13 days in Florida Itinerary

13 days in Florida Itinerary

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Route & dates

13 days in Florida Itinerary

Start: Toronto
Fly:  7​h
1
Orlando
— 2 nights
Drive:  1​h 30​min
2
Tampa
— 1 night
Drive:  2​h 45​min
3
Naples
— 3 nights
ferry:  3​h
4
Key West
— 2 nights
bus:  45​min
5
Big Pine Key
— 1 night
Drive:  3​h
6
Miami Beach
— 3 nights
Fly:  6​h 30​min
End: Toronto

2
nights
Orlando

Orlando ©
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.
On the next day, contemplate the long history of Stetson Mansion, then kick back and relax at Beach at Daytona Beach, and then sample the fine beverages at Copper Bottom Craft Distillery.

To find maps, other places to visit, ratings, and more tourist information, you can read our Orlando itinerary builder .

Toronto, Canada to Orlando is an approximately 7-hour flight. You can also do a combination of bus and flight; or drive. Prepare for much warmer weather when traveling from Toronto in January: high temperatures in Orlando hover around 25°C and lows are around 13°C. Finish your sightseeing early on the 4th (Sat) so you can drive to Tampa.

Things to do in Orlando

Theme Parks Beaches Outdoors

Side Trips

Beach at Daytona Beach, Copper Bottom Craft Distillery, Stetson Mansion
Highlights from your plan
Walt Disney World Resort ©
Walt Disney World Resort
Beach at Daytona Beach ©
Beach at Daytona Beach
Happily Ever After Fireworks ©
Happily Ever After Fireworks

1
night
Tampa

Tampa ranks among the country's most livable cities, attracting newcomers with its growing economy and status as a major port on the Gulf of Mexico.
Kick off your visit on the 5th (Sun): cast your line with a fishing tour, test your problem-solving skills at popular escape rooms, and then walk around Lettuce Lake Regional Park.

To find traveler tips, reviews, where to stay, and other tourist information, read Tampa tour itinerary builder site .

You can drive from Orlando to Tampa in 1.5 hours. Alternatively, you can take a bus; or take a train. In January, daytime highs in Tampa are 25°C, while nighttime lows are 13°C. Finish up your sightseeing early on the 5th (Sun) so you can go by car to Naples.

Things to do in Tampa

Wildlife Outdoors Tours
Highlights from your plan
Fishing Charters & Tours
Lettuce Lake Regional Park ©
Lettuce Lake Regional Park
Room Escape Games

3
nights
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. You'll discover tucked-away gems like Lowdermilk Beach and Fifth Avenue South. Take a break from Naples with a short trip to Bowman's Beach in Sanibel Island, about 1h 05 min away. There's lots more to do: enjoy the sand and surf at Clam Pass Park, cast your line with a fishing tour, admire the natural beauty at Naples Botanical Garden, and relax and rejuvenate at some of the best spas.

To find other places to visit, more things to do, and more tourist information, go to the Naples trip website .

You can drive from Tampa to Naples in 3 hours. Another option is to take a bus. In January, daytime highs in Naples are 28°C, while nighttime lows are 17°C. Cap off your sightseeing on the 8th (Wed) early enough to travel to Key West.

Things to do in Naples

Outdoors Parks Beaches

Side Trip

Bowman's Beach
Highlights from your plan
Bowman's Beach ©
Bowman's Beach
Lowdermilk Beach ©
Lowdermilk Beach
Spas

2
nights
Key West

Key West ©
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.
Start off your visit on the 9th (Thu): explore the wealth of natural beauty at Dry Tortugas National Park. Keep things going the next day: see the interesting displays at The Ernest Hemingway Home and Museum, relax and rejuvenate at some of the best spas, then sample the fine beverages at Key West Distilling, and finally glide peacefully along the water with some of the best stand-up paddleboarding in the area.

To see where to stay, more things to do, and tourist information, go to the Key West travel route app .

You can ride a ferry from Naples to Key West in 3 hours. Other options are to drive; or take a bus. Expect somewhat warmer evenings in Key West when traveling from Naples in January, with lows around 22°C. Finish your sightseeing early on the 10th (Fri) to allow enough time to take a bus to Big Pine Key.

Things to do in Key West

Nature Parks Museums
Highlights from your plan
Dry Tortugas National Park ©
Dry Tortugas National Park
Spas
Key West Distilling ©
Key West Distilling

1
night
Big Pine Key

Big Pine Key ©
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 11th (Sat), kick back and relax at Sombrero Beach, then look for all kinds of wild species at The Turtle Hospital, and then immerse yourself in nature at Bahia Honda State Park.

For other places to visit, reviews, maps, and more tourist information, read our Big Pine Key day trip app .

Take a bus from Key West to Big Pine Key in an hour. Alternatively, you can drive. In January, daytime highs in Big Pine Key are 29°C, while nighttime lows are 22°C. Finish your sightseeing early on the 11th (Sat) to allow enough time to drive to Miami Beach.

Things to do in Big Pine Key

Parks Beaches Outdoors

Side Trip

Marathon
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sombrero Beach ©
Sombrero Beach
The Turtle Hospital ©
The Turtle Hospital

3
nights
Miami Beach

Miami Beach ©
Separated by water from the neighboring city of Miami, Miami Beach sits on a barrier island between Biscayne Bay and the Atlantic Ocean.
You'll explore the less-touristy side of things at Hollywood Beach and Food Tours. Next up on the itinerary: get to know the fascinating history of Art Deco Historic District, appreciate the history behind Holocaust Memorial, wander the streets of Collins Avenue, and take in the exciting artwork at Britto Central.

To find other places to visit, where to stay, traveler tips, and more tourist information, refer to the Miami Beach trip planner .

Getting from Big Pine Key to Miami Beach by car takes about 3 hours. Other options: fly; or take a bus. In January, daily temperatures in Miami Beach can reach 29°C, while at night they dip to 20°C. Wrap up your sightseeing on the 14th (Tue) early enough to travel back home.

Things to do in Miami Beach

Parks Beaches Outdoors

Side Trips

Hollywood Beach, Bill Baggs Cape Florida State Park
Highlights from your plan
Hollywood Beach ©
Hollywood Beach
Bill Baggs Cape Florida State Park ©
Art Deco Historic District ©
Art Deco Historic District

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