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Set right on a stretch of sand, Eladio’s is a superb choice for a cool drink and a bite to eat while exploring the port town of Progreso. Dine in the large restaurant under palapa roofs or sit directly on the beach. Eladio’s has been a Yucatán favorite for over 60 years; the first outpost opened in Mérida in 1952. The coconut shrimp and fish in avocado sauce are great options for daytime dining, and the margaritas are refreshing in Progreso’s heat. Look for live music, day and night, which brings in the crowds.

This is a great place to spend a free day in Puerto Rico. There are many interpretative trails in this park, and all are free and open to the public. Some lead to caves, others lead to beautiful views.

There are also many covered areas for picnics. The trails are mostly leveled off and easy hikes, although some can be a bit more challenging. Be sure to bring lots of water, as it can be humid. Also, bug spray will be your friend! If you plan to take a trail that leads to a cave, be sure to have a flashlight with you as well.

John Rutledge was an active player in early American politics, signing the Constitution and serving as South Carolina’s first governor. But his townhouse on Broad Street, now the John Rutledge Inn, was built before he even attended his first Continental Congress. The house was embellished and expanded over the years, including the addition of elaborate lacelike ironwork that still stops passersby in their tracks. The inn comprises the main building and two carriage houses. In the 1980s, a major renovation prepared it for its new life as an inn, restoring the parquet floors, marble fireplaces, and crown molding to fully honor the property’s past.

Rooms in the main house evoke the property’s Colonial Era origins, with canopy beds and brass fireplace screens. All rooms have Tempur-Pedic mattresses, property-wide Wi-Fi, and flat-screen TVs help guests remember that they’re still in the 21st century. Around the property, visit the sumptuous ballroom for evening sherry, or stroll the lush, secluded courtyard.

Despite the industrialized patty chain stores across Jamaica, the love for handmade patties continues in some parts of the island. Miss Sonia’s entrée-size, crusty patties are served at a small roadside restaurant across from the beach in Negril. She offers traditional fillings like beef or callaloo, as well as others like lobster and conch that she introduced at the suggestion of her numerous return visitors to Jamaica. When you get your order, be sure to shake on some of the secret spicy sauce—Miss Sonia won’t tell you what’s in it—and then dig in.

I’m not sure any other city epitomizes the California dream as well as the surf-centric college town of Santa Cruz. The Dream Inn is the perfect base for exploring and has affordable rooms, a retro-chic design, and a beachfront location within walking distance of the famous boardwalk. The hotel can arrange surf or SUP lessons (you’ll want to rent a wetsuit, even in the summer!). For those who’d rather take in the action from the shore, rent a bike from nearby Pacific Ave Cycles and peddle along West Cliff Drive until you reach the famous surf break, Steamer’s Lane. You’ll be able to watch talented surfers (and ambitious novices) surf some serious waves. A short drive away you’ll find Henry Cowell Redwoods State Park. From the parking lot, take the Meadow Trail to the Loop Trail to Pipeline Road. Follow the road along the river and turn left at the Ridge Fire Road and follow it to the Observation Deck. You’ll be rewarded with spectacular views of the Santa Cruz Mountains. For an even greater reward, grab a seat at the Dream Inn’s new Jack O’ Neill lounge and try one of the great cocktails (the Old Timer is a mix of Knob Creek, lavender sweet tea, and muddled fruit) and if you’re lucky, there might even be a live band.

There are a handful of appealing options in the West Loop, but the most exciting is the Hoxton Chicago, whose laid-back lobby is filled daily with locals and guests working, meeting, dining, drinking, or hanging out with a coffee. Part of the socially focused Hoxton hotel group that launched in London’s East End in 2006, this 182-room hotel has become the West Loop’s top rendezvous spot for meetings (unless you’re a member of nearby Soho House), but upstairs is just as enticing. We love “Flexy Time,” which allows guests to check in and out whatever time of day they like, so long as they book directly through the hotel website.

Who is Sir Albert? This issue might perplex the uninitiated because the hotel and its staff insist that the mysterious aristocrat transformed his private mansion into a collection of sleek and fashionable pieds-à-terre for the international cognoscenti who come to Amsterdam. In reality, the 19th-century red-brick building was once a diamond factory, built to be so sturdy that the trams wouldn’t shake it, and, while that rich history is reflected in some of the angular and clean-lined decor, it’s more fun to imagine that a wealthy eccentric has designed the stylish and spacious rooms and left you in the hands of a staff used to realizing whims before they’re even imagined.

The rooms themselves are indulgent in a minimalist way, with dashes of both Japanese modernism and midcentury Scandinavian design in the black wooden floors, oversized white soaking tubs, and all the latest technology; clearly, Sir Albert is well traveled. He also must have a taste for authentic Japanese cuisine, considering the house restaurant is inspired by traditional Japanese pubs and attracts discerning foodies and hip young locals alike. He clearly travels in trendy circles, considering his house’s location in lively De Pijp; his appreciation for art, too, is evident in the proximity to the Museumplein.

A honeymooner’s dream, the 40-acre Grand Wailea hails from the era of the Hawaiian mega-resort. From its perch over the Pacific, the hotel offers an impressive collection of original art (much of it created by locals specially for the property), 40 acres of lush tropical gardens, and over-the-top water features among the nine swimming pools, including slides, caves, a Tarzan swing, swim-up bars, and a canyon with an enclosed “lava tube.” The resort even boasts Humuhumu, a Hawaiian-inspired restaurant set in a man-made lagoon, and 780 guest rooms, all of which include a private patio or balcony. Opt for accommodations on the Napua Club level for a more intimate “boutique hotel within a resort” feel.

Among the small shops and restaurants that line Elmwood Avenue, Thin Man Brewery stands out in more ways than one. In a literal sense, its second-floor balcony extends over the street, offering guests the perfect place to sip pints in the sun. More figuratively, its beer selection is among the best in the city, with more than two dozen brews on tap, including the Prairie Paradise (a coconut-and-vanilla imperial stout from Prairie Artisan Ales in Oklahoma) and the Taras Boulba (a pale ale straight from Belgium). Thin Man also brews a few of its own beers on-site—if they have it, be sure to try the Pills Mafia pilsner. Since opening in 2016, the brewery has become so popular that there is now a second location in Black Rock, in a collaborative space with Tappo Pizza.

A key component to the mastery of a skill is knowing when to break the rules. As its name implies, Jovanina’s Broken Italian breaks away from the traditional rules and expectations of Italian cuisine with the measured confidence of a master. Owners Jennifer and Jake Linzinmeir bring years of restaurant experience, both in the kitchen and in management, to Jovanina’s, which allows them to find an approachable balance of new flavors and classic dishes to the menu. The airy ground-floor space feels festive, with whitewashed brick walls along one side and a bar running the length of the other; a downstairs wine-bar dining area has a quieter, more intimate vibe. Try any of the handmade pasta specials or go with the favorite: a brick-oven pizza topped with fennel sausage, smoked mozzarella, and caramelized onions.

Once the hip newcomer, this craft cocktail lounge is now a King Street veteran that attracts a more mature crowd than the line-up-outside adjacent clubs catering to the college set. Locals meet here for half-price happy hour (Wednesdays feature bourbon) and before shows at the Charleston Music Hall nearby. The stock of spirits is impressive, as are the intricate ways they’re mixed, like a “Macho Man Dandy Savage,” with house-infused dandelion gin, honey, and yellow Chartreuse. The mixologists here have a history of winning local bartender competitions. Complementing the flavors are the gorgeous environs in an historic building that features exposed beams, leather furniture, and a swanky rooftop garden that’s a welcome respite just off the buzz of King Street below. It all sits atop The Macintosh, chef Jeremiah Bacon’s stunning seasonal fare restaurant that shares a mutual owner.

A restaurant inside Heidelberg Castle was never going to be modest or inexpensive, and Scharff’s Schlossweinstube is nothing if not upscale. With classic parquet flooring, sparkling chandeliers, and stucco ceilings, it’s romantic and refined, its Baroque decor only outdone by its Michelin-starred fare. Informed by classic German and French techniques, head chef Martin Scharff serves local favorites like Swabian ravioli, as well as roast duck, unique dishes such as veal kidneys, and a delicious cheesecake with raspberry sorbet, all perfect for pairing with an extensive selection of international wines.

If you’re not looking to splurge, try the neighboring Bistro Backhaus, with a more rustic appeal including vintage furnishings, a huge baking oven, and a casual menu of coffee and cake. It also features a shaded terrace and the same wine list as Scharff’s.

Dating back to 1843, this massive museum has grown and modernized over the years, especially with the addition of the Neue Staatsgalerie (New State Gallery) in 1984 and a modern hall specially built in 2002. Spanning some 96,875 square feet of exhibition space, the collection focuses on early Swabian panel painting and 19th-century Swabian Neoclassicism, but also includes modern pieces like Oskar Schlemmer’s Figurines for the Triadic Ballet, Matisse’s famous Back Series, and a Joseph Beuys room that was installed by the artist himself. Other highlights range from Dalí’s Raised Instant and George Grosz’s The Funeral to Miró’s Bird with a Calm Look. Opt for a guided tour to ensure you see everything, then visit the museum shop and the Fresko café-restaurant. Note that, on Wednesdays, you can visit the permanent collection for free.

Situated off the eastern shore of Long Island, The Chequit is old school in an elegant way. The hotel occupies a big white building, surrounded by grassy lawns, impeccably maintained hedgerows, and towering deciduous trees, and features bright, homey rooms, complete with large windows that let in plenty of natural light. While all the rooms have been refurbished, those in the main house retain much of their original architecture, lending them a certain vintage charm. The Chequit operates on a bed-and-breakfast model, and guests can either take their morning meal in the lobby or opt to have a lighter option sent straight to their room. While the target audience here is weekenders seeking an escape from New York City, the hotel is also a popular spot for weddings and retreats, with two meeting rooms and full catering services available from on-site Red Maple Restaurant.

Sitting on 40 acres in the quaint town of Stone Ridge, Hasbrouck House is a lovely boutique getaway, featuring 20 one-of-a-kind rooms spread out over three structures. Rooms are bright and homey, with wooden floors and plush beds. Some even feature vaulted ceilings, stone fireplaces, and deep, freestanding bathtubs. Although it’s not a spa retreat, Hasbrouck House does offer a variety of massages that can be enjoyed either in a cozy treatment room or your very own suite. For many guests, however, the highlight of a weekend here is dinner at on-site restaurant Butterfield, which offers a seasonal menu inspired by fresh produce from the Hudson Valley. Come in the summer and you’ll also have access to the 55-foot-long swimming pool, nightly bonfires, and outdoor movie screenings and concerts.