The Bear Private Pedicab Food Tour of Chicago

If you’re trying to get a taste of Chicago’s vibrant culture, history, and food without spending hours on your feet, the Bear Private Pedicab Food Tour might just be what you’re looking for. This unique experience combines sightseeing, storytelling, and plenty of eating—all from the comfort of a decorated pedicab that whisks you through some of Chicago’s most charming neighborhoods.

What we really love about this tour is how it offers a relaxed pace, so you can soak in the sights without feeling rushed, and the way it integrates iconic locations with authentic local bites. Plus, the flexibility of private transportation makes it a cozy, personalized adventure. One thing to consider, though, is that it’s a fairly food-heavy tour—so if you’re not into big meals or have dietary restrictions, you might want to plan accordingly.

This experience is best suited for those who enjoy a good mix of culture, food, and a dash of Chicago’s film history—whether you’re a first-timer or a local looking for a fun way to see the city from a new angle. Families, couples, or groups of friends will find it a lively, memorable outing that hits many of Chicago’s highlights in just a few hours.

Key Points

• Unique transportation: Enjoy the city from an open-air pedicab with a knowledgeable guide at its wheel.
• Food-centric experience: Satisfy your appetite with pizza, ice cream, and Italian beef, all included.
• Cultural highlights: See iconic landmarks like LaSalle Flowers and learn about Chicago’s film connections.
• Flexible stops: Optional visits to upscale Kasama or classic Mr. Beef add a personalized touch.
• Private and intimate: Only your group participates, making it great for tailored experiences.
• Good value: For $200, you get multiple substantial snacks and a scenic ride through diverse neighborhoods.

A Close Look at the Experience

The Itinerary in Detail

The tour kicks off at Pequod’s Pizza, famous among Chicagoans and visitors alike for its deep dish (or pan) pizza. You’ll get a personal-sized pizza to enjoy while you’re riding in the pedicab. This first stop sets the tone—delicious, filling, and a true taste of Chicago’s pizza heritage. Keep in mind, since the pizza is pre-ordered, it arrives promptly, so there’s no long wait, and you’ll be ready to roll soon after.

Next, depending on your starting location, there’s an optional stop at the most expensive home in Chicago, which offers a glimpse of luxury that adds a dash of the city’s affluence to the tour. It’s not mandatory but can be a fun photo op if your group is interested.

The highlight for many is the visit to Margie’s Candies, established in 1921. Here, the star of the show is the banana split, an indulgent treat that’s perfect after a hearty pizza. The 30-minute stop allows enough time to savor your sundae while soaking in the vintage vibe of this beloved ice cream parlor.

Following dessert, the pedicab glides along the Chicago River, offering sweeping views of the skyline. Your guide will point out landmarks like LaSalle Flowers, a site from the hit series The Bear. This quick stop offers a perfect Instagram shot and a chance to connect the show’s scenes with real Chicago scenery.

If you’re feeling fancy, you might choose to end the tour at Kasama, a renowned spot for Asian-inspired cuisine. This is an optional stop, and if you decide to go, you’ll get a taste of some of Chicago’s best food. Otherwise, the tour ends at Mr. Beef, a legendary spot that served as the show’s filming location for season 1 and beyond. Here, you’ll enjoy an authentic Italian beef sandwich, a Chicago classic.

What’s Included and What’s Not

Included are the substantial snacks—pizza, a banana split, and an Italian beef sandwich—plus bottled water, making this a very filling experience. The private pedicab offers a cozy, open-air ride that’s comfortable even if you’re with a small group of friends or family.

Not included is the dinner from Kasama if you choose that option, so plan to eat elsewhere afterward if you’re still hungry or want a full meal.

Transportation and Group Size

The decorated 6-seat pedicab is both charming and practical. It comfortably fits 4-5 adults, but if you’re traveling with kids or teenagers, it can accommodate up to 6. The guide is knowledgeable and shares local stories and insights, making the ride both fun and educational. The group size is private, which means more personalized attention and a flexible pace.

Timing and Booking

The tour runs from early July through October 2026, with operation hours mainly during the day. Booking is done about 10 days in advance on average, though it’s wise to reserve sooner if you want a weekend spot. The duration is approximately 2 to 3 hours, making it a manageable and enjoyable outing without feeling like a marathon.

Price and Value

At $200 per person, this experience might seem a little steep compared to typical food tours, but considering the private ride, multiple substantial snacks, and the personalized nature, it offers good value. You’re paying not just for the food but for the experience of touring Chicago in a fun, relaxed way.

What Recent Travelers Say

While there are no reviews yet, the description suggests that travelers would appreciate the guide’s knowledge and the quality of the food. The inclusion of classic Chicago eats like pizza and Italian beef ensures a satisfying experience, especially for those eager to try local favorites. The photos show a cheerful, decorated pedicab, which adds to the fun vibe of the tour.

Who Should Consider This Tour?

This tour is perfect for foodies who want to indulge in Chicago’s iconic bites while enjoying a scenic ride. It’s also a great choice for film fans eager to see filming locations from The Bear. If you prefer a more structured, sit-down meal or have specific dietary needs, this might not be the best fit. Families with teenagers or groups looking for a lively, social outing will likely find it a hit.

The Sum Up

The Bear Private Pedicab Food Tour combines the joy of sightseeing with the flavors of Chicago, all wrapped into a relaxed, personalized experience. It’s a smart choice for those who want to see the city from a different perspective without sacrificing good food or local stories. The inclusion of hearty snacks, the scenic route along the river, and the chance to visit filming locations make it a memorable way to explore.

While it’s on the pricier side, the private setting, the delicious bites, and the charm of the pedicab make it worthwhile, especially if you’re a curious traveler eager to combine culture with cuisine. This tour caters well to those who enjoy engaging experiences and are ready to eat their way through Chicago’s neighborhoods.

FAQ

How long is the tour?
About 2 to 3 hours, providing a leisurely pace without feeling rushed.

What’s included in the price?
You get pizza from Pequod’s, a banana split at Margie’s Candies, an Italian beef sandwich, bottled water, and private transportation in a decorated pedicab.

Can I customize the stops?
The main stops are set, but there’s an option to visit Kasama or Mr. Beef, depending on your interests.

Is the tour suitable for children?
While not explicitly family-focused, the group size and casual pace make it generally suitable for teenagers and families, especially if they enjoy food and sightseeing.

What is the vehicle like?
A decorated 6-seat pedicab that’s comfortable for small groups, with a canopy providing shade during the ride.

Do I need to book in advance?
Yes, booking about 10 days ahead is typical, but earlier is recommended during busy seasons.

Is there a cancellation policy?
Yes, full refunds are available if you cancel at least 24 hours in advance.

Are service animals allowed?
Yes, service animals are permitted on the tour.

Where does the tour end?
The ending location varies, but the tour covers multiple notable sites, concluding near the final stop such as Mr. Beef or Kasama.

If you’re eager to combine Chicago’s iconic eats with a fun, scenic ride, this private pedicab tour offers an engaging way to experience the city’s flavors and sights in one go.