The city of Chicago is known for a number of unique and timeless attractions. Chicago is a bustling, urban city located in the heart of the Midwest made up of things to do, places to see, and traditions to love. We are the city known for its beautiful architecture, a much-loved underdog baseball team, skyscrapers that awe, the Magnificent Mile, beaches, more summer street fests than anyone can count, and deep dish pizza that is rivaled by no one.
It is among our beloved activities and traditions that visitors and citizens of Chicago find enjoyment and make memories with loved ones. It is on the beaches of Lake Michigan that friends lounge away their Saturday mornings. It’s downtown, or any number of the neighborhood hotspots, where partygoers get a taste of the city’s vivacious nightlife. It’s local bars and restaurants where tourists get to sample our famous pizza, and baseball games at Wrigley Field where they can enjoy a classic Chicago Style hotdog.
There is something to be said for exploring this exciting city with a partner, or in a group; however, flying solo can allow you to experience Chicago in a way you may never have before. With so many options and opportunities, you can enjoy a weekend in the city without an itinerary to follow, other schedules to worry about, or debating whether the cost of an activity is really worth it; all you have to do is know where to start.
Things to Do, Places to Go
When you’re planning the perfect solo weekend in the city of Chicago, Chicago’s First Lady is a great place to start. We can provide a one of a kind experience with our Chicago River and Lake Michigan cruises. For example, the Lady Grebe Chicago River Experience is where you get to view the beautiful scenery and architecture along the Chicago River from the comfort of your own, private vintage yacht. You can also buy a public tour ticket for a more budget friendly option.
After your cruise, take a stroll down Mag Mile or even visit a local tavern. Chicago’s First Lady is right beside The Northman, a special oasis located on the Chicago Riverwalk which welcomes patrons into their cider and beer garden for food and drink. It is a perfect destination for a pre or post cruise refreshment.
When on an exploration of the Windy City, also be sure to consider visiting a museum, like the Art Institute of Chicago. Located in Grant Park, the Art Institute offers a dazzling collection of artwork from across the world. There is an endless amount of intrigue and beauty waiting to be discovered when you take a day to explore the museum on your own.
Also, during the summer months, you will usually find it is easy to locate a nearby street fest with live music, craft beer, and food from local vendors. Explore the city, or do an online search, and visit any number of the local street fairs across Chicago.
Finally, it should never be forgotten that Chicago is the Home of the Blues. When you explore this great, historical city solo, be sure to visit local venues that live and breathe the music of Chicago.
Places like Buddy Guy’s Legends in the South Loop will immerse you in soulful rhythms you won't hear anywhere else, sometimes from living legends themselves.
Contact Us for The Best Cruise in Chicago
When planning a solo weekend in the city, consider booking a private cruise with Chicago’s First Lady. At our establishment, visitors get to experience Lake Michigan Cruises in Chicago that provide unique views of the city and an adventure they won’t forget.