15 days in Florida Itinerary

15 days in Florida Itinerary

Created using Inspirock Florida route planner

Make it your trip
Fly
1
Sanibel Island
— 1 night
Unknown
2
Marco Island
— 2 nights
Ferry
3
Key West
— 2 nights
Drive
4
Marathon
— 2 nights
Drive
5
Key Largo
— 2 nights
Drive
6
St. Augustine
— 2 nights
Drive
7
Orlando
— 3 nights
Fly

S M T W T F S
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
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3
4

Sanibel Island

— 1 night
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 21st (Sat), kick back and relax at Bowman's Beach. Get ready for a full day of sightseeing on the 22nd (Sun): tour the pleasant surroundings at Captiva Beach, take in nature's colorful creations at Edison and Ford Winter Estates, and then try for a hole-in-one at Tropical Breeze Fun Park.

For more things to do, photos, ratings, and tourist information, you can read our Sanibel Island road trip website.

South Bend to Sanibel Island is an approximately 5.5-hour flight. You can also drive; or do a combination of train, bus, subway, and taxi. Traveling from South Bend in December, expect Sanibel Island to be much hotter, temps between 80°F and 62°F. Wrap up your sightseeing on the 22nd (Sun) early enough to travel to Marco Island.

Things to do in Sanibel Island

Parks · Outdoors · Beaches · Museums

Side Trips

Marco Island

— 2 nights
Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Kick off your visit on the 23rd (Mon): see majestic marine mammals with a dolphin and whale watching tour, fly like a bird with a parasailing or paragliding tour, and then get some thrills on the water with a speed boat tour. Get ready for a full day of sightseeing on the 24th (Tue): stroll through South Marco Beach, then get some thrills out on the water with a waterskiing or jet-skiing adventure, and then cast your line with a fishing tour.

To find photos, other places to visit, where to stay, and tourist information, read Marco Island day trip planning site.

You can travel from Sanibel Island to Marco Island in 1.5 hours. In December in Marco Island, expect temperatures between 80°F during the day and 61°F at night. Cap off your sightseeing on the 24th (Tue) early enough to catch the ferry to Key West.

Things to do in Marco Island

Outdoors · Tours · Wildlife · Adventure

Side Trip

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.
Kick off your visit on the 25th (Wed): explore the wealth of natural beauty at Dry Tortugas National Park. On your second day here, examine the collection at The Ernest Hemingway Home and Museum, browse the exhibits of Key West Lighthouse and Keeper's Quarters Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, then examine the collection at Mel Fisher Maritime Heritage Museum, and finally stroll the grounds of Key West Cemetery.

To find more things to do, where to stay, and tourist information, you can read our Key West trip itinerary builder website.

Traveling by ferry from Marco Island to Key West takes 4 hours. Alternatively, you can drive. Traveling from Marco Island in December, Key West is somewhat warmer at night with lows of 71°F. Finish up your sightseeing early on the 26th (Thu) so you can go by car to Marathon.

Things to do in Key West

Parks · Nature · 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.
On the 27th (Fri), browse the exhibits of Crane Point Museum & Nature Center, identify plant and animal life at The Turtle Hospital, then kick back and relax at Bahia Honda State Park, and finally take in the exciting artwork at Shady Palm Art Gallery & Photography. Get ready for a full day of sightseeing on the 28th (Sat): identify plant and animal life at Dolphin Research Center, cast your line with a fishing tour, and then get interesting insight from Tours.

To see where to stay, more things to do, maps, and other tourist information, use the Marathon road trip planner.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In December, plan for daily highs up to 80°F, and evening lows to 71°F. Cap off your sightseeing on the 28th (Sat) early enough to go by car to Key Largo.

Things to do in Marathon

Wildlife · Parks · Outdoors · Tours

Side Trip

Key Largo

— 2 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.
On the 29th (Sun), see what you can catch with a fishing tour, get close to the beloved marine mammals with a swim-with-the-dolphins experience, and then look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center. On the next day, tour the pleasant surroundings at Anhinga Trail and then identify plant and animal life at Molasses Reef.

To see reviews, where to stay, and tourist information, read our Key Largo tour itinerary tool.

Getting from Marathon to Key Largo by car takes about 1.5 hours. Other options: take a bus. Traveling from Marathon in December, you can expect nighttime temperatures to be slightly colder in Key Largo, with lows of 66°F. Finish your sightseeing early on the 30th (Mon) to allow enough time to drive to St. Augustine.

Things to do in Key Largo

Wildlife · Outdoors · Tours · Parks

Side Trips

St. Augustine

— 2 nights
St. Kick off your visit on the 31st (Tue): take an in-depth tour of St. Augustine Pirate & Treasure Museum, then enjoy the sand and surf at St. Augustine Beach, then look for all kinds of wild species at St. Augustine Alligator Farm Zoological Park, and finally gain insight at Flagler College. Keep things going the next day: stroll through Ormond Beach, then see the interesting displays at Lightner Museum, and then identify plant and animal life at St. Augustine Wild Reserve.

To find photos, other places to visit, ratings, and other tourist information, use the St. Augustine trip planner.

Traveling by car from Key Largo to St. Augustine takes 6.5 hours. Alternatively, you can fly; or take a bus. Plan for slightly colder temperatures traveling from Key Largo in December, with highs in St. Augustine at 70°F and lows at 55°F. Finish your sightseeing early on the 1st (Wed) so you can drive to Orlando.

Things to do in St. Augustine

Parks · Outdoors · Beaches · Museums

Side Trip

Orlando

— 3 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.
Let the collections at Ponce de Leon Inlet Lighthouse & Museum and Charles Hosmer Morse Museum of American Art capture your imagination. You'll explore the less-touristy side of things at Stetson Mansion and Avatar Flight of Passage. The adventure continues: get in on the family fun at Universal Orlando Resort, make an unforgettable trip to Happily Ever After Fireworks, and test your team's savvy at The Escape Game Orlando.

For ratings, where to stay, traveler tips, and tourist information, read our Orlando travel route planner.

You can drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. While traveling from St. Augustine, expect a bit warmer days and about the same nights in Orlando, ranging from highs of 71°F to lows of 52°F. Wrap up your sightseeing on the 4th (Sat) to allow time to travel back home.

Things to do in Orlando

Theme Parks · Historic Sites · Museums · Fun & Games

Side Trips

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.