Some of Our Favorite Activities in the Chicago Area

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Explore & Play

Chicago Water Taxi

Chicago Water Taxi

Chicago Water Taxi: Take a ride down the Chicago River to explore The Loop or enjoy the boat trip all the way down to Chinatown.

Architectural Boat Tour: Learn all about the famous architecture and history of Chicago while cruising the River.

Bobby's Bike Hike: Take a bike tour, rent bikes to explore on your own, or grab a Divvy Bike at any of the hundreds of stations around the city.

Montrose Harbor & Beach: Relax and enjoy beautiful views of the city from our favorite low key harbor and beach on the north side. 


Eat & Drink

Longman & Eagle:  A special place in our hearts as the site of our engagement. The food, drinks, service and atmosphere here are always on-point and the inn upstairs is truly a unique and special place to stay in Chicago.

Fountainhead: A neighborhood favorite of ours with a beautiful rooftop patio and a great beer list. 

Maria's Packaged Goods: Great family-run dive bar and liquor store in Bridgeport.

L'Patron: Authentic and delicious taqueria just blocks away from Jake's brewery. Be sure to try Jake's favorite, the Gringa and Jamie's pick the daily vegetarian taco special and elotes.

Au Cheval: High end diner. Loud music, long waits and the best burgers and fried baloney sandwiches around.

Longman & Eagle

Longman & Eagle


Arts & Culture

Gustave Caillebotte's Paris Street; Rainy Day at the Art Institute of Chicago

Gustave Caillebotte's Paris Street; Rainy Day at the Art Institute of Chicago

The Art Institute of Chicago: A favorite destination of ours.  Be sure to check out the modern wing on the upper level and the Thorne Rooms in the lower level. 

Ale Syndicate Brewery: Jake's second home (and place of employment) and Rate Beer's "Best New Brewery in Illinois - 2014".  Let Jake know if you'd be interested in a seeing the brewery and he may be able to set up a time for a quick tour.  

Jay Pritzker Pavilion at Millennium Park: Great place to catch a free concert or movie in the summer. Beautiful architecture and gardens in the center of the city.