14 days in Southwest Florida Itinerary

14 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida travel route planner

Plan created by another user. Make it yours

Route & dates

1
Sanibel Island
— 2 nights
2
Marco Island
— 3 nights
3
Naples
— 6 nights
4
Siesta Key
— 2 nights

2
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Attractions like J.N. "Ding" Darling National Wildlife Refuge and Whitney's Bait and Tackle make great kid-friendly stops. Step out of Sanibel Island with an excursion to Captiva Chapel By-The-Sea in Captiva Island--about 32 minutes away. There's lots more to do: tour the pleasant surroundings at Bowman's Beach, get lost in a book at Sanibel Public Library, stroll around Pond Apple Park, and enjoy the sand and surf at Captiva Beach.

For ratings, other places to visit, maps, and more tourist information, read Sanibel Island trip itinerary builder site.

Durham to Sanibel Island is an approximately 6.5-hour flight. You can also drive; or do a combination of train, bus, and taxi. In July, daytime highs in Sanibel Island are °F, while nighttime lows are °F. Wrap up your sightseeing on the 26th (Sun) to allow time to drive to Marco Island.

Things to do in Sanibel Island

Parks Outdoors Wildlife

Side Trip

Captiva Island
Highlights from your plan
J.N. ©
Bowman's Beach ©
Bowman's Beach
Sanibel Public Library ©
Sanibel Public Library

3
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. Attractions like Dolphin & Whale Watching and Keewaydin Island make great kid-friendly stops. The adventure continues: tour the pleasant surroundings at Tigertail Beach, partake in some friendly competition at Xtreme Escape Game, contemplate the waterfront views at Capri Paddlecraft Park, and don't miss a visit to Marco Island Center for the Arts.

To plan Marco Island vacation without wasting time, ask Inspirock to design an itinerary.

Getting from Sanibel Island to Marco Island by car takes about 2 hours. Expect a daytime high around °F in July, and nighttime lows around °F. Finish up your sightseeing early on the 29th (Wed) so you can go by car to Naples.

Things to do in Marco Island

Parks Outdoors Beaches
Highlights from your plan
Dolphin & Whale Watching
Tigertail Beach ©
Tigertail Beach
Keewaydin Island ©
Keewaydin Island

6
nights
Naples

Naples ©
Bring the kids along to Naples Pier and Lovers Key State Park. Get out of town with these interesting Naples side-trips: Fort Myers Beach (Fort Myers Beach Public Library, Dolphin & Whale Watching, &more), Cullum’s Bonita Trail (in Bonita Springs) and Fort Myers (IMAG History & Science Center, Edison and Ford Winter Estates, &more).

To see traveler tips, photos, maps, and other tourist information, read our Naples trip itinerary site.

Traveling by car from Marco Island to Naples takes an hour. In July, daytime highs in Naples are °F, while nighttime lows are °F. Wrap up your sightseeing on the 4th (Tue) early enough to drive to Siesta Key.

Things to do in Naples

Parks Wildlife Museums

Side Trips

Fort Myers Beach, Fort Myers, Cullum’s Bonita Trail
Highlights from your plan
Naples Pier ©
Naples Pier
Fort Myers Beach ©
Fort Myers Beach
Dolphin & Whale Watching

2
nights
Siesta Key

Siesta Key ©
Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Kick off your visit on the 5th (Wed): look for all kinds of wild species at Myakka River State Park, tour the pleasant surroundings at Siesta Key Beach, and then walk around Siesta Beach. Here are some ideas for day two: get up close and personal with brilliant marine life at Mote Marine Laboratory & Aquarium and then take an in-depth tour of The Ringling.

To find ratings, other places to visit, traveler tips, and tourist information, read Siesta Key trip tool.

You can drive from Naples to Siesta Key in 2 hours. Alternatively, you can take a bus. August in Siesta Key sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 6th (Thu) early enough to travel back home.

Things to do in Siesta Key

Parks Outdoors Beaches

Side Trip

Sarasota
Highlights from your plan
Siesta Beach ©
Siesta Beach
The Ringling ©
The Ringling
Mote Marine Laboratory & Aquarium ©
Mote Marine Laboratory & Aquarium