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  • 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.
  • 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.
  • Aleja Wojska Polskiego 11, 81-769 Sopot, Poland
    A local favorite since the 1990s, Bar Przystań is a straightforward fish-and-chips joint located right on the beach in Sopot. It’s always crowded, especially on weekends, with hungry visitors lining up to order cold beers, fisherman’s soup, and fried fillets of Baltic herring, flounder, cod, and more. After placing your order, you’ll receive an alarm tile that will buzz when your food is ready. At that point, head up to the counter, collect your meal, and make a beeline for the sand, then eat under the sun.
  • TKCA 1ZZ, Turks and Caicos Islands
    Fried chicken is arguably one of the most universally loved dishes anywhere in the world. But the people of Providenciales don’t need anything made by the Colonel because they have Sweet T’s. This unassuming walk-up counter in the downtown area has been a landmark for two decades, best known for its pink-and-white paint job and its subtly spicy chicken wings. If you’re looking for a finger-licking and affordable meal that you can take to the beach, stop here on the way.
  • Kapaʻa, HI 96746, USA
    Swift streams and waterfalls continue to carve these vertiginous and rugged valleys as they pour into the sea. One of the most stunning wilderness areas on earth, it also contains ancient Hawaiian ruins of graves, temples, house platforms, and terraced fields. The fear factor increases past the initial two-mile path to Hanakāpīʻai Beach (best visited in summertime, as winter swells tend to wash it away). Only experienced hikers in good condition and with proper gear should venture further along the famous 11-mile Kalalau Trail. Check for path and park closures before making plans and don’t forget the $20/night permit to crash at a campsite. However long you trek, stay on the main path and pack out what you brought in.
  • 4750 Amelia Island Pkwy, Amelia Island, FL 32034, USA
    I bet that you only think of Florida as the ideal place to escape the winter cold? And even with only a three hour direct flight from cities in the Northeast, Miami isn’t top of mind to visit in the humid, hot summer. But Amelia Island’s cooler micro-climate, most definitely should be as destinations in Northern Florida have the opposite season as their counterparts in South Florida. I love The Ritz-Carlton brand, so where else to recommend but The Ritz-Carlton, Amelia Island? If you need a few more reasons to make reservations, I have them. The Spa: The Ritz-Carlton, Amelia Island offers a “sunrise seaside cabana experience.” Relax during the organic massage while listening to the sounds of the ocean (oh my!). Refresh with a glass of champagne to greet the sun. The Food: Their restaurant, Salt, is known for the forty salts used tableside to enhance the flavor of the Chef’s contemporary cuisine. Learn about the specialty salts in the hotel’s “Salt Immersion” class. The Cooking School: Salt chef de Cuisine, Rick Laughlin hosts a highly interactive cooking school with a small group of guests who rotate in stations while cooking their multi-course lunch. The Adopt a Dune Program: This " feel good factor” lets families donate to nurture the beautiful dune-lined, barrier island beaches of Amelia via Community Footprints Dune Restoration Fund. The BMW Test Drives: Vroom-vroom. Hotel guests have the rare opportunity to take a test drive in the sleek, new BMW models.
  • Waialua, HI 96791, USA
    Ancient Hawaiians believed their souls would leap into the spirit world from this lava shoreline on the western tip of Oahu. These days, people jump off here in gliders instead, soaking up views of the Waiʻanae coast to the south, Mokuleʻia to the north—and the glorious, denim-blue Pacific stretching from here to eternity. Take a 5.4-mile round-trip hike and check out the albatross sanctuary on Kaʻena’s wild coastal acreage (free to visit). Keep an eye out for monk seals, one of the world’s most endangered species, found only in Hawaii. Watch for their silvery-gray sausage shapes as they lounge on the beach, but give them space. Always retreat if a seal awakes, vocalizes, shies away, or tries to shield a pup.
  • 6063 Av. Isla Verde, Carolina, 00979, Puerto Rico
    A landmark property perched between the city and the ocean, the El San Juan blends Old World elegance with tropical vibes. The famed hotel reopened on December 14, 2018 after a full restoration following Hurricane Maria and now features updated guestrooms, public spaces, and landscaping. Thankfully, the original feel was left intact, and details like the iconic chandelier and hand-carved mahogany ceiling in the lobby remain. Guests can still sip Champagne under sparkling crystals at the Chandelier Bar or party the night away at BRAVA, but now they can also sample Puerto Rico’s national spirit at rum bar 1958, grab a glass of vino at Wine Bar, or refuel with locally roasted Alto Grande coffee at El Cafecito. Also new to the property is Caña, a locally minded restaurant from Puerto Rican chef Juliana Gonzales, and Chico Cabaret, a hotspot off the lobby featuring live entertainment.

    Ranging from guestrooms in the grand tower to villas surrounding the pool and beach, the 388 rooms all feature floor-to-ceiling windows with city, ocean, or pool views, as well as modern conveniences like sensor-activated air-conditioning, large HDTVs, and complimentary Wi-Fi. When not lounging on their Lovell Plush mattresses made exclusively for the hotel, guests can take a dip in one of four pools, sunbathe on the two-mile-long Isla Verde Beach, or visit the brand-new, tri-level Well & Being center for balancing spa treatments and fitness classes on the open-air rooftop.