21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida planner

Plan created by another user. Make it yours
1
St. Augustine
— 3 nights
2
Fort Walton Beach
— 3 nights
3
Islamorada
— 1 night
4
Marathon
— 3 nights
5
Key West
— 5 nights
6
Marco Island
— 3 nights
7
Sarasota
— 2 nights

S M T W T F S
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3
nights
St. Augustine

St. Augustine ©
St. Explore hidden gems such as Vilano Beach and Old St. Augustine Village. Kids will enjoy St. Photios Greek Orthodox National Shrine and Memorial Presbyterian Church. There's much more to do: examine the collection at World Golf Hall of Fame, get engrossed in the history at Medieval Torture Museum, get a dose of the wild on a nature and wildlife tour, and deepen your understanding at Flagler College.

To find more things to do and more tourist information, you can read our St. Augustine online trip itinerary maker.

Orlando to St. Augustine is an approximately 2-hour car ride. You can also take a bus. Traveling from Orlando in November, expect nights in St. Augustine to be about the same, around 59°F, while days are little chillier, around 73°F. Cap off your sightseeing on the 4th (Wed) early enough to go by car to Fort Walton Beach.

Things to do in St. Augustine

Side Trip

Highlights from your trip

3
nights
Fort Walton Beach

Fort Walton Beach ©
Fort Walton Beach is a city in southern Okaloosa County, Florida, United States. Explore hidden gems such as Gulf Islands National Seashore and Gulf Angler Fishing Charters. Bring the kids along to Okaloosa Island Pier and Goofy Golf. And it doesn't end there: kick back and relax at Crystal Sands Beach, stroll around Destin Dog Park, see the interesting displays at Indian Temple Mound and Museum, and find something for the whole family at Wild Willy's Adventure Zone.

To find traveler tips, where to stay, and tourist information, use the Fort Walton Beach day trip planner.

Traveling by car from St. Augustine to Fort Walton Beach takes 6.5 hours. Alternatively, you can fly; or take a bus. You'll gain 1 hour traveling from St. Augustine to Fort Walton Beach due to the time zone difference. Traveling from St. Augustine in November, plan for little chillier nights in Fort Walton Beach, with lows around 49°F. Finish your sightseeing early on the 7th (Sat) so you can travel to Islamorada.

Things to do in Fort Walton Beach

Outdoors · Parks · Beaches · Theme Parks

Side Trips

Highlights from your trip

1
night
Islamorada

Islamorada ©

The Village of Islands

Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Start off your visit on the 8th (Sun): fulfill a lifelong dream with Theater of the Sea, then get engrossed in the history at History of Diving Museum, then soothe aching muscles at Island Flow Yoga, and finally indulge your thirst for a good beer at Islamorada Brewery & Distillery.

For more things to do, other places to visit, traveler tips, and more tourist information, you can read our Islamorada day trip website.

Fly from Fort Walton Beach to Islamorada in 6 hours. Alternatively, you can drive; or do a combination of bus and shuttle. The time zone difference when traveling from Fort Walton Beach to Islamorada is 1 hour. Traveling from Fort Walton Beach in November, expect nights in Islamorada to be much hotter, around 72°F, while days are a bit warmer, around 82°F. Cap off your sightseeing on the 8th (Sun) early enough to go by car to Marathon.

Things to do in Islamorada

Outdoors · Tours · Wildlife · Museums
Highlights from your trip
©
Swim with Dolphins
Theater of the Sea
4.4
©
History Museum
History of Diving Museum
4.8
©
Spa / Wellness
Island Flow Yoga
5.0

3
nights
Marathon

Marathon ©

Heart of the Florida Keys

A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
You'll visit kid-friendly attractions like Sombrero Reef and Old Seven Mile Bridge. Explore hidden gems such as Curry Hammock State Park and Shady Palm Art Gallery & Photography. Next up on the itinerary: look for all kinds of wild species at Crane Point Museum & Nature Center, take a memorable tour with Dive Duck Key, tour the pleasant surroundings at Sunset Park Beach, and enjoy the sand and surf at Bahia Honda State Park.

To see more things to do, traveler tips, where to stay, and tourist information, read Marathon day trip tool.

You can drive from Islamorada to Marathon in an hour. Other options are to drive; or take a bus. In November in Marathon, expect temperatures between 82°F during the day and 72°F at night. Finish your sightseeing early on the 11th (Wed) so you can drive to Key West.

Things to do in Marathon

Parks · Outdoors · Wildlife · Beaches

Side Trips

Highlights from your trip

5
nights
Key West

Key West ©

Conch Republic

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.
Discover out-of-the-way places like Peppers of Key West and Florida Keys Eco-Discovery Center. Kids will enjoy The Ernest Hemingway Home and Museum and Key West Historic Seaport. And it doesn't end there: identify plant and animal life at Key West Butterfly & Nature Conservatory, relax and rejuvenate at some of the best spas, stroll through Audubon House & Tropical Gardens, and examine the collection at Mel Fisher Maritime Heritage Museum.

To find photos, where to stay, ratings, and tourist information, use the Key West online travel planner.

Traveling by car from Marathon to Key West takes 1.5 hours. Alternatively, you can drive; or take a bus. November in Key West sees daily highs of 81°F and lows of 73°F at night. Wrap up your sightseeing on the 16th (Mon) to allow time to ride a ferry to Marco Island.

Things to do in Key West

Highlights from your trip

3
nights
Marco Island

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. You'll discover tucked-away gems like Native Guided Fishing Charters and Spas. Bring the kids along to Keewaydin Island and Marco Island Historical Museum. Change things up with these side-trips from Marco Island: Ochopee (Clyde Butcher's Big Cypress Gallery & Nature & Wildlife Tours). There's more to do: stroll around Frank E. Mackle Park.

To find photos, traveler tips, where to stay, and tourist information, use the Marco Island trip itinerary builder tool.

Getting from Key West to Marco Island by ferry takes about 4 hours. Other options: drive. Traveling from Key West in November, expect slightly colder with lows of 64°F in Marco Island. Finish your sightseeing early on the 19th (Thu) so you can drive to Sarasota.

Things to do in Marco Island

Outdoors · Tours · Wildlife · Museums

Side Trip

Highlights from your trip

2
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Start off your visit on the 20th (Fri): explore the different monuments and memorials at Sarasota National Cemetery, get to know the resident critters at Big Cat Habitat and Gulf Coast Sanctuary, and then look for gifts at Silver City Sarasota. Get ready for a full day of sightseeing on the 21st (Sat): look for all kinds of wild species at Save Our Seabirds, then enjoy the sand and surf at Bradenton Beach, and then deepen your appreciation for local ecosystems through Salty Dolphin Tours.

To see photos, ratings, traveler tips, and more tourist information, you can read our Sarasota trip planner.

Traveling by car from Marco Island to Sarasota takes 2.5 hours. Alternatively, you can do a combination of taxi and bus. Expect a daytime high around 80°F in November, and nighttime lows around 62°F. Wrap up your sightseeing on the 21st (Sat) early enough to drive back home.

Things to do in Sarasota

Parks · Outdoors · Wildlife · Zoos & Aquariums

Side Trips

Highlights from your trip

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