31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida tour planner

Plan created by another user. Make it yours
1
Bradenton
— 2 nights
2
Sanibel Island
— 1 night
3
Naples
— 2 nights
4
Marco Island
— 3 nights
5
Key West
— 4 nights
6
Marathon
— 2 nights
7
Islamorada
— 2 nights
8
Fort Walton Beach
— 4 nights
9
Panama City Beach
— 2 nights
10
St. Augustine
— 3 nights
11
Orlando
— 5 nights

S M T W T F S
27
28
29
30
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16
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28
29
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31

2
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. Eschew the tourist crowds and head to Saint Pete Beach and Treasure Island Beach. Venture out of the city with trips to Venice (Venice Beach & Caspersen Beach), Nokomis Beach (in Nokomis) and Scuba & Snorkeling (in St. Pete Beach). The adventure continues: kick back and relax at Stump Pass Beach State Park and tour the pleasant surroundings at Englewood Beach.

For photos, reviews, traveler tips, and more tourist information, go to the Bradenton online route planner.

Ocala to Bradenton is an approximately 2.5-hour car ride. You can also take a bus. Traveling from Ocala in October, you can expect nighttime temperatures to be somewhat warmer in Bradenton, with lows of 68°F. Wrap up your sightseeing on the 3rd (Sat) early enough to drive to Sanibel Island.

Things to do in Bradenton

Outdoors · Parks · Beaches · Wildlife

Side Trips

Highlights from your plan
Bean Point ©
Bean Point
Saint Pete Beach ©
Saint Pete Beach
Crescent Beach ©
Crescent 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 4th (Sun): glide through the air with a parasailing or paragliding tour, enjoy the sand and surf at Captiva Beach, then stroll through Blind Pass Beach Park, and finally enjoy the sand and surf at Bowman's Beach.

To find photos, traveler tips, reviews, and other tourist information, refer to the Sanibel Island online sightseeing planner.

You can drive from Bradenton to Sanibel Island in 2.5 hours. Other options are to drive; or do a combination of bus and taxi. October in Sanibel Island sees daily highs of 86°F and lows of 70°F at night. Finish up your sightseeing early on the 4th (Sun) so you can go by car to Naples.

Things to do in Sanibel Island

Outdoors · Parks · Beaches · Adventure

Side Trip

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

2
nights
Naples

Naples ©
On the 5th (Mon), kick back and relax at Clam Pass Park, then learn about wildlife with up-close encounters at Naples Zoo at Caribbean Gardens, then tour the pleasant surroundings at Lowdermilk Beach, and finally take a stroll through Fifth Avenue South. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Bonita Springs Public Beach, glide through the air with a parasailing or paragliding tour, then admire the natural beauty at Edison and Ford Winter Estates, and finally admire the majestic nature at Delnor-Wiggins Pass State Park.

For traveler tips, photos, where to stay, and more tourist information, use the Naples trip app.

You can drive from Sanibel Island to Naples in 1.5 hours. In October in Naples, expect temperatures between 87°F during the day and 71°F at night. Finish up your sightseeing early on the 6th (Tue) so you can go by car to Marco Island.

Things to do in Naples

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Highlights from your plan
Lowdermilk Beach ©
Lowdermilk Beach
Bonita Springs Public Beach ©
Bonita Springs Public Beach
Clam Pass Park ©
Clam Pass Park

3
nights
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. You'll explore the less-touristy side of things at South Marco Beach and Dolphin & Whale Watching. You'll enjoy a bit of beach vacationing at Keewaydin Island and Tigertail Beach. Explore Marco Island's surroundings by going to Ochopee (Loop Road, Nature & Wildlife Tours, &more). The adventure continues: relax and rejuvenate at some of the best spas, explore the activities along Capri Paddlecraft Park, stop by Keep In Touch, and go for a stroll along the water at Marco Island Marina.

To find maps, reviews, more things to do, and tourist information, read our Marco Island tour planner.

Drive from Naples to Marco Island in an hour. Alternatively, you can take a bus. In October, plan for daily highs up to 86°F, and evening lows to 68°F. Wrap up your sightseeing on the 9th (Fri) to allow time to ride a ferry to Key West.

Things to do in Marco Island

Outdoors · Parks · Wildlife · Tours

Side Trip

Highlights from your plan
Dolphin & Whale Watching
Keewaydin Island ©
Keewaydin Island
South Marco Beach ©
South Marco Beach

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.
Eschew the tourist crowds and head to Dry Tortugas National Park and Florida Keys Eco-Discovery Center. Family-friendly places like The Ernest Hemingway Home and Museum and Fort Zachary Taylor will thrill your kids. And it doesn't end there: brush up on your military savvy at U.S. Coast Guard Cutter Ingham Maritime Museum, explore the different monuments and memorials at Key West Cemetery, see some colorful creatures with a scuba or snorkeling tour, and steep yourself in history at Curry Mansion.

To see traveler tips, reviews, maps, and tourist information, refer to the Key West trip itinerary planner.

You can ride a ferry from Marco Island to Key West in 3.5 hours. Other options are to ride a ferry; or drive. Traveling from Marco Island in October, Key West is somewhat warmer at night with lows of 77°F. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Marathon.

Things to do in Key West

Parks · Nature · Museums · Historic Sites
Highlights from your plan
7 Artists & Friends Gallery ©
7 Artists & Friends Gallery
Florida Keys Eco-Discovery Center ©
Florida Keys Eco-Discovery Center
Dry Tortugas National Park ©
Dry Tortugas National Park

2
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.
On the 14th (Wed), see some colorful creatures with a scuba or snorkeling tour, look for all kinds of wild species at The Turtle Hospital, then take in the views from Seven Mile Bridge, and finally kick back and relax at Bahia Honda State Park. On the next day, see the vivid underwater world at Sombrero Reef, look for all kinds of wild species at Crane Point Museum & Nature Center, then look for all kinds of wild species at Dolphin Research Center, and finally observe the fascinating underwater world at Florida Keys Aquarium Encounters.

To find where to stay, maps, ratings, and other tourist information, refer to the Marathon trip itinerary builder app.

Traveling by car from Key West to Marathon takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 87°F in October, and nighttime lows around 77°F. Finish your sightseeing early on the 15th (Thu) to allow enough time to drive to Islamorada.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

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

2
nights
Islamorada

Islamorada ©

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.
On the 16th (Fri), look for gifts at Petals With Pizzazz, see the vivid underwater world at Alligator Reef Light House, then get interesting insight from Florida Keys Jetpacks, and finally get close to the beloved marine mammals with Theater of the Sea. On the 17th (Sat), you'll have a packed day of sightseeing: immerse yourself in nature at Lignumvitae Key Botanical State Park, then appreciate the extensive heritage of Indian Key State Historic Site, then take an in-depth tour of History of Diving Museum, and finally relax and rejuvenate at Island Flow Yoga.

To find where to stay, other places to visit, photos, and other tourist information, use the Islamorada holiday planning app.

You can drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In October, plan for daily highs up to 87°F, and evening lows to 77°F. Cap off your sightseeing on the 17th (Sat) early enough to travel to Fort Walton Beach.

Things to do in Islamorada

Outdoors · Tours · Wildlife · Parks
Highlights from your plan
Theater of the Sea ©
Theater of the Sea
History of Diving Museum ©
History of Diving Museum
Alligator Reef Light House ©
Alligator Reef Light House

4
nights
Fort Walton Beach

Fort Walton Beach ©
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Eschew the tourist crowds and head to Pensacola Beach and Okaloosa Island. We've included these beaches for you: Navarre Beach and Henderson Beach State Park. Venture out of the city with trips to The Gulf Breeze ZOO (in Gulf Breeze), Gulf Islands (in Pensacola) and Pensacola Beach (Gulf Islands National Seashore & Fort Pickens Area). There's still lots to do: get close to the beloved marine mammals with AJ's Water Adventures, take in the waterfront activity at HarborWalk Marina, take a leisurely stroll along The Village of Baytowne Wharf, and explore the activities along Destin Harbor.

To see maps, ratings, photos, and tourist information, refer to the Fort Walton Beach online holiday planner.

You can fly from Islamorada to Fort Walton Beach in 6 hours. Alternatively, you can fly; or drive; or do a combination of shuttle and bus. You'll gain 1 hour traveling from Islamorada to Fort Walton Beach due to the time zone difference. Traveling from Islamorada in October, things will get little chillier in Fort Walton Beach: highs are around 80°F and lows about 60°F. Finish your sightseeing early on the 21st (Wed) so you can drive to Panama City Beach.

Things to do in Fort Walton Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Highlights from your plan
Pensacola Beach ©
Pensacola Beach
Navarre Beach ©
Navarre Beach
Gulf Islands National Seashore ©
Gulf Islands National Seashore

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 22nd (Thu): head off the coast to Shell Island, then enjoy the sand and surf at St. Andrews State Park, then get interesting insight from Tours, and finally kick back and relax at Panama City Beach. Keep things going the next day: look for gifts at Central Square Records, kick back and relax at Grayton Beach State Park, then tour the pleasant surroundings at Santa Rosa Beach, and finally browse the different shops at Pier Park.

To find traveler tips, where to stay, maps, and tourist information, go to the Panama City Beach trip tool.

You can drive from Fort Walton Beach to Panama City Beach in 1.5 hours. The time zone difference when traveling from Fort Walton Beach to Panama City Beach is 1 hour. In October, plan for daily highs up to 83°F, and evening lows to 59°F. Wrap up your sightseeing on the 23rd (Fri) to allow time to drive to St. Augustine.

Things to do in Panama City Beach

Outdoors · Parks · Beaches · 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

3
nights
St. Augustine

St. Augustine ©
St. Explore hidden gems such as St. Augustine Beach and St. George Street. Visit Jacksonville Beach and Ormond Beach for some beach relaxation. Get out of town with these interesting St. Augustine side-trips: Fort Clinch State Park (in Fernandina Beach) and Jacksonville Zoo & Gardens (in Jacksonville). The adventure continues: enjoy the sand and surf at Vilano Beach, get engrossed in the history at Medieval Torture Museum, identify plant and animal life at St. Augustine Alligator Farm Zoological Park, and examine the collection at Lightner Museum.

To find other places to visit, photos, traveler tips, and other tourist information, use the St. Augustine journey maker tool.

Drive from Panama City Beach to St. Augustine in 5.5 hours. Alternatively, you can drive; or fly. Traveling from Panama City Beach in October, you can expect nighttime temperatures to be somewhat warmer in St. Augustine, with lows of 67°F. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Orlando.

Things to do in St. Augustine

Parks · Outdoors · Beaches · Historic Sites

Side Trips

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

5
nights
Orlando

Orlando ©

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.
Family-friendly places like Universal Orlando Resort and Wild Florida Airboats will thrill your kids. Discover out-of-the-way places like Fun Spot America and World of Disney. Have a day of magic on the 30th (Fri) at Walt Disney World Resort. And it doesn't end there: find something for the whole family at SeaWorld, make a trip to Tree of Life, take an unforgettable tour with a helicopter tour, and get up close and personal with brilliant marine life at SEA LIFE Orlando Aquarium.

To find ratings, where to stay, photos, and more tourist information, go to the Orlando online road trip planner.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. October in Orlando sees daily highs of 85°F and lows of 69°F at night. Finish up your sightseeing early on the 31st (Sat) so you can go by car back home.

Things to do in Orlando

Side Trip

Highlights from your plan
Universal Orlando Resort ©
Universal Orlando Resort
Walt Disney World Resort ©
Walt Disney World Resort
Disney’s Blizzard Beach Water Park ©
Disney’s Blizzard Beach Water Park

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