26 days in Florida Itinerary

26 days in Florida Itinerary

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26 days in Florida Itinerary

Toronto
Fly + bus:  10​h 30​min
St. Augustine
— 4 nights
Drive:  1​h 30​min
Amelia Island
— 1 night
+3
taxi + Fly + bus + taxi:  5​h
Marco Island
— 3 nights
Drive:  1​h 15​min
Fort Myers Beach
— 2 nights
Drive:  30​min
Sanibel Island
— 3 nights
taxi + Fly:  2​h 45​min
Key West
— 5 nights
Drive:  1​h 15​min
Marathon
— 4 nights
Drive:  45​min
Islamorada
— 3 nights
shuttle + Fly:  8​h 15​min
Toronto

4
days
St. Augustine

St. Augustine ©
St. You'll discover tucked-away gems like Fort Matanzas National Monument and Market To Market. Relax by the water at St. Augustine Beach and Beach at Daytona Beach. Explore the numerous day-trip ideas around St. Augustine: Ponce Inlet (Ponce de Leon Inlet Lighthouse & Museum & Ponce Preserve) and Santa Maria del Mar Catholic Church (in Flagler Beach). There's still lots to do: sample the fine beverages at St. Augustine Distillery.

For ratings, other places to visit, and other tourist information, you can read our St. Augustine travel itinerary planner.

Toronto, Canada to St. Augustine is an approximately 10.5-hour flight. You can also drive. Traveling from Toronto in November, expect St. Augustine to be much warmer, temps between 26°C and 17°C. Finish up your sightseeing early on the 17th (Fri) so you can go by car to Amelia Island.

Things to do in St. Augustine

Parks Historic Sites Outdoors

Side Trips

Ponce Inlet, Santa Maria del Mar Catholic Church, Beach at Daytona Beach
Accommodations
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Fort Matanzas National Monument
Fort Matanzas National Monument
Beach at Daytona Beach ©
Beach at Daytona Beach

few
hours
Amelia Island

Amelia Island ©
The southernmost Sea Island off the coast of Florida, Amelia Island takes its name from Princess Amelia of England.
To find maps, other places to visit, ratings, and tourist information, read our Amelia Island travel itinerary planner.

Traveling by car from St. Augustine to Amelia Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi. In November in Amelia Island, expect temperatures between 25°C during the day and 15°C at night. Wrap up your sightseeing by early afternoon on the 18th (Sat) to allow time for travel to Marco Island.

Things to do in Amelia Island

Parks Nature Historic Sites
Accommodations
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Fort Clinch State Park ©
Fort Clinch State Park

3
days
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. Do some cultural sightseeing at Marco Island Historical Museum and Fifth Avenue South. Get outdoors at Parasailing & Paragliding and Lowdermilk Beach. Next up on the itinerary: enjoy the sand and surf at Tigertail Beach and get some thrills out on the water with a waterskiing or jet-skiing adventure.

To see traveler tips, where to stay, maps, and other tourist information, you can read our Marco Island itinerary planner.

Do a combination of taxi, flight, and bus from Amelia Island to Marco Island in 5 hours. Alternatively, you can drive; or do a combination of taxi and bus. Expect a bit warmer weather when traveling from Amelia Island in November: highs in Marco Island hover around 30°C, while lows dip to 18°C. Finish up your sightseeing early on the 21st (Tue) so you can go by car to Fort Myers Beach.

Things to do in Marco Island

Outdoors Parks Beaches

Side Trip

Naples
Accommodations
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Waterskiing & Jetskiing
Tigertail Beach ©
Tigertail Beach
Parasailing & Paragliding

2
days
Fort Myers Beach

Fort Myers Beach ©
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. On the 22nd (Wed), take in nature's colorful creations at Edison and Ford Winter Estates and then tour the pleasant surroundings at Fort Myers Beach. Get ready for a full day of sightseeing on the next day: immerse yourself in nature at Lovers Key State Park and then make a trip to Times Square.

For traveler tips, photos, maps, and other tourist information, use the Fort Myers Beach vacation planner.

Drive from Marco Island to Fort Myers Beach in 1.5 hours. Alternatively, you can ride a ferry. Expect a daytime high around 31°C in November, and nighttime lows around 19°C. Wrap up your sightseeing on the 23rd (Thu) to allow time to drive to Sanibel Island.

Things to do in Fort Myers Beach

Parks Outdoors Beaches

Side Trip

Edison and Ford Winter Estates
Accommodations
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Fort Myers Beach ©
Fort Myers Beach
Lovers Key State Park ©
Lovers Key State Park
Edison and Ford Winter Estates
Edison and Ford Winter Estates

3
days
Sanibel Island

Sanibel Island ©
Get outdoors at Captiva Beach and Bowman's Beach. You'll discover tucked-away gems like Blind Pass Beach Park and The Bailey-Matthews National Shell Museum.

For where to stay, traveler tips, reviews, and tourist information, use the Sanibel Island vacation planner.

Sanibel Island is just a stone's throw from Fort Myers Beach. In November, plan for daily highs up to 32°C, and evening lows to 19°C. Wrap up your sightseeing by early afternoon on the 26th (Sun) to allow time for travel to Key West.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trip

Captiva Beach
Accommodations
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Bowman's Beach ©
Bowman's Beach
Captiva Beach ©
Captiva Beach
Blind Pass Beach Park ©
Blind Pass Beach Park

5
days
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.
Discover out-of-the-way places like Dolphin & Whale Watching and Key West Lighthouse and Keeper's Quarters Museum. Visiting Scuba & Snorkeling and The Schooner Wolf - Private Charters will get you outdoors. Spend the 27th (Mon) exploring nature at Dry Tortugas National Park. There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, explore the different monuments and memorials at Key West Cemetery, steep yourself in history at Fort Zachary Taylor, and see the interesting displays at Mel Fisher Maritime Museum.

To see more things to do, where to stay, ratings, and tourist information, read our Key West trip itinerary builder.

Do a combination of taxi and flight from Sanibel Island to Key West in 3 hours. Alternatively, you can do a combination of taxi and ferry; or drive. Expect somewhat warmer evenings in Key West when traveling from Sanibel Island in November, with lows around 25°C. Cap off your sightseeing on the 1st (Fri) early enough to go by car to Marathon.

Things to do in Key West

Outdoors Tours Adventure
Accommodations
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Waterskiing & Jetskiing
Scuba & Snorkeling
Dolphin & Whale Watching

4
days
Marathon

Marathon ©
A tiny city just 16 km (10 mi) long, Marathon is spread across several islands in the middle of the Florida Keys.
Explore hidden gems such as Dolphin Research Center and Crane Point Museum & Nature Center. Take a break from the city and head to Scuba & Snorkeling and The Turtle Hospital. And it doesn't end there: snap pictures at Seven Mile Bridge, have fun at The Art Studio, stroll through Sombrero Beach, and see what you can catch with a fishing tour.

To find where to stay, other places to visit, photos, and other tourist information, use the Marathon vacation trip planner.

You can drive from Key West to Marathon in 1.5 hours. Alternatively, you can take a bus. In December, daytime highs in Marathon are 31°C, while nighttime lows are 24°C. Wrap up your sightseeing on the 5th (Tue) to allow time to drive to Islamorada.

Things to do in Marathon

Outdoors Parks Wildlife

Side Trip

Bahia Honda State Park
Accommodations
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Sombrero Beach ©
Sombrero Beach
Dolphin Research Center ©
Dolphin Research Center
Bahia Honda State Park ©
Bahia Honda State Park

3
days
Islamorada

Islamorada
Islamorada, long recognized as one of the world's top spots for sport fishing, encompasses six islands in the Florida Keys.
Escape the urban bustle at Florida Keys Wild Bird Rehabilitation Center and A Lil' Tail Charters. Satisfy your inner culture vulture at History of Diving Museum and Michelle Nicole Lowe Art Gallery. There's still lots to do: head outdoors with Takedown Charters, sample the tasty concoctions at Islamorada Beer Company Brewery and Tasting Room, take in the exciting artwork at Old Road Gallery, and see what you can catch with Robbie's of Islamorada.

To find reviews, more things to do, maps, and more tourist information, refer to the Islamorada online itinerary creator.

You can drive from Marathon to Islamorada in an hour. Alternatively, you can take a shuttle; or take a bus. In December in Islamorada, expect temperatures between 29°C during the day and 22°C at night. Wrap up your sightseeing on the 8th (Fri) to allow time to travel back home.

Things to do in Islamorada

Outdoors Wildlife Adventure

Side Trip

Florida Keys Wild Bird Rehabilitation Center
Accommodations
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A Lil' Tail Charters
A Lil' Tail Charters
History of Diving Museum
History of Diving Museum

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