21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida itinerary planner

Plan created by another user. Make it yours
1
Miami Beach
— 2 nights
2
St. Augustine
— 4 nights
3
Orlando
— 4 nights
4
Sanibel Island
— 1 night
5
Naples
— 2 nights
6
Key West
— 4 nights
7
Marathon
— 3 nights

2
nights
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Start off your visit on the 22nd (Tue): appreciate the history behind Holocaust Memorial Miami Beach and then kick back and relax at Fort Lauderdale Beach. On the 23rd (Wed), you'll have a packed day of sightseeing: get to know the fascinating history of Art Deco Historic District, then examine the collection at Lock & Load Museum, and then stroll through Hollywood Beach.

To see ratings, where to stay, photos, and more tourist information, go to the Miami Beach online tour itinerary planner.

Buenos Aires, Argentina to Miami Beach is an approximately 13.5-hour flight. The time zone changes from Argentina Standard Time to Eastern Standard Time, which is usually a -2 hour difference. In October, Miami Beach is a bit warmer than Buenos Aires - with highs of 36°C and lows of 27°C. Cap off your sightseeing on the 23rd (Wed) early enough to go by car to St. Augustine.

Things to do in Miami Beach

Outdoors · Parks · Beaches

Side Trips

Fort Lauderdale Beach, Lock & Load Museum, Hollywood Beach
Highlights from your plan
Fort Lauderdale Beach ©
Fort Lauderdale Beach
Hollywood Beach ©
Hollywood Beach
Art Deco Historic District ©
Art Deco Historic District

4
nights
St. Augustine

St. Augustine ©
St. We've included these beaches for you: St. Augustine Beach and Ormond Beach. Discover out-of-the-way places like Beach at Daytona Beach and Old City. And it doesn't end there: make a trip to St. George Street, gain insight at Flagler College, learn about winemaking at San Sebastian Winery, and sample the fine beverages at St. Augustine Distillery.

For ratings, other places to visit, more things to do, and tourist information, read St. Augustine planning website.

You can drive from Miami Beach to St. Augustine in 5.5 hours. Other options are to fly; or take a bus. Traveling from Miami Beach in October, things will get slightly colder in St. Augustine: highs are around 31°C and lows about 22°C. Cap off your sightseeing on the 27th (Sun) early enough to go by car to Orlando.

Things to do in St. Augustine

Outdoors · Parks · Beaches

Side Trips

Beach at Daytona Beach, Ormond 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.
You'll get in some beach time at Cocoa Beach and Discovery Cove. You'll discover tucked-away gems like The LEGO Store and Cape Canavarel National Cemetery. Pack the 31st (Thu) with family-friendly diversions at Universal's Islands of Adventure. Next up on the itinerary: make an unforgettable trip to Walt Disney World Resort, try out the rides at Happily Ever After Fireworks, and test your problem-solving skills at popular escape rooms.

To find maps, where to stay, reviews, and more tourist information, refer to the Orlando planner.

Traveling by car from St. Augustine to Orlando takes 2 hours. Alternatively, you can take a bus. Expect a daytime high around 34°C in October, and nighttime lows around 24°C. Finish up your sightseeing early on the 31st (Thu) so you can go by car to Sanibel Island.

Things to do in Orlando

Theme Parks · Outdoors · Parks

Side Trips

Cocoa Beach, Cape Canavarel National Cemetery
Highlights from your plan
Cocoa Beach ©
Cocoa Beach
Discovery Cove ©
Discovery Cove
Happily Ever After Fireworks ©
Happily Ever After Fireworks

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kick off your visit on the 1st (Fri): stroll through Captiva Beach, then enjoy the sand and surf at Bowman's Beach, and then stop by Adventures In Paradise Outfitters.

To find ratings, maps, reviews, and tourist information, read our Sanibel Island tour itinerary tool.

You can drive from Orlando to Sanibel Island in 4 hours. Alternatively, you can fly; or do a combination of train, bus, and taxi. In October, daily temperatures in Sanibel Island can reach 35°C, while at night they dip to 24°C. Finish up your sightseeing early on the 1st (Fri) so you can go by car to Naples.

Things to do in Sanibel Island

Outdoors · Parks · Beaches

Side Trip

Captiva Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Captiva Beach ©
Captiva Beach
Adventures In Paradise Outfitters ©
Adventures In Paradise Outfitters

2
nights
Naples

Naples ©
Start off your visit on the 2nd (Sat): take in the waterfront at Naples Pier, then kick back and relax at Lowdermilk Beach, and then take a stroll through Fifth Avenue South. On the 3rd (Sun), you'll have a packed day of sightseeing: zoom along the surf with a waterskiing or jet-skiing adventure and then get up close to creatures of the deep with a dolphin and whale watching tour.

For maps, traveler tips, more things to do, and tourist information, go to the Naples trip planner.

You can drive from Sanibel Island to Naples in 1.5 hours. In November, daily temperatures in Naples can reach 32°C, while at night they dip to 21°C. Finish up your sightseeing early on the 3rd (Sun) so you can travel to Key West.

Things to do in Naples

Outdoors · Tours · Adventure

Side Trip

Marco Island
Highlights from your plan
Lowdermilk Beach ©
Lowdermilk Beach
Fifth Avenue South ©
Fifth Avenue South
Dolphin & Whale Watching

4
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.
Step off the beaten path and head to Dry Tortugas National Park and Saint Mary Star of the Sea. And it doesn't end there: examine the collection at The Ernest Hemingway Home and Museum, identify plant and animal life at Key West Butterfly & Nature Conservatory, indulge in some personalized pampering at some of the best spas, and zoom along the surf with a waterskiing or jet-skiing adventure.

To find more things to do, photos, maps, and other tourist information, refer to the Key West sightseeing planner.

You can do a combination of taxi and ferry from Naples to Key West in 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in November, Key West is somewhat warmer at night with lows of 26°C. Finish your sightseeing early on the 7th (Thu) so you can drive to Marathon.

Things to do in Key West

Outdoors · Parks · Nature
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Saint Mary Star of the Sea ©
Saint Mary Star of the Sea
Spas

3
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.
On the 8th (Fri), enjoy the sand and surf at Sombrero Beach, then enjoy the sand and surf at Bahia Honda State Park, and then view the masterpieces at Shady Palm Art Gallery & Photography. Here are some ideas for day two: look for all kinds of wild species at Dolphin Research Center, snap pictures at Seven Mile Bridge, and then look for all kinds of wild species at The Turtle Hospital.

For photos, more things to do, where to stay, and other tourist information, read Marathon attractions planning site.

Drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 32°C, and evening lows to 26°C. Cap off your sightseeing on the 10th (Sun) early enough to travel back home.

Things to do in Marathon

Parks · Outdoors · Beaches

Side Trip

Bahia Honda State Park
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Bahia Honda State Park ©
Bahia Honda State Park
The Turtle Hospital ©
The Turtle Hospital

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