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Despite its size (10 square miles) and population (fewer than 170 permanent residents), Little Cayman enjoys a worldwide reputation among serious divers. The island is renowned for its exceptional underwater visibility and vertigo-inducing walls, especially north-shore Bloody Bay. Dive boats flock to Three Fathom Wall, where bulbous coral heads teeming with fish rise to within 10 feet of the surface. Snorkelers are likely to encounter schools of blue tang and stoplight parrot fish, as well as hawksbill turtles and nurse sharks.

At Lizard Island, luxurious amenities meet an ecologically diverse island paradise. The sole resort on the island, the exclusive spot features 40 rooms as well as 24 private beaches, all but guaranteeing your own pristine sliver of paradise. Accommodations range from posh villas set apart from one another (including the two-bedroom, cliff-top villa, with its 26-foot pool and endless views of the Coral Sea), to garden-view rooms with private terraces and pathways leading directly to Anchor Bay beach. Furnishings follow a tranquil white-and-gray color scheme, while amenities include LCD smart TVs and Apple docking stations. Guests also receive their own motorized dinghy, standup paddleboards, clear-view sea kayaks, and snorkeling gear for exploring Giant Clam gardens and the schools of brightly colored fish in the surrounding waters. The more adventurous can even arrange for private deep-sea dives to locations accessed exclusively by the Lizard Island Marine & Dive team, ensuring you’ll have the coral reefs all to yourself.

An antidote to hectic modern life, Travaasa Hana, on Maui’s remote eastern coast, feels like a step back in time. There are no televisions, radios, clocks, or air-conditioning (ceiling fans and panoramic sliding doors capture ocean breezes) in nearly all of the 70 cottages and suites, but you won’t miss them. Your days will be spent soaking up Hawaiian culture, whether that means fishing with throw nets, making traditional ti leaf leis, or enjoying an open-air ukulele lesson. Of course, no visit to these parts is complete without a journey along the legendary Road to Hana, which lies to the north and west and promises primordial views of waterfalls, gardens, and secluded swimming holes. Upon your return to the resort, savor the fresh-caught specialties at the Preserve Kitchen & Bar, overlooking Hana Bay.

One of Dubrovnik’s oldest fortresses stands atop a 100-foot rock, guarding the western land entrance to the Old Town. Vigilantly turned toward Venice, it serves as a monumental tribute to Dubrovnik’s foresight, encapsulated in the motto of the Ragusan Republic engraved above the main entryway: “We do not sell our liberty for any gold in the world.” After entering the Old Town through the Pile Gate, walk down to Kolorina Bay and climb the stairs to the fortress. Because it’s far less busy than the city walls, the theatrical space offers a more intimate way to experience Dubrovnik’s history and charm, with breathtaking views to boot.

Esperanza is located on the southern side of Vieques island with a laid-back vibe reminiscent of Key West. This small town has an main street that runs parallel to the ocean called “El Malecón” that is dotted with friendly guest houses, funky bars and even gourmet restaurants. It makes a great base for exploring the island’s treasures: it’s walking distance to Playa Esperanza and Sun Bay and only a 10-20 minute drive to the secluded beaches in the wildlife refuge.

The Rock Bar at the Ayana Resort & Spa has become an icon of Bali‘s new wave of luxurious resorts that incorporate modern architecture with the natural beauty of the island. The bar teeters over the edge of the precipitous cliffs facing out into Jimbaran Bay, which is one of the best places in Bali to watch the sun sink into the Indian Ocean. The Rock Bar is by no means cheap, but it is worth going once for the experience and to make your friends back home really jealous. Smart dress is required at the Rock Bar, so don’t turn up in board shorts or you’ll be turned away from the inclinator which carries guests down the cliffs to the bar. The line for the inclinator can get busy before sunset, so arrive early to get to the bar in time.

If you’ve never been to the Marin Headlands, you MUST go! The views are stellar, but make sure you get there early (well, early enough to get there before all the tourists!) Ht up the headlands for a nice hike and view and then drive to Bar Bocci in Sausalito for lunch or dinner. You won’t be disappointed.

Jamaica Jazz and Blues, held just outside Montego Bay, is one of the Caribbean’s most well-known festivals. It hosts some of Reggae’s top stars alongside a host of well known American artists--past performers include the likes of Gladys Knight, Celine Dion and Maroon 5. The three-night concert is not a strictly jazz affair, but it’s a great time and one of the most fabulous international events in Jamaica. The large stadium accommodates several VIP tents for those who pay to receive all-star treatment, hopping from one all-inclusive food and drink tent to another, sampling local dishes from top chefs during or after performances. Part of the festival also includes a shopping village, showcasing some of the best art and other handmade Jamaican crafts. The large space and manicured lawn makes it ideal for strolls while the music plays on.

Stroll through Otrobanda for more than five minutes and you’ll immediately understand why locals call it the cultural heart of Willemstad. Located across the bay from Punda—Otrobanda literally means “other side"—the district is a fascinating mishmash of restored colonial buildings and run-down alleys covered in fading murals. Along the Breedestraat, the neighborhood’s main shopping road, you can find rows of Chinese and Indian stores, bars, lotto shacks, bakeries, and hole-in-the-wall restaurants. The best way to explore this area’s complex past is to join Shirley of Dushi Walks on a two-hour trek to her favorite sites—complete with history, art, and stories from the residents you’ll meet along the way.

The closest thing Stockholm has to a full-scale zoo is quite impressive. Located 90 minutes’ driving from the city, Kolmården Animal Park (Djurpark) is the largest in Scandinavia with about 750 wild attractions from all the jungles, savannas, and oceans of the world. What makes the park exciting, in addition to its wide array of wildlife, is that it opened the world’s first wildlife-park gondola. The gondola takes you high above the trees—think spectacular views of the bay and Baltic—as you cruise over, coming as close as possible to animals from around the world including lions, bears, wolves, elephants, and giraffes. Marine World offers up dolphin and seal shows, while you can get up close to Siberian tigers in Tiger World. For kids, there’s a storybook setting of Bamse’s World, and an adventure camp with Sweden’s largest slide and a petting zoo.

One of the top spots to watch the sun set behind the islands that make up the Bacuit Archipelago, Cadlao Resort is also one of El Nido’s most enticing resorts. Most of the 25 rooms offer views of El Nido Bay or the South China Sea--but, for those sunsets, consider taking them in while taking a dip in the inifinity pool. Decor is spare but elegant, with pops of color all around. If you find yourself antsy to get off property, there’s no better spot than the resort’s private beach, a 45-minute boat ride away. After? Perhaps a spa appointment before dinner at the on-site restaurant, where the catch of the day arrives wrapped in a banana leaf.

It was raining when we arrived in Donostia-San Sebastian, but the skies cleared on our second day, and we rode the funicular railway up Mount Igueldo to take in the view back on the city, La Concha Bay, and the empty beach. The “low” travel season had just begun, and the strange little children’s amusement park on the mountaintop had shuttered up for the fall and winter, adding just the right disorienting touch of weird desolation to the Basque country panorama.

Spend the night nestled under the Golden Gate Bridge in the most dignified of accommodations: the former living quarters of high-ranking officers in the U.S. Army. Cavallo Point is the result of the luxurious reimagining of a cluster of military lodges located within the Golden Gate National Recreation Area, just over the bridge in Marin County. Today, the 142-room hotel serves as a retreat for in-the-know travelers and locals looking for an easy, elevated escape from everyday city life. Original brick fireplaces and beamed ceilings mingle with modern finishes and furnishings, such as butter-soft leather sofas and whitewashed Adirondack chairs. The expansive grounds are meant to be explored on foot or bicycle. The Wellness Weekend package includes all meals, prepared with an emphasis on health at Murray Circle restaurant, morning yoga classes, guided hikes, a spa treatment, nightly wine receptions, and plenty of free moments to soak in the serene meditation pool—the very best kind of boot camp.

You may not expect to find the world’s best frozen pina colada at a joint hidden behind a gas station and underneath a condo unit, but that’s where to order the drink—lovingly dubbed the “Erik Estrada” and mixed with coconut milk and spices with a dash of Angostura bitters—and that’s how co-owner T.J. Lynch rolls. He took the hidden-gem aesthetic from his New York bar, Mother’s Ruin, and translated to the laid-back vibe of Folly Beach. In addition to the island’s best cocktails, Lowlife’s loyal following saddle up at the indoor/outdoor bar for the Old Bay-dusted local shrimp roll, the bold, rich tuna poke, and the Duke’s mayo-doused, addictive double cheeseburger.

Following the lead of mixed-use space Deus ex Machina in Camperdown, Rising Sun is a motorcycle workshop cum café and restaurant built for the Newtown community. That means garage space with tools and repair bays for members as well as regular workshops (one just for women), art events, and a public night ride on the last Tuesday of the month. Then there’s the rustic-chic café that whips up Asian-fusion cuisine that’s as rootsy and beautiful as the bikes. Come in the morning for breakfast ramen—bacon, roasted tomatoes, and a fried egg floating in bone broth—and a Japanese twist on a bloody mary. Then return for creative tapas and share plates in the evening complemented by a stellar list of Australian beers and wines.