20 days in Florida Itinerary

20 days in Florida Itinerary

Created using Inspirock Florida planner
Make it your trip
Drive
1
Clearwater
— 1 night
Fly
2
Key Largo
— 3 nights
Drive
3
Marathon
— 2 nights
Drive
4
Key West
— 4 nights
Fly
5
Miami Beach
— 2 nights
Drive
6
St. Augustine
— 2 nights
Drive
7
Orlando
— 5 nights

S M T W T F S
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Clearwater — 1 night

Holding the record for most consecutive days of sunshine in a single year, Clearwater offers long sandy beaches and proximity to other major cities in the Tampa Bay area.
Start off your visit on the 10th (Thu): get up close to creatures of the deep with Little Toot Dolphin Adventure, do a tasting at Aspirations Winery, make a trip to Philippe Park, then stroll the grounds of Sylvan Abbey Funeral Home and Sylvan Abbey Cemetery, and finally contemplate the long history of Church of Scientology Information Center. Here are some ideas for day two: take in the spiritual surroundings of St. Nicholas Greek Orthodox Cathedral, pause for some serene contemplation at Sacred Heart Catholic Church, then do a tasting at Murielle Winery, and finally kick back and relax at Clearwater Beach.

To see more things to do, maps, and more tourist information, refer to the Clearwater trip itinerary maker app.

Orlando to Clearwater is an approximately 2-hour car ride. You can also do a combination of train and taxi; or take a bus. In November, daytime highs in Clearwater are 30°C, while nighttime lows are 20°C. Wrap up your sightseeing on the 11th (Fri) to allow time to fly to Key Largo.
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Outdoors · Parks · Beaches · Historic Sites
Side Trips

Key Largo — 3 nights

The northernmost island of the Florida Keys, Key Largo provides stunning scenery, a number of watersports opportunities, and plenty of areas to relax on vacation.
Step out of Key Largo to go to Everglades National Park and see Anhinga Trail, which is approximately 56 minutes away. There's lots more to do: discover the deep blue sea with a scuba or snorkeling tour, explore the gorgeous colors at Spiegel Grove, look for gifts at Sandal Kingdom, and take in the architecture and atmosphere at Key Largo Baptist Church.

To see ratings, other places to visit, and tourist information, use the Key Largo trip itinerary website.

You can fly from Clearwater to Key Largo in 3 hours. Alternatively, you can drive; or do a combination of taxi, train, and bus. In November in Key Largo, expect temperatures between 32°C during the day and 23°C at night. Wrap up your sightseeing on the 14th (Mon) to allow time to drive to Marathon.
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Wildlife · Outdoors · Tours · Parks
Side Trip

Marathon — 2 nights

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 15th (Tue): examine the collection at Crane Point Museum & Nature Center, look for all kinds of wild species at National Key Deer Refuge, and then tour the pleasant surroundings at Bahia Honda State Park. Here are some ideas for day two: relax and rejuvenate at some of the top local wellness centers, then pause for some serene contemplation at San Pablo Catholic Church, then look for all kinds of wild species at The Turtle Hospital, and finally get answers to all your questions at Pigeon Key.

To see where to stay, ratings, reviews, and more tourist information, read our Marathon day trip app.

Getting from Key Largo to Marathon by car takes about 1.5 hours. Other options: take a bus. Expect a daytime high around 32°C in November, and nighttime lows around 26°C. Cap off your sightseeing on the 16th (Wed) early enough to go by car to Key West.
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Parks · Wildlife · Outdoors · Beaches
Side Trip

Key West — 4 nights

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.
Deepen your sense of the past at sights like Fort Zachary Taylor and Truman Little White House. There's much more to do: look for all kinds of wild species at Key West Butterfly & Nature Conservatory, see majestic marine mammals with a dolphin and whale watching tour, steep yourself in history at Curry Mansion Inn, and take in the waterfront at Key West Historic Seaport.

To find maps, ratings, photos, and tourist information, use the Key West tour itinerary maker app.

Getting from Marathon to Key West by car takes about 1.5 hours. Other options: take a bus. Expect a daytime high around 32°C in November, and nighttime lows around 26°C. Wrap up your sightseeing on the 20th (Sun) early enough to fly to Miami Beach.
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Historic Sites · Outdoors · Wildlife · Tours

Miami Beach — 2 nights

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 21st (Mon): take a stroll through Art Deco Historic District, then get to know the fascinating history of Lincoln Road, and then make a trip to Collins Avenue. Keep things going the next day: take a stroll through Espanola Way, get a taste of local nightlife at Art Deco Tours, then take in the architecture and atmosphere at Saint Francis de Sales Catholic Church, and finally have fun at Lock & Load Miami.

To find maps, ratings, photos, and tourist information, use the Miami Beach tour itinerary planner.

You can fly from Key West to Miami Beach in 2.5 hours. Other options are to drive; or take a bus. In November, plan for daily highs up to 32°C, and evening lows to 24°C. Finish your sightseeing early on the 22nd (Tue) to allow enough time to drive to St. Augustine.
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Neighborhoods · Shopping · Historic Sites · Parks
Side Trip

St. Augustine — 2 nights

St. Start off your visit on the 23rd (Wed): brush up on your knowledge of spirits at St. Augustine Distillery, contemplate the long history of The St. Augustine Historical Society, meet the residents at St. Augustine Wild Reserve, then take in the spiritual surroundings of Cathedral Basilica of St. Augustine, and finally contemplate the long history of Pena-Peck House and Woman's Exchange of St Augustine. Keep things going the next day: take in the architecture and atmosphere at Grace United Methodist Church, visit a coastal fixture at St. Augustine Lighthouse & Maritime Museum, Inc., explore the different monuments and memorials at Saint Augustine National Cemetery, then take a tour by water with Red Boat Water Tours, and finally stroll the grounds of Tolomato Cemetery.

For other places to visit, maps, reviews, and more tourist information, go to the St. Augustine trip planner.

Traveling by car from Miami Beach to St. Augustine takes 5.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. In November, St. Augustine is slightly colder than Miami Beach - with highs of 26°C and lows of 17°C. Wrap up your sightseeing on the 24th (Thu) to allow time to drive to Orlando.
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Historic Sites · Parks · Outdoors · Museums

Orlando — 5 nights

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.
Get some historical perspective at Stetson Mansion and First United Methodist Church. Step out of Orlando to go to DeLand and see St. Barnabas Episcopal Church, which is approximately 50 minutes away. Have a day of magic on the 25th (Fri) at Disney's Animal Kingdom Theme Park. Have a day of magic on the 26th (Sat) at Walt Disney World Resort. There's still lots to do: find something for the whole family at Universal Orlando Resort and make a splash at Discovery Cove.

To find other places to visit, ratings, photos, and more tourist information, read our Orlando online holiday planner.

Getting from St. Augustine to Orlando by car takes about 2 hours. Other options: take a bus. November in Orlando sees daily highs of 30°C and lows of 19°C at night. Finish up your sightseeing early on the 29th (Tue) so you can travel back home.
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Theme Parks · Historic Sites
Side Trip

Florida travel guide

4.3
Disney Parks & Activities · Beaches · Theme Parks
The Sunshine State
The “Sunshine State,” Florida became a favorite winter destination for the affluent crowd over a century ago. Today, the state attracts visitors from around the world with its golden beaches and modern theme parks. You can spend your entire vacation enjoying the state's highly developed seaside areas, but remember that some of Florida's best-kept secrets are in secluded locations. Visit the big cities and their comfortable resorts offering top-notch dining and nightlife, but leave some time to see the peninsula's swampy landscape, filled with wild creatures and native plants. Farther away from the tourist-packed urban areas, the untamed wetlands of Florida offer a selection of things to do, such as kayaking, boat rides, and numerous other outdoor activities.
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