14 days in Florida Itinerary

14 days in Florida Itinerary

Created using Inspirock Florida trip itinerary planner

Make it your trip
Fly
1
Orlando
— 3 nights
Drive
2
Merritt Island
— 1 night
Drive
3
Miami Beach
— 2 nights
Drive
4
Islamorada
— 2 nights
Drive
5
Big Pine Key
— 2 nights
Drive
6
Key West
— 2 nights
Ferry
7
Fort Myers Beach
— 1 night
Fly

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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 4th (Thu) with family-friendly diversions at Universal Orlando Resort. There's more to do: get in on the family fun at Universal's Islands of Adventure and admire the masterpieces at Charles Hosmer Morse Museum of American Art.

For other places to visit, more things to do, maps, and tourist information, go to the Orlando tour itinerary planner.

Atlanta to Orlando is an approximately 4-hour flight. You can also drive; or take a bus. Traveling from Atlanta in November, expect Orlando to be a bit warmer, temps between 78°F and 62°F. Finish up your sightseeing early on the 4th (Thu) so you can go by car to Merritt Island.

Things to do in Orlando

Theme Parks · Museums

Side Trip

Merritt Island

— 1 night
On the 5th (Fri), see the interesting displays at NASA Kennedy Space Center Visitor Complex, then engage your brain at Space Shuttle Atlantis, and then relax and rejuvenate at Beach Pole Fitness.

To see other places to visit, where to stay, ratings, and more tourist information, read our Merritt Island trip maker.

You can drive from Orlando to Merritt Island in 1.5 hours. Alternatively, you can take a shuttle. November in Merritt Island sees daily highs of 77°F and lows of 67°F at night. Cap off your sightseeing on the 5th (Fri) early enough to go by car to Miami Beach.

Things to do in Merritt Island

Childrens Museums · Museums · Spas

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.
On the 6th (Sat), tour the pleasant surroundings at South Beach, then appreciate the extensive heritage of Art Deco Historic District, then admire the masterpieces at The Wolfsonian - Florida International University, and finally wander the streets of Lincoln Road. Here are some ideas for day two: join the crowd at Homestead Miami Speedway, then examine the collection at Vizcaya Museum and Gardens, and then enjoy some diversion at Lock & Load Miami.

To see photos, where to stay, maps, and other tourist information, go to the Miami Beach attractions planner.

You can drive from Merritt Island to Miami Beach in 4 hours. Other options are to fly; or do a combination of taxi, bus, and train. In November, daytime highs in Miami Beach are 82°F, while nighttime lows are 70°F. Wrap up your sightseeing on the 7th (Sun) to allow time to drive to Islamorada.

Things to do in Miami Beach

Museums · Parks · Neighborhoods · Historic Sites

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 8th (Mon): soothe aching muscles at Island Flow Yoga, then cast your line with a fishing tour, 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, then identify plant and animal life at The Turtle Hospital, then examine the collection at Crane Point Museum & Nature Center, and finally kick back and relax at Sunset Park Beach.

For traveler tips, other places to visit, and more tourist information, use the Islamorada trip itinerary planning site.

Getting from Miami Beach to Islamorada by car takes about 2 hours. Other options: do a combination of bus and shuttle; or take a bus. In November, daytime highs in Islamorada are 82°F, while nighttime lows are 72°F. Wrap up your sightseeing on the 9th (Tue) early enough to drive to Big Pine Key.

Things to do in Islamorada

Wildlife · Parks · Outdoors · Breweries & Distilleries

Side Trips

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. Kick off your visit on the 10th (Wed): look for all kinds of wild species at National Key Deer Refuge, then relax and rejuvenate at SpaTerre at Little Palm Island Resort, and then stop by Out of the Blue Gallery. Here are some ideas for day two: cast your line with Waypoint Fishing Charters and then stroll through Bahia Honda State Park.

To find more things to do, other places to visit, traveler tips, and tourist information, you can read our Big Pine Key itinerary maker site.

You can drive from Islamorada to Big Pine Key in 1.5 hours. Alternatively, you can take a bus. November in Big Pine Key sees daily highs of 82°F and lows of 72°F at night. Finish up your sightseeing early on the 11th (Thu) so you can go by car to Key West.

Things to do in Big Pine Key

Outdoors · Wildlife · Parks · Tours

Side Trips

Key West

— 2 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.
Kick off your visit on the 12th (Fri): take a tour of U.S. Coast Guard Cutter Ingham Maritime Museum, contemplate the long history of Truman Little White House, examine the collection at The Ernest Hemingway Home and Museum, then identify plant and animal life at Key West Butterfly & Nature Conservatory, and finally don't miss a visit to Duval Street. Keep things going the next day: see the interesting displays at Mel Fisher Maritime Heritage Museum, take in nature's colorful creations at Audubon House & Tropical Gardens, then view the masterpieces at 7 Artists & Friends Gallery, then get a new perspective on things with Boat Tours & Water Sports, and finally take in the waterfront at Mallory Square.

To see traveler tips, reviews, and tourist information, read our Key West trip builder website.

Traveling by car from Big Pine Key to Key West takes an hour. Alternatively, you can take a shuttle; or take a bus. In November in Key West, expect temperatures between 81°F during the day and 73°F at night. Wrap up your sightseeing on the 13th (Sat) early enough to ride a ferry to Fort Myers Beach.

Things to do in Key West

Museums · Parks · Historic Sites · Wildlife

Fort Myers Beach

— 1 night
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Kick off your visit on the 14th (Sun): browse the eclectic array of goods at Sanibel Island Farmer's Market, relax and rejuvenate at Hammerhead Beach Gym, and then see some colorful creatures with Island Time Dolphin & Shelling Cruises.

To find other places to visit, maps, and tourist information, use the Fort Myers Beach online day trip planner.

Traveling by ferry from Key West to Fort Myers Beach takes 4.5 hours. Alternatively, you can drive; or take a bus. Traveling from Key West in November, plan for a bit cooler nights in Fort Myers Beach, with lows around 63°F. Cap off your sightseeing on the 14th (Sun) early enough to travel back home.

Things to do in Fort Myers Beach

Wildlife · Outdoors · Tours · Spas

Side Trip

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.