21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida trip 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.
On the 22nd (Tue), enjoy the sand and surf at Hollywood Beach and then buy something for everyone on your list at Sawgrass Mills. On the next day, shop like a local with Village of Merrick Park and then enjoy the sand and surf at Fort Lauderdale Beach.

To see maps, ratings, and other tourist information, use the Miami Beach route maker website.

Buenos Aires, Argentina to Miami Beach is an approximately 13.5-hour flight. You'll gain 2 hours traveling from Buenos Aires to Miami Beach due to the time zone difference. Plan for somewhat warmer temperatures traveling from Buenos Aires in October, with highs in Miami Beach at 36°C and lows at 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, Sawgrass Mills, Village of Merrick Park, Hollywood Beach
Highlights from your plan
Fort Lauderdale Beach ©
Fort Lauderdale Beach
Hollywood Beach ©
Hollywood Beach
Sawgrass Mills ©
Sawgrass Mills

4
nights
St. Augustine

St. Augustine ©
St. You'll discover tucked-away gems like St. Augustine Beach and St. George Street. We've included these beaches for you: Ormond Beach and Beach at Daytona Beach. Next up on the itinerary: visit Old City, deepen your understanding at Flagler College, examine the collection at Lightner Museum, and take in the exciting artwork at High Tide Gallery Art & Gifts.

To find photos, maps, ratings, and other tourist information, go to the St. Augustine travel site.

Getting from Miami Beach to St. Augustine by car takes about 5.5 hours. Other options: fly; or take a bus. Traveling from Miami Beach in October, things will get little chillier in St. Augustine: highs are around 31°C and lows about 22°C. Finish up your sightseeing early on the 27th (Sun) so you can 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.
Do your shopping at The LEGO Store and Orlando International Premium Outlets. Relax by the water at Cocoa Beach and Discovery Cove. Pack the 31st (Thu) with family-friendly diversions at Universal's Islands of Adventure. There's more to do: discover the magic at Happily Ever After Fireworks.

Inspirock's itinerary builder makes planning a Orlando trip simple and quick.

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 your sightseeing early on the 31st (Thu) to allow enough time to drive to Sanibel Island.

Things to do in Orlando

Theme Parks · Outdoors · Parks

Side Trip

Cocoa Beach
Highlights from your plan
Cocoa Beach ©
Cocoa Beach
Discovery Cove ©
Discovery Cove
The LEGO Store ©
The LEGO Store

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 1st (Fri): tour the pleasant surroundings at Captiva Beach, kick back and relax at Bowman's Beach, and then look for gifts at Adventures In Paradise Outfitters.

To find photos, other places to visit, maps, and other tourist information, refer to the Sanibel Island trip tool.

You can drive from Orlando to Sanibel Island in 4 hours. Other options are to fly; or do a combination of train, bus, and taxi. In October, daytime highs in Sanibel Island are 35°C, while nighttime lows are 24°C. Wrap up your sightseeing on the 1st (Fri) to allow time to drive 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 stop by Fifth Avenue South. Keep things going the next day: get some fabulous bargains at Miromar Outlets between Naples & Fort Myers.

For photos, maps, and tourist information, you can read our Naples trip itinerary maker.

Getting from Sanibel Island to Naples by car takes about 1.5 hours. In November in Naples, expect temperatures between 32°C during the day and 21°C at night. Wrap up your sightseeing on the 3rd (Sun) to allow time to travel to Key West.

Things to do in Naples

Shopping · Outdoors · Parks

Side Trip

Miromar Outlets between Naples & Fort Myers
Highlights from your plan
Fifth Avenue South ©
Fifth Avenue South
Lowdermilk Beach ©
Lowdermilk Beach
Miromar Outlets between Naples & Fort Myers ©

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.
Explore hidden gems such as Dry Tortugas National Park and Key West Lighthouse and Keeper's Quarters Museum. The adventure continues: examine the collection at The Ernest Hemingway Home and Museum, take in the exciting artwork at Alan S. Maltz Gallery, identify plant and animal life at Key West Butterfly & Nature Conservatory, and immerse yourself in nature at Fort Zachary Taylor.

To see other places to visit, photos, more things to do, and more tourist information, read our Key West day trip tool.

Traveling by combination of taxi and ferry from Naples to Key West takes 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Naples in November, plan for a bit warmer nights in Key West, with lows around 26°C. Finish up your sightseeing early on the 7th (Thu) so you can go by car to Marathon.

Things to do in Key West

Outdoors · Parks · Nature
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Spas
The Ernest Hemingway Home and Museum ©
The Ernest Hemingway Home and Museum

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.
Kick off your visit on the 8th (Fri): kick back and relax at Bahia Honda State Park, then look for all kinds of wild species at The Turtle Hospital, and then take in the exciting artwork at Shady Palm Art Gallery & Photography. On the next day, identify plant and animal life at Dolphin Research Center, then take in the views from Seven Mile Bridge, and then tour the pleasant surroundings at Sombrero Beach.

To see ratings, maps, traveler tips, and other tourist information, read our Marathon road trip planner.

You can drive from Key West to Marathon in 1.5 hours. Another option is to take a bus. In November in Marathon, expect temperatures between 32°C during the day and 26°C at night. Wrap up your sightseeing on the 10th (Sun) to allow time to travel back home.

Things to do in Marathon

Parks · Outdoors · Beaches

Side Trip

Bahia Honda State Park
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
Shady Palm Art Gallery & Photography ©
Shady Palm Art Gallery & Photography

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