14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida itinerary builder

Plan created by another user. Make it yours
1
Fort Walton Beach
— 2 nights
2
St. Augustine
— 2 nights
3
Kissimmee
— 3 nights
4
Key Largo
— 1 night
5
Marathon
— 1 night
6
Key West
— 3 nights

S M T W T F S
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2
nights
Fort Walton Beach

Fort Walton Beach ©
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. You've now added Cattywampus to your itinerary. Kick off your visit on the 27th (Mon): get in on the family fun at Wild Willy's Adventure Zone. Keep things going the next day: identify plant and animal life at AJ's Water Adventures, kick back and relax at Henderson Beach State Park, and then surround yourself with nature on Fudpucker's Gator Beach.

To see reviews, other places to visit, maps, and tourist information, you can read our Fort Walton Beach trip itinerary builder.

Pierre to Fort Walton Beach is an approximately 14-hour combination of flight and car. You can also drive. Traveling from Pierre in June, Fort Walton Beach is somewhat warmer at night with lows of 72°F. Wrap up your sightseeing by early afternoon on the 29th (Wed) to allow time for the car ride to St. Augustine.

Things to do in Fort Walton Beach

Outdoors · Tours · Wildlife · Nature

Side Trip

Highlights from your plan
AJ's Water Adventures ©
AJ's Water Adventures
Henderson Beach State Park ©
Henderson Beach State Park
Wild Willy's Adventure Zone ©
Wild Willy's Adventure Zone

2
nights
St. Augustine

St. Augustine ©
St. Your day by day itinerary now includes Anastasia State Park. Start off your visit on the 30th (Thu): kick back and relax at Vilano Beach, immerse yourself in nature at Anastasia State Park, then stroll through St. Augustine Beach, and finally surround yourself with nature on a nature and wildlife tour.

Plan a St. Augustine trip in moments using our itinerary builder.

Getting from Fort Walton Beach to St. Augustine by car takes about 6.5 hours. Other options: drive; or fly; or take a bus. The time zone changes from Central Standard Time to Eastern Standard Time, which is usually a 1 hour difference. In June in St. Augustine, expect temperatures between 88°F during the day and 73°F at night. Finish your sightseeing early on the 1st (Fri) so you can drive to Kissimmee.

Things to do in St. Augustine

Parks · Outdoors · Beaches · Nature
Highlights from your plan
Vilano Beach ©
Vilano Beach
Nature & Wildlife Tours
Anastasia State Park ©
Anastasia State Park

3
nights
Kissimmee

Kissimmee ©

Gateway to Fun

A popular vacation destination in the central part of Florida, Kissimmee's major claim to fame remains its sunny weather and proximity to a large Disney entertainment complex.
Your day by day itinerary now includes Universal Orlando Resort, Walt Disney World Resort and Medieval Times Dinner & Tournament. There's more to do: kick your exploration up a notch at Orlando Tree Trek Adventure Park.

For reviews, where to stay, traveler tips, and tourist information, you can read our Kissimmee day trip planning tool.

You can drive from St. Augustine to Kissimmee in 2.5 hours. Other options are to drive; or take a bus. In July, daytime highs in Kissimmee are 90°F, while nighttime lows are 75°F. Finish your sightseeing early on the 4th (Mon) so you can drive to Key Largo.

Things to do in Kissimmee

Theme Parks · Tours · Adventure · Outdoors

Side Trip

Highlights from your plan
Orlando Tree Trek Adventure Park ©
Orlando Tree Trek Adventure Park
Walt Disney World Resort ©
Walt Disney World Resort
Universal Orlando Resort ©
Universal Orlando Resort

1
night
Key Largo

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.
Kick off your visit on the 4th (Mon): get up close and personal with brilliant marine life at Island Dolphin Care, then test your team's savvy at Kingdom Escape Games, and then take a tour by water with Boat Tours & Water Sports.

For other places to visit, reviews, ratings, and tourist information, go to the Key Largo trip itinerary tool.

Traveling by car from Kissimmee to Key Largo takes 5 hours. Alternatively, you can fly; or take a bus. In July, plan for daily highs up to 89°F, and evening lows to 76°F. Wrap up your sightseeing on the 5th (Tue) to allow time to drive to Marathon.

Things to do in Key Largo

Tours · Zoos & Aquariums · Parks · Wildlife
Highlights from your plan
Swim with Dolphins
Kingdom Escape Games ©
Kingdom Escape Games
Island Dolphin Care ©
Island Dolphin Care

1
night
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.
Dolphin Research Center has been added to your itinerary. Kick off your visit on the 5th (Tue): identify plant and animal life at The Turtle Hospital, then look for all kinds of wild species at Dolphin Research Center, and then enjoy the sand and surf at Sombrero Beach.

To see more things to do, traveler tips, other places to visit, and other tourist information, you can read our Marathon journey app.

You can drive from Key Largo to Marathon in 1.5 hours. Another option is to take a bus. In July, daytime highs in Marathon are 92°F, while nighttime lows are 81°F. On the 6th (Wed), you'll travel to Key West.

Things to do in Marathon

Parks · Wildlife · Beaches · Outdoors
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Sombrero Beach ©
Sombrero Beach
The Turtle Hospital ©
The Turtle Hospital

3
nights
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.
Your day by day itinerary now includes Parasailing & Paragliding, Dry Tortugas National Park, Key West Adventures, and other attractions you added. You'll visit kid-friendly attractions like Vandenberg Wreck and Smathers Beach. There's still lots to do: get engrossed in the history at Key West Lighthouse and Keeper's Quarters Museum.

To find out how to plan a trip to Key West, use our trip itinerary maker.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In July, daytime highs in Key West are 89°F, while nighttime lows are 81°F. Finish up your sightseeing early on the 9th (Sat) so you can travel back home.

Things to do in Key West

Outdoors · Parks · Tours · Beaches
Highlights from your plan
Waterskiing & Jetskiing
Vandenberg Wreck ©
Vandenberg Wreck
Key West Adventures ©
Key West Adventures

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