9 days in Florida Itinerary

9 days in Florida Itinerary

Created using Inspirock Florida travel route planner

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Route & dates

9 days in Florida Itinerary

Start: Saskatoon
Fly:  17​h
1
Sanibel Island
— 1 night
Drive:  1​h 15​min
2
Naples
— 1 night
Drive:  4​h 15​min
3
Marathon
— 2 nights
+2
shuttle + Fly + Drive:  6​h 15​min
4
St. Augustine
— 1 night
Fly:  16​h 30​min
End: Saskatoon

1
night
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 19th (Sat): kick back and relax at Captiva Beach, stroll through Bowman's Beach, and then admire the natural beauty at In The Garden. On the 20th (Sun), you'll have a packed day of sightseeing: savor the flavors at Sanibel Island Farmer's Market, then tour the pleasant surroundings at Fort Myers Beach, then browse the different shops at Periwinkle Place, and finally stop by Adventures In Paradise Outfitters.

For where to stay, reviews, photos, and other tourist information, read our Sanibel Island travel itinerary planner.

Saskatoon, Canada to Sanibel Island is an approximately 17-hour flight. The time zone difference when traveling from Saskatoon to Sanibel Island is 1 hour. Prepare for much warmer weather when traveling from Saskatoon in January: high temperatures in Sanibel Island hover around 28°C and lows are around 15°C. Cap off your sightseeing on the 20th (Sun) early enough to go by car to Naples.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Fort Myers Beach, Captiva Beach
Highlights from your plan
Sanibel Island Farmer's Market ©
Sanibel Island Farmer's Market
Fort Myers Beach ©
Fort Myers Beach
Captiva Beach ©
Captiva Beach

1
night
Naples

Naples ©
Naples is a city in Collier County, Florida, United States. Kick off your visit on the 21st (Mon): stroll through Lowdermilk Beach, then take a stroll through Fifth Avenue South, and then do a tasting at The Naples Winery.

To see other places to visit, traveler tips, and tourist information, read Naples trip itinerary builder tool .

You can drive from Sanibel Island to Naples in 1.5 hours. Expect a daytime high around 28°C in January, and nighttime lows around 17°C. Finish your sightseeing early on the 21st (Mon) so you can drive to Marathon.

Things to do in Naples

Outdoors Beaches Parks
Highlights from your plan
Fifth Avenue South ©
Fifth Avenue South
The Naples Winery ©
The Naples Winery

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.
Kick off your visit on the 22nd (Tue): enjoy the sand and surf at Bahia Honda State Park and then look for all kinds of wild species at The Turtle Hospital. Here are some ideas for day two: look for gifts at Bayshore Clothing, kick back and relax at Sombrero Beach, and then kick back and relax at Sunset Park Beach.

For photos, traveler tips, maps, and more tourist information, use the Marathon online trip planner .

You can drive from Naples to Marathon in 4.5 hours. Other options are to do a combination of bus and flight; or do a combination of bus and train. Expect somewhat warmer evenings in Marathon when traveling from Naples in January, with lows around 22°C. Finish your sightseeing early on the 23rd (Wed) to allow enough time to travel to St. Augustine.

Things to do in Marathon

Parks Outdoors Beaches

Side Trips

Bahia Honda State Park, Sunset Park Beach
Highlights from your plan
Bahia Honda State Park ©
Bahia Honda State Park
Sunset Park Beach ©
Sunset Park Beach
Sombrero Beach ©
Sombrero Beach

1
night
St. Augustine

St. Augustine ©
SAINT AUGUSTINE | PONTE VEDRA on Florida's Historic Coast The Nation's oldest city (est. On the 24th (Thu), make a trip to St. George Street, then admire all the interesting features of Flagler College, and then tour the pleasant surroundings at St. Augustine Beach. Get ready for a full day of sightseeing on the next day: take a stroll through Old City, look for gifts at Claude's Chocolate, then see the interesting displays at The Lightner Museum, and finally do a tasting at Vino Del Grotto Winery.

To see reviews, where to stay, photos, and other tourist information, read our St. Augustine road trip planning site .

Traveling by combination of shuttle, flight, and car from Marathon to St. Augustine takes 6.5 hours. Alternatively, you can drive; or do a combination of shuttle, flight, and bus. Traveling from Marathon in January, things will get little chillier in St. Augustine: highs are around 21°C and lows about 11°C. Wrap up your sightseeing on the 25th (Fri) to allow time to travel back home.

Things to do in St. Augustine

Outdoors Beaches Parks
Highlights from your plan
St. Augustine Beach ©
St. Augustine Beach
Claude's Chocolate ©
Claude's Chocolate
St. George Street ©
St. George Street

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