16 days in Florida Itinerary

16 days in Florida Itinerary

Created using Inspirock Florida trip planner

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Route & dates

16 days in Florida Itinerary

Start: Toronto
Fly:  6​h 30​min
1
Miami Beach
— 1 night
Drive:  1​h 30​min
2
Key Largo
— 2 nights
Drive:  1​h 15​min
3
Marathon
— 2 nights
bus:  1​h 15​min
4
Key West
— 2 nights
ferry:  2​h 30​min
5
Marco Island
— 2 nights
Drive:  45​min
6
Naples
— 1 night
Drive:  4​h 15​min
7
Crystal River
— 1 night
Drive:  2​h 45​min
8
St. Augustine
— 4 nights
bus + Fly:  7​h 30​min
End: Toronto

1
night
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.
To find reviews, traveler tips, more things to do, and other tourist information, read our Miami Beach day trip planning site .

Toronto, Canada to Miami Beach is an approximately 6.5-hour flight. You can also do a combination of flight and train; or drive. Prepare for much hotter weather when traveling from Toronto in December: high temperatures in Miami Beach hover around 32°C and lows are around 23°C. Finish your sightseeing early on the 15th (Sun) so you can drive to Key Largo.

Things to do in Miami Beach

Shopping Neighborhoods Historic Sites

Side Trips

Aventura Mall, Lock & Load Museum
Highlights from your plan
Lock & Load Museum ©
Lock & Load Museum
Aventura Mall ©
Aventura Mall
Lincoln Road ©
Lincoln Road

2
nights
Key Largo

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.
On the 16th (Mon), glide through the air with a parasailing or paragliding tour, then discover the deep blue sea with a scuba or snorkeling tour, then cast your line with a fishing tour, and finally identify plant and animal life at Florida Keys Wild Bird Rehabilitation Center. On your second day here, look for all kinds of wild species at Molasses Reef, identify plant and animal life at Everglades Alligator Farm, and then trek along Anhinga Trail.

To find more things to do, ratings, and other tourist information, read Key Largo trip itinerary maker .

Drive from Miami Beach to Key Largo in 1.5 hours. Alternatively, you can take a bus. December in Key Largo sees daily highs of 30°C and lows of 22°C at night. Wrap up your sightseeing on the 17th (Tue) to allow time to drive to Marathon.

Things to do in Key Largo

Wildlife Outdoors Tours

Side Trips

Islamorada, Everglades Alligator Farm, Anhinga Trail
Highlights from your plan
Scuba & Snorkeling
Anhinga Trail ©
Anhinga Trail
Molasses Reef ©
Molasses Reef

2
nights
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
On the 18th (Wed), identify plant and animal life at Dolphin Research Center, stroll through Bahia Honda State Park, snap pictures at Seven Mile Bridge, then look for all kinds of wild species at The Turtle Hospital, and finally take in the exciting artwork at Shady Palm Art Gallery & Photography. Keep things going the next day: paddle through the water with a kayaking and canoeing tour, then enjoy the sand and surf at Sombrero Beach, then identify plant and animal life at Crane Point Museum & Nature Center, and finally cast your line with a fishing tour.

To see more things to do, maps, photos, and tourist information, read our Marathon trip planner .

Traveling by car from Key Largo to Marathon takes 1.5 hours. Alternatively, you can take a bus. In December, daytime highs in Marathon are 31°C, while nighttime lows are 25°C. Wrap up your sightseeing on the 19th (Thu) to allow time to take a bus to Key West.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trip

Bahia Honda State Park
Highlights from your plan
Dolphin Research Center ©
Dolphin Research Center
Kayaking & Canoeing
Crane Point Museum & Nature Center ©

2
nights
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.
Kick off your visit on the 20th (Fri): explore the wealth of natural beauty at Dry Tortugas National Park. Get ready for a full day of sightseeing on the next day: discover the deep blue sea with a scuba or snorkeling tour, then see majestic marine mammals with a dolphin and whale watching tour, then view the masterpieces at 7 Artists & Friends, and finally enjoy the sea views from Key West Lighthouse and Keeper's Quarters Museum.

Discover how to plan a Key West trip in just a few steps with Inspirock's itinerary builder.

You can take a bus from Marathon to Key West in 1.5 hours. Alternatively, you can drive. Expect a daytime high around 30°C in December, and nighttime lows around 25°C. Finish your sightseeing early on the 21st (Sat) to allow enough time to ride a ferry to Marco Island.

Things to do in Key West

Outdoors Nature Parks
Highlights from your plan
Dolphin & Whale Watching
Dry Tortugas National Park ©
Dry Tortugas National Park

2
nights
Marco Island

Marco Island is a city in Collier County, Florida, United States, located on an island by the same name in the Gulf of Mexico off the coast of Southwest Florida. Start off your visit on the 22nd (Sun): look for gifts at Keep In Touch, then see majestic marine mammals with a dolphin and whale watching tour, then take a tour by water with Boat Tours & Water Sports, and finally look for all kinds of wild species at Wildlife Areas. On the next day, cast your line with a fishing tour, then get interesting insight from Tours, then glide through the air with a parasailing or paragliding tour, and finally indulge in some personalized pampering at some of the best spas.

To find where to stay, other places to visit, and other tourist information, read our Marco Island road trip planning site .

You can ride a ferry from Key West to Marco Island in 2.5 hours. Another option is to drive. Traveling from Key West in December, expect slightly colder with lows of 19°C in Marco Island. Finish up your sightseeing early on the 23rd (Mon) so you can go by car to Naples.

Things to do in Marco Island

Outdoors Tours Wildlife

Side Trip

Speed Boats Tours
Highlights from your plan
Stand-Up Paddleboarding
Fishing Charters & Tours
Waterskiing & Jetskiing

1
night
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Start off your visit on the 24th (Tue): admire the natural beauty at Naples Botanical Garden, then identify plant and animal life at Audubon Corkscrew Swamp Sanctuary, then stroll through Lowdermilk Beach, and finally wander the streets of Fifth Avenue South.

Planning Naples trip won't be overwheling when you use's Insprock itinerary maker.

Drive from Marco Island to Naples in an hour. In December in Naples, expect temperatures between 31°C during the day and 20°C at night. Finish your sightseeing early on the 24th (Tue) so you can drive to Crystal River.

Things to do in Naples

Parks Beaches Outdoors
Highlights from your plan
Corkscrew Swamp ©
Corkscrew Swamp
Fifth Avenue South ©
Fifth Avenue South
Naples Botanical Garden ©
Naples Botanical Garden

1
night
Crystal River

Crystal River ©
The jewel of Florida's Nature Coast, Crystal River spreads around spring-fed Kings Bay, known for maintaining a constant 22 C (72 F) temperature all year long.
On the 25th (Wed), identify plant and animal life at Three Sisters Springs, look for all kinds of wild species at Wildlife Areas, and then find your balance on the water with some of the best stand-up paddleboarding in the area.

For photos, reviews, where to stay, and tourist information, go to the Crystal River sightseeing planner .

Traveling by car from Naples to Crystal River takes 4.5 hours. Alternatively, you can take a bus; or take a bus. Expect little chillier temperatures when traveling from Naples in December; daily highs in Crystal River reach 27°C and lows reach 13°C. Finish up your sightseeing early on the 25th (Wed) so you can go by car to St. Augustine.

Things to do in Crystal River

Outdoors Tours Wildlife
Highlights from your plan
Three Sisters Springs ©
Three Sisters Springs
Scuba & Snorkeling
Stand-Up Paddleboarding

4
nights
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. Get some cultural insight at Fort Matanzas National Monument and Stetson Mansion. You'll discover tucked-away gems like Lightner Museum and Cathedral Basilica of St. Augustine. Explore St. Augustine's surroundings by going to Ponce de Leon Inlet Lighthouse & Museum (in Ponce Inlet) and Beach at Daytona Beach (in Daytona Beach). Next up on the itinerary: tour the pleasant surroundings at St. Augustine Beach, identify plant and animal life at St. Augustine Alligator Farm Zoological Park, and see the interesting displays at St. Augustine Pirate & Treasure Museum.

To find other places to visit, maps, photos, and tourist information, you can read our St. Augustine trip tool .

You can drive from Crystal River to St. Augustine in 3 hours. Another option is to take a bus. December in St. Augustine sees daily highs of 24°C and lows of 15°C at night. On the 29th (Sun), you'll travel back home.

Things to do in St. Augustine

Parks Historic Sites Nature

Side Trips

Stetson Mansion, Beach at Daytona Beach, Ponce de Leon Inlet Lighthouse & Museum
Highlights from your plan
Stetson Mansion ©
Stetson Mansion
Cathedral Basilica of St. Augustine ©
Lightner Museum ©
Lightner Museum

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