Get out of Orlando – Day Trip | Clearwater

There is a good chance that this post contains affiliate links. If you click on any of these links, we might earn a small commission at no extra charge to you (which we very much appreciate, thank you!) The full disclosure policy can be found here.

Take a break from Disney and explore beautiful Florida. Start your Day Trip off right with a fresh smoothie at a farmers market, then explore a whimsical place, before heading to the beach. Shop along the boardwalk, eat on the beach, and enjoy the sunset celebration at Clearwater Beach. Get out of Orlando on this fun-filled, almost free, road trip!

Have you been to Orlando?
Share your Photos with us!

Orlando, Florida

Depart: 8:00am

Before you leave make sure to eat breakfast, pack a picnic, gas up the car, and start your GPS. It’s time for a road trip!

Have you been to Parkesdale Farm Market?
Share your Photos with us!

Parkesdale Farm Market

Arrive: 9:00am Depart: 9:45am

Start your morning right with some local grown snacks, and a fresh strawberry smoothie at this Plant City farmers market.

Whimzeyland
Photo By Alice Daniels

Have you been to Whimzeyland?
Share your Photos with us!

Whimzeyland

Arrive: 10:30am Depart: 11:15am

Let’s make a pit stop at the Bowling Ball House aka Whimzeyland. These super cool artsy home owners welcome visitors to look at their work of art; their home. Take a look around, get some awesome pictures, and maybe even buy some art.

60 Free Things to do in Florida
Photo By Brittany Butters

Have you been to St. Pete Pier?
Share your Photos with us!

St. Pete Pier

Arrive: 11:45am Depart: 12:45pm

Park on the street near the Pier and take a stroll. At the end of St. Pete Pier stands a cool structure with a gift shop, restaurants, and bar. Take in the amazing view from the tiki bar, top floor. Walk by the playground and splash pad, grab a quick drink at the outside bar while the children play. Walk down to the beach and take it all in before we hit the road again.

Photo by Brittany Butters

Have you been to Fort De Soto Park?
Share your Photos with us!

Fort De Soto Park

Arrive: 1:45pm Depart: 4:00pm

Time to have some fun at the beach. First stop though walk around the old Fort and see the cool history. This beach is perfect for finding shells and sand dollars! Bring your treasure bags, your swimsuits, beach chairs, and picnic. A beautiful white sand beach, also a great place to save some sand. Have your picnic lunch, search for treasures, and take a dip in the gulf. If fishing is your thing, cast a line from the pier. Treat yourselves to some ice cream at the snack shack and lets hit the road again.

Have you been to John’s Pass Village & Boardwalk?
Share your Photos with us!

John’s Pass Village & Boardwalk

Arrive: 4:30pm Depart: 5:30pm

Sometimes parking can be a struggle at the Boardwalk, so at least take the time to pull in and drive around a bit there might be some shops that catch your eye.

Have you been to Indian Rocks Beach?
Share your Photos with us!

Indian Rocks Beach

Passing Through 6:00pm

Road trips are all about taking the scenic route, so enjoy the view as you pass through Indian Rocks Beach.

Have you been to Frenchy’s Rockaway Grill?
Share your Photos with us!

Frenchy’s Rockaway Grill

Arrive: 6:30pm Depart: 8:00pm

If you are visiting in the winter months you’ll first want to visit Pier 60 for the sunset celebration before going to dinner. Check your sunset time to decide where to go first. You won’t want to miss a Clearwater sunset! Frenchy’s is a Florida staple. Try a grouper sandwich and Frenchy’s Garlic Crab Fries.

Have you been to Pier 60?
Share your Photos with us!

Pier 60 Clearwater

Arrive: 8:00pm Depart: 10:00pm

Make sure to time your trip right, because you don’t want to miss the sunset celebration! This is always a highlight of any Florida vacation. Watch the street performers, shop from the local booths, take your picture with a mermaid, maybe take sunset dip in the Gulf, or even a sunset cruise. Clearwater is a magical place when the suns going down. Once you’re ready head back to the car and make sure to check out the souvenir shops along the way. The shops here always have great prices.

Have you been to Orlando?
Share your Photos with us!

Orlando, Florida

Arrive: 12:00am

What an awesome day! Time to head home and get some sleep. What are you going to do tomorrow? Check out more Orlando Day Trips here…

Enjoy a family day trip, a romantic day date, or a friendly road trip, whoever you go with, your all going to have a great time! Check out our what to pack list, the pre-planned google route, and our other Orland Day Trips. Happy Travels 🙂

Day Trip Planner

Leave a Comment

Travel Guides
Road Trips
Bucket Lists
Route 66

Taking a trip on Route 66 or otherwise known as...

Destinations
Hell, Michigan

Welcome to Hell!! Hell, Michigan that is! Located in Southeast...

Attractions
Caspersen Beach

Caspersen Beach is the best beach for finding shark teeth!!!!...

Deals
Ticket Deals

Thank you all for checking out our site. We are...

Cruise Deals

Thank you all for checking out our site. We are...