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

5.0/5 (3 reviews) Chicago from Bobby's Bike, Hike & Food Tours - Chicago
  • Duration5 hours
  • Max Travelers15 people
  • Free CancellationUp to 24 hrs
  • CategoryFood & Drink, Half-day Tours

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” (TripAdvisor), 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

  • Stroll the scenic Riverwalk and take in Chicagou2019s 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 canu2019t resist.

  • See world-class art at the Art Institute, then marvel at Buckingham Fountainu2019s grandeur.

  • Explore Millennium Parku2019s 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 Parku2019s 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 chocolateyu2014the 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

  • Chicago deep dish, sizzling Italian beef, snap-perfect hot dogs, rich original brownies, and addictive Chicago-mix popcornu2014each bite a bold, iconic flavor you canu2019t wait to taste again.

  • Local, entertaining guides who bring Chicagou2019s stories and flavors to life.

  • Stroll the Magnificent Mile and see the Historic Water Toweru2014Chicagou2019s charm at its best.

  • Chicago deep dish: buttery crust, rich sauce, and molten cheese in every unforgettable bite.

What's Not included

  • $15-20 per person (or more) recommended gratuity for guide (Cash, Venmo and PayPal)

  • Local craft beer pairings upgrade offered upon arrival (Three 9oz pours) for $19.99/person (Ages21+)

Itinerary

  • 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 Malnatiu2019s, Pizzeria Uno, or Ginou2019s East, youu2019ll savor buttery crusts, rich sauce, and molten cheese as your guide explains how this legendary dish shaped the cityu2019s 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 youu2019re 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.

  • 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 flavorsu2014bright 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. Itu2019s 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 cityu2019s identity. If youu2019re 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.

  • Few bites capture Chicagou2019s soul like a true Italian Beef, and on our Full Day Chicago Food Tour youu2019ll taste it the way locals crave itu2014slow-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 cityu2019s most addictive sandwich. Experiencing this masterpiece on our immersive Walking Tour turns an already legendary bite into a cultural moment. If youu2019re 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.

  • The moment you open a warm bag of Garrettu2019s Chicago Mix, the aroma alone tells you youu2019re about to taste something legendary. That perfect blend of sweet caramel corn and sharp, salty cheddar hits every craving at onceu2014crunchy, 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 Chicagou2019s most beloved snack became a worldwide obsession. If youu2019re 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 theyu2019ve gone home.

  • Thereu2019s dessert, and then thereu2019s history you can taste. On our Full Day Chicago Food Tour, youu2019ll indulge in the world-famous Original Recipe Brownie from the Palmer House Hotelu2014the very first brownie ever created. Warm, fudgy, topped with apricot glaze and just a touch of decadence, itu2019s 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 Chicagou2019s culinary evolution. If youu2019re 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.

  • Standing in Millennium Park feels like stepping into the vibrant heart of the cityu2014where 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 youu2019ll marvel at Cloud Gateu2019s mirrored skyline, stroll past lush gardens, and learn how this modern icon transformed Chicagou2019s cultural landscape. If youu2019re searching for meaningful Things to do in Chicago, our Chicago in a Day Tour weaves Millennium Parku2019s stories into a rich tapestry of landmarks, neighborhoods, and flavors. This immersive Culinary Tour blends culture and cuisine seamlessly, allowing you to explore the cityu2019s 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.

  • Strolling down the Magnificent Mile is like walking through the pulse of the cityu2014lined 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 youu2019re searching for essential Things to do in Chicago, our Chicago in a Day Tour blends the Magnificent Mileu2019s cultural highlights with incredible flavors from across the city. This elevated Culinary Tour invites you to explore Chicagou2019s 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.

  • 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 cityu2019s 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 Chicagou2019s cultural heartbeat. If youu2019re 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 Chicagou2019s 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.

  • Winding along the wateru2019s edge, the Chicago Riverwalk offers one of the most breathtaking perspectives of the cityu2014towering 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 Chicagou2019s early industries, neighborhoods, and cultural identity. If youu2019re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour pairs the Riverwalku2019s stunning views with incredible culinary experiences that showcase the cityu2019s 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.

  • Gazing up at Cloud Gateu2014Chicagou2019s beloved u201cBeanu201du2014is 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 youu2019re 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 stopu2014itu2019s 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.

  • Crown Fountain is one of Chicagou2019s most captivating public artworksu2014a 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 Parku2019s 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 cityu2019s richest flavors. This immersive Culinary Tour lets you experience Chicagou2019s 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 cityu2019s most joyful and meaningful works of art.

  • Rising proudly along Michigan Avenue, the Historic Water Tower stands as one of the few survivors of the Great Chicago Fireu2014a stunning limestone symbol of resilience and one of the cityu2019s 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 cityu2019s determination to rebuild stronger than ever. If youu2019re searching for meaningful Things to do in Chicago, our Chicago in a Day Tour blends powerful history with the cityu2019s most delicious flavors, offering a perfect balance of culture and cuisine. This immersive Culinary Tour connects Chicagou2019s past to its vibrant present, letting you savor the cityu2019s 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 Chicagou2019s enduring heart.

  • Tucked just east of Millennium Park, Daley Bicentennial Plaza offers a peaceful escape in the heart of the cityu2014lush 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 cityu2019s park system and a gateway to Chicagou2019s 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 cityu2019s 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.

  • 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 fau00e7ade, where your guide shares tales of vaudeville stars, architectural grandeur, and the theateru2019s role in shaping Chicagou2019s artistic identity. If youu2019re looking for unforgettable Things to do in Chicago, our Chicago in a Day Tour pairs this legendary stop with the cityu2019s most delicious flavors, offering a rich blend of history, culture, and cuisine. This immersive Culinary Tour allows you to appreciate the theateru2019s 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.

  • The sweeping steel ribbons of the Jay Pritzker Pavilion create one of the most breathtaking outdoor concert spaces in the worldu2014an 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 Gehryu2019s bold vision transformed the cityu2019s cultural scene. If youu2019re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends inspiring sights like the Pavilion with the cityu2019s most mouthwatering flavors. This immersive Culinary Tour lets you soak in the Pavilionu2019s 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.

  • Stepping inside the Chicago Cultural Center feels like entering a palace of art, history, and architectural brillianceu2014home to the worldu2019s largest Tiffany stained-glass dome, marble staircases, and galleries that celebrate the cityu2019s 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 cityu2019s original public library into a vibrant hub for music, exhibits, and cultural exchange. If youu2019re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour perfectly blends inspiring spaces like the Cultural Center with the cityu2019s most iconic flavors. This immersive Culinary Tour allows you to explore Chicagou2019s 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 cityu2019s most treasured gems.

  • The Harold Washington Library stands as a towering tribute to Chicagou2019s love of learningu2014nine 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 Chicagou2019s first Black mayor and the cityu2019s ongoing commitment to knowledge and community. If youu2019re 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 Chicagou2019s 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 cityu2019s cultural identity.

  • The Art Institute of Chicago is a world-class treasureu2014home to masterpieces like American Gothic, Nighthawks, and Monetu2019s 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 youu2019re searching for unforgettable Things to do in Chicago, our Chicago in a Day Tour blends cultural landmarks like the Art Institute with the cityu2019s most mouthwatering flavors. This immersive Culinary Tour lets you savor Chicagou2019s 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.

  • Rising with graceful Gothic spires and warm sandstone detail, Holy Name Cathedral stands as one of Chicagou2019s 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 youu2019re 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 Chicagou2019s 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.

  • In the heart of downtown, Daley Plaza stands as one of Chicagou2019s most iconic civic spacesu2014home to the striking Picasso sculpture, lively markets, public art, and gatherings that reflect the cityu2019s 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 Chicagou2019s public life. If youu2019re 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 cityu2019s 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 cityu2019s most meaningful and engaging urban stages.

  • FREE 2 HOUR BIKE or KAYAK RENTAL INFO:nAs 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:nTo be used within +/- 3 days of your tour booking. nBike rentals take place at Bobbyu2019s Bike Hike World Headquarters, 540 N. Lake Shore Drive, Chicago, IL60611. Bike shop is open year-round (excluding Thanksgiving & Christmas).nKayak rentals take place at Ohio Street Beach, Bobbyu2019s Kayak, 550 E. Grand Avenue, Chicago, IL 60611. Kayak shop open mid-May to mid-October, weather dependent.nOffer excludes Saturday Bike/Kayak rentals between Memorial Day (end of May) Weekend to Labor Day (early September). Kayaking only available from June-September)nNo discounts for not using this activity or issues due to weather restrictions. Use before or after your Full Day Food Tour in Chicago.

Good to know

  • Wheelchair accessible

  • Infants and small children can ride in a pram or stroller

  • Service animals allowed

  • Public transportation options are available nearby

  • Specialized infant seats are available

  • Transportation options are wheelchair accessible

  • All areas and surfaces are wheelchair accessible

  • Suitable for all physical fitness levels

  • 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 donu2019t eat beef or pork but canu2019t 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 Traveleru2019s 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.

Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

100% Refund 24 hours or more before the start time
0% Refund Less than 24 hours before the start time

Reviews

5.0/5 3 reviews
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