5 days in Southwest Florida Itinerary

5 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida trip planner

Plan created by another user. Make it yours

Route & dates

1
Sanibel Island
— 1 night
2
Naples
— 1 night
3
Sarasota
— 2 nights

1
night
Sanibel Island

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kick off your visit on the 1st (Sat): see the interesting displays at The Bailey-Matthews National Shell Museum, stroll around Pond Apple Park, and then take a memorable tour with Tours. On your second day here, stop by Gene's Bookstore, thenidentify plant and animal life at J.N. "Ding" Darling National Wildlife Refuge, and then kick back and relax at Bowman's Beach.

For ratings, more things to do, where to stay, and tourist information, read our Sanibel Island trip itinerary planning app.

Thomaston to Sanibel Island is an approximately 5.5-hour combination of car and flight. August in Sanibel Island sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 2nd (Sun) to allow enough time to drive to Naples.

Things to do in Sanibel Island

Parks Wildlife Outdoors

Side Trip

Boat Tours & Water Sports
Highlights from your plan
Boat Tours & Water Sports
J.N. ©
Bowman's Beach ©
Bowman's Beach

1
night
Naples

Naples ©
Start off your visit on the 3rd (Mon): see majestic marine mammals with a dolphin and whale watching tour, thenget to know the resident critters at Naples Zoo at Caribbean Gardens, and then take in the waterfront at Naples Pier.

For photos, traveler tips, and more tourist information, read Naples trip planner.

You can drive from Sanibel Island to Naples in 1.5 hours. In August, plan for daily highs up to °F, and evening lows to °F. Finish your sightseeing early on the 3rd (Mon) to allow enough time to drive to Sarasota.

Things to do in Naples

Outdoors Wildlife Tours

Side Trip

Dolphin & Whale Watching
Highlights from your plan
Naples Pier ©
Naples Pier
Dolphin & Whale Watching
Naples Zoo at Caribbean Gardens ©
Naples Zoo at Caribbean Gardens

2
nights
Sarasota

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Start off your visit on the 4th (Tue): stop by Sarasota Architectural Salvage - Downtown, observe the fascinating underwater world at Mote Marine Laboratory & Aquarium, thentour the pleasant surroundings at Marie Selby Botanical Gardens, and finally enjoy the sand and surf at Siesta Beach. Get ready for a full day of sightseeing on the next day: find your balance on the water with some of the best stand-up paddleboarding in the area, thensee the interesting displays at The Ringling, and then sample the fine beverages at Siesta Key Rum.

For where to stay, more things to do, other places to visit, and other tourist information, read our Sarasota trip itinerary planner.

Drive from Naples to Sarasota in 2 hours. Alternatively, you can take a bus. August in Sarasota sees daily highs of °F and lows of °F at night. Finish your sightseeing early on the 5th (Wed) so you can travel back home.

Things to do in Sarasota

Parks Outdoors Museums

Side Trip

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

Similar Plans

8 days in Southwest Florida BY A USER FROM UNITED STATES July, teens, kids, relaxing, beaches, popular sights Preferences: July, teens, kids, relaxing, beaches Attraction style: Popular sights Pace: Medium 8 days in Southwest Florida BY A USER FROM UNITED STATES July, teens, popular sights Preferences: July, teens Attraction style: Popular sights Pace: Medium 8 days in Northwest Florida & Southwest Florida BY A USER FROM UNITED STATES August, teens, popular sights Preferences: August, teens Attraction style: Popular sights Pace: Medium 14 days in Southwest Florida BY A USER FROM UNITED STATES July, teens, kids, popular sights Preferences: July, teens, kids Attraction style: Popular sights Pace: Medium 14 days in Southwest Florida BY A USER FROM UNITED STATES May, teens, popular sights Preferences: May, teens Attraction style: Popular sights Pace: Medium 11 days in Southwest Florida BY A USER FROM UNITED STATES October, popular sights Preferences: October Attraction style: Popular sights Pace: Medium 3 days in Southwest Florida BY A USER FROM UNITED STATES May, popular sights Preferences: May Attraction style: Popular sights Pace: Medium 60 days in Southwest Florida BY A USER FROM UNITED STATES May, popular sights Preferences: May Attraction style: Popular sights Pace: Medium 30 days in United States BY A USER FROM UNITED STATES June, teens, hidden gems Preferences: June, teens Attraction style: Hidden gems Pace: Medium 31 days in Southwest Florida & San Francisco BY A USER FROM UNITED STATES July, popular sights Preferences: July Attraction style: Popular sights Pace: Medium 5 days in Southwest Florida BY A USER FROM UNITED STATES August, teens, kids, popular sights Preferences: August, teens, kids Attraction style: Popular sights Pace: Medium 5 days in Southwest Florida BY A USER FROM UNITED STATES July, teens, popular sights Preferences: July, teens Attraction style: Popular sights Pace: Medium
See more plans