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Right on Key West’s famous Sunset Pier and next to Mallory Square, Ocean Key is at the center of the action, proven by the flocks of tourists who descend on the pier every evening at sundown. Inside the resort, the contemporary rooms are decorated in tropical colors like bright lime and turquoise, and have bathrooms with rainfall showers and whirlpool tubs and private balconies with views of the Gulf of Mexico or buzzy Duval Street. The angular pool is surrounded by cabanas and day beds; grab a ringside seat for the daily fashion show at Liquid, the kicking poolside bar. Prefer a quieter experience? The spa has a full range of treatments and packages that lean heavily on Asian traditions and ingredients, from Balinese massage to a Javanese rice-and-turmeric body scrub.

Blending a cheerful, laid-back spirit with a splash of formal elegance, The Reefs Resort & Club is uniquely Bermudian. Staff greets you with a rum swizzle upon arrival at the family-owned and operated property, then whisks you up to a room where bright botanical prints complement crisp white linens, deep wood tones, and tile floors, and windows offer views of the Atlantic’s turquoise-tinged waves. Days are spent indulging in frangipani salt scrubs and ayurvedic massages at the spa, sitting in on a sunrise yoga session on the beach and hitting the links nearby, or simply napping on a chaise at the freshwater infinity pool. Sited to capture awe-inspiring vistas of the water, limestone cliffs, and lush vegetation that surround the resort, three restaurants serve classic continental fare, but more adventurous types can rent a scooter across the street to sample the local food scene on a culinary tour of Hamilton and St. George.

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.

On a mountainside surrounded by the national park, this nine–zip-line course stands apart from many of its competitors in the Southeast. Owned and designed by professionals who build courses all over the world (they own a second in-house location in Oahu), the course sends you soaring over streams and ravines in a 2.5-hour tour. It begins with an ATV ride up the mountain and includes three suspended “sky bridges.” Night and sunset tours are available during summer. Equally exciting and even more challenging is Climb Works’ two-mile El Regis mountain-bike trail. Although it’s beginner-friendly, the combination of ascent and descent ensures that intermediate riders will feel the burn, and optional routes that include wood features, berms, and rollers attract even seasoned experts. Climb Works avoids the touristy feel of some zip-line companies, thanks to a company culture based around sustainability and environmental stewardship.

In the 1850s, a rugged hill overlooking Sydney Harbour was capped with the Sydney Observatory at the behest of English astronomer and clergyman William Scott. What started as a sandstone structure used primarily for time-keeping and navigation developed into an observatory that has been illuminating the southern sky for more than a century. Sydney has much more light pollution today, but the original retractable copper dome does a good job of blocking it out to bring distant constellations and nebulae into view. The resident astronomer will target planets such as Jupiter and Saturn as well as only-in-the-southern-hemisphere sights such as the Southern Cross constellation or the astronomer’s favorite: Jewel Box, a rare cluster of glimmering stars whose different colors reflect distinct ages.

The Argentine restaurant that took Sydney by storm in 2010—and even rose from the ashes of a fire that originated in its charcoal grill—finally outgrew its Cleveland Street Surry Hills digs and reopened on Holt Street in late 2016. The old parilla and asado fire pits were transplanted to the new location, this time positioned behind the counter of the open kitchen, and the rockabilly vibe lives on, albeit in a bright, plant-filled, parquet-floored space decorated with vintage sports and movie posters. Old menu favorites like the grilled Wagyu skirt steak and deep-fried Brussels sprouts can now be paired with a seafood cocktail, or wood-fired pumpkin tamales smothered in mole. End with the flan or melon ice cream served in the rind.

Hobart’s most famous cobblestoned square was once known for whalers and sailors. Today, it’s inhabited by artists and food purveyors, who mix and mingle every Saturday at the Salamanca Market—the largest outdoor market in Australia, which boasts some 300 food and craft vendors. Sample locally produced cheeses, chocolates, and jams; browse jewelry, ceramics, photography, wool scarves, and bowls hand-hewn from local Huon pine; or do your organic grocery shopping for the trip. Also on this blessed square is the Salamanca Arts Centre, a collection of 1830s Georgian sandstone warehouses converted into more than a dozen galleries and performance spaces. Look for timeless tunics and capes by designer Leonie Struthers at The Maker, and some of Australia’s best cheeses at the Bruny Island Cheese Co.

Sunshine, surf, sea breezes, and an overflowing platter of curry prawns with rice. Welcome to Zeebop by the Sea, an award-winning eatery that specializes in Goan and South Indian cuisine. With the rolling dunes of South Goa as a backdrop, the ambience here is simple and unadorned. Don’t let the plastic tables and chairs distract you from the superstar menu: Try the stuffed crabs or the catch of the day, often red or black snapper, kingfish, or mackerel. Finish your meal by sipping a cocktail crafted with feni, a local spirit traditionally made from cashew fruit. Feeling active? Order your meal and head out to the beach; the waiters will call you when your food is ready.

Hyde Park is happening. Catering to the University of Chicago crowd and its visiting dignitaries, the five-year-old Sophy takes inspiration from hometown literary and musical heroes, whose artworks ornament the walls in the popular and always convivial Mesler restaurant. Taking the title of the first boutique hotel on Chicago’s South Side when it opened in 2018, the property occupies a prime spot on 53rd Street—a vibrant commercial hub lined with shops and restaurants owned and frequented by a diverse population that range from academics to local politicians to the city’s cultural influencers. Former UofC professor Barack Obama’s home (and his under-construction presidential library) are nearby.

Get up, up, and away with Lake Tahoe Balloons. The company launches its colorful hot air balloons not from land but from the surface of the lake via the Tahoe Flyer, the world’s only certified balloon launch-and-recovery boat. Trips begin with a 5:30 a.m. boat ride to the mid-lake launch site. Once the balloon is in the air, passengers and pilot float up to 3,000 feet above the water’s surface for bird’s-eye views of the entire Tahoe basin. On the clearest days, views extend southward all the way to Yosemite National Park. After the flight, everybody celebrates with a champagne toast—then heads back to their hotel for a nap.

While some Great Barrier Reef resorts require private plane charter, this 57-room boutique resort is located on Hamilton Island—the only one in the Whitsundays with a commercial airport—meaning it’s easily reached by a direct flight from Sydney, Melbourne, Brisbane, or Cairns. Each room, situated on the tranquil, white-sand Catseye Beach, has a bright Aussie vibe, with lots of natural wood, Aesop toiletries, and private terraces or balconies offering palm-fringed ocean views. The resort’s adults-only policy ensures bliss awaits at the infinity pool overlooking the beach, or below on the portion of Catseye reserved for Beach Club guests. Also on offer is complimentary watersports gear, from snorkeling equipment to catamarans. The resort can even arrange for helicopter and seaplane rides, or diving excursions to secluded sections of the Great Barrier Reef.

This is a great little market directly across the street from the Westin and south of the Giant Wild Goose Pagoda. It’s oriented towards visitors and tourists, so there are lots of cheap souvenirs. However, there are also plenty of cool, locally handmade things like fabrics and carved statuettes.

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.

On clear days—"when the mountains are out,” as locals say—this steep, ice-gilded volcano dominates Seattle’s horizon. In fact, the peak is 90 miles southeast of the metropolitan area. You can see lush green forests blanketing about 60 percent of Mount Rainier National Park, while the rest is covered in meadows, alpine heather, and the densest patch of glaciers in the contiguous United States. Easygoing hikers like to explore the wildflower meadows near the 1916 Paradise Inn, which transform into prime terrain for sledding, snowshoeing, and igloo-building come winter. Prefer the thrill of downhill? Head to Crystal Mountain, just northeast of Rainier, where the state’s first ski gondola still serves its most elevated restaurant.

The oldest winery in South Africa, Groot Constantia has a long history of producing some of the best wines in the world. Groot Constantia is also a rarity in its proximity to Cape Town itself. In the 19th century the European heads of state included wines from Groot Constantia in their cellars. Today the wine makers at this famous winery are still making their excellent wines and guests can visit for a full tasting. It’s also a great spot for a picnic, as long as you watch out for baboons. This is South Africa after all.