14 days in Florida Itinerary

14 days in Florida Itinerary

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Route & dates

14 days in Florida Itinerary

Start: Washington DC
Fly:  3​h 45​min
1
Amelia Island
— Few hours
Drive:  1​h 30​min
2
St. Augustine
— 2 nights
Drive + Fly:  6​h
3
Key West
— 2 nights
bus:  1​h 15​min
4
Marathon
— 1 night
Drive:  4​h
5
Marco Island
— 1 night
Drive:  1​h 30​min
6
Sanibel Island
— 2 nights
Drive:  3​h 45​min
7
Orlando
— 3 nights
Fly:  14​h
End: Washington DC

few
hours
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
On the 18th (Sun), enjoy the sand and surf at Seaside Park, then deepen your knowledge of military history at Fort Clinch State Park, and then view the masterpieces at Blue Door Artists.

To find more things to do, photos, and tourist information, use the Amelia Island day trip planning tool .

Washington DC to Amelia Island is an approximately 4-hour combination of flight and taxi. You can also do a combination of train, flight, and taxi; or drive. In November, Amelia Island is a bit warmer than Washington DC - with highs of 74°F and lows of 58°F. Finish your sightseeing early on the 18th (Sun) to allow enough time to drive to St. Augustine.

Things to do in Amelia Island

Parks Nature Historic Sites
Highlights from your plan
Fort Clinch State Park ©
Fort Clinch State Park
Blue Door Artists ©
Blue Door Artists

2
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. On the 19th (Mon), examine the collection at Medieval Torture Collection, then examine the collection at The Lightner Museum, then kick back and relax at St. Augustine Beach, and finally examine the collection at St. Augustine Pirate & Treasure Museum. Get ready for a full day of sightseeing on the 20th (Tue): explore the striking landscape of Fort Matanzas National Monument.

For other places to visit, traveler tips, photos, and tourist information, go to the St. Augustine holiday planner.

Traveling by car from Amelia Island to St. Augustine takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 73°F in November, and nighttime lows around 59°F. Finish your sightseeing early on the 20th (Tue) so you can travel to Key West.

Things to do in St. Augustine

Parks Nature Historic Sites
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Fort Matanzas National Monument ©
Fort Matanzas National Monument
Lightner Museum ©
Lightner Museum

2
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.
Museum-lovers will appreciate Key West Lighthouse and Keeper's Quarters Museum and Mel Fisher Maritime Heritage Museum. Escape the urban bustle at Dry Tortugas National Park and Dolphin & Whale Watching. The adventure continues: see the interesting displays at The Ernest Hemingway Home and Museum and zoom along the surf with a waterskiing or jet-skiing adventure.

To find ratings, traveler tips, photos, and more tourist information, you can read our Key West route app .

Do a combination of car and flight from St. Augustine to Key West in 6 hours. Alternatively, you can do a combination of bus and flight; or drive. Prepare for somewhat warmer weather when traveling from St. Augustine in November: high temperatures in Key West hover around 81°F and lows are around 73°F. Wrap up your sightseeing on the 23rd (Fri) to allow time to take a bus to Marathon.

Things to do in Key West

Outdoors Tours Museums
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Dolphin & Whale Watching
Waterskiing & Jetskiing

1
night
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Start off your visit on the 24th (Sat): tour the pleasant surroundings at Sombrero Beach, look for all kinds of wild species at The Turtle Hospital, then look for all kinds of wild species at Dolphin Research Center, and finally pause for some serene contemplation at San Pablo Catholic Church.

For ratings, traveler tips, reviews, and other tourist information, refer to the Marathon trip itinerary site .

You can take a bus from Key West to Marathon in 1.5 hours. Another option is to drive. In November, daytime highs in Marathon are 82°F, while nighttime lows are 72°F. Finish your sightseeing early on the 24th (Sat) so you can drive to Marco Island.

Things to do in Marathon

Parks Wildlife Outdoors
Highlights from your plan
The Turtle Hospital ©
The Turtle Hospital
Dolphin Research Center ©
Dolphin Research Center
Sombrero Beach ©
Sombrero Beach

1
night
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. On the 25th (Sun), zoom along the surf with a waterskiing or jet-skiing adventure, then stroll through Tigertail Beach, and then explore the activities along Capri Paddlecraft Park.

To see ratings, traveler tips, photos, and tourist information, use the Marco Island online trip planner .

Traveling by car from Marathon to Marco Island takes 4 hours. Alternatively, you can do a combination of bus and ferry; or do a combination of bus, flight, and taxi. Plan for a bit cooler nights when traveling from Marathon in November since evenings lows in Marco Island dip to 64°F. Finish up your sightseeing early on the 25th (Sun) so you can go by car to Sanibel Island.

Things to do in Marco Island

Outdoors Parks Beaches
Highlights from your plan
Waterskiing & Jetskiing
Tigertail Beach ©
Tigertail Beach
Capri Paddlecraft Park ©
Capri Paddlecraft Park

2
nights
Sanibel Island

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
On the 26th (Mon), kick back and relax at Fort Myers Beach and then get interesting insight from Tours. On the 27th (Tue), you'll have a packed day of sightseeing: identify plant and animal life at Pond Apple Park, enjoy the sand and surf at Bowman's Beach, and then kick back and relax at Captiva Beach.

To find ratings, photos, other places to visit, and more tourist information, read Sanibel Island road trip website .

Drive from Marco Island to Sanibel Island in 1.5 hours. Alternatively, you can do a combination of bus and taxi. November in Sanibel Island sees daily highs of 82°F and lows of 63°F at night. Finish your sightseeing early on the 27th (Tue) to allow enough time to travel back home.

Things to do in Sanibel Island

Outdoors Parks Beaches

Side Trips

Fort Myers Beach, Captiva Beach
Highlights from your plan
Dolphin & Whale Watching
Bowman's Beach ©
Bowman's Beach
Captiva Beach ©
Captiva Beach

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.
Start off your visit on the 28th (Wed): make an unforgettable trip to Disney's Animal Kingdom. Get ready for a full day of sightseeing on the 29th (Thu): delve into the lush surroundings at Emeralda Marsh Conservation Area, then identify plant and animal life at Oakland Nature Preserve, and then discover the magic at Happily Ever After Fireworks.

To see photos, maps, where to stay, and other tourist information, use the Orlando vacation planning app .

Drive from Sanibel Island to Orlando in 4 hours. Alternatively, you can do a combination of taxi and bus. In November in Orlando, expect temperatures between 78°F during the day and 62°F at night. Wrap up your sightseeing by early afternoon on the 30th (Fri) to allow time for the car ride back home.

Things to do in Orlando

Wildlife Parks Theme Parks

Side Trips

Oakland Nature Preserve, Stetson Mansion, Emeralda Marsh Conservation Area
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Disney's Animal Kingdom ©
Disney's Animal Kingdom
Oakland Nature Preserve ©
Oakland Nature Preserve

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