23 days in Florida Itinerary

23 days in Florida Itinerary

Created using Inspirock Florida visit planner
Make it your trip
Fly
1
Orlando
— 5 nights
Drive
2
St. Augustine
— 2 nights
Fly
3
Key Largo
— 3 nights
Drive
4
Islamorada
— 3 nights
Drive
5
Key West
— 4 nights
Fly
6
Panama City Beach
— 3 nights
Drive
7
Pensacola
— 2 nights
Fly

S M T W T F S
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3
4
5
6
7
8

Orlando — 5 nights

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 17th (Sat) with family-friendly diversions at Universal Orlando Resort. Have a day of magic on the 16th (Fri) at Disney’s Hollywood Studios. There's still lots to do: get in on the family fun at Universal's Islands of Adventure, make an unforgettable trip to Walt Disney World Resort, catch some excitement at It's Tough to be a Bug!, and cool off at Discovery Cove.

To see maps, ratings, other places to visit, and more tourist information, you can read our Orlando sightseeing planner.

London, UK to Orlando is an approximately 12.5-hour flight. Traveling from London to Orlando, you'll gain 5 hours due to the time zone difference. In September, Orlando is warmer than London - with highs of 37°C and lows of 27°C. Wrap up your sightseeing on the 21st (Wed) early enough to drive to St. Augustine.
more
Theme Parks · Fun & Games

St. Augustine — 2 nights

St. On the 22nd (Thu), sample the fine beverages at St. Augustine Distillery, learn about all things military at Spanish Military Hospital Museum, then get a new perspective on things with Boat Tours & Water Sports, and finally enjoy the sea views from St. Augustine Lighthouse & Maritime Museum, Inc.. Keep things going the next day: step into the grandiose world of Castillo de San Marcos National Monument, then see the interesting displays at The Ximenez-Fatio House, and then play a few rounds at TPC at Sawgrass Stadium Course.

To find traveler tips, more things to do, reviews, and other tourist information, you can read our St. Augustine online trip itinerary maker.

Traveling by car from Orlando to St. Augustine takes 2 hours. Alternatively, you can take a bus. In September, plan for daily highs up to 34°C, and evening lows to 26°C. Finish your sightseeing early on the 23rd (Fri) to allow enough time to fly to Key Largo.
more
Museums · Outdoors · Historic Sites · Breweries & Distilleries
Side Trip

Key Largo — 3 nights

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 trip includes some of its best attractions: discover the deep blue sea with a scuba or snorkeling tour, do a tasting at Keys' Meads, take a tour of Spiegel Grove, and get up close and personal with brilliant marine life at Island Dolphin Care.

To find ratings, reviews, more things to do, and more tourist information, use the Key Largo trip planner.

You can fly from St. Augustine to Key Largo in 3 hours. Alternatively, you can drive; or take a bus. In September in Key Largo, expect temperatures between 36°C during the day and 28°C at night. Finish up your sightseeing early on the 26th (Mon) so you can go by car to Islamorada.
more
Wildlife · Parks · Tours · Outdoors

Islamorada — 3 nights

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Get out of town with these interesting Islamorada side-trips: Marathon (The Turtle Hospital & Sombrero Reef). The adventure continues: cast your line with a fishing tour, head off the coast to Windley Key, take a tour by water with Contagious Charters, and soothe aching muscles at some of the top local wellness centers.

To find where to stay, photos, traveler tips, and tourist information, read our Islamorada online day trip planner.

Islamorada is just a short distance from Key Largo. In September, plan for daily highs up to 38°C, and evening lows to 30°C. Finish your sightseeing early on the 29th (Thu) so you can drive to Key West.
more
Wildlife · Tours · Parks · Outdoors
Side Trip

Key West — 4 nights

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 sightseeing, wildlife, and adventure. Your trip includes some of its best attractions: see the interesting displays at The Ernest Hemingway Home and Museum, look for all kinds of wild species at Key West Butterfly & Nature Conservatory, take in the exciting artwork at 7 Artists & Friends Gallery, and get a taste of the local shopping with Alan S. Maltz Gallery.

To see maps, other places to visit, more things to do, and more tourist information, read our Key West travel site.

You can drive from Islamorada to Key West in 2 hours. Another option is to take a bus. In September, plan for daily highs up to 36°C, and evening lows to 31°C. Wrap up your sightseeing on the 3rd (Mon) early enough to fly to Panama City Beach.
more
Museums · Historic Sites · Parks · Shopping

Panama City Beach — 3 nights

Boasting 43 km (27 mi) of white sandy beaches and plenty of sunshine, Panama City Beach is an ideal choice for a relaxing holiday.
Explore Panama City Beach's surroundings by going to Santa Rosa Beach (in Santa Rosa Beach) and Kitchenique (in Miramar Beach). And it doesn't end there: see what you can catch with IntraCoastal Experience - Destin Fishing Charter, test your team's savvy at popular escape rooms, get outside with Sunshine Water Sports, and cool off at Panama City Beach.

To find reviews, where to stay, ratings, and other tourist information, use the Panama City Beach trip planner.

You can fly from Key West to Panama City Beach in 5.5 hours. Another option is to drive. Traveling from Key West in October, expect a bit cooler with lows of 17°C in Panama City Beach. Wrap up your sightseeing on the 6th (Thu) to allow time to drive to Pensacola.
more
Outdoors · Tours · Beaches · Parks
Side Trips

Pensacola — 2 nights

Surrounded on three sides by water, Pensacola offers access to white-sand beaches and emerald-green ocean unspoiled by large resorts.
On the 7th (Fri), learn about all things military at National Naval Aviation Museum, see some colorful creatures with Jolly Sailing and Dolphin Cruises, and then tour the pleasant surroundings at Pensacola Beach.

For traveler tips, maps, ratings, and more tourist information, refer to the Pensacola trip planning app.

You can drive from Panama City Beach to Pensacola in 2.5 hours. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. October in Pensacola sees daily highs of 32°C and lows of 20°C at night. Cap off your sightseeing on the 8th (Sat) early enough to catch the flight back home.
more
Outdoors · Tours · Wildlife · Museums
Side Trip

Florida travel guide

4.3
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.
more