Collected by Natasha
AFAR Explorer′s Wishlist
1616 N Wells St, Chicago, IL 60614, USA
The Second City has come a long way since the small cabaret theater that launched in 1959. As a sketch comedy and improvisational performance theater, the venue has been keeping people laughing for over 50 years. Situated in the historic Old Town...
3201 W Armitage Ave, Chicago, IL 60647, USA
Scofflaw breaks all the craft-cocktail-bar rules by serving strong, affordable drinks that arrive quickly with no snooty attitude. There's even street parking, something anyone driving in Chicago will appreciate. I’m not sure what else you...
4530 N Lincoln Ave, Chicago, IL 60625, USA
This is how your table looks after a night at The Grafton with the mostly empty glasses and a water carafe that’s been filled and emptied at least four times. Not pictured are the hollows you left in the seats from sitting there for 6...
875 N Michigan Ave, Chicago, IL 60611, USA
Watch the Chicago city lights come up as the sun goes down at the the Signature Lounge. While the Observatory on the 97th floor is a popular spot, you'll have an even more memorable experience lounging, cocktail in hand, overlooking the same...
1633 N Halsted St, Chicago, IL 60614, USA
Balena offers hand-made Italian food and delicious cocktails in a prime location right next to the Royal George and the Steppenwolf theatres. Recently voted one of the top 21 Italian restaurants in the US by Thrillist, all of Balena’s pasta...
1035 N Western Ave, Chicago, IL 60622, USA
The Empty Bottle in Ukrainian Village offers great music in a small venue with an angled stage so the views are pretty good from anywhere in the house. The drinks are reasonably priced with friendly bartenders and the location is a bit divey but...
1501 N Kingsbury St, Chicago, IL 60642, USA
Chicago has a lot of improvised comedy shows with 195 listings on Yelp, the most famous of which is Second City and some of the funniest of which are hosted by the iO theatre. Where else but the iO theatre can you see improv done in iambic...
4802 N Broadway, Chicago, IL 60640, USA
Open and thriving since 1907, the Green Mill Cocktail Lounge survived both prohibition and ownership by Al Capone in the 20’s. That alone should make you want to visit. Additionally, the plush restored interior hearkens back to its speakeasy roots...
2548 N Halsted St, Chicago, IL 60614, USA
I always look forward to visiting Chicago, especially when it's work related and I'm encouraged to take customers out for dinner. A highlight of my last visit in November was dinner at Trattoria no. 10 on Dearborn. Holy Baby Cow Batman, that was...
2657 N Kedzie Ave, Chicago, IL 60647, USA
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...
5707 N Clark St, Chicago, IL 60660, USA
A weekend ritual, m. Henry's brunch is a combination of simple goodness and sublime richness. You walk into the restaurant and are greeted by a smiling hostess and two bakery cases filled with everything from homemade cinnamon rolls to petite...
746 W Webster Ave, Chicago, IL 60614, USA
I last visited Toast on a Tuesday with an old friend I hadn’t seen in ages. Unlike the weekends which are crowded and busy with long waits, on Tuesday we walked right in and were immediately seated in a window booth. We ordered the omelette...
1120 S Michigan Ave, Chicago, IL 60605, USA
Since my friend Lisa worked in Yolk where was ranked as #1 breakfast place in Chicago, there's no reason for me not trying something there. I ordered a fresh-squeezed strawberry orange juice with my friend's suggestion. I could say it’s the best...
5022 N Clark St, Chicago, IL 60640, USA
Bongo Room offers one of Chicago’s best brunches at three different locations in the city. I’m partial to the vegetarian croissant served with spinach, tomato and basil mayo on a gigantic croissant. However, if sweet treats are your breakfast...
San Diego, CA 92129, USA
Covering more than 2,300 acres, Black Mountain Open Space Park features some 20 miles of trails just 45 minutes from downtown. Take the 2.5-mile hike up to the peak for spectacular views of downtown San Diego, Point Loma, Torrey Pines, and even...
San Diego, CA, USA
Just a short drive north from downtown San Diego, the 2,000-acre Torrey Pines State Natural Reserve offers an idea of what Southern California looked like before its coastlines were developed. Experience the area by taking a short walk from the...
La Jolla, San Diego, CA, USA
Many people don't realize this, but although La Jolla, California, is portrayed as a separate city, it is actually a community within the city of San Diego. A short 15-20 minute drive from downtown San Diego takes you to the dramatic coastline....
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