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Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental

3 Reviews 5.00 out of 5 stars Based on 3 traveler reviews collected by Cool Shore Excursions and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| Chicago, USA
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from $99 per person

Lowest Price Guarantee
A Chicago hot dog loaded with bold, colorful toppings is one of the tastiest Things to do in Chicago. Our Chicago Food Tours feature this classic bite, making Food Tours in Chicago unforgettable.
Chicago hot dog toppings—mustard, relish, tomato, pickle, peppers—create a must-try classic. It’s a guest favorite on our Chicago Food Tours and a standout on top Food Tours in Chicago.
ome solo, as a family, or as a couple—our tours fit every style of traveler. They’re top Things to do in Chicago, and our Chicago Food Tours make Food Tours in Chicago fun for everyone.
Chicago’s best photo-worthy sites—The Bean, Riverwalk, Theater District—are top Things to do in Chicago. Our Chicago Food Tours pair iconic views with great bites, making Food Tours in Chicago fun
Chicago Mix popcorn—famous for its sweet caramel and bold cheddar—is a must-try Thing to do in Chicago. It’s a favorite flavor moment on our Chicago Food Tours and top Food Tours in Chicago.
Don't miss out!
On average, this is booked 21 (0) days in advance.
5 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary flavors with its most iconic landmarks. Savor Chicago Pizza, Hot Dogs, Italian Beef, Garrett’s Chicago Mix Popcorn, and the original Palmer House Brownie, or elevate your day with our VIP craft beer upgrade. This unforgettable Chicago in a Day Tour explores Millennium Park, the Chicago Riverwalk, Michigan Avenue, Cloud Gate, Chicago Theater, and more, guided by true local experts. Enjoy a 5-hour journey through culture and cuisine, plus a FREE 2-hour bike or kayak rental to continue the adventure along Lake Michigan. Recently honored among the “Top 10 Food Tours in America” (USA Today) and “Top 20 Food Tours in the World” ( Cool Shore Excursions), this award-winning Culinary Tour is one of the top Things to do in Chicago. Don’t miss the most delicious, scenic Full Day Food Tour in Chicago—all in one extraordinary day.

What's Included

  • Meals Chicago deep dish, sizzling Italian beef, snap-perfect hot dogs, rich original brownies, and addictive Chicago-mix popcorn—each bite a bold, iconic flavor you can’t wait to taste again.
  • Stroll the scenic Riverwalk and take in Chicago’s stunning, world-famous architecture.
  • Experience the Chicago Theater, the vibrant Theater District, and the heartbeat of the Loop.
  • Local craft beer pairings upgrade offered upon arrival (Three 9oz pours) for $19.99/person (Ages21+)
  • $15-20 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)
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Meeting Location

Meeting point

750 North Rush Street
Chicago, IL 60611, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

Harold Washington Library
400 South State Street, Chicago, IL 60605, USA

This is where your Chicago Food Tour will end.

What To Expect

Book Online

Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Michigan Ave - Lou Malnati's Pizzeria

Sinking your fork into iconic Deep Dish Pizza is a highlight of our Full Day Chicago Food Tour, and nothing beats tasting it where it all began. Whether we stop at Lou Malnati’s, Pizzeria Uno, or Gino’s East, you’ll savor buttery crusts, rich sauce, and molten cheese as your guide explains how this legendary dish shaped the city’s food culture. This flavorful moment anchors a full Walking Tour that blends must-see landmarks, local stories, and the best bites in the city. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour stands out by pairing history, architecture, and authentic dishes in one immersive experience. For food lovers craving depth and variety, this is the ultimate Culinary Tour, and the most delicious way to explore the city. Join the top-rated Full Day Food Tour in Chicago and taste the very slice that made Chicago famous.
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20 minutes Admission Ticket Included

Relish Chicago Hot Dogs

Imagine unwrapping a Chicago Style hot dog so perfectly crafted it feels like a rite of passage. The poppy-seed bun is warm and pillowy, cradling a juicy all-beef dog with that signature snap. Then come the flavors—bright yellow mustard, electric-green relish, crisp onions, ripe tomato wedges, a cold pickle spear, sport peppers with just the right kick, and a dusting of celery salt. It’s a symphony of textures and tastes that only makes sense once you try it in Chicago itself. On our Full Day Chicago Food Tour, this iconic bite becomes a centerpiece of your flavorful Walking Tour, paired with stories of how this humble creation became a cornerstone of the city’s identity. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends culinary legends and local culture into the ultimate Culinary Tour. Book the most delicious Full Day Food Tour in Chicago and experience the hot dog that defines the city.
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20 minutes Admission Ticket Included

Exchequer Restaurant & Pub

Few bites capture Chicago’s soul like a true Italian Beef, and on our Full Day Chicago Food Tour you’ll taste it the way locals crave it—slow-roasted, thinly sliced, soaked in its own savory juices, and piled high on a fresh roll that struggles to contain the goodness. Add sweet peppers or spicy giardiniera and you get that perfect punch of heat, crunch, and dripping flavor that defines the city’s most addictive sandwich. Experiencing this masterpiece on our immersive Walking Tour turns an already legendary bite into a cultural moment. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends iconic foods, vibrant neighborhoods, and the stories behind them into one seamless Culinary Tour crafted for true food lovers. Join the ultimate Full Day Food Tour in Chicago and savor the Italian Beef that locals dream about and visitors never forget.
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20 minutes Admission Ticket Included

Garrett Popcorn Shops

The moment you open a warm bag of Garrett’s Chicago Mix, the aroma alone tells you you’re about to taste something legendary. That perfect blend of sweet caramel corn and sharp, salty cheddar hits every craving at once—crunchy, melty, buttery, and wildly addictive. On our Full Day Chicago Food Tour, this iconic treat becomes a highlight as you stroll the city on an immersive Walking Tour, learning how Chicago’s most beloved snack became a worldwide obsession. If you’re hunting for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends irresistible bites, rich history, and vibrant neighborhoods into the ultimate Culinary Tour designed for true food enthusiasts. Join the top-rated Full Day Food Tour in Chicago and experience the flavor combination locals line up for and visitors talk about long after they’ve gone home.
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10 minutes Admission Ticket Included

Palmer House Hilton Historic Lobby

There’s dessert, and then there’s history you can taste. On our Full Day Chicago Food Tour, you’ll indulge in the world-famous Original Recipe Brownie from the Palmer House Hotel—the very first brownie ever created. Warm, fudgy, topped with apricot glaze and just a touch of decadence, it’s a bite that melts slowly and luxuriously, revealing why this recipe has endured for more than a century. Enjoying this iconic treat during our immersive Walking Tour adds richness to the story of Chicago’s culinary evolution. If you’re looking for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends culture, architecture, local legends, and indulgent bites into the ultimate Culinary Tour for dessert lovers and history buffs alike. Join the most flavorful Full Day Food Tour in Chicago and savor a brownie that changed dessert forever.
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20 minutes Admission Ticket Included

Millennium Park

Standing in Millennium Park feels like stepping into the vibrant heart of the city—where art, architecture, music, and community come together in one unforgettable space. On our Full Day Chicago Food Tour, your Walking Tour brings you right into this world-famous gathering place, where you’ll marvel at Cloud Gate’s mirrored skyline, stroll past lush gardens, and learn how this modern icon transformed Chicago’s cultural landscape. If you’re searching for meaningful Things to do in Chicago, our Chicago in a Day Tour weaves Millennium Park’s stories into a rich tapestry of landmarks, neighborhoods, and flavors. This immersive Culinary Tour blends culture and cuisine seamlessly, allowing you to explore the city’s creative spirit between delicious food stops. Join the most comprehensive Full Day Food Tour in Chicago and experience Millennium Park in a way that deepens your connection to the city.
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25 minutes Admission Ticket Free

The Magnificent Mile

Strolling down the Magnificent Mile is like walking through the pulse of the city—lined with soaring architecture, luxury shops, historic landmarks, and the unmistakable energy that makes Chicago unforgettable. On our Full Day Chicago Food Tour, your Walking Tour takes you through this vibrant stretch as your guide shares stories of its rise from the ashes of the Great Chicago Fire to becoming one of the most celebrated avenues in America. If you’re searching for essential Things to do in Chicago, our Chicago in a Day Tour blends the Magnificent Mile’s cultural highlights with incredible flavors from across the city. This elevated Culinary Tour invites you to explore Chicago’s personality through both its iconic streets and its signature dishes. Join the top-rated Full Day Food Tour in Chicago and experience the Magnificent Mile as a dynamic, story-filled centerpiece of your full-day adventure.
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10 minutes Admission Ticket Free

Clarence F. Buckingham Fountain

Buckingham Fountain dazzles with its grand scale, roaring water displays, and sweeping views of Grant Park and the Chicago skyline. As one of the largest and most beautiful fountains in the world, it stands as a timeless symbol of the city’s elegance and ambition. On our Full Day Chicago Food Tour, your Walking Tour brings you right to this spectacular landmark as your guide shares stories of its design, its connection to Route 66, and the role it has played in Chicago’s cultural heartbeat. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends iconic sights like Buckingham Fountain with delicious tastings from across the city. This immersive Culinary Tour lets you savor Chicago’s history, scenery, and flavors all in one journey. Join the top-rated Full Day Food Tour in Chicago and experience Buckingham Fountain as a stunning centerpiece of your full-day adventure.
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15 minutes Admission Ticket Free

Chicago Riverwalk

Winding along the water’s edge, the Chicago Riverwalk offers one of the most breathtaking perspectives of the city—towering architecture above, gentle waves below, and lively energy all around. On our Full Day Chicago Food Tour, your Walking Tour brings you to this scenic urban trail as your guide reveals how the river shaped Chicago’s early industries, neighborhoods, and cultural identity. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour pairs the Riverwalk’s stunning views with incredible culinary experiences that showcase the city’s diverse flavors. This immersive Culinary Tour blends history, storytelling, and mouthwatering tastings into one seamless journey along the water. Join the most engaging Full Day Food Tour in Chicago and experience the Riverwalk as a vibrant highlight of your full-day exploration.
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15 minutes Admission Ticket Free

Cloud Gate

Gazing up at Cloud Gate—Chicago’s beloved “Bean”—is like stepping into a living work of art where the skyline bends, stretches, and reflects all around you. On our Full Day Chicago Food Tour, your Walking Tour brings you right to this shimmering centerpiece of Millennium Park, where your guide shares the stories behind its design, its engineering marvels, and why it has become one of the most photographed icons in the world. If you’re seeking unforgettable Things to do in Chicago, our Chicago in a Day Tour pairs this cultural landmark with incredible flavors across the city, creating a seamless blend of sightseeing and indulgence. This is more than a photo stop—it’s a vibrant moment within an immersive Culinary Tour designed for explorers who want to experience Chicago through both culture and cuisine. Join the top-rated Full Day Food Tour in Chicago and see Cloud Gate in a whole new light.
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10 minutes Admission Ticket Free

Crown Fountain

Crown Fountain is one of Chicago’s most captivating public artworks—a playful, ever-changing display where towering glass blocks project the faces of real Chicagoans, merging art, water, and community in a way no other city can replicate. On our Full Day Chicago Food Tour, your Walking Tour brings you right to this interactive landmark as your guide shares how it reshaped Millennium Park’s cultural landscape and became a beloved gathering spot for locals and visitors alike. If you're looking for memorable Things to do in Chicago, our Chicago in a Day Tour seamlessly blends iconic sights like Crown Fountain with the city’s richest flavors. This immersive Culinary Tour lets you experience Chicago’s artistic spirit between delicious food tastings. Join the top-rated Full Day Food Tour in Chicago and discover why Crown Fountain remains one of the city’s most joyful and meaningful works of art.
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10 minutes Admission Ticket Free

Historic Water Tower

Rising proudly along Michigan Avenue, the Historic Water Tower stands as one of the few survivors of the Great Chicago Fire—a stunning limestone symbol of resilience and one of the city’s most treasured architectural landmarks. On our Full Day Chicago Food Tour, your Walking Tour brings you face-to-face with this iconic structure as your guide shares dramatic stories of survival, rebirth, and the city’s determination to rebuild stronger than ever. If you’re searching for meaningful Things to do in Chicago, our Chicago in a Day Tour blends powerful history with the city’s most delicious flavors, offering a perfect balance of culture and cuisine. This immersive Culinary Tour connects Chicago’s past to its vibrant present, letting you savor the city’s spirit between unforgettable tastings. Join the top-rated Full Day Food Tour in Chicago and experience the Historic Water Tower as a proud testament to Chicago’s enduring heart.
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10 minutes Admission Ticket Included

Daley Bicentennial Plaza

Tucked just east of Millennium Park, Daley Bicentennial Plaza offers a peaceful escape in the heart of the city—lush gardens, quiet walking paths, and sweeping views that make it a favorite spot for locals seeking calm amid the downtown energy. On our Full Day Chicago Food Tour, your Walking Tour guides you through this serene green space as you learn how it became a cornerstone of the city’s park system and a gateway to Chicago’s lakefront beauty. If you're exploring meaningful Things to do in Chicago, our Chicago in a Day Tour blends the tranquility of Daley Bicentennial Plaza with bold flavors from across the city’s neighborhoods. This immersive Culinary Tour invites you to enjoy a moment of calm between delicious tastings and rich storytelling. Join the most comprehensive Full Day Food Tour in Chicago and see how this quiet urban oasis enriches your full-day adventure.
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10 minutes Admission Ticket Free

The Chicago Theatre

The iconic marquee of the Chicago Theater glows like a welcome beacon, inviting you into one of the most storied cultural landmarks in the country. On our Full Day Chicago Food Tour, your Walking Tour takes you right to its dazzling façade, where your guide shares tales of vaudeville stars, architectural grandeur, and the theater’s role in shaping Chicago’s artistic identity. If you’re looking for unforgettable Things to do in Chicago, our Chicago in a Day Tour pairs this legendary stop with the city’s most delicious flavors, offering a rich blend of history, culture, and cuisine. This immersive Culinary Tour allows you to appreciate the theater’s legacy between indulgent food tastings, making the experience both meaningful and mouthwatering. Join the most dynamic Full Day Food Tour in Chicago and feel the magic of the Chicago Theater come alive as part of your full-day adventure.
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15 minutes Admission Ticket Free

Jay Pritzker Pavilion

The sweeping steel ribbons of the Jay Pritzker Pavilion create one of the most breathtaking outdoor concert spaces in the world—an architectural masterpiece where music, design, and community come together. On our Full Day Chicago Food Tour, your Walking Tour brings you right into this striking Millennium Park landmark as your guide shares how Frank Gehry’s bold vision transformed the city’s cultural scene. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends inspiring sights like the Pavilion with the city’s most mouthwatering flavors. This immersive Culinary Tour lets you soak in the Pavilion’s artistry between delicious food tastings and rich storytelling. Join the top-rated Full Day Food Tour in Chicago and experience the Jay Pritzker Pavilion as a shining highlight of your full-day journey through the city.
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10 minutes Admission Ticket Free

Chicago Cultural Center

Stepping inside the Chicago Cultural Center feels like entering a palace of art, history, and architectural brilliance—home to the world’s largest Tiffany stained-glass dome, marble staircases, and galleries that celebrate the city’s creative heartbeat. On our Full Day Chicago Food Tour, your Walking Tour brings you through this stunning landmark as your guide reveals how it evolved from the city’s original public library into a vibrant hub for music, exhibits, and cultural exchange. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour perfectly blends inspiring spaces like the Cultural Center with the city’s most iconic flavors. This immersive Culinary Tour allows you to explore Chicago’s artistic soul between delicious tastings and rich storytelling. Join the top-rated Full Day Food Tour in Chicago and experience the Chicago Cultural Center as one of the city’s most treasured gems.
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15 minutes Admission Ticket Included

Harold Washington Library Center

The Harold Washington Library stands as a towering tribute to Chicago’s love of learning—nine stories of architecture, art, and innovation crowned with massive copper owls watching over the city. On our Full Day Chicago Food Tour, your Walking Tour brings you to this monumental landmark as your guide shares how it became one of the largest public libraries in the world, honoring Chicago’s first Black mayor and the city’s ongoing commitment to knowledge and community. If you’re searching for meaningful Things to do in Chicago, our Chicago in a Day Tour blends powerful cultural sites like this with incredible flavors from across the city. This immersive Culinary Tour lets you explore Chicago’s history and creativity between delicious tastings and vibrant storytelling. Join the top-rated Full Day Food Tour in Chicago and experience the Harold Washington Library as a cornerstone of the city’s cultural identity.
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10 minutes Admission Ticket Included

The Art Institute of Chicago

The Art Institute of Chicago is a world-class treasure—home to masterpieces like American Gothic, Nighthawks, and Monet’s Water Lilies, alongside stunning global collections that span thousands of years. On our Full Day Chicago Food Tour, your Walking Tour leads you past this iconic museum as your guide shares stories of its rich history, its role in shaping American art, and the breathtaking works that make it one of the most visited museums on the planet. If you’re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends cultural landmarks like the Art Institute with the city’s most mouthwatering flavors. This immersive Culinary Tour lets you savor Chicago’s artistic brilliance between delicious tastings and vibrant storytelling. Join the top-rated Full Day Food Tour in Chicago and experience the Art Institute as a highlight of your full-day journey.
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5 minutes Admission Ticket Free

Holy Name Cathedral

Rising with graceful Gothic spires and warm sandstone detail, Holy Name Cathedral stands as one of Chicago’s most sacred and architecturally stunning landmarks. On our Full Day Chicago Food Tour, your Walking Tour brings you to this historic sanctuary as your guide shares stories of its 19th-century origins, its resilience through fires and rebuilding, and its central role in the spiritual life of the city. If you’re searching for meaningful Things to do in Chicago, our Chicago in a Day Tour blends powerful cultural sites like Holy Name Cathedral with unforgettable flavors from across the city. This immersive Culinary Tour allows you to appreciate Chicago’s deeper heritage between delicious tastings and rich storytelling. Join the top-rated Full Day Food Tour in Chicago and experience Holy Name Cathedral as a serene and inspiring highlight of your full-day adventure.
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10 minutes Admission Ticket Free

Daley Plaza

In the heart of downtown, Daley Plaza stands as one of Chicago’s most iconic civic spaces—home to the striking Picasso sculpture, lively markets, public art, and gatherings that reflect the city’s vibrant spirit. On our Full Day Chicago Food Tour, your Walking Tour brings you into this dynamic square as your guide shares stories of its cultural importance, architectural surroundings, and the role it has played in shaping Chicago’s public life. If you’re searching for memorable Things to do in Chicago, our Chicago in a Day Tour blends the energy of Daley Plaza with incredible flavors across the city’s neighborhoods. This immersive Culinary Tour lets you explore art, history, and community between mouthwatering food experiences. Join the top-rated Full Day Food Tour in Chicago and discover why Daley Plaza remains one of the city’s most meaningful and engaging urban stages.
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5 minutes Admission Ticket Free

Bobby's Bike Hike - Chicago Bike, Walking & Food Tours (pass by)

FREE 2 HOUR BIKE or KAYAK RENTAL INFO: As an additional perk for booking this Full Day Chicago Food tour, you will get a FREE 2-hour bike or kayak rental (to be used within (+/-) 3 days of your tour booking. Terms below: To be used within +/- 3 days of your tour booking. Bike rentals take place at Bobby’s Bike Hike World Headquarters, 540 N. Lake Shore Drive, Chicago, IL60611. Bike shop is open year-round (excluding Thanksgiving & Christmas). Kayak rentals take place at Ohio Street Beach, Bobby’s Kayak, 550 E. Grand Avenue, Chicago, IL 60611. Kayak shop open mid-May to mid-October, weather dependent. Offer excludes Saturday Bike/Kayak rentals between Memorial Day (end of May) Weekend to Labor Day (early September). Kayaking only available from June-September) No discounts for not using this activity or issues due to weather restrictions. Use before or after your Full Day Food Tour in Chicago.
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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • If you have dietary restrictions for this Chicago Food Tour, please add a note in the special requirements section when booking, and email us after booking to confirm they can accommodate.
  • Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
  • VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)

Frequently Asked Questions (12)

Q: Are there any weight restrictions for kayaking?

A: The maximum weight capacity for kayaking is 340 lbs / 154 kg. Read more Nov 2021

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-3332P29

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Reviews

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Average 5.00 out of 5 stars based on 3 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

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On average, this is booked 21 (0) days in advance.
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Frequently Asked Questions (12)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

Q: Are there any weight restrictions for kayaking?
A:

The maximum weight capacity for kayaking is 340 lbs / 154 kg.

Nov 2021
Q: Do I need kayaking experience or will you teach me?
A:

No experience is necessary! Beginners are welcome on all of our kayak tours. Most of our guests have never been in a sea kayak before. Anyone in average physical condition may join a kayak tour. If you can hike or bike, you can paddle our sea kayaks. You do not need any swimming skills either.

The only prerequisite is a healthy spirit of curiosity and adventure.

Regardless of age or skill level you will find that our expeditions offer enough flexibility to make your experience with us safe and rewarding. We will show you proper sea kayaking technique and water safety before leaving the beach. And your expert guides will be with you throughout the adventure to give you pointers and improve your skills.

Sep 2022
Q: Is kayaking a safe activity?
A:

Your safety is Cool Shore Excursions’s number one concern. In general, sea kayaking is safer than most other outdoor pursuits, even bicycling.

Jan 2023
Q: Will I get seasick on Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental?
A:

If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy.

Feb 2023
Q: What is the cancellation policy for the Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CST).
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Meals. Chicago deep dish, sizzling Italian beef, snap-perfect hot dogs, rich original brownies, and addictive Chicago-mix popcorn—each bite a bold, iconic flavor you can’t wait to taste again.
  • Stroll the scenic Riverwalk and take in Chicago’s stunning, world-famous architecture.
  • Experience the Chicago Theater, the vibrant Theater District, and the heartbeat of the Loop.
  • Sweet caramel and sharp cheddar collide in a crunchy, addictive Chicago Mix you can’t resist.
  • See world-class art at the Art Institute, then marvel at Buckingham Fountain’s grandeur.
  • Explore Millennium Park’s art and energy, from lush gardens to the iconic Bean.
  • Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting).
  • Discover Millennium Park’s vibrant energy and snap the perfect photo at the Bean.
  • A juicy Chicago dog bursting with snap, spice, and tangy toppings that hit every craving.
  • Rich, gooey, and irresistibly chocolatey—the original Chicago brownie that started it all.
  • Tender Italian beef soaked in rich jus, stacked high, and topped with spicy giardiniera bliss.
  • Receive insider tips on must-see attractions, activities, and culinary delights for your stay.
  • Stroll the Magnificent Mile and see the Historic Water Tower—Chicago’s charm at its best.
  • Chicago deep dish: buttery crust, rich sauce, and molten cheese in every unforgettable bite.
  • Local, entertaining guides who bring Chicago’s stories and flavors to life.
The following is NOT included:
  • Local craft beer pairings upgrade offered upon arrival (Three 9oz pours) for $19.99/person (Ages21+).
  • $15-20 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal).
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental is as follows:

  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • MealsChicago deep dish, sizzling Italian beef, snap-perfect hot dogs, rich original brownies, and addictive Chicago-mix popcorn—each bite a bold, iconic flavor you can’t wait to taste again.
  • Stroll the scenic Riverwalk and take in Chicago’s stunning, world-famous architecture.
  • Experience the Chicago Theater, the vibrant Theater District, and the heartbeat of the Loop.
  • Sweet caramel and sharp cheddar collide in a crunchy, addictive Chicago Mix you can’t resist.
  • See world-class art at the Art Institute, then marvel at Buckingham Fountain’s grandeur.
  • Explore Millennium Park’s art and energy, from lush gardens to the iconic Bean.
  • Enjoy a Free 2-hour Bike Rental or Kayak Rental as an added bonus (weather permitting)
  • Discover Millennium Park’s vibrant energy and snap the perfect photo at the Bean.
  • A juicy Chicago dog bursting with snap, spice, and tangy toppings that hit every craving.
  • Rich, gooey, and irresistibly chocolatey—the original Chicago brownie that started it all.
  • Tender Italian beef soaked in rich jus, stacked high, and topped with spicy giardiniera bliss.
  • Receive insider tips on must-see attractions, activities, and culinary delights for your stay
  • Stroll the Magnificent Mile and see the Historic Water Tower—Chicago’s charm at its best.
  • Chicago deep dish: buttery crust, rich sauce, and molten cheese in every unforgettable bite.
  • Local, entertaining guides who bring Chicago’s stories and flavors to life.
  • Local craft beer pairings upgrade offered upon arrival (Three 9oz pours) for $19.99/person (Ages21+)
  • $15-20 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • If you have dietary restrictions for this Chicago Food Tour, please add a note in the special requirements section when booking, and email us after booking to confirm they can accommodate.
  • Tour Operator can accommodate vegetarians or those who don’t eat beef or pork but can’t cater for gluten-free (limited options) or vegan (extremely limited options) diets.
  • VIP Adult Beverage upgrade (3 samples) available upon arrival for $19.99 per person extra (Ages 21+)
  • TripAdvisor rated this tour its highest-level Traveler’s Choice Award each year since 2002.
  • Our groups have exclusive VIP access to locations we visit.
  • Operates in all weather conditions, please dress appropriately
  • Chicago's famous foods are built on grit, hard work, and on the backs of labor. They are not for everyone, so come with an open mind as we visit Chicago hot dog stand, Deep dish pizza joint, Italian Beef sample, and the original brownie.
  • This tour/activity will have a maximum of 15 travelers

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Activity name