14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida sightseeing planner

Make it your trip
Fly
1
Orlando
— 3 nights
Drive
2
Miami Beach
— 2 nights
Drive
3
Islamorada
— 2 nights
Drive
4
Big Pine Key
— 1 night
Drive
5
Key West
— 5 nights
Fly

S M T W T F S
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Orlando

— 3 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.
Have a day of magic on the 2nd (Tue) at Walt Disney World Resort. Pack the 3rd (Wed) with family-friendly diversions at Universal's Islands of Adventure. There's still lots to do: find something for the whole family at Universal Orlando Resort and explore the world behind art at Charles Hosmer Morse Museum of American Art.

For other places to visit, ratings, where to stay, and tourist information, read Orlando travel route planner.

Atlanta to Orlando is an approximately 4-hour flight. You can also drive; or take a bus. In November, Orlando is a bit warmer than Atlanta - with highs of 78°F and lows of 62°F. Wrap up your sightseeing on the 4th (Thu) to allow time to drive to Miami Beach.

Things to do in Orlando

Theme Parks · Museums

Side Trip

Miami Beach

— 2 nights

The World's Playground

Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
Kick off your visit on the 5th (Fri): enjoy the sand and surf at 12th Street Beach, then enjoy the sand and surf at South Beach, then explore the world behind art at The Wolfsonian - Florida International University, and finally admire the striking features of Art Deco Historic District. On the 6th (Sat), you'll have a packed day of sightseeing: wander the streets of Collins Avenue, take a stroll through Lincoln Road, and then enjoy some diversion at Lock & Load Miami.

For ratings, reviews, and tourist information, read Miami Beach trip planner.

Drive from Orlando to Miami Beach in 4 hours. Alternatively, you can fly; or take a bus. Traveling from Orlando in November, Miami Beach is somewhat warmer at night with lows of 70°F. Finish your sightseeing early on the 6th (Sat) to allow enough time to drive to Islamorada.

Things to do in Miami Beach

Neighborhoods · Parks · Shopping · Beaches

Side Trip

Islamorada

— 2 nights

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.
On the 7th (Sun), relax and rejuvenate at Island Flow Yoga, then get a new perspective on things with Boat Tours & Water Sports, then sample the tasty concoctions at Islamorada Brewery & Distillery, and finally sample the tasty concoctions at Florida Keys Brewing Company. Get ready for a full day of sightseeing on the next day: take in the exciting artwork at Shady Palm Art Gallery & Photography, examine the collection at Crane Point Museum & Nature Center, then tour the pleasant surroundings at Sombrero Beach, and finally tour the pleasant surroundings at Sunset Park Beach.

To see where to stay, maps, photos, and more tourist information, read Islamorada trip maker.

Drive from Miami Beach to Islamorada in 2 hours. Alternatively, you can do a combination of bus and shuttle; or take a bus. Expect a daytime high around 82°F in November, and nighttime lows around 72°F. Cap off your sightseeing on the 8th (Mon) early enough to go by car to Big Pine Key.

Things to do in Islamorada

Outdoors · Parks · Wildlife · Beaches

Side Trips

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. Start off your visit on the 9th (Tue): stroll through Long Beach, then indulge in some personalized pampering at SpaTerre at Little Palm Island Resort, and then stroll through Bahia Honda State Park.

For other places to visit, reviews, more things to do, and more tourist information, refer to the Big Pine Key trip site.

Traveling by car from Islamorada to Big Pine Key takes 1.5 hours. Alternatively, you can take a bus. In November in Big Pine Key, expect temperatures between 82°F during the day and 72°F at night. Finish your sightseeing early on the 9th (Tue) to allow enough time to drive to Key West.

Things to do in Big Pine Key

Beaches · Outdoors · Parks · Spas

Side Trip

Highlights from your trip

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.
Key West is known for wildlife, adventure, and museums. Your plan includes some of its best attractions: examine the collection at The Ernest Hemingway Home and Museum, don't miss a visit to Duval Street, take a leisurely stroll along Mallory Square, and see some colorful creatures with a scuba or snorkeling tour.

To see reviews, maps, photos, and other tourist information, refer to the Key West road trip site.

Getting from Big Pine Key to Key West by car takes about an hour. Other options: take a shuttle; or take a bus. In November, plan for daily highs up to 81°F, and evening lows to 73°F. Wrap up your sightseeing on the 14th (Sun) to allow time to travel back home.

Things to do in Key West

Museums · Parks · Historic Sites · Outdoors

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.