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In 2011, one of Chicago’s most popular restaurants, Longman & Eagle, expanded into an inn with the creation of six rooms. The owners, two of whom run the music venue Empty Bottle, built and outfitted the whole place. Each of the rooms is different, but all are stylishly simple and feature details such as wood floors, exposed brick, original art work and site-specific installations by local artists, cassette players with mix tapes, well-curated minibars, and Aesop toiletries. For the noise averse, the hotel reminds potential guests that the rooms are located above “an occasionally raucous, whisky-fueled tavern.”

This deep, steep canyon literally hides beneath the state’s surface, though the main park entrance is just 12 miles east of Montrose, Colorado. For two million years, the Gunnison River has been working at the earth here, resulting in a “vertical wilderness of rock, water, and sky” that has been designated as a National Park since 1999 (it was known by the Ute and protected as a National Monument for many years before that as well). There are several entrances to the park and three choices of campgrounds, some of which accept reservations, the rest first come, first served. South Rim Campground is probably the most accessible, family-friendly choice, while North Rim is the more remote. Always ask if the local astronomy club will be setting up, to take advantage of some of the blackest skies in America. Also consider a boat tour of the upper Gunnison River and fishing in its Gold Medal Trout waters.

It is all about farm-to-table cuisine at Primo, where two-time James Beard Award–winning chef Melissa Kelly hangs both her toque and her garden shears. Behind the restaurant, in a Victorian house on the Rockland–Owls Head town line, are acres of pastures and organic gardens. Be sure to allow time to visit with the chicken and pigs, buzz by the beehives, ogle the greenhouses, and admire the produce, edible-flower, and tea gardens. Make reservations for the intimate and elegant Parlor dining rooms, or head to the upstairs Counter Room and Bar, where the menu highlights pizza, cheeses, and charcuterie, and tapas-size portions. The flavors are Mediterranean with a Maine accent. Don’t miss the house-made breads or desserts, either.

Housed on a 1,100-foot stretch of beachfront, Grace Bay Club is as stylishly current as it was in 1993, when it became the first luxury hotel to open on the then nearly empty sands of Grace Bay. From its original 21 rooms, the upscale property has grown to 82 suites, each of which features ocean views, a private veranda or patio, and chic interiors by renowned designer Thom Felicia. Guests can also look forward to superior service, including a personal concierge available day or night via a provided cell phone.

When hunger strikes, there’s the oceanfront Infiniti Restaurant & Raw Bar, which boasts sea-to-table fare and the longest bar in the Caribbean, as well as several other family-friendly venues, including The Grill. If it’s pampering you seek, make time to visit the spacious Anani Spa, where you’ll find six treatment rooms, including one just for couples. A spa tent is also available for beachfront massages.

In a valley only five miles from the Pacific Ocean, Folktale Winery lives up to its name: The Old World French-style château appears like a castle from childhood fables amid the vineyards and oak trees. On arrival, visitors are greeted with a taste of sparkling brut (NV). Like many winemakers in the area, Folktale focuses on chardonnay and pinot noir, but its wines stand out for their bright acidic style and the minerality of the terroir. Daily tasting hours run into the early evening, and individual glasses and bottles are available, as well as flights of Folktale and reserve wines from single vineyards. The restaurant serves such seasonally inspired small plates as brie and pear bruschetta, shared plates (the crispy octopus is a local favorite), salads, and cheese or charcuterie boards. Pro tips: Save room to sample wine ice cream pops, made of rosé or grenache. Tours (which require reservations) include visits to the vineyards, cellar, and barrel room. And check the winery’s events calendar for yoga classes in the vines, special workshops, and concerts.

Perched on a steep hill in the lovely neighborhood of Alfama, you will in no doubt leave with a great souvenir or gift. Sellers throw down blankets or rugs in rows and sell a variety of hand-made goods, antiques, books, clothes, military objects, etc. I took home two wonderful brass bottle openers and a couple of old world maps. Getting to the market is easy and the trip there is quite beautiful; take the Tram 28, or Tram 12 up the hill through the tight, and narrow neighborhood streets (becos). After you’ve spent all of your Euro, take a short walk over to the Santa Engracia Church, Museum of Decorative Arts, or the National Pantheon. Oh, and don’t forget to take in the views and snap a few pictures.

Now this is truly a place you never want to leave. The infinity edge pool at the Marriott in Wailea, Maui. The pool reached right out to the Pacific Ocean, and you almost felt as if you were in the ocean itself. Grab an umbrella drink, swim over to the edge, and stay there for a couple hours to take it all in. The wonderful staff will also bring you the freshest fruit you have ever had too. And, as you watch the sun go down on the horizon from this exact spot, you can join the Luau by the beach below...or simply stay here all night.

One of Dalmatia’s most underrated cities, Šibenik is finally being recognized as an exciting coastal destination. Its medieval heart is a stone maze of steep alleyways dotted with charming squares and hidden cul-de-sacs, not to mention a pretty harbor and a seafront promenade lined with cafés. Crowning it all is the Cathedral of St. James, an architectural masterpiece incorporating style elements of both the Gothic and the Renaissance. The cathedral is said to be the world’s largest church built entirely of stone—most of which was quarried in the nearby Adriatic islands. Of particular note in this UNESCO World Heritage site: the frieze of 71 heads on the cathedral’s outer wall, which depicts 15th-century citizens of Šibenik with many different moods and personalities.

Named for the beach it sits on and famous for its views, Moonstone Grill is set at the junction of Little River and the Pacific, with a patio and large windows overlooking both. Given its full bar and specialty cocktails, many visitors like simply to enjoy a drink and take in the sunset. That’s a shame, because the food is good, too. The menu consists of local appetizers, seasonal seafood plates, and top-notch steaks. It’s not cheap, and you’ll want to make a reservation: Word has gotten out about this high-end, low-key Humboldt classic.

Although Chile’s central coastline boasts a string of attractive beaches along with towns filled with visitors seeking relief from the heat, the truth is the water is freezing cold year-round due to the Humboldt Current that brings Antarctic water up the coast. You’ve got to go pretty far north to find temperate seas. Bahía Inglesa is a stretch of coastline where the turquoise waters are tranquil, the sand is white, and there are dozens of beaches—some are along waveless bays (perfect for children), and others are great for scuba diving, kayaking, and kitesurfing. The area has restaurants for all tastes, and while there are lots of lodgings, in summer crowds flock in, so reserve as early as possible.

Mexico is home to two fiercely opposing football clubs: Chivas (the country’s most popular team) and Atlas (which has only won a single league title, in 1951). The fan rivalry, which divides Guadalajara along class and neighborhood lines, persists today—and, if you happen to be in town when the two teams face off, you’re all but guaranteed a lively match. Chivas plays in a shiny new stadium on the city’s outskirts, but games at Estadio Jalisco (Atlas’ home stadium, where Chivas used to play) offer a more fun, authentic experience.

This small-production and boutique winery near downtown Sonoma has achieved cult status in recent years for the exclusivity of the experiences that owners (and brothers) Andrew and Adam Mariani have put together. Standard tastings run about 90 minutes and include four current-release wines paired with four food courses served family-style. On sunny days, the tastings unfold on open-air patios in the shade of big white umbrellas; when the weather is less than stellar, guests are greeted and served in one of the many rooms of the circa-1858 hacienda. Reservations are only accepted by phone and often book out weeks in advance, especially in summer. For an even more intimate experience, reserve seats for one of the many pop-up dinners pairing Scribe wines with multiple courses prepared by visiting chefs who come in for brief residencies. The Marianis espouse organic and biodynamic farming methods and non-interventionist winemaking techniques, which translates into distinct fruit-forward estate wines that rarely overpower. Pro tip: Most visits don’t include tours, but if you book an early morning tasting midweek, you might get the chance to explore the hacienda before the formal visit begins.

The perspective from Gary Farrell Winery, on the outskirts of Healdsburg, is distinctive. Perched high on a ridge above Sonoma County’s Russian River Valley, you get a sense of the fog that makes this growing region so perfect—the clouds trap cool air and moisture down below, enabling pinot noir and chardonnay grapes to mature slowly. This general understanding of the microclimate only enhances your enjoyment of the wine itself, which winemaker Theresa Heredia has made with a deft touch since 2012. After extensive renovations to the main tasting salons in 2017, the visitor experience at Gary Farrell now ranks as one of the best in the county, especially if you reserve a spot on the covered patio outside. All the tastings are seated; the Inspiration Tasting matches six wines with three small bites from chef Didier Ageorges, while the Exploration Tasting includes a tour, five wines, and a cheese-and-nuts plate. Both experiences take about 90 minutes and reservations are suggested. In case you’re wondering, although his name is still on the wine and the winery, Gary Farrell himself—a true pioneer of pinot noir in the Russian River Valley—hasn’t been involved in day-to-day operations since he sold the winery to the Vincraft Group in 2004.

Guadeloupe’s most famous dive spot lies off the coast of Basse-Terre, surrounding the Pigeon Islands, and is part of the Guadeloupe National Park’s protected marine assets. Named after Captain Cousteau, who pushed for the protection of this biodiverse marine site and filmed a documentary here, you can find the French explorer’s statue resting in these waters. Dive shops offering excursions to the Jacques Cousteau Marine Reserve are based along Plage de la Malendure in the coastal community of Bouillante. There are dive options whether you’re a beginner or advanced. Snorkeling is also ideal for newbies here, with shallow waters teeming with coral, turtles, and tropical fish.

You’ve heard of farm-to-table, but the Well at Jordan’s Farm takes it to another level: farm-as-table. Culinary Institute of America grad Jason Williams sources most of the ingredients for his daily-changing menu from what’s in season here on Jordan’s Farm, a 122-acre land trust property operated by the third generation of Jordans. Reservations are essential to get a seat at this alfresco restaurant—there are only a few at the kitchen counter as well as a handful of picnic tables and dining gazebos around the grounds. For a small donation, pick fresh flowers for the table. Bring your own alcohol, and leave the credit card behind; this is a cash-only establishment.