21 days in Florida Itinerary

21 days in Florida Itinerary

Created using Inspirock Florida trip planner
Make it your trip
— 2 nights
Indian Harbour Beach
— 1 night
— 4 nights
Florida City
— 2 nights
— 2 nights
Big Pine Key
— 1 night
Key West
— 5 nights


Orlando — 2 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 a sense of the local culture at Charles Hosmer Morse Museum of American Art and Stetson Mansion. Step out of Orlando to go to DeLand and see St. Barnabas Episcopal Church, which is approximately 50 minutes away. Plan for a day of cool, family-friendly fun on the 14th (Mon) at Discovery Cove. The adventure continues: add some entertainment to your itinerary with Happily Ever After Fireworks and discover the magic at Disney's Animal Kingdom Theme Park.

For reviews, maps, traveler tips, and tourist information, use the Orlando day trip app.

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 moving from Pacific Standard Time (PST) to Eastern Standard Time (EST) is 3 hours. Prepare for somewhat warmer weather when traveling from San Francisco in February: high temperatures in Orlando hover around 75°F and lows are around 56°F. Wrap up your sightseeing on the 16th (Wed) to allow time to drive to Indian Harbour Beach.
Theme Parks · Historic Sites · Museums · Nightlife
Side Trips

Indian Harbour Beach — 1 night

Indian Harbour Beach is a city in Brevard County, Florida. Kick off your visit on the 17th (Thu): look for gifts at An Owl's Bazaar, trek along Helen and Allan Cruickshank Sanctuary, then tour the pleasant surroundings at Canova Beach Dog Park, and finally let little ones run wild at Gleason Park.

To see where to stay, other places to visit, maps, and tourist information, refer to the Indian Harbour Beach online day trip planner.

You can drive from Orlando to Indian Harbour Beach in 1.5 hours. Another option is to drive. In February, plan for daily highs up to 76°F, and evening lows to 56°F. Wrap up your sightseeing on the 17th (Thu) early enough to travel to Miami.
Parks · Outdoors · Beaches · Nature
Side Trips

Miami — 4 nights

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
We've included these beaches for you: South Beach and Fort Lauderdale Beach. Satisfy your inner culture vulture at Lincoln Road and The Wolfsonian - Florida International University. Step out of Miami with an excursion to Shark Valley Visitor Center in Everglades National Park--about 1 hour away. There's lots more to do: stop by Art Deco Historic District, see the interesting displays at Vizcaya Museum and Gardens, wander the streets of Ocean Drive, and browse the different shops at Bayside Marketplace.

To see ratings, other places to visit, maps, and tourist information, read Miami route builder tool.

Drive from Indian Harbour Beach to Miami in 3 hours. Plan for somewhat warmer nights when traveling from Indian Harbour Beach in February since evenings lows in Miami dip to 65°F. Cap off your sightseeing on the 21st (Mon) early enough to go by car to Florida City.
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 22nd (Tue), tour the pleasant surroundings at Florida Keys Wild Bird Rehabilitation Center, then contemplate the long history of Coral Castle, then examine the collection at Homestead Historic Town Hall Museum, and finally stroll through Anhinga Trail. On the 23rd (Wed), you'll have a packed day of sightseeing: explore the wealth of natural beauty at Everglades National Park.

For reviews, traveler tips, maps, and more tourist information, use the Florida City vacation planner.

Getting from Miami to Florida City by car takes about an hour. Other options: drive. In February, plan for daily highs up to 78°F, and evening lows to 62°F. Cap off your sightseeing on the 23rd (Wed) early enough to go by car to Marathon.
Parks · Nature · Wildlife · Trails
Side Trips

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.
On the 24th (Thu), stroll through Sombrero Beach, stroll through The Turtle Hospital, then stroll through Dolphin Research Center, and finally take in the architecture and atmosphere at San Pablo Catholic Church. Get ready for a full day of sightseeing on the 25th (Fri): contemplate the long history of Indian Key State Historic Site and then see some colorful creatures with Robbie's of Islamorada.

For other places to visit, more things to do, where to stay, and more tourist information, you can read our Marathon journey planner.

Traveling by car from Florida City to Marathon takes 2 hours. Alternatively, you can drive. Plan for a bit warmer nights when traveling from Florida City in February since evenings lows in Marathon dip to 68°F. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to Big Pine Key.
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. On the 26th (Sat), stroll through Bahia Honda State Park and then look for gifts at Out of the Blue Gallery. Here are some ideas for day two: take in the exciting artwork at Artists in Paradise Gallery, then stroll through National Key Deer Refuge, and then tour the pleasant surroundings at Blue Hole.

For where to stay, photos, maps, and other tourist information, read our Big Pine Key sightseeing planning website.

Big Pine Key is very close to Marathon. In February in Big Pine Key, expect temperatures between 79°F during the day and 68°F at night. Finish your sightseeing early on the 27th (Sun) so you can drive to Key West.
Parks · Wildlife · Beaches · Outdoors

Key West — 5 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.
Popular historic sites such as Truman Little White House and Curry Mansion Inn are in your itinerary. The Ernest Hemingway Home and Museum and Key West Lighthouse and Keeper's Quarters Museum will appeal to museum buffs. Next up on the itinerary: stroll through Key West Butterfly & Nature Conservatory, take a leisurely stroll along Mallory Square, view the masterpieces at Alan S. Maltz Gallery, and examine the collection at Mel Fisher Maritime Heritage Museum.

To find photos, reviews, ratings, and tourist information, go to the Key West road trip site.

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 February, plan for daily highs up to 78°F, and evening lows to 68°F. Wrap up your sightseeing on the 4th (Fri) early enough to fly back home.
Historic Sites · Outdoors · Tours · Museums

Florida travel guide

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.