20 days in Florida Itinerary

20 days in Florida Itinerary

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Route & dates

20 days in Florida Itinerary

Start: Cape Town
Fly:  26​h
1
Orlando
— 3 nights
bus:  4​h 45​min
2
Sarasota
— 3 nights
Drive:  4​h
3
Miami
— 3 nights
Drive:  2​h 30​min
4
Marathon
— 3 nights
Drive:  30​min
5
Big Pine Key
— 1 night
bus:  45​min
6
Key West
— 4 nights
Fly:  27​h
End: Cape Town

3
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.
Pack the 20th (Wed) with family-friendly diversions at Discovery Cove. Pack the 21st (Thu) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: make an unforgettable trip to Walt Disney World Resort, have some family-friendly fun at Nomadic, laugh and play at Happily Ever After Fireworks, and explore the world behind art at Charles Hosmer Morse Museum of American Art.

To find photos, more things to do, other places to visit, and other tourist information, you can read our Orlando trip builder site .

Cape Town, South Africa to Orlando is an approximately 26-hour flight. You can also do a combination of flight and bus; or do a combination of bus and flight. Due to the time zone difference, you'll gain 7 hours traveling from Cape Town to Orlando. Traveling from Cape Town in November, plan for somewhat warmer nights in Orlando, with lows around 19°C. Wrap up your sightseeing on the 22nd (Fri) to allow time to drive to Sarasota.

Things to do in Orlando

Theme Parks Beaches Parks

Side Trip

Charles Hosmer Morse Museum of American Art
Highlights from your plan
Discovery Cove ©
Discovery Cove
Happily Ever After Fireworks ©
Happily Ever After Fireworks

3
nights
Sarasota

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Appreciate the collections at Duncan McClellan Gallery and AlexArt International Art Gallery. Get in touch with nature at Stand-Up Paddleboarding and Ted Sperling Park. Explore the numerous day-trip ideas around Sarasota: Clearwater Beach (in Clearwater) and The Dali Museum (in St. Petersburg). There's lots more to do: enjoy the sand and surf at Siesta Beach, brush up on your knowledge of spirits at Siesta Key Rum, and explore the world behind art at The Ringling.

To find other places to visit, reviews, maps, and other tourist information, read Sarasota trip maker tool .

You can drive from Orlando to Sarasota in 2.5 hours. Alternatively, you can take a bus; or do a combination of train and bus. In November in Sarasota, expect temperatures between 31°C during the day and 19°C at night. Finish up your sightseeing early on the 25th (Mon) so you can go by car to Miami.

Things to do in Sarasota

Outdoors Parks Beaches

Side Trips

St. Petersburg, Siesta Beach, Clearwater Beach
Highlights from your plan
Stand-Up Paddleboarding
Clearwater Beach ©
Clearwater Beach
Siesta Beach ©
Siesta Beach

3
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. Let the collections at Lock & Load Museum and Homestead Historic Town Hall Museum capture your imagination. Change things up with these side-trips from Miami: Everglades National Park (Osceola panthers & Gumbo Limbo Trail). The adventure continues: get to know the fascinating history of Lincoln Road, take a stroll through Art Deco Historic District, shop like a local with Village of Merrick Park, and make a trip to Collins Avenue.

To find other places to visit, where to stay, and tourist information, go to the Miami travel planning app .

You can drive from Sarasota to Miami in 4 hours. Other options are to take a bus; or do a combination of bus and flight. Plan for somewhat warmer nights when traveling from Sarasota in November since evenings lows in Miami dip to 24°C. Finish up your sightseeing early on the 28th (Thu) so you can go by car to Marathon.

Things to do in Miami

Outdoors Parks Trails

Side Trips

Miami Beach, Everglades National Park, Village of Merrick Park, Homestead Historic Town Hall Museum
Highlights from your plan
Shark Valley Visitor Center ©
Shark Valley Visitor Center
Gumbo Limbo Trail ©
Gumbo Limbo Trail
South Beach ©
South Beach

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.
Take a break from the city and head to Fishing Charters & Tours and Sombrero Beach. Explore Marathon's surroundings by going to Islamorada (Islamorada Beer Company & Florida Keys Brewing Company). And it doesn't end there: identify plant and animal life at Crane Point Museum & Nature Center, enjoy the sand and surf at Anne's Beach, play a few rounds at Florida Keys Country Club, and relax and rejuvenate at some of the top local wellness centers.

To find more things to do, reviews, maps, and other tourist information, go to the Marathon trip planner.

Traveling by car from Miami to Marathon takes 2.5 hours. Alternatively, you can take a bus; or do a combination of flight and bus. In November, daily temperatures in Marathon can reach 32°C, while at night they dip to 26°C. Finish your sightseeing early on the 1st (Sun) so you can drive to Big Pine Key.

Things to do in Marathon

Outdoors Tours Parks

Side Trips

Islamorada, Sunset Park Beach
Highlights from your plan
Sombrero Beach ©
Sombrero Beach
Fishing Charters & Tours
Crane Point Museum & Nature Center ©
Crane Point Museum & Nature Center

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 2nd (Mon), identify plant and animal life at National Key Deer Refuge, admire the majestic nature at Bahia Honda State Park, and then take in the exciting artwork at Artists in Paradise Gallery.

For maps, other places to visit, more things to do, and tourist information, use the Big Pine Key sightseeing tool .

Big Pine Key is just a stone's throw from Marathon. In December, daytime highs in Big Pine Key are 31°C, while nighttime lows are 25°C. Finish your sightseeing early on the 2nd (Mon) to allow enough time to take a bus to Key West.

Things to do in Big Pine Key

Parks Beaches Outdoors
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
National Key Deer Refuge ©
National Key Deer Refuge
Artists in Paradise Gallery ©
Artists in Paradise Gallery

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 out of the city life by going to Key West Butterfly & Nature Conservatory and Dolphin & Whale Watching. Appreciate the collections at The Ernest Hemingway Home and Museum and The Studios of Key West. Spend the 5th (Thu) exploring nature at Dry Tortugas National Park. The adventure continues: glide through the air with a parasailing or paragliding tour, get engrossed in the history at Truman Little White House, stroll through Fort Zachary Taylor, and brush up on your knowledge of spirits at Key West First Legal Rum Distillery.

For where to stay, more things to do, photos, and more tourist information, refer to the Key West visit planner .

Traveling by bus from Big Pine Key to Key West takes an hour. Alternatively, you can drive. In December in Key West, expect temperatures between 30°C during the day and 25°C at night. Wrap up your sightseeing by early afternoon on the 6th (Fri) to allow enough time to travel back home.

Things to do in Key West

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

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