20 days in Florida Itinerary

20 days in Florida Itinerary

Created using Inspirock Florida trip itinerary builder

Make it your trip
Fly to Destin-Ft Walton Beach Airport, Drive to Fort Walton Beach
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Fort Walton Beach
— 2 nights
Fly
2
Key Largo
— 3 nights
Drive
3
Islamorada
— 3 nights
Drive
4
Marathon
— 2 nights
Drive
5
Key West
— 4 nights
Fly
6
Orlando
— 5 nights
Fly

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Fort Walton Beach

— 2 nights
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Explore Fort Walton Beach's surroundings by going to Pensacola Beach (Innerlight Surf Shop, Chase-N-Fins, &more), Rollins Distillery (in Gulf Breeze) and Pensacola (National Naval Aviation Museum, Wall South, &more).

To see reviews, other places to visit, where to stay, and other tourist information, read our Fort Walton Beach online travel route builder.

Midland to Fort Walton Beach is an approximately 7-hour combination of flight and car. You can also drive; or do a combination of flight and car. Traveling from Midland in June, expect nights in Fort Walton Beach to be about the same, around 72°F, while days are little chillier, around 86°F. Cap off your sightseeing on the 3rd (Thu) early enough to catch the flight to Key Largo.

Things to do in Fort Walton Beach

Museums · Outdoors · Parks · Nature

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.
Key Largo is known for wildlife, nature, and adventure. Your plan includes some of its best attractions: discover the deep blue sea with a scuba or snorkeling tour, explore the gorgeous colors at Spiegel Grove, admire nature's wide array of creatures at Island Dolphin Care, and pause for some photo ops at Christ of the Deep.

For photos, reviews, traveler tips, and more tourist information, read our Key Largo trip planner.

Traveling by flight from Fort Walton Beach to Key Largo takes 3.5 hours. Alternatively, you can drive; or do a combination of bus and shuttle. The time zone difference when traveling from Fort Walton Beach to Key Largo is 1 hour. In June, daily temperatures in Key Largo can reach 88°F, while at night they dip to 75°F. Finish up your sightseeing early on the 6th (Sun) so you can go by car to Islamorada.

Things to do in Key Largo

Parks · Wildlife · Nature · Outdoors

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.
Islamorada is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, explore the gorgeous colors at Alligator Reef Light House, look for gifts at Bass Pro Shops, and head outdoors with Satisfaction Charters Inc..

For where to stay, traveler tips, maps, and tourist information, read Islamorada attractions planner.

Islamorada is just a stone's throw from Key Largo. In June, plan for daily highs up to 90°F, and evening lows to 79°F. Finish up your sightseeing early on the 9th (Wed) so you can go by car to Marathon.

Things to do in Islamorada

Outdoors · Wildlife · Museums · Historic Sites

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.
Kick off your visit on the 10th (Thu): kick back and relax at Sombrero Beach, relax and rejuvenate at SpaTerre at Little Palm Island Resort, and then tour the pleasant surroundings at Bahia Honda State Park. Get ready for a full day of sightseeing on the next day: see some colorful creatures with a scuba or snorkeling tour, get a taste of the local shopping with Shady Palm Art Gallery & Photography, then identify plant and animal life at The Turtle Hospital, and finally take in the views from Old Seven Mile Bridge.

To find where to stay, other places to visit, reviews, and tourist information, read our Marathon route builder tool.

You can drive from Islamorada to Marathon in an hour. Alternatively, you can take a bus. In June in Marathon, expect temperatures between 90°F during the day and 79°F at night. Finish your sightseeing early on the 11th (Fri) to allow enough time to drive to Key West.

Things to do in Marathon

Outdoors · Parks · Beaches · Wildlife

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.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, identify plant and animal life at Key West Butterfly & Nature Conservatory, make a trip to Southernmost Point, and take in the exciting artwork at 7 Artists & Friends Gallery.

To find where to stay, ratings, other places to visit, and tourist information, read our Key West holiday planner.

You can drive from Marathon to Key West in 1.5 hours. Another option is to take a bus. In June, daytime highs in Key West are 88°F, while nighttime lows are 79°F. Wrap up your sightseeing on the 15th (Tue) to allow time to fly to Orlando.

Things to do in Key West

Museums · Parks · Wildlife · Outdoors

Orlando

— 5 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.
Pack the 20th (Sun) with family-friendly diversions at Universal Orlando Resort. Pack the 17th (Thu) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: make an unforgettable trip to Walt Disney World Resort, cool off at Disney's Typhoon Lagoon Water Park, and get in on the family fun at SeaWorld.

For ratings, reviews, traveler tips, and tourist information, you can read our Orlando trip tool.

You can fly from Key West to Orlando in 3 hours. Other options are to drive; or take a bus. Traveling from Key West in June, expect slightly colder with lows of 73°F in Orlando. Finish up your sightseeing early on the 20th (Sun) so you can travel back home.

Things to do in Orlando

Theme Parks

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.