Private tour in Tampa Bay Jimbo C
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Jimbo C.
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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.
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.
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!
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.
Casual, less than a mile stroll over 3.5 hours.
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.
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If your tour is valued over $200 USD and booked at least 45 days before the tour date, you can book with a deposit!
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