Private tour in St petersburg 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.
This is a full-on Tiki-Tastic, ridiculously fun, high-energy, bold Trivia, belly laughs & beach bites adventure through one of the country's most dazzling coastal destinations: Clearwater Beach - ranked #1 by USA Today! Prepare to embark on a gastronomic journey as vibrant as the beach itself. Think freshly caught local fish, authentic regional food & ice-cold beachy cocktails. Between bites, I'll share Clearwater Beach’s top 10 quirkiest local history tidbits—and we’ll even make a pit stop at local legend Hulk Hogan's statue for a photo op. I encourage you to compete in an epic foodie trivia challenge for a chance at a mystery prize & eternal glory (or at least bragging rights). I'll also teach you our secret celebratory chant of good vibes & gratitude—only revealed to tour legends! This is more than a food tour—it’s a bonding experience for couples, friends or family, a local adventure & a sweet slice of beachside life. Bring your appetite, a curious mind & your biggest smile—can't wait to meet you!
-Let the fun begin at Papaya Street Plaza from where we'll proceed with delicious eats, quirky local history, a magical foodie toast, and a trivia contest with a mystery prize on the line! -We'll proceed with a local flavour kickoff, tasting fresh Gulf seafood bites. -We'll then swing by a Clearwater Beach must-see for a photo op with Clearwater's local celebrity, the legendary Hulk Hogan (statue & shop). -Next, we'll keep the flavour train rolling with a second savoury seafood appetizer at another local favourite! -Afterwards, it'll be time for a mystery delicacy! This uniquely local treat will surprise your taste buds and earn you some serious foodie bragging rights. -Later, we'll dig into an authentic 900-degree wood-fired margherita pizza (made with hundred-year-old yeast) & creamy vodka penne pasta made with ingredients straight from Italy! -For the grand finale, we'll finish with a tasting of handcrafted Italian gelato and battle it out in our final trivia showdown for foodie glory!
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.
Transportation can be provided to & from an agreed point as an optional service. I offer executive sedans, suvs, & sprinter shuttles depending on group size. Prices vary on the size of the vehicle so please contact me for a quote if you'd like to request transportation and I'll customize this tour for you.
Clearwater, Florida, 33767, United States
Papaya Street Plaza 438 East Shore Drive Clearwater, FL 33767 South or Next door to the Marriott Courtyard, Clearwater Beach.
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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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