21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida tour itinerary builder

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Route & dates

21 days in Florida Itinerary

Start: Barcelona
Fly + shuttle:  14​h 30​min
1
Marathon
— 2 nights
Drive:  30​min
2
Big Pine Key
— 1 night
bus:  45​min
3
Key West
— 3 nights
Fly + Drive:  7​h
4
St. Augustine
— 2 nights
Drive:  2​h
5
Orlando
— 5 nights
Drive:  2​h 30​min
6
Siesta Key
— 1 night
Drive:  4​h
7
Miami
— 4 nights
Fly:  13​h 30​min
End: Barcelona

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Get ready for a full day of sightseeing on the next day: stop by Bayshore Clothing, then identify plant and animal life at Crane Point Museum & Nature Center, then kick back and relax at Sombrero Beach, and finally identify plant and animal life at The Turtle Hospital.

For other places to visit, maps, ratings, and tourist information, you can read our Marathon trip planner .

Barcelona, Spain to Marathon is an approximately 14.5-hour combination of flight and shuttle. You can also do a combination of flight and bus; or do a combination of train, flight, and shuttle. The time zone difference when traveling from Barcelona to Marathon is minus 6 hours. In May, Marathon is somewhat warmer than Barcelona - with highs of 36°C and lows of 29°C. Finish your sightseeing early on the 4th (Sat) so you can drive to Big Pine Key.

Things to do in Marathon

Parks Historic Sites Outdoors

Side Trip

Islamorada
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Crane Point Museum & Nature Center ©
The Turtle Hospital ©
The Turtle Hospital

1
night
Big Pine Key

Big Pine Key ©
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. On the 5th (Sun), look for all kinds of wild species at National Key Deer Refuge, look for gifts at Out of the Blue Gallery, and then immerse yourself in nature at Bahia Honda State Park.

To find where to stay, other places to visit, more things to do, and more tourist information, you can read our Big Pine Key trip itinerary planner.

Big Pine Key is just a stone's throw from Marathon. In May, plan for daily highs up to 36°C, and evening lows to 29°C. Wrap up your sightseeing on the 5th (Sun) early enough to drive to Key West.

Things to do in Big Pine Key

Parks Outdoors Beaches
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Out of the Blue Gallery ©
Out of the Blue Gallery

3
nights
Key West

Key West ©
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.
Let the collections at The Ernest Hemingway Home and Museum and Truman Little White House capture your imagination. Do some cultural sightseeing at Fort Zachary Taylor and Audubon House & Tropical Gardens. There's lots more to do: identify plant and animal life at Key West Butterfly & Nature Conservatory, tour the water at your own pace with Fun In The Sun Key West, stop by Tucker's Provisions, and get up close to creatures of the deep with a dolphin and whale watching tour.

To find reviews, more things to do, maps, and tourist information, use the Key West road trip planning app .

You can drive from Big Pine Key to Key West in an hour. Another option is to take a bus. Expect a daytime high around 34°C in May, and nighttime lows around 29°C. Finish your sightseeing early on the 8th (Wed) to allow enough time to travel to St. Augustine.

Things to do in Key West

Outdoors Wildlife Tours
Highlights from your plan
The Ernest Hemingway Home and Museum ©
Truman Little White House ©
Truman Little White House

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Take a break from the city and head to St. Augustine Beach and Sawgrass Country Club. We've included these beaches for you: Andy Romano Beachfront Park and Jacksonville Beach. Step out of St. Augustine with an excursion to Ormond Beach in Ormond Beach--about 1h 15 min away. Next up on the itinerary: contemplate the long history of Castillo de San Marcos and see the interesting displays at The Ximenez-Fatio House.

To see more things to do, photos, reviews, and tourist information, read our St. Augustine trip itinerary planner.

Traveling by combination of flight, shuttle, and bus from Key West to St. Augustine takes 7 hours. Alternatively, you can do a combination of flight and bus; or drive. Traveling from Key West in May, St. Augustine is slightly colder at night with lows of 22°C. Wrap up your sightseeing on the 11th (Sat) to allow time to drive to Orlando.

Things to do in St. Augustine

Parks Outdoors Beaches

Side Trips

Ormond Beach, Sawgrass Country Club, Jacksonville Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Ormond Beach ©
Ormond Beach
The Ximenez-Fatio House ©
The Ximenez-Fatio House

5
nights
Orlando

Orlando ©
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.
Attractions like Happily Ever After Fireworks and Universal's Islands of Adventure make great kid-friendly stops. Take a break from Orlando with a short trip to NASA Kennedy Space Center Visitor Complex in Titusville, about 1h 10 min away. Pack the 12th (Sun) with family-friendly diversions at Walt Disney World Resort. Have a day of magic on the 14th (Tue) at Disney's Animal Kingdom. Next up on the itinerary: get in on the family fun at Magic Kingdom Park and take in nature's colorful creations at B-52 Memorial Park.

Plan my Orlando trip by asking Inpirock to come up with tips and suggestions.

You can drive from St. Augustine to Orlando in 2 hours. Alternatively, you can take a bus. In May, daytime highs in Orlando are 36°C, while nighttime lows are 24°C. Finish your sightseeing early on the 16th (Thu) to allow enough time to drive to Siesta Key.

Things to do in Orlando

Theme Parks Parks Wildlife

Side Trip

NASA Kennedy Space Center Visitor Complex
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Universal's Islands of Adventure ©
Universal's Islands of Adventure
Disney's Animal Kingdom ©
Disney's Animal Kingdom

1
night
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Start off your visit on the 17th (Fri): stroll through Crescent Beach, kick back and relax at Siesta Beach, and then don't miss a visit to Siesta Key Village.

To find more things to do, reviews, ratings, and tourist information, refer to the Siesta Key travel route app .

Traveling by car from Orlando to Siesta Key takes 2.5 hours. Alternatively, you can take a bus. May in Siesta Key sees daily highs of 36°C and lows of 23°C at night. Finish up your sightseeing early on the 17th (Fri) so you can go by car to Miami.

Things to do in Siesta Key

Parks Outdoors Beaches

Side Trip

Siesta Key Village
Highlights from your plan
Siesta Beach ©
Siesta Beach
Crescent Beach ©
Crescent Beach
Siesta Key Village
Siesta Key Village

4
nights
Miami

Miami ©
Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Step out of the city life by going to Shark Valley and South Beach. Lincoln Road and Art Deco Tours are good opportunities to explore the local culture. Step out of Miami with an excursion to Anhinga Trail in Everglades National Park--about 1h 05 min away. And it doesn't end there: appreciate the extensive heritage of Art Deco Historic District, steep yourself in history at Barnacle State Historic Site, see the interesting displays at Vizcaya Museum and Gardens, and get a taste of the local shopping with Aventura Mall.

To find maps, where to stay, more things to do, and more tourist information, read Miami day trip planning website .

You can drive from Siesta Key to Miami in 4 hours. Other options are to do a combination of bus, flight, and tram; or take a bus. Traveling from Siesta Key in May, Miami is somewhat warmer at night with lows of 27°C. Wrap up your sightseeing on the 21st (Tue) early enough to travel back home.

Things to do in Miami

Parks Outdoors Wildlife

Side Trips

Miami Beach, Everglades National Park, Aventura Mall, Haulover Beach Park
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach

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