19 days in Florida Itinerary

19 days in Florida Itinerary

Created using Inspirock Florida vacation planner

Make it your trip
Fly
1
Key West
— 4 nights
Drive
2
Marathon
— 2 nights
Drive
3
Islamorada
— 2 nights
Drive
4
Marco Island
— 2 nights
Drive
5
Sanibel Island
— 2 nights
Fly
6
St. Augustine
— 4 nights
Fly

S M T W T F S
12
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1

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.
Your inner history buff will appreciate Key West Garden Club and Truman Little White House. Step off the beaten path and head to U.S. Coast Guard Cutter Ingham Maritime Museum and Key West Cemetery. Spend the 15th (Wed) exploring nature at Dry Tortugas National Park. There's much more to do: examine the collection at The Ernest Hemingway Home and Museum, get up close to creatures of the deep with a dolphin and whale watching tour, kick back and relax at Fort Zachary Taylor, and take a memorable drive along The Overseas Highway.

To see ratings, traveler tips, reviews, and other tourist information, read our Key West journey maker app.

Brisbane, Australia to Key West is an approximately 25.5-hour flight. Traveling from Brisbane to Key West, you'll gain 15 hours due to the time zone difference. Traveling from Brisbane in January, expect Key West to be a bit cooler, temps between 28°C and 22°C. Cap off your sightseeing on the 17th (Fri) early enough to go by car to Marathon.

Things to do in Key West

Outdoors · Wildlife · Tours · Parks

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 18th (Sat), stroll through Sombrero Beach, stroll through The Turtle Hospital, and then kick back and relax at Bahia Honda State Park. Get ready for a full day of sightseeing on the 19th (Sun): get outside with Outdoor Activities, stroll through Dolphin Research Center, and then snap pictures at Seven Mile Bridge.

To find more things to do, where to stay, ratings, and tourist information, go to the Marathon travel route planner.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In January in Marathon, expect temperatures between 29°C during the day and 22°C at night. Wrap up your sightseeing on the 19th (Sun) to allow time to drive to Islamorada.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trip

Islamorada

— 2 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.
Kick off your visit on the 20th (Mon): see what you can catch with a fishing tour and then see some colorful creatures with a scuba or snorkeling tour. On the next day, fly like a bird with a parasailing or paragliding tour, then immerse yourself in nature at John Pennekamp Coral Reef State Park, and then tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center.

For other places to visit, where to stay, reviews, and other tourist information, read Islamorada trip app.

Drive from Marathon to Islamorada in an hour. Alternatively, you can take a bus. In January, daytime highs in Islamorada are 29°C, while nighttime lows are 22°C. Finish your sightseeing early on the 21st (Tue) so you can drive to Marco Island.

Things to do in Islamorada

Outdoors · Tours · Wildlife · Parks

Side Trip

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. On the 22nd (Wed), see majestic marine mammals with a dolphin and whale watching tour and then zoom along the surf with a waterskiing or jet-skiing adventure. Get ready for a full day of sightseeing on the next day: cast your line with a fishing tour and then race across the water with a speed boat tour.

To see maps, other places to visit, where to stay, and other tourist information, refer to the Marco Island trip itinerary maker website.

Getting from Islamorada to Marco Island by car takes about 3.5 hours. Other options: do a combination of bus and taxi; or do a combination of bus and ferry. Traveling from Islamorada in January, you can expect nighttime temperatures to be slightly colder in Marco Island, with lows of 13°C. Cap off your sightseeing on the 23rd (Thu) early enough to go by car to Sanibel Island.

Things to do in Marco Island

Outdoors · Tours · Wildlife · Adventure

Side Trip

Sanibel Island

— 2 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 24th (Fri), enjoy the sand and surf at Captiva Beach and then admire the natural beauty at Edison and Ford Winter Estates. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at J.N. "Ding" Darling National Wildlife Refuge and then kick back and relax at Bowman's Beach.

To find traveler tips, other places to visit, and tourist information, read our Sanibel Island trip planning app.

Traveling by car from Marco Island to Sanibel Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In January, daily temperatures in Sanibel Island can reach 28°C, while at night they dip to 15°C. Cap off your sightseeing on the 25th (Sat) early enough to catch the flight to St. Augustine.

Things to do in Sanibel Island

Parks · Outdoors · Beaches · Wildlife

Side Trips

St. Augustine

— 4 nights
St. Museum-lovers will appreciate Ponce de Leon Inlet Lighthouse & Museum and St. Augustine Pirate & Treasure Museum. Explore hidden gems such as Lightner Museum and Cathedral Basilica of St. Augustine. Change things up with a short trip to Stetson Mansion in DeLand (about 1h 25 min away). Spend the 28th (Tue) exploring nature at Fort Matanzas National Monument. The adventure continues: explore the galleries of St. Augustine Lighthouse & Maritime Museum, Inc., gain insight at Flagler College, stroll through St. Augustine Beach, and brush up on your knowledge of spirits at St. Augustine Distillery.

To find more things to do, reviews, ratings, and more tourist information, read St. Augustine online travel route builder.

Getting from Sanibel Island to St. Augustine by flight takes about 5.5 hours. Other options: drive; or do a combination of taxi and bus. In January, St. Augustine is a bit cooler than Sanibel Island - with highs of 21°C and lows of 11°C. Wrap up your sightseeing on the 29th (Wed) to allow time to fly back home.

Things to do in St. Augustine

Historic Sites · Parks · Nature · Museums

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.