Top Chicago Self-guided Tours

Do you love 80's movies? Explore Chicago’s cinematic history with an engaging scavenger hunt that takes you through the iconic Loop and River North. This activity invites participants to connect with the city’s rich film legacy, discovering locations where classic 80's movies were filmed. Teams will tackle fun tasks like answering movie trivia, snapping photos, and solving clues, all while immersing themselves in the vibrant architecture of the Windy City. Don’t forget to channel the spirit of the 80s by dressing up and competing against friends for a memorable experience.

S. Silvera Charters offers a unique luxury yacht rental for those looking to create unforgettable memories on the water. Perfect for special events or leisurely cruising, this charter allows you to set your own schedule and enjoy a personalized experience. With a minimum rental of three hours, you can relax on board while exploring beautiful coastal views. Captain's fees are separate, ensuring a tailored experience for your group. - Exclusive yacht rental for luxury experiences - Flexible scheduling with afternoon and evening options - Minimum three-hour rental for ample exploration - Personalized service with optional captain at an additional fee

With Crazy Dash, you'll use an app to explore Chicago in this exciting scavenger hunt! Use an app to find things around the city in any order you want, take photos, and collect points. At the end, take a look at the rankings to see your score compared to others across the country. All scavenger hunts have a live remote host that will help via chat. Crazy Dash is our most easy-going scavenger hunt. Come join us in Chicago today!

Wandering Chicago with time to fill can leave you missing half of what's there. Turn the city into a game instead, using an app to follow clues, take on challenges, and reach landmarks like the Vietnam Veterans Memorial and The Loop. A remote host helps when you're stuck, and you set your own route and pace, starting whenever suits your group.

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

Explore Chicago's cinematic history through a thrilling scavenger hunt that takes you to 12 iconic movie locations across the Loop and River North. Participants will engage with the city’s vibrant architecture and learn about its role in popular films, from classic comedies to dramatic stories. The hunt encourages teamwork as you answer questions, upload photos, and guess locations to earn points. Helpful hints in the form of movie clips and photographs will guide you along the way. Unleash your inner film buff and discover the magic of Chicago’s film scene while enjoying a fun-filled adventure with friends or family.

"Dive into adventure with Let’s Roam, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Let’s Roam Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With Let’s Roam, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Let’s Roam and make every day an adventure!"

Dive into Chicago’s Magnificent Mile on an interactive scavenger hunt, perfect for families, friends, or team building! Guided by clues on your phone, you’ll solve puzzles, unlock local legends, and discover iconic sites like the Old Water Tower, Tribune Tower, and bustling Riverwalk—plus hidden gems along the way. Go at your own pace, compete for fun, and see the best of Chicago’s lively downtown in a whole new way. Teams of up to six welcome; no local knowledge required—just curiosity and comfy shoes.

A puzzle adventure made for kids, all inside Millennium Park. Solve four objectives, walk about a third of a mile, and see the park like nobody else does. Four stops, no streets to cross. Clues hidden near a giant mirrored sculpture, a fountain of a thousand faces, the space under the Bean and a curved row of white columns. Each one your young agents crack unlocks the next. Part scavenger hunt, part brain teaser, sized for small detectives. Someone left a secret message in the park, one word at a time, in steel and stone. Kids count, spot names and hunt for words most grown-ups walk right past. Between stops, a short audio transmission from Operations Center tells your agents what they found and where to go next. Find a door too small for most grown-ups, snap a photo, and our AI analyst confirms it for a bonus badge. No tour guide. No schedule. Your field guide is delivered straight to your phone, with no app or login needed. Hints are built in so no one gets stuck.

An immersive clue-solving adventure around Old Town. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime with no fees. It's a scavenger hunt, escape room, and urban crawl all-in-one. Follow the storyline around town as you find clues and use them to crack codes. Then enter solutions on the app to find out where to go next. Clues can be anywhere - murals, statues, landmarks, and more! Plan on about two hours of playtime, depending on your experience level and how much time you spend exploring along the way. Difficulty level is adjustable - take as many or as few hints as you’d like! PLEASE NOTE: Bookings made less than 7 days before your play date will be scheduled for local pickup. For bookings made 7+ days in advance, our team will contact you to arrange shipping.

A puzzle adventure from the Bean to the Chicago River. Solve six objectives, walk about a mile, and see downtown Chicago like nobody else does. Six stops. Clues hidden in sculpture, fountains, columns, bridge towers and stone. Each one you crack unlocks the next. Part scavenger hunt, part brain teaser, all through Millennium Park and up the Magnificent Mile. Chicago flies four red stars on its flag, each a moment the city could have ended and didn’t. You’ll spot details everyone else walks right past and piece together the words the city left behind. The kind of stuff that makes someone say “wait, seriously?” Between stops, a short audio transmission from Operations Center tells you what you found and where to go next. Snap the hidden small door and our AI analyst confirms it for a bonus badge. No tour guide. No schedule. Your field guide is delivered straight to your phone, with no app or login needed. Hints are built in so you’re never stuck.

Discover Chicago's vibrant history through an engaging scavenger hunt in Millennium Park. This interactive experience melds fun and learning as you uncover stories from the city’s founding in 1837 to its iconic landmarks. Explore notable sites like Cloud Gate and the Art Institute, while tackling quizzes that challenge your knowledge. The app-led format allows you to navigate at your own pace, making it perfect for families, friends, or dates. Capture memorable moments as you embark on this unique journey through the Windy City.

Rent a premium Yamaha VX jet ski and ride the waves on Lake Michigan with Rev & Ride Adventures. Offering flexible 1 hour ride times, this is a great opportunity to explore the stunning Chicago lakefront. Enjoy a hassle-free experience with online bookings, safety briefings, and included life jackets. Perfect for locals and tourists looking for fun on the water, our jet skis are well-maintained to ensure a safe and enjoyable ride. - Conveniently located at 63rd Street Beach in Jackson Park - Hassle-free online booking with premium safety gear included - Ideal for both first-time riders and experienced adventurers