13 days in Florida Itinerary

13 days in Florida Itinerary

Created using Inspirock Florida trip builder
Make it your trip
Fly to Miami International Airport, Drive to Big Pine Key
Big Pine Key
— 1 night
Key West
— 2 nights
— 1 night
Key Largo
— 1 night
— 5 nights
Fort Walton Beach
— 2 nights
Drive to Destin-Fort Walton Beach Airport, Fly to Saskatoon


Big Pine Key — 1 night

Big Pine Key is a census-designated place and unincorporated community in Monroe County, Florida, United States, on an island of the same name in the Florida Keys. Start off your visit on the 13th (Tue): enjoy the sand and surf at Bahia Honda State Park, cast your line with a fishing tour, and then relax and rejuvenate at A Caribbean Dream Salon & Day Spa.

To find more things to do, maps, photos, and other tourist information, read our Big Pine Key vacation builder app.

Saskatoon, Canada to Big Pine Key is an approximately 19-hour combination of flight and car. You can also drive. Due to the time zone difference, you'll lose 1 hour traveling from Saskatoon to Big Pine Key. Traveling from Saskatoon in September, things will get much hotter in Big Pine Key: highs are around 38°C and lows about 30°C. Cap off your sightseeing on the 13th (Tue) early enough to go by car to Key West.
Outdoors · Beaches · Parks · Tours
Side Trip
Find places to stay Sep 12 — 13:

Key West — 2 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.
On the 14th (Wed), get engrossed in the history at Key West Shipwreck Museum, get up close and personal with brilliant marine life at Key West Aquarium, examine the collection at The Ernest Hemingway Home and Museum, then look for all kinds of wild species at Key West Butterfly & Nature Conservatory, and finally view the masterpieces at Alan S. Maltz Gallery. Get ready for a full day of sightseeing on the next day: get a taste of the local shopping with 7 Artists & Friends Key West, then fly like a bird with a parasailing or paragliding tour, then steep yourself in history at Truman Little White House, and finally make a trip to Duval Street.

To see other places to visit, reviews, where to stay, and other tourist information, use the Key West tour planning app.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In September, daytime highs in Key West are 36°C, while nighttime lows are 31°C. Cap off your sightseeing on the 15th (Thu) early enough to go by car to Islamorada.
Find places to stay Sep 13 — 15:

Islamorada — 1 night

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), fulfill a lifelong dream with Theater of the Sea, then relax and rejuvenate at some of the top local wellness centers, then head off the coast to Windley Key, and finally take in the exciting artwork at Michelle Nicole Lowe Art Gallery.

Inspirock's itinerary builder makes planning a Islamorada trip simple and quick.

You can drive from Key West to Islamorada in 2 hours. Another option is to take a bus. In September, plan for daily highs up to 38°C, and evening lows to 30°C. Wrap up your sightseeing on the 16th (Fri) early enough to drive to Key Largo.
Tours · Outdoors · Wildlife · Nature
Find places to stay Sep 15 — 16:

Key Largo — 1 night

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.
On the 17th (Sat), get up close and personal with brilliant marine life at Island Dolphin Care, see some colorful creatures with a scuba or snorkeling tour, and then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center.

To see ratings, maps, more things to do, and tourist information, you can read our Key Largo itinerary planner.

Key Largo is just a short distance from Islamorada. In September, plan for daily highs up to 36°C, and evening lows to 28°C. Wrap up your sightseeing on the 17th (Sat) early enough to fly to Orlando.
Wildlife · Tours · Outdoors · Parks
Find places to stay Sep 16 — 17:

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.
You'll visit kid-friendly attractions like Walt Disney World Resort and Universal Orlando Resort. Pack the 21st (Wed) with family-friendly diversions at Universal's Islands of Adventure. Plan for a day of cool, family-friendly fun on the 18th (Sun) at Discovery Cove. Next up on the itinerary: find something for the whole family at SeaWorld and test your team's savvy at popular escape rooms.

To find traveler tips, maps, and tourist information, read Orlando road trip app.

You can fly from Key Largo to Orlando in 3 hours. Alternatively, you can drive; or take a bus. September in Orlando sees daily highs of 37°C and lows of 27°C at night. Cap off your sightseeing on the 22nd (Thu) early enough to catch the flight to Fort Walton Beach.
Find places to stay Sep 17 — 22:

Fort Walton Beach — 2 nights

Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. On the 23rd (Fri), step off the mainland to explore Okaloosa Island, then get close to the beloved marine mammals with AJ's Water Adventures, and then get outside with Sunshine Water Sports.

For reviews, photos, other places to visit, and more tourist information, use the Fort Walton Beach trip itinerary builder app.

Getting from Orlando to Fort Walton Beach by flight takes about 3 hours. Other options: drive; or do a combination of bus, car, and taxi. Due to the time zone difference, you'll gain 1 hour traveling from Orlando to Fort Walton Beach. Expect a daytime high around 35°C in September, and nighttime lows around 24°C. Finish your sightseeing early on the 24th (Sat) so you can drive back home.
Outdoors · Tours · Wildlife · Nature
Side Trip
Find places to stay Sep 22 — 24:

Florida travel guide

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.