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Outerlands is an Outer Sunset institution. The small restaurant near Ocean Beach serves local, organic cuisine in a rustic-chic setting. Covered floor-to-ceiling in warm, rough-hewn wood, the interior invites lingering over an artisan cocktail or a ginger-lemon apple cider. Lunch and dinner feature such refined but hearty options as cast-iron grilled cheese brushed with garlic oil and slow-cooked lamb shank with nasturtium leaf pesto. The weekend brunch draws a crowd and is worth the often lengthy wait. Standouts include the Dutch pancakes and the house-roasted turkey. You can always make the most of waiting for a table and head to the beach for a quick jaunt before you indulge.

Housed in the Mariners Hotel overlooking Villa Beach, The French Verandah Restaurant satisfies diners with delicious French cuisine, prepared with a Caribbean twist. Expect such unique dishes as lobster crêpes and fish in green pepper sauce, as well as more standard French fare like grilled beef tenderloin with Béarnaise. Views of boat “traffic” and Young Island set the stage for casual dining during the day, while candlelight and twinkling stars up the romance come evening.

Swoops of smooth, scarlet earth overlook Dominica’s northeast coast near Calibishie. At Point Baptiste, a mile-long coral reef protects the seashore, creating a calm lagoon. Farther down the coast, however, the Atlantic erodes and slaps waves high onto the dramatic headland. If you visit Point Baptiste Beach, know that a caretaker sometimes requests a donation from foreigners. Still, it’s a small price to pay for exploring this spectacular landscape of black sand, red rock, and splendid mountain views, which are especially beautiful at dusk.

The second hotel from the jewelry and fashion house of the same name when it opened in 2006, Bulgari Resort Bali is an Italianate stunner sitting 525 feet above sea level on the cliffs of Uluwatu. While the hotel’s sophisticated vibe stays true to the brand’s roots, hand-hewn volcanic rock, Javanese mahogany, carved antiques, and locally made fabrics in the 58 pool villas reflect the heritage of the archipelago.

Asian-European duality is a prominent theme here: One restaurant, Sangkar, focuses on Indonesian fare, while the intimate, dinner-only Il Ristorante – Luca Fantin is a prix fixe journey through coastal Italian cuisine. There’s a working temple at the highest point of the resort that staff use to perform daily rituals; guests can take part in blessing ceremonies here too. Flexible check-in and check-out times, an on-call private yoga instructor, village walks, and butler service are additional gratis perks.

The elevator that descends dramatically down the cliff to Bulgari’s serene beach club is a privilege only for guests, as are lunches at the seafood-celebrating, cliffside-hugging La Spiaggia. The Bulgari Bar is the place to be for sunset hour, when Italian canapés are served alongside the sapphire Indian Ocean. It would be a shame to miss a trip to the spa, where pampering treatments draw from the rituals of Balinese royalty. From $1,300


Related: The 15 Best Luxury Resorts in Bali and the Indonesian Islands

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.