Must-Do Fall Vacation Ideas in Clearwater FL

October 11th 2023
Jeannelle Douglas
Must-Do Fall Vacation Ideas in Clearwater FL

While Clearwater is a fantastic vacation destination any time of the year, fall is a great time to experience some of the best weather the city has to offer. Not only is the weather ideal, but Clearwater has ample activities and events for all ages to enjoy. TripShock has recommendations for must-do fall vacation ideas in Clearwater FL so you can get the most out of your Florida vacation.

Table of Contents

  • Why Visit Clearwater in the Fall?
  • Events and Festivals
  • Escape Room
  • Sunset Cruise
  • Visit an Aquarium
  • Helicopter Tour



Why Visit Clearwater in the Fall?


Must-Do Fall Vacation Ideas in Clearwater FL

Pictured above is a drone view of Clearwater Beach


Summer presents one of the busiest seasons in Clearwater which means there are longer wait times for tables at popular restaurants, or reservations to attractions must be made well in advance. When it comes to the fall in Clearwater, crowds have diminished and you can easily visit attractions without the wait. Parents have the peace of mind knowing that it’s much easier to keep up with the kiddos when they are not in large crowds.

When thinking about must-do fall vacation ideas in Clearwater FL, the city has it down to a science. There’s no shortage of activities and events that you and your family can take part in, especially if you’re traveling to the area around a popular holiday such as Halloween or Thanksgiving.

Events and Festivals


In the fall, you will find tons of fun events and festivals in Clearwater. Whether you’re into bikefests or the arts, Clearwater has fall events for everyone.

Bert’s St. Pete BikeFest


Must-Do Fall Vacation Ideas in Clearwater FL

Image by A portion of proceeds from a variety of events throughout the festival will support Athletes for Hearts, Inc. their not-for-profit 501(c)(3) partner.


Presented by Bert’s Barracuda and Bert’s Black Widow Harley-Davidson, this Bikefest is a four-day event with endless things to do such as bike shows, nightly bar crawl, and free afternoon concerts. Bert’s St. Pete BikeFest is hosted by Orange County Choppers Road House & Museum.

Sanding Ovations Master’s Cup


Must-Do Fall Vacation Ideas in Clearwater FL

Image by Pictured above is a monkey sand sculpture.


See a first-hand account of master sculptors using their creativity and imaginations to turn buckets of water and piles of sand into brilliant works of art. Enjoy delicious food, live music from national touring bands, and a craft market at this annual Sculpting Exhibition and Competition featuring an expert exhibition of sand sculpting talent from all over the world.

Festival of Trees


Must-Do Fall Vacation Ideas in Clearwater FL

The Arc Tampa Bay is a nonprofit providing a wide range of services to people with intellectual/developmental challenges such as autism and other intense behavioral issues.


Festival of Trees, a premier family holiday event organized by the Arc Tampa Bay Foundation, showcases hundreds of magnificently decorated trees and wreaths. Enjoy live performances and shop with a variety of local vendors while spending quality time with your family or friends. All proceeds from the event benefits individuals with intellectual and developmental disabilities.

Escape Room


Must-Do Fall Vacation Ideas in Clearwater FL

The Escape Room Clearwater Beach was voted “Best” Escape Room of Tampa Bay.


Going to an Escape Room in Clearwater is a fall activity you can’t miss. Clearwater has quite a few escape rooms to pick from. At the Escape Room Clearwater Beach, have a blast in an interactive adventure game designed for everyone. You will enter your chosen escape room with 45-60 minutes to solve your mission. To get the most out of your adventure, you must work together as a team to uncover clues to crack the puzzles.

Sunset Cruise


Must-Do Fall Vacation Ideas in Clearwater FL

Pictured above is a couple on a sunset cruise


Clearwater is known for its stunning waters and gorgeous Gulf Coast beaches. With that being said, a sunset cruise is perfect for a romantic date night out or fun group activity. Indulge in a serene evening on the water and soak in the breathtaking views of Clearwater at dusk. Enjoy live entertainment, music, and dancing aboard a luxury yacht.

{Read Reviews & Book Sunset Cruises Online}

Visit an Aquarium


Must-Do Fall Vacation Ideas in Clearwater FL

Before The Florida Aquarium was built in Downtown Tampa, it was formally known as the Clearwater Marine Science Center located on Clearwater Beach.


A visit to one of the area’s aquariums is an excellent activity for all ages. Venture out to Downtown Tampa to The Florida Aquarium where you will see a fascinating collection of Florida’s wildlife. Home to more than 14,000 animals, see alligators, sea turtles, river otters, and more. The Florida Aquarium features a 500,000-gallon Coral Reef habitat, 4-D theater for short films, and a splash pad for the kids.

Another aquarium to consider visiting during your trip is the Clearwater Marine Aquarium. The aquarium extends beyond the typical aquarium experience and allows you to tap into the world of marine life rescue. See amazing animals like rescued sea turtles, dolphins, otters, and more. Enjoy engaging exhibits, presentations, and educational games.

{Read Reviews & Book Aquarium Tours Online}

Helicopter Tour


Must-Do Fall Vacation Ideas in Clearwater FL

Make sure you have your camera ready to capture amazing photos of the scenery.


Get panoramic views of Clearwater Beach and its stunning scenery on a helicopter tour. This is a remarkable activity for families, couples, and everyone of all ages to do. Tour companies like Tampa Bay Aviation allow you to captivate your imagination and customize your helicopter tour. You will see amazing sights like Sunshine Skyway, Clearwater Beaches, and Snell Island, or you can choose to simply fly around the area.

{Read Reviews & Book Helicopter Tours Online}

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