24 days in Florida Itinerary

24 days in Florida Itinerary

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Route & dates

24 days in Florida Itinerary

Start: Stuttgart
+2
train + Fly + shuttle:  14​h
Key West
— 6 nights
Drive:  3​h 45​min
Miami
— Few hours
+2
tram + Fly + bus:  5​h 45​min
Pensacola Beach
— 2 nights
Drive:  1​h 45​min
Santa Rosa Beach
— 2 nights
Drive:  6​h
St. Augustine
— 5 nights
Drive:  2​h
Orlando
— 4 nights
Drive:  2​h 30​min
Siesta Key
— 2 nights
+2
bus + Fly + train:  16​h
End: Stuttgart

6
nights
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.
Get outdoors at Fort Zachary Taylor and Dry Tortugas National Park. Get some cultural insight at The Ernest Hemingway Home and Museum and Audubon House & Tropical Gardens. Step out of Key West to go to Big Pine Key and see National Key Deer Refuge, which is approximately 46 minutes away. Spend the 16th (Thu) airborne with a parasailing or paragliding tour. There's much more to do: identify plant and animal life at Key West Butterfly & Nature Conservatory, glide peacefully along the water with some of the best stand-up paddleboarding in the area, tour the water at your own pace with Fun In The Sun Key West, and take a memorable tour with Tours.

To see reviews, ratings, other places to visit, and tourist information, you can read our Key West trip planner.

Stuttgart, Germany to Key West is an approximately 15-hour flight. You can also do a combination of train and flight; or do a combination of train, flight, and shuttle. Due to the time zone difference, you'll gain 6 hours traveling from Stuttgart to Key West. When traveling from Stuttgart in August, plan for somewhat warmer days in Key West, with highs around 38°C, while nights are warmer with lows around 32°C. Finish your sightseeing early on the 20th (Mon) so you can travel to Miami.

Things to do in Key West

#Outdoors, #Tours, #Parks

Side Trip

National Key Deer Refuge
Highlights from your plan
Dolphin & Whale Watching
Fort Zachary Taylor ©
Fort Zachary Taylor

few
hours
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.
Start off your visit on the 20th (Mon): steep yourself in history at Barnacle State Historic Site, explore and take pictures at Lincoln Road, and then enjoy the sand and surf at South Beach.

For reviews, where to stay, other places to visit, and more tourist information, refer to the Miami day trip planning tool .

Do a combination of flight and tram from Key West to Miami in 3 hours. Alternatively, you can do a combination of flight and bus; or drive. In August in Miami, expect temperatures between 38°C during the day and 30°C at night. Finish your sightseeing early on the 20th (Mon) so you can travel to Pensacola Beach.

Things to do in Miami

#Parks, #Historic Sites, #Shopping

Side Trip

Miami Beach
Highlights from your plan
Lincoln Road ©
Lincoln Road
South Beach ©
South Beach
Barnacle State Historic Site ©
Barnacle State Historic Site

2
nights
Pensacola Beach

Pensacola Beach ©
Pensacola Beach is an unincorporated community located on Santa Rosa Island, a barrier island, in Escambia County, Florida, United States. On the 21st (Tue), kick back and relax at Gulf Islands National Seashore, steep yourself in history at Fort Pickens Area, and then kick back and relax at Pensacola Beach. Here are some ideas for day two: stroll through Alabama Gulf Coast Zoo, then indulge your taste buds at Perdido Key Seafood, and then tour the pleasant surroundings at Navarre Beach.

For maps, photos, traveler tips, and more tourist information, you can read our Pensacola Beach journey app .

You can do a combination of tram, flight, and bus from Miami to Pensacola Beach in 6 hours. Alternatively, you can do a combination of tram, flight, and taxi; or drive. You'll gain 1 hour traveling from Miami to Pensacola Beach due to the time zone difference. In August in Pensacola Beach, expect temperatures between 38°C during the day and 28°C at night. Finish your sightseeing early on the 22nd (Wed) to allow enough time to drive to Santa Rosa Beach.

Things to do in Pensacola Beach

#Parks, #Outdoors, #Beaches

Side Trips

Navarre Beach, Alabama Gulf Coast Zoo, Perdido Key Seafood
Highlights from your plan
Pensacola Beach ©
Pensacola Beach
Navarre Beach ©
Navarre Beach
Alabama Gulf Coast Zoo ©
Alabama Gulf Coast Zoo

2
nights
Santa Rosa Beach

Santa Rosa Beach ©
Kick off your visit on the 23rd (Thu): stroll through Rosemary Beach, then immerse yourself in nature at Eden Gardens State Park, and then immerse yourself in nature at Grayton Beach State Park. Keep things going the next day: learn about winemaking at Chautauqua Vineyards and Winery and then stroll through Santa Rosa Beach.

For where to stay, reviews, more things to do, and more tourist information, read Santa Rosa Beach trip planner .

You can drive from Pensacola Beach to Santa Rosa Beach in 2 hours. Alternatively, you can do a combination of bus and taxi. In August, plan for daily highs up to 38°C, and evening lows to 30°C. Finish up your sightseeing early on the 24th (Fri) so you can go by car to St. Augustine.

Things to do in Santa Rosa Beach

#Parks, #Beaches, #Outdoors

Side Trips

Chautauqua Vineyards and Winery, Eden Gardens State Park, Rosemary Beach
Highlights from your plan
Eden Gardens State Park ©
Eden Gardens State Park
Santa Rosa Beach ©
Santa Rosa Beach
Grayton Beach State Park ©
Grayton Beach State Park

5
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get some cultural insight at Castillo de San Marcos and Fort Matanzas National Monument. Kids will appreciate attractions like St. Augustine Beach and Ormond Beach. Go for a jaunt from St. Augustine to Daytona Beach to see Beach at Daytona Beach about 1h 20 min away. There's still lots to do: visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, steep yourself in history at Colonial Quarter, sample the fine beverages at St. Augustine Distillery, and examine the collection at St. Augustine Pirate & Treasure Museum.

To see ratings, other places to visit, photos, and more tourist information, read our St. Augustine trip planner.

Traveling by car from Santa Rosa Beach to St. Augustine takes 6 hours. Alternatively, you can do a combination of taxi and bus. The time zone difference when traveling from Santa Rosa Beach to St. Augustine is 1 hour. In August, daytime highs in St. Augustine are 37°C, while nighttime lows are 28°C. Finish up your sightseeing early on the 29th (Wed) so you can go by car to Orlando.

Things to do in St. Augustine

#Parks, #Historic Sites, #Beaches

Side Trips

Ormond Beach, Beach at Daytona Beach
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Ormond Beach ©
Ormond Beach
Beach at Daytona Beach ©
Beach at Daytona Beach

4
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.
Get some historical perspective at Stetson Mansion and St. Barnabas Episcopal Church. Do some cultural sightseeing at NASA Kennedy Space Center Visitor Complex and Dunlawton Sugar Mill Gardens. Pack the 30th (Thu) with family-friendly diversions at Walt Disney World Resort. Pack the 2nd (Sun) with family-friendly diversions at Universal's Islands of Adventure. There's more to do: make an unforgettable trip to Happily Ever After Fireworks and get in on the family fun at Disney's Animal Kingdom.

For ratings, where to stay, and other tourist information, refer to the Orlando road trip planner .

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. In August, daytime highs in Orlando are 39°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 2nd (Sun) to allow time to drive to Siesta Key.

Things to do in Orlando

#Theme Parks, #Wildlife, #Parks

Side Trips

DeLand, NASA Kennedy Space Center Visitor Complex, Dunlawton Sugar Mill Gardens
Highlights from your plan
Disney's Animal Kingdom ©
Disney's Animal Kingdom
Walt Disney World Resort ©
Walt Disney World Resort
Universal's Islands of Adventure ©

2
nights
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 3rd (Mon): kick back and relax at Turtle Beach, then enjoy the sand and surf at Crescent Beach, and then enjoy the sand and surf at Siesta Beach. Get ready for a full day of sightseeing on the next day: fly like a bird with a parasailing or paragliding tour, kick back and relax at Saint Pete Beach, and then wander the streets of Pass-a-Grille.

For ratings, reviews, maps, and more tourist information, use the Siesta Key tour planner.

Getting from Orlando to Siesta Key by car takes about 2.5 hours. Other options: take a bus. In September in Siesta Key, expect temperatures between 37°C during the day and 27°C at night. Wrap up your sightseeing by early afternoon on the 5th (Wed) to allow time for travel back home.

Things to do in Siesta Key

#Outdoors, #Beaches, #Parks

Side Trips

St. Pete Beach, Honeymoon Island State Park, Parasailing & Paragliding
Highlights from your plan
Parasailing & Paragliding
Siesta Beach ©
Siesta Beach
Saint Pete Beach ©
Saint Pete Beach

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