Gasparilla Children’s Parade and the Preschooler’s Stroll

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Just when you start experiencing the post-holiday blues following all the fun and excitement we had in December, it quickly disappears at the first signs of the biggest annual event in Tampa … Gasparilla! Driving down any neighborhood street in South Tampa, you’ll find homes adorned with colorful feathers, sword wreaths, and pirate flags displayed proudly to mark the start of the annual pirate invasion.

Like many parents of little pirates in Tampa Bay, we start counting down to the Gasparilla Children’s Parade. This special alcohol-free, family-friendly parade just for KIDS is always a blast! But not many know of the smaller parade that takes place just before the children’s parade begins, better known as the Preschooler’s Stroll.

The Preschooler’s Stroll is the chance for kids ages 5 and younger, and their families,  to walk a shorter version of the parade route in their decorated wagons, scooters, and even homemade pirate ships. It’s a lot of fun! This year marked the 2nd year my family participated in the Preschool Stroll, along with some of our friends, and this year we turned it up! We were sailing the high seas for a chance to win “Best In Show!”

The super Dads worked many late nights to build the kids this fantastic custom pirate ship! The kids helped with painting, and us Moms handled the finishing touches.

It’s bad luck to have a ship without a name, right? So we appropriately named our ship “Krewe of Best Mateys.”

We didn’t come home with the Best-In-Show prize; however, our little pirates had the best time and brought home lots of treasure. So next year, grab your wagon and family and sign up for the stroll. The kids argh going to love it! Be sure to check the pre-schooler’s event page next year to register your krewe to set sail in the preschooler’s stroll.

Happy Gasparilla, Tampa! Until next year …. We ARGH coming for that Best-In-Show next time!


Planning on attending the main Gasparilla events this weekend? Or did you miss the children’s parade and still want to get the kids into the spirit? Click here for more details.

A wifey, a mommy, and lover of all things stylish, smart, and funny! Prior to entering the “Mom Life,” Natassja received her Bachelor’s in Communications from USF and worked as a manager in the banking industry. Now days, you can find her blogging about her adventures with her boys at at Prose and Company, as well as working as a consultant with Rodan + Fields. Natassja is very excited to be a contributor for Mommy Spot Tampa and can’t wait to connect with Mommies alike! XOXO

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