Best Florida Day Trips
From historic towns to natural wonders, Florida’s best destinations make every quick getaway feel unique, exciting, and sometimes even a little underrated.
Florida offers some of the best day trips in the country, and they’ve become my favorite way to explore the Sunshine State beyond the usual beaches.
Whether you're wandering the best historic streets of St. Augustine, kayaking in the crystal-clear springs, or enjoying the best art and culture in Sarasota, each trip brings its own charm. I’ve been covering Florida for 30 years, which makes me a true local expert.
That’s why Florida consistently shines as one of the best places for short adventures, and why so many of these escapes quickly earn a spot among my favorite travel memories.
The best part is the variety: coastal, cultural, and full of natural beauty. Think the best seafood by the docks, stunning trails through state parks, and unique local attractions that feel tailor-made for a quick visit. These are the details that make Florida’s day trips some of the best you’ll ever experience.
Most spots are just a short drive from major cities like Miami, Orlando, or Tampa—perfect for the best kind of spontaneous escape. Whether you’re into swimming, history tours, or simply relaxing with the best views, there’s a Florida day trip waiting for you.
Which adventure will you choose? If you’re searching for the best mix of scenery, activities, and unforgettable moments, Florida’s day trips deliver. They’re not just quick getaways, they’re the best, unique, sometimes underrated, and always memorable escapes that keep me coming back for more.
Best Florida Day Trips:
Wakulla Springs
One of my favorite Florida day trips has to be Wakulla Springs, a spectacular hidden gem just south of Tallahassee. It’s honestly one of the coolest and most unusual places I’ve explored in the state, and I always feel like I’ve stepped into a dream when I arrive.
The spring itself is massive and vibrant, with crystal-clear waters that stay cool year-round, which makes it such a refreshing escape on a hot day. I couldn’t believe how affordable it was to spend a whole day surrounded by such natural beauty.
When I first visited, I hopped on the famous glass-bottom boat tour, and it was absolutely the best way to see the magic beneath the water’s surface. Watching fish, turtles, and even manatees glide past felt like something out of a nature documentary, but it was real and right in front of me.
Wakulla Springs is tucked inside Edward Ball Wakulla Springs State Park, which makes it not only a romantic getaway but also a fun family adventure. I loved how peaceful the hiking trails were, winding through cypress swamps and shaded hammocks that felt so different from other Florida landscapes I’ve seen.
It’s also a place full of history—movies like "Tarzan" and "Creature from the Black Lagoon" were filmed here, and I thought it was so cool to walk the same spots where Hollywood once captured its magic.
For me, Wakulla Springs is an underrated treasure that combines natural wonder, history, and joyful experiences into one of the best Florida day trips imaginable. It’s the kind of place that leaves you excited to return again and again.
Kissimmee: Old Florida Charm Beneath the Neon
I caught a SunRail train from Orlando to Kissimmee Station (about 35 minutes, $2–$4 one way). The ride dropped me steps from the historic downtown and just a short bus hop from the city’s hotels and attractions.
Kissimmee is one of my favorite spots in Central Florida, and I think it’s one of the best places to plan a weekend getaway or even just a joyful day trip. It’s located just south of Orlando, which makes it an awesome base if you want to be close to all the theme parks but still enjoy a more relaxed and affordable vibe.
I love how Kissimmee has such a unique blend of excitement and hidden gems. On one hand, you’re minutes away from Walt Disney World, Universal, and SeaWorld, but on the other, you can escape into nature with airboat rides through the Everglades or kayaking on Lake Tohopekaliga. That contrast is what makes it so special for me.
One of the coolest experiences I’ve had here was taking a sunrise hot air balloon ride. Floating high above the lakes and forests was an absolute dream—it felt like the most romantic and magical way to start the day. It’s a memory I’ll never forget.
Kissimmee also has a vibrant dining and entertainment scene. I enjoyed Old Town with its retro vibe, classic car shows, and family-friendly rides—it’s underrated compared to the big parks, but it’s a gem in its own right. The restaurants are also diverse, from cozy BBQ joints to international flavors, which made every meal an adventure.
For me, Kissimmee is the best mix of fun and relaxation, with something cool for couples, families, or even a solo traveler. It’s definitely one of Florida’s most exciting destinations to revisit again and again.
Fort Walton Beach Calm & Coastal Sparkle
I caught a shuttle from Destin-Fort Walton Beach Airport (just 10 miles away, with connections from major U.S. cities) into town.
It felt like the sea had slowed time. I wandered the soft white sands of Fort Walton Beach as gulls coasted in the wind and children darted in and out of the surf with plastic buckets and squeals of delight. The beach was wide and open, and the Gulf stretched out in soft turquoise hues. I paused near the fishing pier, my feet buried in warm sand, thinking, “This is the kind of place where families exhale together.”
What I Loved Most: Watching the morning sun rise over Okaloosa Island, casting gold across the waves. The quiet hours before the beach filled up made it feel like the shore was mine alone.
My highlights? Breakfast at Neighborhood Café, buttery biscuits, crisp bacon, and eggs cooked just right. The coffee smelled earthy and strong, and the biscuits melted on my tongue with a hint of sweetness. We sat by the window, watching the sleepy town wake up.
Plan your day trip:
- Drive Time from Pensacola: ~1 hour east
- Vibe: Family-friendly, peaceful, classic Gulf Coast
- Highlights: Fort Walton Beach Landing Park, Okaloosa Island Pier, Gulfarium Marine Adventure Park, sugar-sand beaches
- Best Time to Visit: Late spring or early fall, warm water, lighter crowds
- Cost: Beach access is free; parking at the pier ~$5; attractions ~$15–25
- Hours: Beach open daily; attractions typically 9am–5pm
Anna Maria Island: Breezes, Bikes, and Barefoot Ease
From Tampa, I drove 55 miles southwest (about 1 hour 15 minutes) to Anna Maria Island, a barrier island only 7 miles long with a year-round population of around 8,500. At the north end, Anna Maria City Pier stretches into Tampa Bay, originally built in 1911 and still a hub for fishing and dolphin-watching.
Fort Walton Beach is one of my favorite underrated gems on Florida’s Emerald Coast, and every time I visit, I’m reminded why it’s such a spectacular day trip or weekend escape. Nestled between Pensacola and Destin, it feels like the best mix of small-town charm and vibrant beach energy.
The beaches here are absolutely stunning, with sugar-white sand and emerald-green waters that look like something out of a dream. I love how cool and calm the atmosphere feels compared to some of the busier coastal towns—it’s affordable, family-friendly, and romantic all at once.
One of the coolest things I’ve done in Fort Walton is explore the Gulfarium Marine Adventure Park. Watching dolphins and sea lions up close was an amazing experience, and it’s the kind of place that’s joyful for both kids and adults. I thought it was such a brilliant idea to include it in my trip.
I also loved wandering around the vibrant downtown area, where I found cozy cafés, unique boutiques, and local seafood spots that quickly became some of my favorites. Fresh Gulf shrimp and oysters here are always a treat, and the laid-back vibe made every meal feel special.
For history lovers, the Indian Temple Mound Museum is a hidden gem that adds a unique twist to the trip. It gave me a deeper appreciation for the area’s heritage, which is something unusual you don’t always find on a typical beach vacation.
To me, Fort Walton Beach is one of the absolute best coastal getaways in Florida—peaceful, exciting, and filled with those magical touches that keep me coming back.
Key West: End-of-the-Line Color & Calm
We caught the Key West Express ferry from Fort Myers (about 3.5 hours, $95–$125 one way) and stepped right into Old Town’s lively streets.
Key West is one of my absolute favorite Florida getaways, and every time I go, I’m amazed at how much charm and magic this little island packs in. Located at the southernmost point of the U.S., it feels like a dream destination where the ocean meets vibrant culture, hidden gems, and joyful experiences.
One of the coolest things about Key West is the food scene, and I can’t talk about it without mentioning two of my favorite spots. The Stoned Crab is an awesome waterfront restaurant where I indulged in the freshest seafood—think stone crab claws, oysters, and fish caught that very morning. Dining there felt like a true Key West experience, with spectacular flavors and a laid-back island vibe.
Then there’s La Crêperie French Café, which quickly became my go-to for breakfast and brunch. It’s a hidden gem tucked into a cozy corner of the island, and the crêpes are honestly some of the best I’ve ever had. Whether sweet or savory, each one felt like a joyful little escape to Paris, right in the heart of the Keys.
Of course, no trip to Key West is complete without Mallory Square at sunset. Watching the sky light up in vibrant colors while performers keep the crowd entertained is one of those unforgettable, romantic traditions that makes this place so special.
Between the beautiful coral reefs, the history of Hemingway’s house, and amazing dining at gems like The Stoned Crab and La Crêperie French Café, Key West is an exciting and unique destination that I can never get enough of.
For an overnight stay: If you are bringing the kids to Key West, Ibis Bay Beach Resort is the place for you. With 600 feet of pristine white beach, hammocks hanging from the palm trees, large pool, colorful macaws, and peaceful tortoises, it is a true tropical heaven for the whole family.
Bradenton: River Breezes and Hidden Gardens
From Tampa, we drove 45 miles south to Bradenton, a city of about 58,000 on the Manatee River.
Bradenton is one of my favorite underrated gems on Florida’s Gulf Coast, and it’s the kind of place that feels both vibrant and laid-back at the same time. Just south of Tampa Bay, it makes for one of the best day trips or weekend getaways, especially if you’re looking for something unique beyond the usual beach escape.
Of course, the beaches near Bradenton are spectacular—sugar-soft sand, turquoise water, and some of the most magical sunsets I’ve ever seen. But what really makes Bradenton stand out to me is its creative, joyful spirit, especially when I discovered the Village of the Arts.
The Village of the Arts is an amazing and unusual neighborhood filled with colorful bungalows turned into galleries, studios, and cool little cafés. Walking through it felt like stepping into a living canvas, and it quickly became my favorite part of the trip. Every corner had vibrant murals, quirky sculptures, and hidden treasures that made me smile.
I loved stopping in at the local shops where artists were not only selling their work but also creating it right in front of me—it felt so personal and special. It’s the kind of place that’s brilliant for a family stroll or even a romantic afternoon of exploring together.
Bradenton also has a mix of history and nature. I enjoyed the South Florida Museum and nearby parks, but honestly, pairing a beach day with a wander through the Village of the Arts was the coolest idea. It made the whole trip feel joyful, inspiring, and unforgettable.
For me, Bradenton is one of the best Florida gems—affordable, exciting, and full of vibrant surprises you’ll want to see again and again.
Crystal River: Where the Water Breathes
About 90 minutes from Orlando brought me to Crystal River, one of Florida’s top spots for wildlife encounters. The surrounding spring-fed waters stay 72°F year-round, attracting hundreds of West Indian manatees each winter
Crystal River is one of my favorite hidden gems in Florida, and it truly offers one of the most unique day trips you can imagine. Nestled on the Gulf Coast, about 90 minutes north of Tampa, this place feels like a magical blend of natural beauty, adventure, and relaxation.
The absolute coolest part about Crystal River is that it’s the only place in Florida where you can legally swim with manatees. The first time I slipped into the clear, spring-fed waters and saw these gentle giants up close, it felt like a dream. It’s an underrated, joyful experience that I think everyone should try at least once.
The Three Sisters Springs quickly became my favorite spot in town. The water is so vibrant and crystal-clear that I could see fish darting beneath me, and the surrounding nature felt calm and spectacular. Kayaking here was such a brilliant idea—I got to explore at my own pace and take in all the magic of the springs.
Crystal River isn’t just about the water, though. I loved wandering around the small downtown filled with cool local shops and cozy seafood restaurants. Fresh Gulf shrimp and oysters here taste amazing, and the laid-back vibe made every meal feel special.
What I found unusual and exciting is how affordable and accessible this adventure is. Whether it’s a romantic getaway, a family trip, or even a solo escape, Crystal River delivers one of the best Florida experiences. For me, it’s a spectacular mix of adventure, nature, and those unforgettable “only in Florida” moments.
Lake Mary: Polished Corners and Hidden Calm
I caught the SunRail commuter train from Orlando to Lake Mary (about 40 minutes, $2–$4 one way). The station sits just blocks from shops and restaurants, so I walked straight into downtown for coffee and browsing.
Lake Mary is one of my favorite hidden gems in Central Florida, and it’s such an underrated spot for a joyful day trip or even a weekend getaway. Just north of Orlando, this charming city has the perfect mix of cool local flavor, natural beauty, and a vibrant small-town feel.
What I love most about Lake Mary is how unique its downtown area feels. Strolling along the brick-lined streets, I discovered cozy cafés, boutique shops, and some truly awesome restaurants. It’s the kind of place where I could sip a latte in the morning, browse local art, and enjoy a romantic dinner all in one day.
The Saturday Farmer’s Market was one of the coolest experiences I had—it was filled with fresh produce, handmade goods, and live music that created a joyful, community vibe. It felt like the absolute best way to connect with the local culture.
Lake Mary also has plenty of outdoor beauty to explore. I loved finding trails and green spaces nearby, where I could relax under shady oaks or take a peaceful walk by the lakes. For me, it was the perfect balance of relaxation and light adventure.
Another highlight was how affordable and convenient it felt compared to busier Orlando spots. I could easily enjoy all the best attractions of the area, but still return to the calm, welcoming atmosphere of Lake Mary.
For me, Lake Mary is a spectacular Florida gem—cool, vibrant, and full of unusual little surprises that make it one of the best places to revisit again and again.
Gainesville: Where Nature Hums and Stories Echo
From Jacksonville, we drove 72 miles southwest (about 1 hour 30 minutes) to Gainesville, a city of nearly 145,000 and home to the University of Florida.
Gainesville is one of my favorite underrated cities in Florida, and I think it’s such a vibrant place for a day trip or even a joyful weekend getaway. Located in North Central Florida, it’s most famous as the home of the University of Florida, but there’s so much more here than just the campus.
One of the coolest things I love about Gainesville is how it blends college-town energy with hidden natural gems. I spent one morning wandering through the Florida Museum of Natural History, where the Butterfly Rainforest was absolutely magical. Watching hundreds of butterflies float around me was an experience that felt dreamlike and unforgettable.
For nature lovers, Gainesville is spectacular. I hiked at Paynes Prairie Preserve State Park, where wild horses and even bison roam freely—it’s one of the most unusual and exciting sights you’ll ever see in Florida. The views from the observation tower were some of the best I’ve found in the state.
I also adored the city’s art and food scene. The downtown area is filled with cool cafés, unique boutiques, and live music that creates such a vibrant atmosphere. I grabbed dinner at a local farm-to-table restaurant, and it quickly became one of my favorite meals of the trip.
What makes Gainesville even better is how affordable and relaxed it feels compared to bigger Florida cities. For me, it’s an amazing mix of culture, history, nature, and fun—truly one of the state’s most exciting and underrated destinations.
Every time I go, I find a new hidden gem, which is why Gainesville will always stay on my list of the best Florida getaways.
Conclusion
When I think about Florida, what excites me most is how many amazing day trips are just waiting to be discovered. From hidden gems like Wakulla Springs and Crystal River to vibrant small towns like Lake Mary and Gainesville, every destination feels like a joyful adventure with its own unique personality. The best part is that each trip can be as affordable, romantic, family-friendly, or adventurous as you want it to be.
Whether I’m swimming with manatees, wandering through the colorful Village of the Arts in Bradenton, or watching a magical Key West sunset, I’m always reminded of how spectacular and underrated Florida really is. These spots aren’t just places to see—they’re experiences that fill a weekend with magic, fun, and unforgettable memories.
For me, the absolute best thing about Florida day trips is the variety. One day I can be soaking up history, the next hiking through wild preserves, and the next savoring fresh seafood on a quiet beach. It’s this endless mix of unusual, exciting, and vibrant options that makes Florida such a dream for travelers. No matter how many times I explore, I always find another cool reason to come back.
Booking Checklist
1. Book Your Flight - I use Expedia because I like their mobile app with my itinerary. They've helped me re-book flights on many occasions. Once you reach their Gold tier, support is especially good.
2. Book Your Hotel - I use Booking.com or Expedia, depending on my destination.
3. Book Your Rental Car - I use Expedia.
4. Book your tours on Viator or Get Your Guide.
