There are SO many things you can do in Chicago. SO many. But, this time around, we’re just focusing on a few that we particularly have enjoyed.
During our time in Chicago, we went on a couple different Architecture Cruises–one left from Navy Pier and sailed out into Lake Michigan while giving a great history of the skyline; the other was on the Chicago River and went up and back down the North and South branches and then out into the Lake for a final view of the city.
If you’re interested in architecture I would highly recommend checking one of these tours out; these are just the two that we were able to do, but there are others out there as well. The tours we took were/are very different from each other, which is another thing to consider. When planning a trip, it helps to do your research to determine the best use of your time and money.
Trump Tower (Left) & Wrigley Building (Right)
Lured in by Groupon, we went on the Tall Ship Windy as our first boat/architecture tour. We had been researching potential architecture tours but couldn’t resist the deal of the Groupon. Unfortunately, we didn’t schedule our Tall Ship Windy visit until the last minute, so, the day we ended up going was wet, rainy, and cold. We were so bummed. BUT, the Tall Ship Windy crew and staff were helpful,welcoming, and truly made the trip memorable and interesting despite the weather conditions. According to the Tall Ship Windy website, it is “a 148 foot traditional four masted gaff topsail schooner”; in my opinion, you feel like you’re on a pirate ship.
Raised Bridge on the Chicago River
The staff and crew of the Tall Ship Windy were friendly, engaging, and knowledgeable about the history and architecture of the city and also spoke a great deal about the history of trade on Lake Michigan and the Chicago River. Tall Ship Windy offers several tour options including tours during fireworks displays; I encourage you to review their website and make a selection based on your preferences. Prices for tickets vary based on the type of tour as well; they can be purchased online or via kiosk on Navy Pier. You can expect most tours to last about 75 minutes and they do request that you arrive 30 minutes prior to your boarding time.
Another great boat/architecture tour is the Chicago Architecture Foundation River Cruise using “Chicago’s First Lady” fleet of boats. This tour is absolutely fantastic and very focused, giving the participants history of architecture, architects, buildings, bridges, and other structures along the way. Tours are led by the Chicago Architecture Foundation volunteers who point out more than 50 buildings along the cruise. There are plenty of opportunities to take pictures, learn the history of Chicago, ask questions, and chat with other tour participants.
One of my favorite things about this tour is that I was able to learn so much about how Chicago was built up; the history is remarkable, and the docents are so knowledgeable! Couple notes for this tour: it is not as friendly for children; being 90 minutes long with a majority of that time having information shared, there is very little engagement for the younger crowd. In addition, remember to bring sunscreen! Also note: it is better to purchase tickets in advance and online. During the summer the tours book early, so if you know this is something you want to do during your visit, plan ahead. The tours depart from the southeast corner of Michigan Avenue and Wacker Drive; look for the blue awnings for the kiosks and signage to direct you to your vessel.
As I mentioned before, these are just a couple options available to you, there are others that might pique your interest more (a speeder cruise perhaps), be focused on a topic you’d rather spend your time/money on (centered around a meal), or be a little more family-friendly. Knowing your family’s travel style, budget, and things you might enjoy is essential as you plan any trip!
Willis Tower & 311 S Wacker Dr.
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