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Pointe des Châteaux, a protected natural and heritage site, is one of the most unusual landscapes in the Caribbean region. This rocky, craggy peninsula, which includes singular rock formations jutting out of the ocean, sits on the northeastern edge of Guadeloupe, facing a wide-open, turbulent Atlantic Ocean. Impressive waves crash on the limestone rocks and onto a gorgeous (but not swimmable) white-sand beach. On the end of the stretch is a trail leading you on a 20-minute hike to the top of the hill, where a 33-foot cross towers over Guadeloupe. The million-dollar panoramic view reveals nearly all of Guadeloupe’s archipelago, including Marie-Galante, Basse-Terre, and Les Saintes.

Opened in 1890 as an unofficial state guesthouse, the country’s first Western-style property built for the aristocracy to welcome an increasing number of foreigners, the Imperial Hotel has had a momentous history. Ravaged by a fire in 1922, it was rebuilt in 1923 by Frank Lloyd Wright in Maya-Revival style, though it fell into disrepair over the decades and was demolished in 1967. The blocky current version comprises a main building and a tower that together house 931 rooms, but the interiors stick to the property’s past with leather headboards and velvet-covered furnishings. The hotel boasts the largest executive center in Japan, but more leisurely activities await in the 20th-floor swimming pool and sauna, in the fully equipped music room (complete with Steinway piano), and in 11 restaurants that range from upscale French and traditional Japanese cuisines to snack-worthy sushi and confections.

In the center of Trieste, the capital of Italy’s Friuli–Venezia Giulia region, the vast Piazza dell’Unità d’Italia looks out over the deep, blue waters of the Gulf of Trieste. This elegant seafront square is bordered on three sides by ornate Viennese-style government buildings and flanked by the winding streets of ancient Roman “Tergeste” and the grid-like Borgo Teresiano neighborhood. Facing the sea is the Municipio (city hall) building, with its clock tower and two bronze moors. On either side of the square are the stately Lloyd Triestino building and the Palazzo del Governo, whose golden, mosaicked façade sparkles in the sunshine. In front of the Municipio, the angel-topped Fontana dei Quattro Continenti pays tribute to the four continents that were recognized in the 18th century: Europe, Asia, Africa, and America. At the water’s edge sit the intriguing bronze statues of two young women known as Le Sartine, or “the seamstresses.”

Located along the bluffs on Cliff Drive, Heisler Park is a walker’s paradise. Visitors looking to get some exercise can start at the lifeguard tower on Main Street and follow a one-mile loop through the park, passing more than a dozen art installations—not to mention six Laguna landmarks and sweeping ocean views–along the way. For those seeking something more relaxing, Heisler Park is also home to beautifully landscaped gardens, a marine refuge with tide pools, barbecues, picnic tables, and grassy lawns for lounging in the sun.

No apologies for screen-staring while you eat or drink here: Insert Coin is all about ingesting entertainment from the multiple arcade games, PlayStations, and Nintendo systems while sipping a novelty drink like a Dive the Tower or a Kong Blast, or munching on the restaurant’s snacky menu. Use the on-table consoles for free as long as you are consuming. Fridays and Saturdays get so busy you might have to wait for a game-equipped table.

Set a bit back from the Palm Beach area, Local Store offers a fantastic craft-beer selection in a casual atmosphere with a neighborhood vibe. Sit at the bar and you may actually meet some locals while you wash down your choice of 15 types of chicken wings with one of the 40 beer selections. Also worth trying are the burgers and wraps, served basket-style with fries, homemade chips, or funchi fries (fried polenta topped with melted gouda cheese and served with Sriracha mayo). There’s breakfast service on Saturdays and Sundays as well, during which you can treat yourself to homemade donut holes or the s’mores waffle tower, made with graham-cracker waffles, marshmallow, and chocolate sauce.

Ralph Brennan’s Red Fish Grill pairs eclectic, of-the-sea décor with some of the best seafood in town. Don’t miss the BBQ oysters with Crystal Hot Sauce and blue cheese dressing. Next door, Bourbon House is known for its towering plateaux de fruits de mer, which comes with oysters with caviar, boiled Gulf shrimp, mussels, crab fingers, and seafood salad, and its impressive bourbon selection. Donald Link’s latest endeavor, Peche, is to seafood what Cochon is to pork. On Magazine Street, Casamento’s is an institution for its oyster loaf and fried seafood platters, plus it’s fun to watch the hulking shuckers tackle piles of just-off-the-boat bivalves.

What do Al Capone and Bruce Willis have in common? They both did time here at Eastern State Penitentiary. (OK, Willis wasn’t an inmate, but he did shoot the film 12 Monkeys here.) The facility’s first inmate was brought through these doors in 1829, and the prison was in use until 1971. After closing, it became a target for vandals and housed a sizable colony of stray cats. Real estate developers proposed repurposing it as condominiums (high-security, of course), but preservationists won out. They raised funds to stabilize the crumbling interior and remove trees that were growing inside some cells. Wander through its stark interior and learn about the fascinating history of this unique site and its previous tenants, including Capone. Don’t miss the special art installations that are on display here all year round.

Piranha fishing...pink dolphin sightings...holding a caimen...beautiful day explorations by skiff and canoe along the Ucayali River and in the Pacaya Samiria National Reserve. Add to jaw-dropping explorations, the 5-star comfort of the Aqua Amazon with large, comfortable and well-designed, air-conditioned staterooms with picture windows allowing the world to float by as you relax, showers big enough for two, great cuisine, and an amazing staff—as well as congenial company on board in an intimate, yet spacious, cruise. Just 12 cabins means no crowds, just fun at mealtimes and in the salon/bar. Excellent, knowledgeable river guides are from the Amazon—so they know it, and the wildlife, intimately.

While construction started on Freiburg’s iconic Gothic church in 1200, it wasn’t finished until almost 300 years later. Today, the cathedral is known mainly for its 380-foot west tower (famously described by art historian Jacob Burckhardt in 1869 as “the most beautiful spire on earth”), but also boasts magnificent pillars, intricate sculptures (including 91 gargoyles), and an equally stunning interior. Incredibly, the church survived several World War II bombings and still contains stained glass windows from medieval times, plus a high altar with an intact triptych by Hans Baldung Grien. The famous tower takes on an octagon shape as you climb to the viewing platform, where, on clear days, you can see across to the Vosges Mountains in France. Be sure to also check out the bell tower, home to the three-ton, 750-year-old Hosanna bell—one of Germany’s oldest.

Every city has a building with great views and Chicago’s most famous is the 103rd floor of the Willis Tower. But a little Chicago secret is that the John Hancock building has better views and their Signature Lounge on the 96th floor has free admission so you can enjoy a cocktail while you take in the sights! My favorite time to visit is late afternoon for a happy hour Old Fashioned while the sun sets and the Chicago lights start to sparkle. It’s a great place to take visitors, it’s a great place for tourists, it’s a great place to start or end an evening but I wouldn’t bother with the food, which is overpriced for the quality and selection. The drinks are pricey but the view is truly worth it.

Surprisingly, great cocktails and an ocean breeze can be hard to find in San Diego, which makes JRDN at the Tower23 Hotel somewhat of an anomaly. It may be a scene—there are bouncers at the door, and the 70-foot-long wave wall would be more at home in Miami—but the wind-protected patio is practically on the boardwalk, offering great views of Crystal Pier and surfers catching waves. On warm evenings, drinks like the cava-based Raspberry Sparkler and the spicy chili-mango margarita make the experience even sweeter. JRDN’s happy hour (Mondays–Fridays, 4 p.m.–6 p.m.) offers discounted beer, wine and sake and coincides with the sunset for much of the year, making it a prime time to score a seat outside.

Take in the atmosphere of Helsingborg’s medieval tower, which doubles as the best photo opportunity in the city. You’re made to work for it though, as you’ll have to walk across gravel paths and climb a steep wooden staircase to reach the top of the tower. Built during the early 14th century, the keep was formerly part of a much larger castle that played a key role in Swedish-Danish relations over the centuries. Find out more at the new exhibition that focuses on medieval life during the tower’s heyday.

Opened in 2015, this colorful spot from NYC-based The Library Collection celebrates music—and music lovers. Set in the historic city center, near pedestrian dining and shopping streets, the restored 19th-century bank now houses 48 rooms and suites spread over four genre-themed towers. Each accommodation is named for musical legends in that theme, so think names like Puccini in the Opera tower, Billie Holliday in Jazz, Prince in Contemporary, and Chopin in Classical. The decorative style and details vary slightly depending on the genre (Classical rooms have Murano glass chandeliers, for example, while Jazz ones have Art Nouveau-inspired furniture), but aside from caricatures of the featured artists and related books and CDs, the vibrant décor isn’t kitschy or themed. Instead, guests can expect luxurious comforts like high-end (and customizable) bedding, home theater-grade entertainment systems (linked to a digital music library), onyx-lined bathrooms, and Handy 4G phones for complimentary international calling.

Downstairs, the glass-roofed Music Garden courtyard is the place for breakfast, daily afternoon wine and cheese hour, and live music performances (all complimentary), while the fireplace- and terrace-equipped Satchmo’s lounge pairs cocktails with jazz, and the Stradivari Restaurant serves Hungarian-inspired farm-to-table menus amid strikingly bold décor. The underground Harmony Spa relaxes with holistic therapies, a heated pool, and saunas and steams rooms, while the rooftop High Note Sky Bar—open year-round—has become one of the hottest hangouts in town for its spectacular views (get there early to snag one of the floating “love nest” seating nooks). Don’t miss a visit to the lobby-level office of the in-house Musical Director, who can help plan itineraries, source tickets, create city-themed playlists, or lend you a concert DVD to watch in the hotel’s private screening room.

For many, Thessaloniki is a happy alternative to the chaos of Athens. Although it’s home to just under 400,000 people, it’s the second largest city in Greece. There’s a large student population here, and so you’ll find the city busy with cafes, pubs, clubs, and restaurants. Of noteworthy mention is the iconic White Tower, built in the Byzantine period and still standing guard over the waterfront. There are a number of other Byzantine monuments around as well, including the churches of Acheiropoietos and the Heptapyrgion castle. The Old Town is worth exploring as well, which has a classically Macedonian feel to it.