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.
Get ready for a casual an adventure, packed with legendary eats, quirky local history tidbits, fierce trivia battles, & a secret magical chant of happiness that's 100% ridiculously fun! Together we’ll wander through Safety Harbor—which was named one of USA Today’s Top 10 Best Main Streets—uncovering offbeat tales of healing springs and pirate lore. Along the way, you’ll sample bold bites like lobster bisque, fresh tacos, Gulf seafood, speakeasy grilled cheese and grandma’s NY-style cheesecake. You’ll also get the chance to compete in our wildly fun trivia battle, win a mysterious prize and learn the Secret Magical Chant of Happiness™—an exclusive toast to good times and good people. We will eat, laugh, and chant our way through Safety Harbor! Can't wait to have an unforgettable experience that’s as entertaining as it is delicious!
-At first, we will meet and walk through where the legendary 'fountain of youth springs' were thought to be. -Afterwards we'll journey to a Bahama-themed seafood spot, full of coastal charm. -Then it’s onto a vibrant Fresh Mex cantina, where you’ll enjoy a handcrafted street Taco. -Our third bite takes us to a spot inspired by the Gulf of Mexico, offering a taste of the day’s local seafood. -Next, things get quirky and cool as we step into a hidden speakeasy tucked inside a former funeral parlour, where you’ll indulge in an award-winning grilled cheese that’s gooey, crispy, and unforgettable. -Bonus: I will provide a behind-the-scenes tour of a restored vintage movie theatre tucked in the back. -Finally, we'll end the tour on a sweet note with a slice of legendary homemade cheesecake, made daily from a true New York family recipe passed down from Grandma herself—dense, creamy, and the perfect ending.
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 is not needed for this tour.
101 2nd Avenue North, Safety Harbor, Florida, 34695, United States
We shall meet in the park next to the massive 300 year old Baranoff Oak Tree across from Starbucks.
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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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