31 days in Florida Itinerary

31 days in Florida Itinerary

Created using Inspirock Florida holiday planner

Make it your trip
Fly
1
Fort Walton Beach
— 3 nights
Fly
2
Miami Beach
— 3 nights
Drive
3
Key Largo
— 3 nights
Drive
4
Islamorada
— 3 nights
Drive
5
Marathon
— 3 nights
Drive
6
Key West
— 4 nights
Fly
7
Tampa
— 4 nights
Drive
8
Merritt Island
— 1 night
Drive
9
Orlando
— 6 nights

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Fort Walton Beach

— 3 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Family-friendly places like Sun Dogs Parasail and National Naval Aviation Museum will thrill your kids. Explore Fort Walton Beach's surroundings by going to Pensacola Beach (Fort Pickens Area, Pensacola Beach, &more), Gail Walsh Massage & Skincare Co. (in Gulf Breeze) and Gulf Islands (in Pensacola). And it doesn't end there: enjoy the sand and surf at Navarre Beach, explore the activities along Destin Harbor, tour the pleasant surroundings at Santa Rosa Beach, and head outdoors with Sunshine Water Sports.

To find traveler tips, where to stay, photos, and other tourist information, you can read our Fort Walton Beach trip builder site.

Orlando to Fort Walton Beach is an approximately 3.5-hour flight. You can also drive; or take a bus. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. Prepare for little chillier weather when traveling from Orlando in October: high temperatures in Fort Walton Beach hover around 80°F and lows are around 60°F. Cap off your sightseeing on the 4th (Sun) early enough to catch the flight to Miami Beach.

Things to do in Fort Walton Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Miami Beach

— 3 nights

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
You'll visit kid-friendly attractions like South Beach and Art Deco Walks. Change things up with these side-trips from Miami Beach: Aventura Mall (in Aventura) and JP Outfitters Inc. (in Hollywood). There's still lots to do: wander the streets of Lincoln Road, take a leisurely stroll along Miami Beach Boardwalk, test your problem-solving skills at South Beach Room Escape, and get to know the fascinating history of Art Deco Historic District.

To see maps, photos, traveler tips, and tourist information, use the Miami Beach trip website.

Traveling by flight from Fort Walton Beach to Miami Beach takes 3.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Fort Walton Beach to Miami Beach due to the time zone difference. Traveling from Fort Walton Beach in October, things will get a bit warmer in Miami Beach: highs are around 87°F and lows about 74°F. Cap off your sightseeing on the 7th (Wed) early enough to go by car to Key Largo.

Things to do in Miami Beach

Shopping · Museums · Neighborhoods · Outdoors

Side Trips

Key Largo

— 3 nights

Diving Capital of the World

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Bring the kids along to PADDLE! The Florida Keys and John Pennekamp Coral Reef State Park. And it doesn't end there: stroll through Florida Keys Wild Bird Rehabilitation Center, take a tour of SS Benwood, get up close and personal with brilliant marine life at Island Dolphin Care, and test your problem-solving skills at Kingdom Escape Games.

For reviews, traveler tips, more things to do, and other tourist information, go to the Key Largo trip planner.

Traveling by car from Miami Beach to Key Largo takes 1.5 hours. Alternatively, you can take a bus; or take a bus. In October in Key Largo, expect temperatures between 85°F during the day and 73°F at night. Wrap up your sightseeing on the 10th (Sat) to allow time to drive to Islamorada.

Things to do in Key Largo

Parks · Wildlife · Outdoors · Tours

Islamorada

— 3 nights

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.
Family-friendly places like Theater of the Sea and Old Road Gallery will thrill your kids. There's much more to do: relax and rejuvenate at Island Flow Yoga, head outdoors with Takedown Charters, see the vivid underwater world at Alligator Reef Light House, and view the masterpieces at Pasta Pantaleo Signature Gallery.

To find more things to do, other places to visit, where to stay, and more tourist information, you can read our Islamorada trip itinerary planner.

Islamorada is just a stone's throw from Key Largo. In October, plan for daily highs up to 87°F, and evening lows to 77°F. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Marathon.

Things to do in Islamorada

Outdoors · Parks · Tours · Nature

Marathon

— 3 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.
Bring the kids along to Z Flight Watersports and Crane Point Museum & Nature Center. Change things up with a short trip to Skydive Key West in Sugarloaf (about 50 minutes away). There's lots more to do: tour the pleasant surroundings at Bahia Honda State Park, snap pictures at Seven Mile Bridge, relax in the rural setting at Grimal Grove, and enjoy the sand and surf at Sombrero Beach.

Plan my Marathon trip by asking Inspirock to come up with tips and suggestions.

Getting from Islamorada to Marathon by car takes about an hour. Other options: take a bus. In October, daily temperatures in Marathon can reach 87°F, while at night they dip to 77°F. Wrap up your sightseeing on the 16th (Fri) to allow time to drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trips

Key West

— 4 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.
Attractions like The Ernest Hemingway Home and Museum and Scuba & Snorkeling make great kid-friendly stops. The adventure continues: stroll through Key West Butterfly & Nature Conservatory, enjoy the sand and surf at Fort Zachary Taylor, don't miss a visit to Southernmost Point, and view the masterpieces at 7 Artists & Friends Gallery.

For ratings, more things to do, where to stay, and tourist information, refer to the Key West travel itinerary planner.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. October in Key West sees daily highs of 86°F and lows of 77°F at night. Finish your sightseeing early on the 20th (Tue) so you can fly to Tampa.

Things to do in Key West

Parks · Historic Sites · Museums · Tours

Tampa

— 4 nights

Big Guava

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
You'll visit kid-friendly attractions like Sea N Things, LLC and Busch Gardens Tampa Bay. You'll find plenty of places to visit near Tampa: Clearwater (Clearwater Beach & Clearwater Marine Aquarium), Tampa Bay Sporting Clays and Archery (in Land O Lakes) and Philippe Park (in Safety Harbor). There's lots more to do: relax in the rural setting at Horse Power for Kids & Animal Sanctuary, tour the pleasant surroundings at St. Pete Beach, pause for some serene contemplation at Sacred Heart Catholic Church, and pause for some photo ops at 9/11 Fallen Heroes Memorial.

To find ratings, where to stay, traveler tips, and more tourist information, refer to the Tampa online travel planner.

You can fly from Key West to Tampa in 3 hours. Alternatively, you can do a combination of ferry, taxi, and bus; or drive. Traveling from Key West in October, expect little chillier with lows of 69°F in Tampa. Wrap up your sightseeing on the 24th (Sat) to allow time to drive to Merritt Island.

Things to do in Tampa

Theme Parks · Parks · Outdoors · Beaches

Side Trips

Merritt Island

— 1 night
Start off your visit on the 25th (Sun): get the adrenaline pumping with Jump Right In Flyboarding, then look and learn at NASA Kennedy Space Center Visitor Complex, then engage your brain at Space Shuttle Atlantis, and finally identify plant and animal life at Time and Tide Tours.

Find out how to plan Merritt Island trip without stress by asking Inspirock to help create an itinerary.

You can drive from Tampa to Merritt Island in 2.5 hours. Other options are to do a combination of train and car; or do a combination of bus and taxi. Expect a daytime high around 83°F in October, and nighttime lows around 73°F. Finish your sightseeing early on the 25th (Sun) to allow enough time to drive to Orlando.

Things to do in Merritt Island

Childrens Museums · Museums · Outdoors · Tours

Side Trip

Orlando

— 6 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.
Attractions like Universal Orlando Resort and SeaWorld make great kid-friendly stops. Have a day of magic on the 26th (Mon) at Walt Disney World Resort. There's lots more to do: find something for the whole family at Universal's Islands of Adventure, stroll around Mako, discover the magic at Disney's Animal Kingdom Theme Park, and relax in the rural setting at Beck Brothers blueberries U-Pick.

To see photos, maps, more things to do, and other tourist information, read our Orlando day trip planning website.

You can drive from Merritt Island to Orlando in 1.5 hours. Another option is to take a shuttle. In October, daily temperatures in Orlando can reach 85°F, while at night they dip to 69°F. Finish up your sightseeing early on the 31st (Sat) so you can travel back home.

Things to do in Orlando

Theme Parks · Parks · Shopping · Historic Sites

Side Trip

Florida travel guide

4.4
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.