30 days in Florida Itinerary

30 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner
Make it your trip
1
Orlando
— 3 nights
Drive
2
St. Augustine
— 4 nights
Drive
3
Panama City Beach
— 2 nights
Drive
4
Fort Walton Beach
— 4 nights
Fly
5
Islamorada
— 1 night
Drive
6
Marathon
— 2 nights
Drive
7
Key West
— 3 nights
Ferry to Marco Island, FL, Taxi to Naples
8
Naples
— 3 nights
Drive
9
Marco Island
— 3 nights
Drive
10
Sarasota
— 4 nights
Drive

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1

Orlando — 3 nights

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.
Eschew the tourist crowds and head to Fun Spot America and World of Disney. Bring the kids along to Fun Spot America and Disney’s Blizzard Beach Water Park. Explore the numerous day-trip ideas around Orlando: Beach at Daytona Beach (in Daytona Beach), Nature & Wildlife Tours (in Kissimmee) and Merritt Island National Wildlife Refuge (in Merritt Island). The adventure continues: make an unforgettable trip to Avatar Flight of Passage, get up close and personal with brilliant marine life at SEA LIFE Orlando Aquarium, don't miss a visit to Tree of Life, and revel in the low prices at Orlando Vineland Premium Outlets.

To see where to stay, other places to visit, maps, and tourist information, you can read our Orlando tour itinerary tool.

Use the Route module to find suitable travel options from your home destination to Orlando. In September, plan for daily highs up to 89°F, and evening lows to 74°F. Finish your sightseeing early on the 4th (Sun) to allow enough time to drive to St. Augustine.
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Theme Parks · Shopping · Parks · Outdoors
Side Trips

St. Augustine — 4 nights

St. Step off the beaten path and head to St. Augustine Beach and Ormond Beach. Attractions like Vilano Beach and Room Escape Games make great kid-friendly stops. Get out of town with these interesting St. Augustine side-trips: Fernandina Beach (Fort Clinch State Park & Christmas on the River), Jacksonville (Jacksonville Zoo & Gardens & Catty Shack Ranch Wildlife Sanctuary) and Amelia Island Historic District (in Amelia Island). There's much more to do: get a new perspective on things with Boat Tours & Water Sports, contemplate the long history of Old Jail Museum, wander the streets of Old City, and examine the collection at St. Augustine Pirate & Treasure Museum.

To find where to stay, reviews, ratings, and tourist information, refer to the St. Augustine route planner.

You can drive from Orlando to St. Augustine in 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 85°F, and evening lows to 73°F. Finish your sightseeing early on the 8th (Thu) to allow enough time to drive to Panama City Beach.
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Parks · Historic Sites · Outdoors · Beaches
Side Trips

Panama City Beach — 2 nights

World's Most Beautiful Beaches

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Start off your visit on the 9th (Fri): play a few rounds at Bay Point Golf Club, then take a memorable tour with Tours, then kick back and relax at St. Andrews State Park, and finally head off the coast to Shell Island. Get ready for a full day of sightseeing on the 10th (Sat): test your team's savvy at popular escape rooms, browse the different shops at Pier Park, don't miss a visit to SkyWheel Panama City Beach, then tour the pleasant surroundings at Santa Rosa Beach, and finally enjoy the sand and surf at Grayton Beach State Park.

To see maps and other tourist information, go to the Panama City Beach tour itinerary maker website.

You can drive from St. Augustine to Panama City Beach in 5.5 hours. Another option is to fly. September in Panama City Beach sees daily highs of 89°F and lows of 70°F at night. Finish your sightseeing early on the 10th (Sat) to allow enough time to drive to Fort Walton Beach.
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Outdoors · Parks · Beaches · Nature
Side Trip

Fort Walton Beach — 4 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Your itinerary includes some good beach time at Pensacola Beach and Henderson Beach State Park. You'll discover tucked-away gems like AJ's Water Adventures and Gulf Islands National Seashore. Explore Fort Walton Beach's surroundings by going to The Gulf Breeze ZOO (in Gulf Breeze), Souvenir City & Shark Museum (in Navarre) and Room Escape Games (in Pensacola). There's much more to do: enjoy the sand and surf at Navarre Beach, stroll around Dog Park, make a trip to Destin Harbor Boardwalk, and explore the activities along Destin Harbor.

Inspirock's itinerary builder makes planning a Fort Walton Beach trip simple and quick.

You can drive from Panama City Beach to Fort Walton Beach in 1.5 hours. The time zone difference when traveling from Panama City Beach to Fort Walton Beach is minus 1 hour. September in Fort Walton Beach sees daily highs of 86°F and lows of 70°F at night. Finish your sightseeing early on the 14th (Wed) to allow enough time to fly to Islamorada.
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Parks · Outdoors · Beaches · Nature
Side Trips

Islamorada — 1 night

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Start off your visit on the 15th (Thu): relax and rejuvenate at some of the top local wellness centers, then get interesting insight from Theater of the Sea, and then take an in-depth tour of History of Diving Museum.

To find more things to do, photos, and more tourist information, read Islamorada itinerary planner.

You can fly from Fort Walton Beach to Islamorada in 3.5 hours. Alternatively, you can drive; or do a combination of bus and shuttle. The time zone difference moving from Central Standard Time to Eastern Standard Time is 1 hour. Expect a bit warmer evenings in Islamorada when traveling from Fort Walton Beach in September, with lows around 79°F. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Marathon.
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Outdoors · Tours · Wildlife · Museums

Marathon — 2 nights

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 16th (Fri), look for all kinds of wild species at Dolphin Research Center, snap pictures at Old Seven Mile Bridge, then tour the pleasant surroundings at Bahia Honda State Park, and finally take in the views from Seven Mile Bridge. On your second day here, cast your line with a fishing tour, then look for all kinds of wild species at The Turtle Hospital, then kick back and relax at Sombrero Beach, and finally admire nature's wide array of creatures at Florida Keys Aquarium Encounters.

To see where to stay, traveler tips, ratings, and more tourist information, read our Marathon trip builder app.

You can drive from Islamorada to Marathon in an hour. Another option is to take a bus. Expect a daytime high around 90°F in September, and nighttime lows around 79°F. Cap off your sightseeing on the 17th (Sat) early enough to go by car to Key West.
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Parks · Outdoors · Wildlife · Beaches
Side Trip

Key West — 3 nights

Conch Republic

Located just 140 km (90 mi) from Cuba, Key West is an island only about 6.4 km (4 mi) long and 1.6 km (1 mi) wide.
Kids will appreciate attractions like Dolphin & Whale Watching and St. Paul's Episcopal Church. Discover out-of-the-way places like We Cycle and Spas. The adventure continues: make a trip to Key West Historic Seaport, get up close and personal with brilliant marine life at Florida Keys Eco-Discovery Center, visit a coastal fixture at Key West Lighthouse and Keeper's Quarters Museum, and admire the natural beauty at Audubon House & Tropical Gardens.

To find where to stay, maps, more things to do, and tourist information, read our Key West trip planner.

You can drive from Marathon to Key West in 1.5 hours. Alternatively, you can take a bus. In September, daytime highs in Key West are 88°F, while nighttime lows are 80°F. Finish your sightseeing early on the 20th (Tue) to allow enough time to travel to Naples.
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Historic Sites · Parks · Museums · Outdoors

Naples — 3 nights

Your itinerary includes some good beach time at Gulfside Beach and Little Hickory Beach Park. Family-friendly places like All Water Excursions and Tarpon Bay Beach will thrill your kids. Get out of town with these interesting Naples side-trips: Mound House (in Fort Myers Beach) and Cullum’s Bonita Trail (in Bonita Springs).

To see more things to do, other places to visit, where to stay, and more tourist information, go to the Naples sightseeing planner.

Getting from Key West to Naples by combination of ferry and taxi takes about 4 hours. Other options: drive; or take a bus. In September in Naples, expect temperatures between 89°F during the day and 76°F at night. Cap off your sightseeing on the 23rd (Fri) early enough to go by car to Marco Island.
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Outdoors · Parks · Beaches · Wildlife
Side Trips

Marco Island — 3 nights

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Kids will appreciate attractions like South Marco Beach and Keewaydin Island. Explore hidden gems such as Reel Kind Fishing and Tours and Spas. Explore the numerous day-trip ideas around Marco Island: Ochopee (Clyde Butcher's Big Cypress Gallery & Loop Road). There's still lots to do: stroll through Hideaway Beach, identify plant and animal life at Otter Mound Preserve, grab your bike and head to Island Bike Shop & Bicycle Rentals, and walk around Winterberry Park.

To see reviews, more things to do, where to stay, and more tourist information, you can read our Marco Island travel route planning app.

Marco Island is very close to Naples. In September, daily temperatures in Marco Island can reach 89°F, while at night they dip to 74°F. Finish your sightseeing early on the 26th (Mon) to allow enough time to drive to Sarasota.
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Outdoors · Parks · Beaches · Wildlife
Side Trip

Sarasota — 4 nights

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. You'll discover tucked-away gems like Redington Shores Beach Access and Glazer Children's Museum. You'll visit kid-friendly attractions like North Redington Beach and Scuba & Snorkeling. Explore Sarasota's surroundings by going to St. Petersburg (Ted Williams Museum and Hitters Hall of Fame & Downtown St Petersburg), Seaside Seabird Sanctuary (in Indian Shores) and North Jetty Beach (in Casey Key). There's lots more to do: stroll the grounds of Sarasota National Cemetery, identify plant and animal life at Save Our Seabirds, test your problem-solving skills at popular escape rooms, and soothe aching muscles at Nokomis Beach Yoga, North Jetty Beach Park.

To find other places to visit, photos, and other tourist information, read Sarasota route maker website.

Traveling by car from Marco Island to Sarasota takes 2.5 hours. Alternatively, you can do a combination of taxi and bus. In September in Sarasota, expect temperatures between 89°F during the day and 74°F at night. Cap off your sightseeing on the 30th (Fri) early enough to go by car back home.
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Parks · Outdoors · Historic Sites · Wildlife
Side Trips

Florida travel guide

4.3
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.
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