décor and great people-watching at this buzzy Left Bank landmark. Despite a limited menu and steep prices, the place is packed day and night. Order a chocolat chaud and sit on the terrace, watching the world go by.
  • 6498 WASHINGTON STREET YOUNTVILLE, CA 94599, USA
    While most pizza in the Napa Valley is made with thin crusts and cooked in wood-fired ovens, Velo Pizzeria takes a different approach, featuring a yeast crust that’s doughy and chewy and using pizza ovens. The result is more like the stuff you might find in New York City. Options abound but the Nineteen Steps is by far the most creative, topped with rosemary fries, fennel sausage, tomato sauce, mozzarella, and citrus zest. (There’s also a white pizza topped with wine grapes and gorgonzola.) The menu at Velo also offers pasta, subs, and salads. Inside, the pizzeria has a warehouse vibe, with exposed brick walls and steel railings that lead to a second-floor loft. The restaurant looks out onto the Napa River, providing great opportunities for people-watching on sunny days.
  • Dosan-daero 13-gil, Sinsa-dong, Gangnam-gu, Seoul, South Korea
    No, it’s not your imagination. Everyone—men, women, children, even dogs—dresses up in Seoul. Sure, you’re bound to see the odd denim-clad dud, but on the whole you’re more likely to spot bow ties and blazers or blouses and heels walking the streets on a daily basis. If you like a little glitz and glamour in your people watching, head over to Gangnam (yes, the one immortalized by Psy in the song of the same name). Sip a cappuccino at any of the myriad cafes as you watch dolled-up ladies and dandified gents strut their stuff.
  • דרך בראשית 1, מצפה רמון, Israel
    Guests often describe their stay at The Beresheet as “otherworldly,” most likely because of the property’s unique setting atop a cliff that slopes into the 120-million-year-old Ramon Crater. The 111-room hotel spreads out over two floors—guests in ground-level villas cool off in infinity plunge pools, while those on the second floor watch sunsets and shooting stars from their balconies. There are also indoor and outdoor pools overlooking the Ramon Crater as well as excursions to explore the crater by bike or Jeep. Indiana Jones wannabes can even arrange to rappel down into the crevasse.
  • 62 CA-1, Carmel-By-The-Sea, CA 93923, USA
    I’ve been all over the California coast and Point Lobos is my favorite place to hike. We have hiked every trail in this reserve and never tire of this magical place. You can see many animals, such as sea otters, seals, elephant seals,sea lions, squirrels and deer that are often in little pockets near the trails. Most of the hikes are easy to moderate, you can make them longer by combining them or just hike smaller parts. There is a whalers cabin that has been transformed into a little museum at one end of the reserve.
  • Playa Sun Bay, Vieques 00765, Puerto Rico
    We were lying in the sand in Vieques. We’d been told to watch out for horses, but nothing could prepare me for this. What a majestic experience to see wild horses free on the sands of Sun Bay Beach.
  • 201 5th Ave S, Nashville, TN 37203, USA
    Inside the new Music City Center convention space, you can find the Nashville Songwriters Hall of Fame Gallery. The exhibit includes artifacts plus three touch screens for watching video, listening and learning about the history of songwriting in Nashville.