25 days in Florida Itinerary

25 days in Florida Itinerary

Created using Inspirock Florida trip itinerary builder

Plan created by another user. Make it yours
1
Bradenton
— 3 nights
2
Sanibel Island
— 1 night
3
Marco Island
— 3 nights
4
Marathon
— 3 nights
5
Key West
— 4 nights
6
Fort Walton Beach
— 4 nights
7
Panama City Beach
— 2 nights
8
St. Augustine
— 4 nights

S M T W T F S
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3
nights
Bradenton

Bradenton ©

Friendly City

Bradenton boasts a handful of historical buildings, but its real claim to fame is as the home of Tropicana Products and its quirky culture.
You'll get in some beach time at Bean Point and Crescent Beach. Explore hidden gems such as Stump Pass Beach State Park and Treasure Island Beach. Get out of town with these interesting Bradenton side-trips: St. Pete Beach (Pass-a-Grille, Saint Pete Beach, &more), Mote Marine Laboratory & Aquarium (in Sarasota) and Nokomis Beach (in Nokomis). It doesn't end there: enjoy the sand and surf at Turtle Beach and tour the pleasant surroundings at Manatee Public Beach.

To see traveler tips, ratings, other places to visit, and more tourist information, read Bradenton trip builder app.

Orlando to Bradenton is an approximately 2.5-hour car ride. You can also take a bus; or do a combination of train and bus. In October, plan for daily highs up to 86°F, and evening lows to 68°F. Finish your sightseeing early on the 4th (Sun) to allow enough time to drive to Sanibel Island.

Things to do in Bradenton

Outdoors · Parks · Beaches · Neighborhoods

Side Trips

Highlights from your plan
Bean Point ©
Bean Point
Crescent Beach ©
Crescent Beach
Nokomis Beach ©
Nokomis Beach

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kick off your visit on the 5th (Mon): fly like a bird with a parasailing or paragliding tour, enjoy the sand and surf at Captiva Beach, then enjoy the sand and surf at Blind Pass Beach Park, and finally kick back and relax at Bowman's Beach.

To find other places to visit, more things to do, traveler tips, and other tourist information, refer to the Sanibel Island road trip planning tool.

Traveling by car from Bradenton to Sanibel Island takes 2.5 hours. Alternatively, you can drive; or do a combination of bus and taxi. In October in Sanibel Island, expect temperatures between 86°F during the day and 70°F at night. Wrap up your sightseeing on the 5th (Mon) to allow time to drive to Marco Island.

Things to do in Sanibel Island

Outdoors · Beaches · Parks · Transportation

Side Trip

Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Captiva Beach ©
Captiva Beach
Blind Pass Beach Park ©
Blind Pass Beach Park

3
nights
Marco Island

Marco Island ©
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. Your itinerary includes some good beach time at South Marco Beach and Tigertail Beach. Bring the kids along to Keewaydin Island and Dolphin & Whale Watching. Get out of town with these interesting Marco Island side-trips: Ochopee (Clyde Butcher's Big Cypress Gallery & Nature & Wildlife Tours). And it doesn't end there: relax and rejuvenate at some of the best spas, go for a stroll along the water at Marco Island Marina, walk around Canine Cove, and stop by Keep In Touch.

To find other places to visit, maps, where to stay, and other tourist information, refer to the Marco Island trip itinerary maker tool.

Traveling by car from Sanibel Island to Marco Island takes 2 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 86°F in October, and nighttime lows around 68°F. Cap off your sightseeing on the 8th (Thu) early enough to go by car to Marathon.

Things to do in Marco Island

Parks · Outdoors · Wildlife · Beaches

Side Trip

Highlights from your plan
South Marco Beach ©
South Marco Beach
Keewaydin Island ©
Keewaydin Island
Tigertail Beach ©
Tigertail Beach

3
nights
Marathon

Marathon ©

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.
We've included these beaches for you: Bahia Honda State Park and Sunset Park Beach. Family-friendly places like Dolphin Research Center and Florida Keys Aquarium Encounters will thrill your kids. Explore Marathon's surroundings by going to Islamorada (History of Diving Museum, Theater of the Sea, &more) and Florida Keys Wild Bird Rehabilitation Center (in Tavernier). There's still lots to do: take in the views from Seven Mile Bridge, identify plant and animal life at The Turtle Hospital, examine the collection at Crane Point Museum & Nature Center, and take in the exciting artwork at Shady Palm Art Gallery & Photography.

For ratings, where to stay, photos, and tourist information, go to the Marathon trip planner.

Traveling by car from Marco Island to Marathon takes 4 hours. Alternatively, you can drive; or do a combination of ferry and bus; or take a bus. Traveling from Marco Island in October, you can expect nighttime temperatures to be a bit warmer in Marathon, with lows of 77°F. Finish your sightseeing early on the 11th (Sun) so you can drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Dolphin Research Center ©
Dolphin Research Center
Florida Keys Aquarium Encounters ©
Florida Keys Aquarium Encounters

4
nights
Key West

Key West ©

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.
Step off the beaten path and head to Peppers of Key West and Florida Keys Eco-Discovery Center. Kids will appreciate attractions like The Ernest Hemingway Home and Museum and Key West Fishing Connection. Spend the 12th (Mon) exploring nature at Dry Tortugas National Park. There's still lots to do: see the world from above with Air Adventures Helicopter Tours, take in nature's colorful creations at Audubon House & Tropical Gardens, get a new perspective on things with Boat Tours & Water Sports, and identify plant and animal life at Key West Butterfly & Nature Conservatory.

For more things to do, ratings, maps, and other tourist information, refer to the Key West trip itinerary planner.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. In October, plan for daily highs up to 86°F, and evening lows to 77°F. Cap off your sightseeing on the 15th (Thu) early enough to travel to Fort Walton Beach.

Things to do in Key West

Parks · Nature · Museums · Historic Sites
Highlights from your plan
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum
Florida Keys Eco-Discovery Center ©
Florida Keys Eco-Discovery Center
Fort Zachary Taylor ©
Fort Zachary Taylor

4
nights
Fort Walton Beach

Fort Walton Beach ©
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Attractions like Pensacola Beach and Henderson Beach State Park make great kid-friendly stops. Visit Navarre Beach and Okaloosa Island for some beach relaxation. Change things up with these side-trips from Fort Walton Beach: Gulf Islands (in Pensacola), Pensacola Beach (Gulf Islands National Seashore & Fort Pickens Area) and The Gulf Breeze ZOO (in Gulf Breeze). There's lots more to do: identify plant and animal life at AJ's Water Adventures, test your problem-solving skills at Escape Zone 60 Navarre, brush up on your military savvy at Air Force Armament Museum, and take in the waterfront at The Village of Baytowne Wharf.

For more things to do, maps, photos, and tourist information, you can read our Fort Walton Beach tour builder tool.

Traveling by flight from Key West to Fort Walton Beach takes 6 hours. Alternatively, you can fly; or drive; or do a combination of shuttle and bus. You'll gain 1 hour traveling from Key West to Fort Walton Beach due to the time zone difference. Traveling from Key West in October, things will get little chillier in Fort Walton Beach: highs are around 80°F and lows about 60°F. Finish up your sightseeing early on the 19th (Mon) so you can go by car to Panama City Beach.

Things to do in Fort Walton Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Highlights from your plan
Okaloosa Island ©
Okaloosa Island
Navarre Beach ©
Navarre Beach
Pensacola Beach ©
Pensacola Beach

2
nights
Panama City Beach

Panama City Beach ©

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.
Kick off your visit on the 20th (Tue): look for all kinds of wild species at Wildlife Areas, admire the majestic nature at St. Andrews State Park, then enjoy the sand and surf at Panama City Beach, and finally browse the different shops at Pier Park. On the next day, enjoy the sand and surf at Santa Rosa Beach, immerse yourself in nature at Grayton Beach State Park, and then enjoy the sand and surf at Blue Mountain Beach.

To find other places to visit, traveler tips, more things to do, and other tourist information, you can read our Panama City Beach day trip site.

Traveling by car from Fort Walton Beach to Panama City Beach takes 1.5 hours. Traveling from Fort Walton Beach to Panama City Beach, you'll lose 1 hour due to the time zone difference. October in Panama City Beach sees daily highs of 83°F and lows of 59°F at night. Finish up your sightseeing early on the 21st (Wed) so you can go by car to St. Augustine.

Things to do in Panama City Beach

Outdoors · Beaches · Parks · Nature

Side Trip

Highlights from your plan
St. Andrews State Park ©
St. Andrews State Park
Santa Rosa Beach
Santa Rosa Beach
Grayton Beach State Park ©
Grayton Beach State Park

4
nights
St. Augustine

St. Augustine ©
St. Family-friendly places like Andy Romano Beachfront Park and Ormond Beach will thrill your kids. You'll get in some beach time at Vilano Beach and Crescent Beach Public Beach. Go for a jaunt from St. Augustine to Ormond Beach to see Ormond Memorial Art Museum & Gardens about 56 minutes away. Next up on the itinerary: take in the architecture and atmosphere at Memorial Presbyterian Church, take an in-depth tour of The Oldest Store Museum, kick back and relax at St. Augustine Beach, and examine the collection at Medieval Torture Museum.

For traveler tips, more things to do, maps, and other tourist information, read St. Augustine driving holiday site.

Drive from Panama City Beach to St. Augustine in 5.5 hours. Alternatively, you can drive; or fly. Expect somewhat warmer evenings in St. Augustine when traveling from Panama City Beach in October, with lows around 67°F. Finish your sightseeing early on the 25th (Sun) so you can drive back home.

Things to do in St. Augustine

Parks · Outdoors · Beaches · Museums

Side Trips

Highlights from your plan
Vilano Beach ©
Vilano Beach
Ormond Beach ©
Ormond Beach
St. Augustine Beach ©
St. Augustine Beach

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