The Ultimate Florida Road Trip

1st Leg: Florida's East Coast

Covering 595 miles, the eastern Atlantic shore leg of your road trip kicks off in a unique way, leading you through the state's oldest cities, as well as the most exciting! Get ready to experience historical charm, high-octane theme park thrills, rocket launches, chic city beaches, a first-class Florida Keys fishing spot and the 5,000-year old Everglades. Not a bad way to begin!

St. Augustine: Step Back in Time

Begin your Florida road trip in St. Augustine, the oldest city in the U.S., just a 48-minute drive from Jacksonville. This coastal gem is rich in history and charm, making it the perfect first stop. Hop on a trolley tour to effortlessly explore the city’s highlights, including the iconic Castillo de San Marcos, a centuries-old fortress, and the St. Augustine History Museum, which offers fascinating insights into the area’s past.

For a unique adventure, visit the St. Augustine Alligator Farm, home to every living species of crocodilian. Daily shows and exhibits featuring reptiles, birds, and fossils are a hit, but the real thrill lies in zip-lining over live alligators and crocodiles—a one-of-a-kind experience! With its historic streets, vibrant culture, and adventurous attractions, St. Augustine offers an unforgettable start to your Sunshine State journey.

Pro tip: Arrange your private car hire or transportation beforehand, with our pre-bookable car hire service.

Orlando: The Thrill Capital

St. Augustine → Orlando: 1 hr 45 mins (I-95 S/I-4 W)

Next on your Florida road trip has to be Orlando, a first-class hub of fun and adventure, just under two hours south of St. Augustine. Known worldwide as the theme park capital, Orlando is home to iconic destinations like Disney World, Universal Studios, and Legoland. These sprawling parks offer endless entertainment, from thrilling rides and immersive shows to family-friendly waterparks, perfect for cooling off. Beyond the parks, Orlando caters to every interest, with world-class shopping at premium outlets, award-winning restaurants, and lush golf courses that challenge players of all skill levels.

Take a break from the action to explore downtown Orlando, where Lake Eola Park offers peaceful boating, scenic walks, and a lively Sunday farmers’ market. With so much to do, Orlando is the ultimate pit-stop in the Sunshine State!

Pro tip: Score huge savings on park tickets by purchasing our best-rate-guarantee Disney World and Universal Studios Park tickets.

Pro tip: Aside from the parks, you'll find plenty of free and cheap things to do in Orlando, as well as endless indoor activities to do in Orlando when it rains - for year-round adventure.

Pro tip: Elevate your thrilling park break to the max, with a stay in our Orlando vacation rentals with games rooms, themed bedrooms, private pools and bespoke services.

Cape Canaveral: Space and Seashores

Orlando → Cape Canaveral: 51 mins (FL-528 E)

Just under an hour's drive east of Orlando, Cape Canaveral offers a perfect blend of adventure and relaxation. Known as Florida’s Space Coast, it’s home to the iconic Kennedy Space Center, where you can dive into the history of space exploration, marvel at awe-inspiring exhibits, and even experience astronaut training. For a truly unforgettable moment, try to plan your visit around a live rocket launch—an experience that’s as exhilarating as it is rare.

Beyond its space-themed attractions, Cape Canaveral boasts stunning natural beauty. The Canaveral National Seashore, a pristine 24-mile stretch of protected coastline, offers serene beaches, walking trails, and opportunities to spot native wildlife. Families will love the Brevard Zoo, where you can get up close with animals and even kayak through the exhibits.

Pro tip: For space fans, Cape Canaveral is one of the top U.S space-themed destinations!

Pro tip: When visiting the Kennedy Space Center, arrive early to beat the crowds, plan for time-based attractions and check the visitor complex events calender beforehand, for launch schedules and unique viewing opportunities.

Fort Lauderdale: Venice of America

Cape Canaveral → Fort Lauderdale: 2 hrs 54 mins (I-95 S)

After a scenic three-hour drive south, you’ll arrive at Fort Lauderdale, a coastal paradise dubbed the “Venice of America” for its intricate network of canals. This vibrant southern city blends waterfront charm with cosmopolitan flair, boasting over 4,000 waterside restaurants and a wealth of attractions. Spend your day strolling, shopping and dining along Las Olas Boulevard, whilst Venetian-style gondola rides offer a unique perspective of the city’s waterways. Sports fans meanwhile can soak up the pools and exhibits on at the International Swimming Hall of Fame.

Fort Lauderdale’s natural beauty is equally captivating. The 180-acre Hugh Taylor Birch State Park, located in the heart of the city, provides a tranquil retreat with walking trails, picnic spots, and a serene lake for canoeing or swimming. For sun-seekers, the city’s pristine beaches are perfect for relaxation or adventure.

Pro tip: Our luxury Fort Lauderdale vacation rentals place groups directly on or near the waterfront, with boat mooring, private pools and carefree proximity to the beaches and top attractions.

Miami: Art Deco Meets Beach Chic

Fort Lauderdale → Miami: 50 mins (I-95 S)

Just a 50-minute drive from Fort Lauderdale, Miami dazzles as the crown jewel of South Florida, and begs to be enjoyed over a long weekend or unhurried mid-week stay. Renowned for its iconic Art Deco architecture, vibrant nightlife, and world-class dining, this city offers an irresistible mix of glamour and laid-back charm. Miami Beach, a must-visit destination, showcases the famed Art Deco District, where beautifully restored 1930s buildings create a retro-chic atmosphere. Meanwhile, the Wynwood district bursts with color, boasting mesmerizing street art, eclectic galleries, and trendy cafes that make it a cultural hotspot.

Beyond its stylish cityscape, Miami is a gateway to natural wonders and unique day trips. Head to Biscayne National Park to explore coral reefs and pristine waters or venture to the nearby Everglades for an unforgettable encounter with Florida’s wild side. Whether you're seeking high-end shopping, a taste of Cuban culture in Little Havana, or serene moments on its stunning beaches, Miami has something for every type of road-tripper!

Pro tip: Grab a Miami Go Card for discounts on popular attractions like Miami Zoo, sightseeing cruises, and Seaquarium.

Pro tip: Take the fuss out of your trip and discover the must-see top beaches of Miami, before dipping your toes in the sand.

Islamorada: The Sportfishing Capital

Miami → Islamorada (Florida Keys): 1 hr 40 mins (US-1 S)

A scenic 1-hour 40-minute drive from Miami brings you to another South Florida gem,the charming island of Islamorada. Nestled in the heart of the Florida Keys and known as the "Sport Fishing Capital of the World," this coastal paradise offers more than just incredible fishing opportunities. With crystal-clear waters, vibrant coral reefs, and an abundance of watersports activities like snorkeling, diving, and kayaking, it’s the ideal place to unwind and recharge during your Florida road trip.

Whether you're lounging by the beach, exploring the underwater world, or indulging in fresh seafood at local restaurants, Islamorada provides a peaceful retreat with a laid-back vibe.

Pro tip: Our luxury Islamorada resort rentals and waterfront retreats offer the perfect place to relax and rejuvenate.

The Everglades: Wildlife Adventure

Islamorada → The Everglades: 1 hr 31 mins (US-1 N/N Krome Ave)

En-route to Cape Coral, make sure to carve out time to explore Everglades National Park, just an hour and a half away. This vast, unique ecosystem offers an unforgettable adventure, where you can reconnect with nature in this designated World Heritage Site.

Glide through the winding mangroves on an airboat tour, catching glimpses of alligators, wild birds, and other native wildlife. It's the perfect way to immerse yourself in the wild beauty of Florida's famous wetlands.

Pro tip: If possible visit in the dry season from November through March - for less humidity and bugs!

Pro tip: There are 4 car parks - Flamingo Visitor Center, Royal Palm, Shark Valley and Gulf Coast Visitor Center. These entrances can be hours apart by car! The Shark Valley Visitor Center car park is the nearest to the Florida Keys and Greater Miami area.

2nd Leg: Florida's West Coast

Next leg of your road trip in the Sunshine State will take you on a 323-mile adventure into the Gulf coast charms and waterways of Florida's west coast. It's time to unwind. Soak up endless navigable canals, pristine quartz sand beaches, world-class fishing opportunities and mythical mermaids. Yes, really!

Cape Coral: Canal Haven

The Everglades → Cape Coral: 2 hrs 8 mins (US-41 W/I-75 N)

After an exciting stop at the Everglades, the highlights of the Gulf Coast await! From the Everglades continue your journey to Cape Coral, approximately 45-minute drive away. This vibrant destination, nestled along the Gulf of Mexico, is known for its expansive network of over 400 miles of canals, making it a haven for boating, fishing, and water sports.

Cape Coral offers something for everyone, with easy access to nearby islands like Sanibel and Captiva, along with family-friendly attractions such as the Coral Oaks Golf Course and Sunsplash Water Park, perfect for a fun road trip stop-over. Cape Coral also boasts a wide range of dining, shopping, and entertainment options, for year-round enjoyment.

Pro Tip: For those looking to enjoy the world-class fishing, the peak fishing seasons are: redfish from August through December, cobia from April through October, snapper from October through March and sea trout from May through July.

Anna Maria Island: Coastal Serenity

Cape Coral → Anna Maria Island: 2 hrs 9 mins (I-75 N)

After your time in Cape Coral, take a scenic 2-hour drive to reach Anna Maria Island, an idyllic 7-mile long barrier island that is a real secret gem. Known for its soft, powdery beaches and laid-back atmosphere, Anna Maria Island provides a tranquil escape from the hustle and bustle. Whether you're relaxing on the beach, strolling through the charming boutique shops, or enjoying fresh seafood at local restaurants, this peaceful island offers a refreshing change of pace.

In addition to its beautiful beaches, Anna Maria Island is filled with local charm and outdoor opportunities. Explore its serene parks, take a leisurely bike ride along the island's scenic streets, or simply enjoy the warm Gulf Coast waters.

Pro Tip: A great way to rest those driving eyes and explore the area? Hop on the free Anna Maria Island Trolley service, which runs daily from 6am - 10pm.

Pro Tip: For the quietest beach on Anna Maria Island, head to Bean Point Beach. This tranquil, facility-free beach is home to soft white sand, dunes, stunning sunset views, and abundant wildlife - perfect for picnics or strolls (though swimming is not recommended due to strong currents).

Clearwater: Experience the Best Beach in Florida

Anna Maria Island → Clearwater: 1 hr 15 mins (I-275 N)

After your relaxing time on Anna Maria Island, take a short 1-hour and 15-minute drive to Clearwater, voted the #1 Florida beach on countless occasions. Renowned for its sugary sand beaches and crystal-clear waters, it's easy to see why. The beguiling beach beauty of Clearwater is also the ideal spot for enjoying a variety of activities. From soaking up the stunning coastline and water sports to embarking on a dolphin tour, soaking up the evening buzz of Pier 60 and unwinding on a sunset cruise, this vibrant beach resort offers a perfect mix of relaxation and adventure on Florida’s Gulf Coast. In short, Clearwater is a must-see on your road trip!

Pro tip: Book to stay in one of our Clearwater homes with parking and enjoy a hassle-free way to get around the resort, via the convenient trolley and water taxi services.

Pro tip: For mild weather and fewer crowds, consider visiting in October, November and December.

Weeki Wachee Springs State Park: Natural Wonders & Mermaids

Clearwater → Weeki Wachee: 1 hr 17 mins (US-19N)

Enroute to northern Florida, take time out to explore one of Florida's oldest roadside attractions, the Weeki Wachee Springs State Park. With its crystal-clear spring waters, this enchanting natural wonder offers a slice of Old Florida charm and is the perfect pitt-stop for some unique escapism. Begin your adventure with a tranquil riverboat cruise, gliding past lush landscapes and spotting native wildlife such as manatees, turtles, and vibrant birdlife. For a splash of excitement, dive into Buccaneer Bay, a spring-fed water park where you can swim, slide, or simply relax in the refreshing waters.

The true highlight of Weeki Wachee is its legendary live mermaid show, a spectacle that has captivated visitors for decades. Watch as skilled performers, dressed as mythical mermaids, gracefully swim and perform underwater choreography in the crystal-clear spring, bringing timeless tales to life. Beyond the mermaids, the park is steeped in history, offering a glimpse into a bygone era of Florida tourism, while providing a welcome array of modern amenities for roadtrippers.

Pro tip: To beat the crowds, plan ahead and arrive early.

Pro tip: All paddlers need to make a reservation in advance, including those bringing their own equipment.

Pro tip: Stay hydrated and pack snacks and food in non-disposable containers. Alcohol is not permitted.

3rd Leg: Northern Florida

Once you've recharged, the third and final leg of your road trip encompasses a rich and varied 724-mile route to uncover the treasures of northern Florida. From an abundance of botanical parks and wildlife spots to captivating city highlights and upscale resorts of the Emerald Coast, this grand finale in your epic vacation promises to excite, enlighten and replenish those intrepid explorer senses, before your farewell flight home.

Gainesville: Cultural Capers

Weeki Wachee → Gainesville: 1 hrs 53 mins (US-19N/NE US Hwy 19 & FL-121 N)

From Weeki Wachee, head up the coast to discover some amazing North Florida gems. First port of call is Gainesville, a college town brimming with vibrant attractions and natural beauty. Home to the University of Florida, Gainesville offers a mix of cultural experiences and outdoor adventures. Don’t miss the Florida Museum of Natural History, where you can explore fascinating exhibits, or visit the Butterfly Rainforest, a stunning indoor garden teeming with exotic butterflies.

Beyond the museums, Gainesville is an outdoor lover’s paradise, offering plenty of opportunities to explore state parks or paddleboard down scenic rivers. Whether you’re hiking through lush trails or enjoying the tranquility of the water, Gainesville provides a perfect blend of exploration and relaxation for every traveler.

Pro Tip: Those seeking a carefree beach moment should head to Crescent Beach, Jacksonville Beach, Neptune Beach, Flagler Beach or Amelia Island State Park - all renowned for being the best beaches near Gainesville!

Rosemary Beach: Upscale Resort Vibes

Gainesville → Garden of Eden Trail → Rosemary Beach: In total 4 hrs 26 mins (I-19W)

Break up the drive from Gainesville to Rosemary Beach with a memorable midway pit stop to stretch the legs in the Garden of Eden trail (Nature Conservancy Apalachicola Bluffs and Ravines Preserve) 2 hours 56 minutes away, before reaching Rosemary Beach for a short break, before driving onto Destin. Rosemary Beach is a coastal gem along Florida’s scenic 30A and is known for its charming architecture, pristine beaches, and relaxed vibe. This picturesque community offers a delightful mix of sophistication and laid-back charm and offers the perfect greeting as the oceanfront gateway to Florida's Gulf of Mexico. Stroll along the cobblestone streets, lined with boutique shops, art galleries, and inviting cafés. For foodies, Rosemary Beach is a culinary haven, featuring fresh Gulf-to-table dining options that are perfect for a leisurely lunch or quick snack before continuing your journey.

A stop in Rosemary Beach isn’t just a chance to refuel - it’s an opportunity to recharge in one of Florida’s most beautiful settings. The town’s sugar-white sands and turquoise waters provide a serene escape, whether you’re looking to dip your toes in the Gulf or enjoy the views from a beachfront patio. Families can take advantage of the green spaces for a quick game or picnic, while couples might enjoy a bike ride along 30A’s scenic pathways. A pitstop in Rosemary Beach transforms your road trip into a mini getaway, making the drive from Gainesville to Destin as enjoyable as the destination itself!

Pro tip: Staying in a Rosemary Beach vacation rental will unlock access to the resort village communal pools, sports' facilities and the private beach access.

Pro tip: Families staying in Rosemary Beach for a short break shouldn't miss dipping into the nearby attractions and activities of Panama City Beach (25 minutes' drive away).

Destin: Emerald Coast Magic

Rosemary Beach → Destin: 47 minutes (US Hwy 98 E)

From Rosemary Beach head to Destin, park up and kick back for a captivating break on the Gulf Coast. Known for its stunning emerald waters and white quartz beaches, you'll find plenty of things to do in Destin on the shore, and of it! In particular, the Destin area is renowned for its deep-sea fishing, as well as for its strong family-friendly appeal and attractions - making it ideal for multigenerational stopovers.

In addition to its beautiful coastline, Destin offers a range of activities, from boat tours and water sports to exploring the local shopping and dining scene. Whether you’re casting a line in the Gulf or enjoying the vibrant atmosphere, Destin promises a memorable stop on your Sunshine State road trip.

Pro tip: Destin offers several public beaches: Henderson State Park, Calhoun Beach Access, James Lee Park Public Beach Access, Norriego Point Public Beach Access and Miramar Beach Regional Beach Access #49.

Pro tip: The off-season from November through February promises cheaper rates and less crowds.

Tallahassee: Fall For Florida's State Capitol

Destin → Tallahassee: 2 hrs 38 min (I-10 E)

No road trip in northern Florida would be complete without a short sightseeing trip to Tallahassee, the state capitol of Florida. Although not always the obvious choice on a Florida road trip itinerary, Tallahassee offers a tantalizing selection of unique attractions to experience. Plus it is the perfect midway point between Destin and Jacksonville!

Visit the renowned Museum of Florida History and the Mission San Luis heritage site, before immersing yourself in the beguiling natural beauty of the Alfred B. Maclay Gardens State Park or the Tallahassee Museum, which is set amidst 52 acres of native Florida fauna and wildlife.

Pro tip: Families looking to escape the high humidity of a Florida summer should head to the shade of the parks and Cascades Park in particular, which features a free kid-friendly splash pad.

Jacksonville: The Grand Finale

Tallahassee → Jacksonville: 2 hrs 30 min (I-10 E)

Complete your Florida road trip with a drive back to Jacksonville, where you can unwind and enjoy a mix of urban and natural attractions before heading home. Jacksonville offers a vibrant city atmosphere with a mix of historic neighborhoods, nature reserves, and plenty of golf courses for outdoor enthusiasts.

While the city boasts urban attractions like the Jacksonville Landing entertainment complex and the Bronson Speedway, it’s also home to beautiful beaches perfect for swimming, surfing, or kayaking. Whether you’re relaxing on the soft sand or exploring the city's rich history and wildlife, Jacksonville is the perfect place to wrap up your road trip in the Sunshine State.

Pro tip: There are 22 miles worth of beaches in Jacksonville to explore, with the most popular ones being Jacksonville Beach, Neptune Beach, Mayport Beach and Atlantic Beach.

Tips for the Ultimate Drivecation

As well as knowing when the best time to visit Florida is and knowing how to plan a road trip in America, these simple tips will help:

Pack Smart: In the peak season Florida’s warm, humid climate means you can pack light.

Toll Roads: Get a Sun Pass for cashless, pre-paid tolling.

Save on Attractions: Shop for discounted tickets and city passes before you go. For best-rate Orlando park tickets contact our Concierge team!

Book in advance: Plan ahead with our Concierge team and pre-order your car hire, fishing charters, private boat hire, grocery packs and more.

Looking for more Florida Road Trip ideas?

Our dedicated Travel Planners are happy to provide you with complimentary, custom travel itineraries to complement your dream multi center stay. Designed to suit your particular travel dates, seasonal interests and specific requirements, experience a fully bespoke Florida road trip today, with Top Villas.

Where to stay for your Florida Road Trip

For the ultimate multi center trip, check-in to our award-winning Florida vacation rentals along the way. From affordable condo rentals and pet-friendly townhomes to luxury villas and beachfront mansions with private pools, your dream road trip starts with booking a Top Villas stay.