7 days in Southwest Florida Itinerary

7 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida trip itinerary maker

Plan created by another user. Make it yours
1
Sanibel Island
— 1 day
2
Marco Island
— 1 night
3
Naples
— 3 nights
4
Sarasota
— 2 nights

S M T W T F S
27
28
29
30
31
1
2

1
day
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 27th (Sun): identify plant and animal life at J.N. "Ding" Darling National Wildlife Refuge and then visit a coastal fixture at Sanibel Island Lighthouse.

For maps, photos, where to stay, and other tourist information, you can read our Sanibel Island trip planner.

Chicago to Sanibel Island is an approximately 5.5-hour flight. You can also drive; or do a combination of bus, subway, and taxi. Traveling from Chicago to Sanibel Island, you'll lose 1 hour due to the time zone difference. Traveling from Chicago in December, things will get warmer in Sanibel Island: highs are around 80°F and lows about 62°F. Cap off your sightseeing on the 27th (Sun) early enough to go by car to Marco Island.

Things to do in Sanibel Island

Parks · Wildlife · Historic Sites
Highlights from your plan
J.N. ©
Sanibel Island Lighthouse ©
Sanibel Island Lighthouse

1
night
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 28th (Mon): enjoy the sand and surf at Tigertail Beach, kick back and relax at South Marco Beach, and then get some thrills out on the water with a waterskiing or jet-skiing adventure.

For traveler tips, where to stay, more things to do, and tourist information, use the Marco Island trip builder site.

Drive from Sanibel Island to Marco Island in 2 hours. Alternatively, you can do a combination of taxi and bus. In December in Marco Island, expect temperatures between 80°F during the day and 61°F at night. Finish your sightseeing early on the 28th (Mon) to allow enough time to drive to Naples.

Things to do in Marco Island

Outdoors · Beaches · Parks
Highlights from your plan
Waterskiing & Jetskiing
Tigertail Beach ©
Tigertail Beach
South Marco Beach ©
South Marco Beach

3
nights
Naples

Get out of town with these interesting Naples side-trips: Lovers Key State Park (in Fort Myers Beach), Fort Myers (Six Mile Cypress Slough Preserve & Edison and Ford Winter Estates) and Fishing Charters & Tours (in Punta Gorda).

To find more things to do, ratings, traveler tips, and other tourist information, go to the Naples trip builder site.

You can drive from Marco Island to Naples in an hour. Alternatively, you can take a bus. December in Naples sees daily highs of 80°F and lows of 63°F at night. Finish your sightseeing early on the 31st (Thu) so you can drive to Sarasota.

Things to do in Naples

Parks · Wildlife · Museums

Side Trips

Fort Myers, Veterans Memorial Park, Lovers Key State Park, Fishing Charters & Tours
Highlights from your plan
Fishing Charters & Tours
Naples Pier ©
Naples Pier
Edison and Ford Winter Estates ©
Edison and Ford Winter Estates

2
nights
Sarasota

Sarasota ©
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. On the 1st (Fri), explore the different monuments and memorials at Sarasota National Cemetery, enjoy the sand and surf at Siesta Beach, and then glide peacefully along the water with some of the best stand-up paddleboarding in the area. Here are some ideas for day two: sample the fine beverages at Siesta Key Rum, admire the masterpieces at The Ringling, and then buy something for everyone on your list at St. Armands Circle.

To find other places to visit, ratings, more things to do, and other tourist information, you can read our Sarasota trip itinerary builder website.

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. December in Sarasota sees daily highs of 78°F and lows of 59°F at night. Wrap up your sightseeing on the 2nd (Sat) early enough to travel back home.

Things to do in Sarasota

Outdoors · Shopping · Tours

Side Trip

Siesta Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
The Ringling ©
The Ringling
Stand-Up Paddleboarding