Private tour in Tampa Bay Jimbo C

Taste Tampa: Street Food by the Bay

-
Hours icon 3 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 3 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Jimbo C.

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Guide rate

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Tours delivered

2 hrs

Avg. response time

Who is ‘Jimbo’—and why should he be your tour guide?! Well... maybe you shouldn't pick me. There are some incredible guides out there. But—if you’re into guides who are wildly passionate, genuinely caring, a little quirky, and absolutely committed to creating unforgettable, joy-filled adventures—then I might just be your guy. I love what I do so much I’d honestly do it for free. (Let’s keep that between us though... my accountant already has concerns.) I’ve always been drawn to tropical escapes, warm beaches, incredible food & drink and amazing times. Growing up in Chicago—a city bursting with culinary greatness—I developed a sharp palate, a big appetite, and a deep appreciation for diverse cultures and bold flavors. But even as I navigated the Windy City’s food scene, my heart was somewhere warmer. After years of childhood pilgrimages to Clearwater Beach (and a lifelong, often painful, devotion to the Miami Dolphins), I knew the tropics were calling. In 2004, I answered—and made Florida my home. Most recently, I left behind a 25-year tech sales career to follow my heart into something far more fulfilling: crafting amazing, impactful experiences for amazing people. Every single day, I get to meet curious, wonderful guests like you... share great bites and sips, swap stories, dive into quirky local history, and laugh until our cheeks hurt. My tours blend Florida’s tropical charm, rich history, vibrant flavours, and a dash of competitive fun—with trivia contests, secret prizes, and an exclusive “celebration chant” of good times and gratitude. I pour my heart into every experience, making sure it feels personal, memorable, and full of joy. And if you don’t see the perfect tour? Let’s dream one up together—Your vision, my passion! Creating lifelong memories for people means everything to me. Unbelievably excited to meet you and your guests on one of my tour soon -Cheers! 'Jimbo'

Have a question or want to customize this tour? Message Jimbo C.

Overview of your Tampa Bay tour

The Fun Food Tour! Get ready to explore Tampa’s buzzing waterfront with a walking food adventure on the iconic Riverwalk that’s anything but ordinary! On this flavorful journey, you’ll savor street food favorites, enjoy local sips, and discover hidden gems near the Tampa Bay History Center, cruise port, aquarium, and arena. Along the way, we’ll dish out quirky history, little-known local legends, and fun foodie facts. But that’s not all — put your knowledge to the test in our interactive trivia contest, where the winner earns tasty bragging rights (Plus a secret prize)! We end it all with our signature magical chant — a playful tradition that leaves you smiling and bonded with your new foodie crew. Come hungry, leave happy, and experience Tampa like never before — through bites, laughs, and unforgettable moments.

Your Tampa Bay tour itinerary

Legendary Waterfront Cuban Café – Step into Tampa history where sizzling garlic, rich spices, and fresh Cuban bread fill the air. Old-world charm meets bold, crave-worthy flavors—like a trip to Havana! Asian-Inspired Street Fusion – Bursting with creativity, this lively stop dishes up bold bites in a fun, modern space. Every bite delivers big flavor and joyful vibes. Local Farm-to-Table – Seasonal, local ingredients shine at this bright, feel-good spot. Fresh, fast, and full of Florida sunshine. All American Gourmet Twist on a Bun - This hot dog spot re-imagines comfort food with wild toppings and big personality. Fun, crave-worthy, and full of street food style! Sweet Finish – End on a high note with rich, handcrafted desserts in a sleek lounge—dreamy, decadent, and totally worth it. Trivia Showdown – Laugh, compete, and win in the hilarious trivia finale—it’s fast, funny, and totally unpredictable—with a secret prize waiting for the winner. Bragging rights included. Let the trivia showdown begin!

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Walking

Casual, less than a mile stroll over 3.5 hours.

What's included
Private Guide
Food Drinks Snacks
What's not included
Private Transportation
Private Transportation With Driver
Public Transportation
Meeting location

801 Water Street, Tampa, Florida, 33602, United States

Columbia Cafe, 801 Water Street #1905, Tampa FL 33602, situated within the Tampa Bay History Center on the Tampa Riverwalk.

  • You can request a different meeting location (for example, your hotel) during the checkout process.
Other details
Tour categories
Food And Drink
Off The Beaten Path
History
Tour reference number
1426138
Languages
English
Activity level
Moderate
Accessibility
Wheelchair Accessible
Kid Friendly

Frequently asked questions

Who is this private tour in Tampa best suited for?

This private tour in Tampa is perfect for food enthusiasts who want to explore the city's vibrant street food scene while enjoying a leisurely stroll along the iconic Riverwalk. It's also ideal for those who love interactive experiences, as it includes a fun trivia contest with a secret prize. Families, including kids and seniors, will find it accessible and enjoyable, thanks to its wheelchair-friendly route.

What should I bring or wear?

Can this private tour in Tampa be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What languages is this tour offered in?

What's included in this private tour, and what should I budget for separately?

Is this a private tour? What is the maximum group size and the starting price?

AI-generated. Please confirm details with your guide

-
Hours icon 3 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 3 hours 30 minutes
Walking
Private tour for 1-10 people
Your party size

1

Tour date
Start time
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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