15 days in Winter Haven, Orlando & Clearwater Itinerary

15 days in Winter Haven, Orlando & Clearwater Itinerary

Created using Inspirock Florida tour itinerary builder

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Winter Haven
— 1 night
Drive
2
Orlando
— 1 day
Drive
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Clearwater
— 11 nights
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Winter Haven

— 1 night

Chain of Lakes City

Winter Haven boasts over 50 lakes within its borders, most notably Florida's famed Chain of Lakes.
For more things to do, ratings, maps, and other tourist information, go to the Winter Haven trip tool.

Springfield to Winter Haven is an approximately 10-hour combination of flight, taxi, bus, and train. You can also drive; or do a combination of bus, shuttle, and train. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Prepare for somewhat warmer weather when traveling from Springfield in June: high temperatures in Winter Haven hover around 91°F and lows are around 74°F. On the 1st (Thu), you'll travel to Orlando.

Things to do in Winter Haven

Outdoors · Parks · Tours · Golf

Orlando

— 1 day

Theme Park Capital of the World

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
To find traveler tips, ratings, and other tourist information, read Orlando trip itinerary maker app.

Traveling by car from Winter Haven to Orlando takes an hour. Alternatively, you can take a train. In July, plan for daily highs up to 91°F, and evening lows to 75°F. On the 1st (Thu), you're off to Clearwater.

Things to do in Orlando

Outdoors · Parks · Tours · Fun & Games

Clearwater

— 11 nights

Fun and Sun for All

Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
You'll visit kid-friendly attractions like Waterskiing & Jetskiing and Mote Marine Laboratory & Aquarium. Explore Clearwater's surroundings by going to Tampa Bay Sporting Clays and Archery (in Land O Lakes), The Ringling (in Sarasota) and Tampa (The Florida Aquarium & Sunshine Skyway Bridge). The adventure continues: enjoy the sand and surf at Saint Pete Beach, take in the waterfront at Bradenton Beach City Pier, identify plant and animal life at Seaside Seabird Sanctuary, and stroll through Treasure Island Beach.

For maps, other places to visit, traveler tips, and more tourist information, use the Clearwater driving holiday planner.

Traveling by car from Orlando to Clearwater takes 2 hours. Alternatively, you can do a combination of train and taxi; or take a bus. In July, plan for daily highs up to 90°F, and evening lows to 76°F. Finish your sightseeing early on the 12th (Mon) so you can travel back home.

Things to do in Clearwater

Parks · Outdoors · Zoos & Aquariums · Beaches

Side Trips