21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida planner

Make it your trip
Drive
1
Orlando
— 2 nights
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2
Indian Harbour Beach
— 1 night
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3
Miami
— 4 nights
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4
Florida City
— 2 nights
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5
Marathon
— 2 nights
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6
Big Pine Key
— 1 night
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7
Key West
— 5 nights
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Orlando

— 2 nights

Theme Park Capital of the World

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.
Visit Stetson Mansion and St. Barnabas Episcopal Church for their historical value. Plan for a day of cool, family-friendly fun on the 27th (Thu) at Discovery Cove. The adventure continues: explore the world behind art at Charles Hosmer Morse Museum of American Art, discover the magic at Happily Ever After Fireworks, and find something for the whole family at Disney's Animal Kingdom.

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

San Francisco to Orlando is an approximately 47-hour car ride. You can also fly; or drive; or take a bus. The time zone difference when traveling from San Francisco to Orlando is 3 hours. In December, Orlando is a bit warmer than San Francisco - with highs of 77°F and lows of 59°F. Finish your sightseeing early on the 29th (Sat) to allow enough time to drive to Indian Harbour Beach.

Things to do in Orlando

Theme Parks · Historic Sites · Museums · Nightlife

Side Trips

Indian Harbour Beach

— 1 night
Indian Harbour Beach is a city in Brevard County, Florida. Start off your visit on the 30th (Sun): stop by An Owl's Bazaar, then identify plant and animal life at Helen and Allan Cruickshank Sanctuary, then enjoy the sand and surf at Canova Beach Dog Park, and finally let the kids burn off some steam at Gleason Park.

To find ratings, maps, photos, and other tourist information, you can read our Indian Harbour Beach tour planner.

Drive from Orlando to Indian Harbour Beach in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 78°F in December, and nighttime lows around 61°F. Finish your sightseeing early on the 30th (Sun) to allow enough time to travel to Miami.

Things to do in Indian Harbour Beach

Parks · Outdoors · Beaches · Nature

Side Trips

Miami

— 4 nights

Magic City

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Get outdoors at Shark Valley Visitor Center and Fort Lauderdale Beach. Visit Lincoln Road and Art Deco Historic District for their historical value. Next up on the itinerary: stroll through South Beach, buy something for everyone on your list at Bayside Marketplace, wander the streets of Ocean Drive, and examine the collection at Vizcaya Museum and Gardens.

To see maps, where to stay, ratings, and tourist information, use the Miami road trip tool.

Traveling by car from Indian Harbour Beach to Miami takes 3 hours. Expect somewhat warmer evenings in Miami when traveling from Indian Harbour Beach in December, with lows around 68°F. Finish your sightseeing early on the 3rd (Thu) so you can drive to Florida City.

Things to do in Miami

Parks · Museums · Outdoors · Neighborhoods

Side Trips

Florida City

— 2 nights
Florida City is a city in Miami-Dade County, Florida, United States and is the southernmost municipality in the South Florida metropolitan area. On the 4th (Fri), stroll through Florida Keys Wild Bird Rehabilitation Center, contemplate the long history of Coral Castle, then see the interesting displays at Homestead Historic Town Hall Museum, and finally trek along Anhinga Trail. On the 5th (Sat), you'll have a packed day of sightseeing: stroll around Everglades National Park.

To see maps, where to stay, and tourist information, refer to the Florida City trip itinerary planning tool.

You can drive from Miami to Florida City in an hour. Alternatively, you can drive. January in Florida City sees daily highs of 75°F and lows of 61°F at night. Finish up your sightseeing early on the 5th (Sat) so you can go by car to Marathon.

Things to do in Florida City

Parks · Nature · Wildlife · Outdoors

Side Trips

Marathon

— 2 nights

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.
Start off your visit on the 6th (Sun): kick back and relax at Sombrero Beach, then tour the pleasant surroundings at The Turtle Hospital, then tour the pleasant surroundings at Dolphin Research Center, and finally take in the architecture and atmosphere at San Pablo Catholic Church. Here are some ideas for day two: get to know the fascinating history of Indian Key State Historic Site and then see some colorful creatures with Robbie's of Islamorada.

For photos, ratings, other places to visit, and tourist information, read Marathon driving holiday planner.

Traveling by car from Florida City to Marathon takes 2 hours. Alternatively, you can drive. Expect a daytime high around 77°F in January, and nighttime lows around 66°F. Finish your sightseeing early on the 7th (Mon) to allow enough time to drive to Big Pine Key.

Things to do in Marathon

Wildlife · Parks · Outdoors · Historic Sites

Side Trip

Big Pine Key

— 1 night
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. Kick off your visit on the 8th (Tue): tour the pleasant surroundings at Bahia Honda State Park and then stop by Out of the Blue Gallery. On the 9th (Wed), you'll have a packed day of sightseeing: take in the exciting artwork at Artists in Paradise Gallery, then tour the pleasant surroundings at National Key Deer Refuge, and then stroll through Blue Hole.

To see other places to visit, more things to do, traveler tips, and tourist information, refer to the Big Pine Key trip planner.

Big Pine Key is just a stone's throw from Marathon. January in Big Pine Key sees daily highs of 77°F and lows of 66°F at night. Finish your sightseeing early on the 9th (Wed) to allow enough time to drive to Key West.

Things to do in Big Pine Key

Parks · Wildlife · Beaches · Outdoors

Key West

— 5 nights

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.
Your cultural itinerary includes sights like The Ernest Hemingway Home and Museum and Truman Little White House. Museum-lovers will appreciate Key West Lighthouse and Keeper's Quarters Museum and 7 Artists & Friends Gallery. The adventure continues: kick back and relax at Fort Zachary Taylor, stroll the grounds of Key West Cemetery, make a trip to Duval Street, and stroll around Mallory Square.

To see ratings, traveler tips, where to stay, and other tourist information, refer to the Key West trip maker app.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can drive; or take a shuttle; or take a bus. In January, plan for daily highs up to 76°F, and evening lows to 66°F. Finish your sightseeing early on the 14th (Mon) to allow enough time to fly back home.

Things to do in Key West

Historic Sites · Outdoors · Tours · Museums

Florida travel guide

4.4
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.