18 days in Florida Itinerary

18 days in Florida Itinerary

Created using Inspirock Florida vacation planner
Make it your trip
Fly
1
Orlando
— 4 nights
Fly
2
Key West
— 5 nights
Drive
3
Big Pine Key
— 2 nights
Drive
4
Islamorada
— 2 nights
Drive
5
Key Largo
— 2 nights
Drive
6
Miami Beach
— 2 nights
Fly

S M T W T F S
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Orlando — 4 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.
Museum-lovers will appreciate Charles Hosmer Morse Museum of American Art and Museum Of Illusions Orlando. You'll visit kid-friendly attractions like Walt Disney World Resort and Magic Kingdom Park. Pack the 13th (Thu) with family-friendly diversions at Universal's Islands of Adventure. There's more to do: get in on the family fun at Universal Orlando Resort and make an unforgettable trip to Epcot.

For photos, reviews, ratings, and other tourist information, refer to the Orlando trip itinerary website.

Toronto, Canada to Orlando is an approximately 6-hour flight. You can also drive; or take a bus. In October, Orlando is warmer than Toronto - with highs of 34°C and lows of 24°C. Cap off your sightseeing on the 17th (Mon) early enough to catch the flight to Key West.
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Theme Parks · Museums
Side 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.
Get a sense of the local culture at The Ernest Hemingway Home and Museum and Curry Mansion Inn. Escape the urban bustle at Scuba & Snorkeling and Key West Butterfly & Nature Conservatory. Spend the 18th (Tue) exploring nature at Dry Tortugas National Park. There's lots more to do: stroll through Fort Zachary Taylor, take in the pleasant sights at West Martello Tower, view the masterpieces at 7 Artists & Friends Key West, and explore the galleries of Truman Little White House.

To find reviews, traveler tips, photos, and other tourist information, use the Key West trip planner.

Traveling by flight from Orlando to Key West takes 3.5 hours. Alternatively, you can drive; or take a bus. Traveling from Orlando in October, you can expect nighttime temperatures to be somewhat warmer in Key West, with lows of 29°C. Finish your sightseeing early on the 22nd (Sat) to allow enough time to drive to Big Pine Key.
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Parks · Historic Sites · Museums · Nature

Big Pine Key — 2 nights

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 23rd (Sun), tour the pleasant surroundings at Long Beach, then stroll through Bahia Honda State Park, and then view the masterpieces at Artists in Paradise Gallery. On the 24th (Mon), you'll have a packed day of sightseeing: identify plant and animal life at National Key Deer Refuge, then indulge in some personalized pampering at SpaTerre at Little Palm Island Resort, and then cast your line with a fishing tour.

To find other places to visit, traveler tips, ratings, and tourist information, read Big Pine Key trip planner.

Getting from Key West to Big Pine Key by car takes about an hour. Other options: take a shuttle; or take a bus. In October, daily temperatures in Big Pine Key can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 24th (Mon) to allow time to drive to Islamorada.
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Parks · Outdoors · Beaches · Wildlife
Side Trips

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.
Kick off your visit on the 25th (Tue): fulfill a lifelong dream with Theater of the Sea, then soothe aching muscles at some of the top local wellness centers, and then stroll through Sunset Park Beach. Here are some ideas for day two: shop like a local with Michelle Nicole Lowe Art Gallery, then kick back and relax at Sombrero Beach, then examine the collection at Crane Point Museum & Nature Center, and finally identify plant and animal life at The Turtle Hospital.

For other places to visit, traveler tips, photos, and other tourist information, read Islamorada road trip site.

Drive from Big Pine Key to Islamorada in 1.5 hours. Alternatively, you can take a bus. In October in Islamorada, expect temperatures between 36°C during the day and 29°C at night. Finish up your sightseeing early on the 26th (Wed) so you can go by car to Key Largo.
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Parks · Wildlife · Outdoors · Beaches
Side Trips

Key Largo — 2 nights

Diving Capital of the World

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.
Start off your visit on the 27th (Thu): get answers to all your questions at Florida Keys Visitor Center - Key Largo Chamber of Commerce, take a memorable tour with Capt. Sterling's Everglades Eco-Tours, and then see some colorful creatures with a scuba or snorkeling tour. Keep things going the next day: see the vivid underwater world at Spiegel Grove, look for all kinds of wild species at Florida Keys Wild Bird Rehabilitation Center, then stop by Florida Keys Key Lime Products, and finally look for all kinds of wild species at Anhinga Trail.

For where to stay, traveler tips, photos, and more tourist information, refer to the Key Largo trip website.

Key Largo is just a short distance from Islamorada. In October, daytime highs in Key Largo are 34°C, while nighttime lows are 26°C. Finish your sightseeing early on the 28th (Fri) to allow enough time to drive to Miami Beach.
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Wildlife · Outdoors · Tours · Parks
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.
Start off your visit on the 29th (Sat): shop like a local with Collins Avenue, visit Art Deco Historic District, then stop by Espanola Way, and finally take a stroll through Lincoln Road. On the next day, relax and rejuvenate at some of the top local wellness centers and then shop like a local with Aventura Mall.

To find more things to do, photos, where to stay, and other tourist information, read our Miami Beach driving holiday planner.

You can drive from Key Largo to Miami Beach in 1.5 hours. Alternatively, you can take a bus; or take a bus. In October, plan for daily highs up to 36°C, and evening lows to 27°C. Wrap up your sightseeing on the 30th (Sun) to allow time to fly back home.
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Shopping · Neighborhoods · Historic Sites · Parks
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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