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One month in Jamaica could mean four weeks of endless adventures, from beaches to museums and parties to festivals. Travel from lively Negril to lush Portland via Jamaica’s scenic north coast and fishing villages, before kicking back on the calm black sands of the south. The great thing about spending a whole month in Jamaica is that you have plenty of time to lounge on the beaches and to explore inland, so you get the best of all worlds.

Get off the beaten path and check out some of the stunning hiking trails just outside Honolulu. Mere minutes from the city you can enjoy refreshing mountain hikes through the Koolau Mountains or the romance of the surf from a shoreline path. Oahu hosts numerous off-the-beaten-path hikes, where the scents of eucalyptus and plumeria are as intoxicating as the tropical landscapes and the beautiful views of Honolulu.

Regularly ranked as the most literate city in the US, DC houses attractive independent and used bookstores for the bibliophile. Let’s not forget to mention that DC is home to the Library of Congress, the world’s largest library, which comprises of three buildings containing over 158 million items (36 million of them books in 460 languages) and the Folger Library, the world’s largest Shakespearean library. Definitely plenty of shelves and stacks for the literary nerd to get lost in.

From bags to books to brews, shopping in San Sebastián tempts even the tightest wallet. Don’t get distracted if it seems the San Sebastiánites shop more Zara than thrift—when you’re not looking, they’re ducking into the shops that have been open for decades. Tapestries and traditional hats, wine and seafood—the basic necessities in San Sebastián each have their own temple, in the form of shops that boast a history as interesting as their wares.

Forget the novelty mai tai in a tiki mug—bartenders in Oahu take full advantage of their lush surroundings and are creating libations that use ingredients like passion fruit syrup, smoked sugar cane, lemongrass, and ginger. Sure, you can find the kitschy tropical drinks, but they’ll more likely feature a hint of mezcal and the freshest pineapple juice than the cocktails your parents enjoyed on their honeymoon. The craft beer movement has even washed up on the shores of Waikīkī. Get ready for a sip of something fresh.

The Twin Cities are well connected with footpaths, bike lanes, and public transportation, so you can enjoy the main landmark sites and the tastiest bites in three days. Spend two days getting to know Minneapolis and the perks and quirks of its various neighborhoods, and then slow down for a day in the more leisurely and charming Saint Paul.

Greeks, especially Athenians, are high-spirited partiers, and don’t stop till they get enough. For those seeking glamour it’s fun to sip cocktails on a rooftop bar, but it’s just as fun to dance in a grungy music venue. Wander near the Technopolis in Gazi or the clubs near the sea during summer, when the party simply spills out onto the streets. Start late, and pace yourself until sunrise, which is when most locals only begin to think about going home.

A visit to Fes means moving between worlds, sometimes at a dizzying pace. You can visit the fragrant gardens of a palace mere moments after breathing the acrid air of the leather tanneries. Sunlight has never been so bright, nor has shade ever felt so dark and cool. Get lost in the medina of Fes (everyone does!) and discover its ancient charms.

Whether you’re visiting Idaho for lake towns like Coeur d’Alene, cities like Boise, or ski resorts like Sun Valley, you’ll find a range of hotels to suit your needs. Choose from family-friendly lodges on the water, boutique stays with top-notch food and drink, and cozy inns with quiet rooms, then get busy enjoying all the Gem State has to offer.

On a quiet residential street one block from the popular vintage shops, bars, and restaurants of Milwaukee Avenue, the Wicker Park Inn is one of the best values in Chicago, attracting an eclectic clientele of older couples, families who book the whole place for weddings and other special occasions, and young travelers eager to live like a local amid the vibrant culture of the Wicker Park and Bucktown neighborhoods.

Voted “Best Waterpark in the Area for the Entire Family” by Chicago Parent in 2011, this water wonderland is fun for all ages. Parents can lounge around the pool, catching some rays in the sun, and the kids can romp around the Caribbean-themed park as they wish. The waterpark also offers swim lessons, birthday party packages, or the ability to rent the entire place for your own private event. And lest you or the little ones need a snack, the onsite concession stand will be more then happy to get you a little something to nibble on as you while away the hours of a summer afternoon.

Old school ice cream parlor and soda shop with homemade candy and ice cream since 1921 in the same location in Bucktown. I wish the little jukeboxes on the tables worked but clearly it’s not hampering their business as there’s a line out the door every day, especially in the summer. Margie’s is a small place but perfect for an afternoon sundae dripping with hot fudge and maybe a dozen chocolate dipped cherries to go.

Like most good thrift stores, the Brown Elephant is hit or miss. Sometimes you can find great books, T-shirts, and super-cheap vinyl—other times, nothing appeals, and you just wander around until your feet hurt. This shop is well organized, and most of the home goods are reasonably priced. All of the proceeds go to benefit the Howard Brown Health Center, a great LGBT charity; if you’re waffling on spending a couple extra bucks, just go for it and know that your money is going to help someone who needs it. (The Brown Elephant has three outlets: this one in Lakeview, one in Andersonville, and one in Oak Park.)

Adam and Skye Rust admit that they have a thing for taxidermy. And bones. And teeth. Adam has even made an animated sculpture where taxidermied mice circle and dance à la “Three Blind Mice.” They travel the globe to find the strangest and most visually impactful specimens to fill the motionless zoo and touch-friendly museum that is Woolly Mammoth Antiques & Oddities. Brussel Sprouts, the real two-headed calf (from Brussels); a ceremonial Odd Fellows skeleton; vintage medical tools; and old apothecary bottles all share space in this retail wonderarium. Not everything in Woolly Mammoth is a curiosity, but if it’s the unusual you’re seeking to buy, you’re bound to find it here.

It’s not often one gets to visit a home designed by legendary architect Frank Lloyd Wright—much less stay in one—but the Palmer House lets you do both. Situated in the nearby city of Ann Arbor, home to the University of Michigan, the brick and cypress home is one of Wright’s last masterpieces and features a teahouse on premises. Guests can rent the three-bedroom house for a quick getaway or for an event (25 people max for the latter).