Here’s how to spend a 3-day road trip through the heart of Florida, exploring scenic towns and local hotspots from Orlando to Lakeland.
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If so, we have you covered. Here are some top recommended tours and experiences!
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Day 1: Orlando + Winter Park (City Meets Culture)
Morning: Orlando (Parks + Gardens)
Start your road trip in downtown Orlando with lakeside views, street art, and food spots locals love.
Things to do:
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Walk the loop around Lake Eola Park and spot the famous swan boats
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Grab a latte at Craft & Common or Foxtail Coffee
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Visit the Orlando Museum of Art or Harry P. Leu Gardens
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Explore the funky shops and murals in the Mills 50 District
Bonus tip: Head to Ivanhoe Village for lakeside cocktails and cool vintage stores.
Orlando has big city energy without losing its laid-back Florida soul.
Afternoon: Winter Park (Charming + Artistic)
Just 15 minutes north, Winter Park feels like another world—think brick streets, boutique cafes, and a touch of European flair.
Top picks:
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Take the Scenic Boat Tour for views of historic homes and mossy oaks
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Stroll Park Avenue for wine bars, shops, and sidewalk cafes
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Visit the Morse Museum to see rare Tiffany glass
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Sunset at Kraft Azalea Garden for peace and picture-perfect vibes
Winter Park is upscale but cozy—the kind of place where brunch turns into shopping, then turns into sunset wine.
Day 2: Clermont + Mount Dora (Lakes, Hills & Vintage Vibes)
Morning: Clermont (Scenic + Serene)
Drive west to Clermont, home to rolling hills, scenic lakes, and a slower pace that makes you want to stay a while.
Things to do:
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Climb the Florida Citrus Tower for panoramic views
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Stroll along Lake Minneola at Waterfront Park
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Sample wines at Lakeridge Winery (free tours and tastings!)
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Lunch at Montrose Street Market or Tiki Bar & Grill
Bonus idea: Bring or rent bikes for a ride on the South Lake Trail.
This is one of Florida’s most peaceful and photogenic small towns.
Afternoon: Mount Dora (Artsy + Old Florida Charm)
About 40 minutes northeast, Mount Dora is quirky in the best way—known for its art festivals, antique stores, and lakeside strolls.
Highlights:
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Explore the boutiques and galleries in the historic downtown
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Visit Renninger’s Vintage Market if you’re into treasure hunting
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Watch the sunset from the Palm Island Boardwalk
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Grab coffee at Foxtail Coffee Co or a local brew at Wolf Branch Brewing
Extra tip: Time your visit with one of the many festivals—this town loves an event.
Mount Dora has a nostalgic, small-town feel that is a good change from the busier parts of Florida.
Day 3: Kissimmee + Lakeland (Wild Meets Wonderful)
Morning: Kissimmee (Family-Friendly + Underrated Nature)
Drive about 45 minutes south to Kissimmee, where classic car nights meet airboat rides and swampy adventures.
Things to do:
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Walk through Old Town for retro vibes and souvenir shopping
- Take an airboat ride at Boggy Creek to spot gators and birds
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Explore Shingle Creek Regional Park for trails and kayaking
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Eat brunch at Woodsby’s Café for a hearty, local favorite
Optional stop: If you’re theme park-bound, this is your launch point—but don’t overlook its nature side.
Kissimmee blends the best of natural Florida with a splash of roadside fun.
Afternoon: Lakeland (Lakes + Unexpected Art & Architecture)
Wrap up your trip in Lakeland, a hidden gem of Central Florida filled with lakes, swans, and stunning architecture.
Top picks:
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Walk around Lake Mirror and explore Hollis Garden
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Shop and sip coffee in the Dixieland District
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End with dinner at Nineteen61 or casual eats at Harry’s Seafood
Pro tip: Visit Lake Morton and purchase some birdseed—the swans (yes, swans!) are iconic and friendly.
Lakeland brings together nature, culture, and a relaxed vibe that’s the perfect sendoff to your Central Florida adventure.
Central Florida Road Trip Tips:
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Rent a car—this itinerary covers scenic backroads and small towns.
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Aim for spring or fall—less heat, more festivals, and smaller crowds.
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Pack for variety: casual clothes, walking shoes, and something a little nicer for dinner in Winter Park or Lakeland.
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Try to book 2 hotel stays: one in the Orlando/Winter Park area and one near Clermont or Lakeland for easier exploring.
Final Thoughts
Central Florida is often overlooked in favor of coastlines and theme parks, but it’s one of the most rewarding regions to road trip through.
You’ll find lakefront charm, creative energy, vintage shops, nature trails, and more—all just a short drive apart.
Bookmark this guide, plan your loop, and prepare to see a whole new side of Florida.
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Booking a last-minute trip to Florida?
If so, we have you covered. Here are some top recommended tours and experiences!
Top Tours in Florida – Viator
Top Hotels In Florida – Booking.com
Looking To Get Around In Florida?
Check out rental car rates here! 🚗
