19 days in Florida Itinerary

19 days in Florida Itinerary

Created using Inspirock Florida visit planner

Make it your trip
Fly
1
Key Largo
— 2 nights
Drive
2
Marathon
— 2 nights
Drive
3
Key West
— 3 nights
Ferry to Marco Island, FL, Taxi to Naples
4
Naples
— 3 nights
Drive
5
Sarasota
— 2 nights
Drive
6
Tampa
— 2 nights
Drive
7
Kissimmee
— 1 night
Drive
8
St. Augustine
— 3 nights
Fly

S M T W T F S
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25
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27
28
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13

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 24th (Wed), get close to the beloved marine mammals with Theater of the Sea, then step aboard African Queen Canal Cruise, and then stroll through Florida Keys Wild Bird Rehabilitation Center. Get ready for a full day of sightseeing on the 25th (Thu): get a dose of the wild on Capt. Sterling's Everglades Eco-Tours, stroll through Everglades Alligator Farm, and then look for all kinds of wild species at Anhinga Trail.

To find maps, traveler tips, more things to do, and tourist information, go to the Key Largo vacation planning site.

Santiago, Chile to Key Largo is an approximately 11.5-hour flight. The time zone changes from Chile Standard Time (CLT) to Eastern Standard Time (EST), which is usually a -1 hour difference. In February, plan for daily highs up to 30°C, and evening lows to 19°C. Finish up your sightseeing early on the 25th (Thu) so you can go by car to Marathon.

Things to do in Key Largo

Wildlife · Outdoors · Tours · Parks

Side Trips

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.
Start off your visit on the 26th (Fri): tour the pleasant surroundings at The Turtle Hospital, then take in the views from Seven Mile Bridge, and then stroll through Bahia Honda State Park. On the next day, stroll through Dolphin Research Center, then meet the residents at Florida Keys Aquarium Encounters, and then discover the deep blue sea with a scuba or snorkeling tour.

To find ratings, other places to visit, where to stay, and more tourist information, read our Marathon trip maker.

Drive from Key Largo to Marathon in 1.5 hours. Alternatively, you can take a bus. Plan for a bit warmer nights when traveling from Key Largo in February since evenings lows in Marathon dip to 23°C. Wrap up your sightseeing on the 27th (Sat) early enough to drive to Key West.

Things to do in Marathon

Parks · Wildlife · Outdoors · Beaches

Side Trip

Key West

— 3 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.
You'll discover tucked-away gems like U.S. Coast Guard Cutter Ingham Maritime Museum and Saint Mary Star of the Sea. Spend the 28th (Sun) exploring nature at Dry Tortugas National Park. There's still lots to do: get up close and personal with brilliant marine life at Florida Keys Eco-Discovery Center, see the interesting displays at Mel Fisher Maritime Heritage Museum, steep yourself in history at Audubon House & Tropical Gardens, and make a trip to US 1 Mile Marker 0.

To find where to stay, photos, maps, and tourist information, you can read our Key West trip planner.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can take a bus. In February, daily temperatures in Key West can reach 30°C, while at night they dip to 23°C. Finish your sightseeing early on the 2nd (Tue) so you can travel to Naples.

Things to do in Key West

Parks · Nature · Historic Sites · Museums

Naples

— 3 nights
Relax by the water at Captiva Beach and Barefoot Beach Preserve. Explore hidden gems such as South Marco Beach and In The Garden. Change things up with these side-trips from Naples: Bowman's Beach (in Sanibel Island) and Lovers Key State Park (in Fort Myers Beach).

For where to stay, more things to do, maps, and more tourist information, use the Naples planning website.

You can do a combination of ferry and taxi from Key West to Naples in 4 hours. Alternatively, you can drive; or take a bus. Plan for little chillier nights when traveling from Key West in March since evenings lows in Naples dip to 19°C. Finish your sightseeing early on the 5th (Fri) so you can drive to Sarasota.

Things to do in Naples

Parks · Outdoors · Beaches · Wildlife

Side Trips

Sarasota

— 2 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Kick off your visit on the 6th (Sat): tour the pleasant surroundings at Manasota Key Beach, stroll around Stump Pass Beach State Park, and then enjoy the sand and surf at Englewood Beach. On the 7th (Sun), you'll have a packed day of sightseeing: appreciate the extensive heritage of Marie Selby Botanical Gardens, kick back and relax at Bradenton Beach, and then kick back and relax at Manatee Public Beach.

For traveler tips, ratings, maps, and tourist information, go to the Sarasota online day trip planner.

You can drive from Naples to Sarasota in 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In March, daily temperatures in Sarasota can reach 29°C, while at night they dip to 16°C. Finish your sightseeing early on the 7th (Sun) to allow enough time to drive to Tampa.

Things to do in Sarasota

Parks · Beaches · Outdoors · Historic Sites

Side Trips

Tampa

— 2 nights

Big Guava

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
Start off your visit on the 8th (Mon): tour the pleasant surroundings at Tampa Electric's Manatee Viewing Center, kick back and relax at St. Pete Beach, and then enjoy the sand and surf at Treasure Island Beach. Keep things going the next day: step off the mainland to explore Caladesi Island State Park, then look for gifts at Wings Beachwear, and then admire the majestic nature at Honeymoon Island State Park.

To see where to stay, more things to do, traveler tips, and tourist information, use the Tampa travel itinerary planner.

Traveling by car from Sarasota to Tampa takes an hour. Alternatively, you can do a combination of taxi and bus; or take a bus. In March, plan for daily highs up to 29°C, and evening lows to 17°C. Finish up your sightseeing early on the 9th (Tue) so you can go by car to Kissimmee.

Things to do in Tampa

Parks · Beaches · Outdoors · Nature

Side Trips

Kissimmee

— 1 night

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.
On the 10th (Wed), enjoy some diversion at Machine Gun America, then get in on the family fun at Fun Spot America, and then get a dose of the wild on a nature and wildlife tour.

For more things to do, where to stay, ratings, and more tourist information, go to the Kissimmee trip planner.

Traveling by car from Tampa to Kissimmee takes 1.5 hours. Alternatively, you can take a train. March in Kissimmee sees daily highs of 29°C and lows of 16°C at night. Finish your sightseeing early on the 10th (Wed) so you can drive to St. Augustine.

Things to do in Kissimmee

Theme Parks · Wildlife · Tours · Outdoors

St. Augustine

— 3 nights
St. Kick off your visit on the 11th (Thu): gain insight at Flagler College, stroll through St. Augustine Alligator Farm Zoological Park, then enjoy the sand and surf at St. Augustine Beach, and finally get engrossed in the history at St. Augustine Pirate & Treasure Museum. On the next day, enjoy the sand and surf at Vilano Beach, see the interesting displays at Lightner Museum, and then make a trip to St. George Street.

To find reviews, maps, ratings, and more tourist information, read our St. Augustine day trip planning tool.

You can drive from Kissimmee to St. Augustine in 2.5 hours. Alternatively, you can take a bus. While traveling from Kissimmee, expect little chillier days and about the same nights in St. Augustine, ranging from highs of 25°C to lows of 14°C. Wrap up your sightseeing on the 13th (Sat) early enough to fly back home.

Things to do in St. Augustine

Parks · Beaches · Outdoors · Museums

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.