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  • Sestiere San Polo, 30125 Venezia VE, Italy
    The Rialto Bridge is the oldest of the four bridges spanning the Grand Canal, and without question it’s one of the most iconic sights in Venice. There has been a bridge at this site since the 12th century, connecting the districts of San Marco and San Polo, and until the Accademia Bridge was built in 1854, the Ponte di Rialto was the only way to cross the canal on foot. Early versions of the bridge were made of wood and eventually succumbed to fire or collapse, until its current incarnation was constructed of stone by Antonio da Ponte in 1591. Beyond the mandatory walk across the single-span stone bridge, there is an open-air market at its eastern foot that is worth a wander. Skip the stores selling jewelry on the Rialto Bridge itself, however; you’ll find better quality and value in other parts of the city.
  • 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.
  • Carretera Cap de Creus, s/n, 17488 Cadaqués, Girona, Spain
    A short drive from the picturesque fishing village of Cadaques and Dalí’s House Museum in Port Lligat, Cap de Creus is one of my favorite places in Spain when it comes to natural beauty. Sweeping views of the ocean from atop the cliffs are even better after a lunch of fresh seafood paella, the catch of the day-baked, grilled or fried, or the restaurant’s surprisingly tasty Indian eats. Burn off lunch with a hike down the steep incline to the waterline, or just cop a squat and settle in to write, sketch or meditate.
  • 11 E Walton St, Chicago, IL 60611, USA
    This hotel is on our list of The 11 Best Hotels in Chicago.

    Designers Lisa Simeone and Gina Deary of KTGY Simeone Deary Design Group oversaw the original design of the Parisian-inspired Waldorf-Astoria Chicago in 2009, and the pair was once again brought in to breathe new life into this 215-room Gold Coast gem. Rooms are now bright white, well-lit, and include pops of uplifting magenta. Before you hit any of them, however, there’s much to entice at street level. Enter from the circular driveway and marvel at the Swarovski chandelier, modeled after a vintage brooch, along with the herringbone wood floors and black-and-white pinstriped stone. Don’t miss the Peacock Lounge and its secret sister, Bernard’s Bar, an intimate craft cocktail and champagne boîte, which is virtually unknown even by city denizens (which means you can always find a seat). Its Scottish and equestrian themes are almost as anachronistic as the Mansard roof and circular driveway, which just adds charm to this newly beloved Chicago hotel.

    The guest rooms feature oversize headboards and abstract floral bedspreads, while bathrooms are a marvel of marble. For something more, splurge on either the new 1,800-square-foot Astoria Suite or the redesigned 2,400-square-foot Presidential Suite, both of which will have you feeling you’ve been transported to a Parisian pied-à-terre (the latter’s primary bedroom features a fireplace).
  • Emerald Pool Trail, Dominica
    Stroll 15 minutes through a lush rainforest to this gorgeous 40-foot waterfall grotto, located deep within the World Heritage site of Morne Trois Pitons National Park. Railings and a broad, well-maintained trail make the trip accessible even to non-hikers, though the tree-fringed pool—which is open to swimmers—gets unpleasantly packed when cruise ships pull into port. Serious photographers should haul along tripods and cable or remote shutter releases to capture the low-light, but oh-so-lovely scenery, which has become one of Dominica’s top attractions.
  • Rose Hall, Montego Bay, Jamaica
    Skip the shops and the hassle along the tourist-packed “Hip Strip” in Montego Bay and instead, catch a taxi ride to the beautiful Half Moon Resort’s Shopping Village. Just 15 minutes by car from MoBay, this outdoor mall with over 25 shops is open to outside visitors and offers original items, from gorgeous local designer summer wear--don’t miss Staysie’s--to local crafts and duty free items. There are two restaurants and an Irish pub on site, for breaks after all your shopping. If you’ve got extra time, head to The Bob Marley Experience theater to watch a free hourly documentary screening on the life of Bob Marley.
  • Main Highway, A1, Falmouth, Jamaica
    Adventurous souls should plan on a moonlit dip in the bioluminescent Glistening Waters, also known as Luminous Lagoon. Boats leave from a marina, located an hour north of Montego Bay, on scheduled night tours. As your tour boat speeds out into the dark of night, you’ll spot fluorescent blue streaks in its wake—bioluminescence that’s created when living microorganisms (in this case, dinoflagellates) are disturbed. You can jump in for a swim, too, and glow in the dark as you splash about. It’s an amazing phenomenon to witness, and it’s said to exist in only five lagoons or bays in the world. Back at the marina, the Glistening Waters restaurant offers beautiful views, as well as pre-cruise drinks and food.
  • Hellshire Beach, Hellshire, Jamaica
    Action-packed Hellshire Beach, the easy beach choice for many Kingston residents, is lined with dozens of wooden food shacks. Aunt May’s is a solid pick for a classic Jamaican beachside meal, serving fresh fish with festival (fried dumplings) or bammy (cassava flour flatbread), lobster, and other seafood. Hellshire is particularly busy on weekends, when locals take a break from their workweek, and sees relatively few tourists, so it has an authentic Jamaican vibe like few other beaches.

  • Victoria Street, Roseau, Dominica
    Why we love it: A kitted-out heritage hotel presiding over the capital

    Highlights:
    - A historic seaside property
    - On-site dive shop and kids’ club
    - Hot tubs and an infinity pool cantilevered over the ocean

    The Review:
    Charming elements remain from Fort Young Hotel’s past as a military fortification, like bronze canons and thick stone walls. Set on a cliff south of Roseau, the heritage property also has 72 modern rooms, all with air conditioning and balconies—most with sea views. Some spaces are massive, such as the oceanfront suites, which each contain a kitchenette, dressing room, two bathrooms, a whirlpool tub, and a dining area that can seat eight. On-site restaurant options range from a mellow seaside bar to The Palisades (one of Dominica’s more gourmet experiences), while amenities include a dive shop and kids’ club.

    On the wellness front, the hotel offers a 24-7 gym with floor-to-ceiling windows and Caribbean Sea vistas. Outside sprawl two sundecks, along with an infinity pool and jacuzzies—hot and cold—cantilevered over the ocean. The spa renovations will wrap up in 2019, but guests can still enjoy massages in their rooms or on their balconies. The hotel is also just a short stroll from Roseau’s center, ferry port, botanic gardens, and Saturday markets, not to mention the cathedral and the Dominica Museum. Note: cruise ships dock nearby and can obliterate the water views while in port. Also, post-hurricane renovations will be underway through autumn 2019 and may add some noise during business hours.
  • 133 Prison St, Lahaina, HI 96761, USA
    Sister restaurant to local favorite Serpico’s in Upcountry, this sweet, welcoming spot serves New Jersey–style pizza in an old plantation-style house in West Maui. Tourists dine here, sure, but Prison Street isn’t overrun with overpriced rum cocktails or macadamia-crusted everything. Instead, the pizzeria keeps things simple with subtle nautical decor—a nod to Lahaina’s past as a whaling port—and thin-crust pies in variations like barbecue chicken, Philly cheesesteak, and the Windmills, a curiously named mix of Italian ingredients like pesto, mozzarella, and roasted red peppers. Also available are subs, salads, and calzones, all of which can be delivered if you need a break from dining out one night.
  • Passeig de Picasso, 21, 08003 Barcelona, Spain
    “One of the biggest parks in Barcelona, Parc de la Cuitadella is situated near the port and for years was one of the city’s only green spaces. Today it is home to a zoo, a lake, a lovely fountain, as well as a few museums. This is also the home of the Catalan Parliament, which is housed in a beautiful early 18th-century building.” —Primavera music founder Pablo Soler on the El Bron neighborhood. Read more about his local’s take on Barcelona.
  • One look at this hilltop fort, perched over the Port of Kingstown, and you know the British built it to fight the locals rather than to meet any threats coming by sea—all the cannons face the island’s rugged interior, where the Caribs lived. Inside the fort, you’ll find a series of murals depicting the bloody Carib wars. Kids will love exploring the old buildings, and everyone will enjoy the views.
  • The waters surrounding Bequia beckon scuba divers with everything from brilliant sponges, colorful fish, and deep-water corals to shallow reefs, sheer walls, caverns, holes, and wrecks. While the area is home to 30 or so easily accessible diving sites, you should head to the designated marine park, which occupies seven miles along Bequia’s leeward coast. Family-run outfitter Dive Bequia (located on Belmont Walkway in Port Elizabeth) offers three dive trips to the park each day, along with instruction, certification, and rental gear. Divers must be at least 8 years old, but snorkelers of all ages are welcome as well.
  • Viale della Stazione di Ostia Antica, 00119 Roma RM, Italy
    Hop on the commuter train at Lido Station (next to the Piramide Metro stop) and make the 25-minute trip to Ostia Antica, Rome’s ancient port town and administrative center. The teeming city of up to 100,000 residents is relatively well preserved and allows visitors a peek into the daily life of ancient Romans. Walk the basalt streets, visit the Forum, descend into Mithraic sanctuaries, and peruse the market stalls, which were in use until around the 5th century C.E.
  • 29, Barbican Rd, Kingston, Jamaica
    In the heart of Barbican, Kingston’s favorite “uptown” neighborhood, Uncorked started as a small wine and cheese shop but evolved into a sit-down wine bar with a menu that’s popular with the city’s professional crowd. Pick one of the tapas-style starters like the bacon-stuffed dates, or go all in and order one of the famous-for-good-reason gourmet burgers—including the Scotchie and Skellie, which is spiced Jamaican-style. The salads, seafood, and meat entrées don’t disappoint, either. All meals can be paired with the huge selection of imported wines, including vintages from Europe, Australia, and South Africa. It gets crowded at lunchtime, and tables are few, so come early to avoid a wait or stop in for evening cocktails and cheese and olive platters.