A few months ago I visited Chicago with my good friend. It was a spontaneous weekend and being that we didn’t have much planned we just saw the sights as we wandered the city. Here are a few places we ate at, some were recommendations and some we just wandered into. These are the places that you have to try when you visit the windy city.

Portillo’s

What started as a hot dog trailer 1963 is one of Chicago’s landmarks. They’re all over the midwest now and even have location in Buena Park, CA. At Portillo’s they have all of the Chicago style dogs and sandwiches. My favorite is the Italian Sausage/Italian Beef combo with hot peppers, you can’t go wrong there. For desert, try a chocolate cake shake. A delightful shake that really has a piece of cake blended in.

Gino’s East

I’m not sure who in Chicago makes the best deep dish, everyone seems to have their favorites. We hit up Gino’s because not only had we heard good things, it was really close to our hotel. It was awesome! Chicago style deep dish is like no other, you’ll have to try it for yourself!

Gino's East - Deep Dish Pie

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Visit Historical Sites

Jamaica was once filled with sugar plantations and each of these plantations had a great house where the plantation owners lived. Most haven’t survived slave uprisings, hurricanes and the humid Jamaican climate over the years. Rose Hall Great House, however, has been standing strong since the late 1770′s and there is an added bonus…the former mistress of the house was a crazed killer and supposedly haunts the place!  Take a tour of the restored great house and learn how the owners and slaves lived back in the house’s prime.

Rose Hall Great House, Montego Bay, Jamaica

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