15 days in Southwest Florida Itinerary

15 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida itinerary planner
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Make it your trip
Fly to Southwest Florida International Airport, Drive to Fort Myers Beach
1
Fort Myers Beach
— 3 nights
Drive
2
Sanibel Island
— 2 nights
Drive
3
Siesta Key
— 3 nights
Drive
4
Anna Maria, Anna Maria Island
— 1 night
Drive
5
Marco Island
— 3 nights
Drive
6
Everglades City
— 2 nights
Drive to Miami International Airport, Fly to Kalamazoo

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Fort Myers Beach — 3 nights

Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Get out of town with these interesting Fort Myers Beach side-trips: Edison and Ford Winter Estates (in Fort Myers) and Naples (Lowdermilk Beach, Naples Pier, &more). There's much more to do: kick back and relax at Fort Myers Beach, tour the pleasant surroundings at Lovers Key State Park, shop like a local with Harbour View Gallery, and indulge in some personalized pampering at some of the best spas.

To see more things to do, photos, where to stay, and other tourist information, read Fort Myers Beach trip planning app.

Kalamazoo to Fort Myers Beach is an approximately 7.5-hour combination of flight and car. You can also drive. Traveling from Kalamazoo in September, expect Fort Myers Beach to be somewhat warmer, temps between 90°F and 74°F. Wrap up your sightseeing on the 23rd (Thu) to allow time to drive to Sanibel Island.
Parks · Outdoors · Museums · Beaches
Side Trips

Sanibel Island — 2 nights

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Start off your visit on the 24th (Fri): cast your line with Whitney's Bait and Tackle, visit a coastal fixture at Sanibel Island Lighthouse, and then look for gifts at Three Crafty Ladies. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at J.N. "Ding" Darling National Wildlife Refuge, then soothe aching muscles at some of the top local wellness centers, and then kick back and relax at Bowman's Beach.

To find ratings, where to stay, traveler tips, and other tourist information, you can read our Sanibel Island day trip planning website.

Sanibel Island is just a short distance from Fort Myers Beach. In September, daytime highs in Sanibel Island are 90°F, while nighttime lows are 74°F. Finish your sightseeing early on the 25th (Sat) to allow enough time to drive to Siesta Key.
Parks · Wildlife · Outdoors · Spas

Siesta Key — 3 nights

Siesta Key draws most of its visitors with soft, white-quartz sand beaches and translucent ocean water.
Explore Siesta Key's surroundings by going to Venice Fishing Pier (in Venice) and Horseback Riding Tours (in Bradenton). Next up on the itinerary: enjoy the sand and surf at Siesta Beach, don't miss a visit to Siesta Key Village, glide peacefully along the water with some of the best stand-up paddleboarding in the area, and observe the fascinating underwater world at Mote Marine Laboratory & Aquarium.

For photos, reviews, maps, and tourist information, use the Siesta Key tour itinerary planning website.

Traveling by car from Sanibel Island to Siesta Key takes 2 hours. Alternatively, you can do a combination of taxi and bus. In September in Siesta Key, expect temperatures between 89°F during the day and 74°F at night. Wrap up your sightseeing on the 28th (Tue) early enough to drive to Anna Maria.
Outdoors · Parks · Tours · Adventure
Side Trips

Anna Maria, Anna Maria Island — 1 night

Anna Maria, is a city in Manatee County, Florida, United States. Start off your visit on the 29th (Wed): enjoy the sand and surf at Bean Point and then get up close to creatures of the deep with Anna Maria Island Dolphin Tours.

To find other places to visit, traveler tips, photos, and other tourist information, use the Anna Maria trip maker.

Traveling by car from Siesta Key to Anna Maria takes an hour. Alternatively, you can take a bus. In September, plan for daily highs up to 89°F, and evening lows to 74°F. Wrap up your sightseeing on the 29th (Wed) early enough to drive to Marco Island.
Outdoors · Parks · Tours · Wildlife

Marco Island — 3 nights

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. Marco Island is known for wildlife, adventure, and beaches. Your trip includes some of its best attractions: take a tour by water with Boat Tours & Water Sports, stop by Keep In Touch, tour the pleasant surroundings at Capri Paddlecraft Park, and relax and rejuvenate at some of the best spas.

To find reviews, traveler tips, more things to do, and more tourist information, use the Marco Island trip site.

Traveling by car from Anna Maria to Marco Island takes 3 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of bus and taxi. In September, plan for daily highs up to 89°F, and evening lows to 74°F. Finish your sightseeing early on the 2nd (Sat) so you can drive to Everglades City.
Parks · Outdoors · Wildlife · Beaches

Everglades City — 2 nights

Everglades City is a city in Collier County, Florida, United States, of which it is the former county seat. On the 3rd (Sun), tour the pleasant surroundings at Loop Road and then get a taste of the local shopping with Clyde Butcher's Big Cypress Gallery. On your second day here, surround yourself with nature on a nature and wildlife tour.

To see more things to do, other places to visit, maps, and tourist information, read our Everglades City trip itinerary builder app.

Drive from Marco Island to Everglades City in an hour. In October, plan for daily highs up to 86°F, and evening lows to 68°F. On the 4th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.
Outdoors · Trails · Shopping · Parks
Side Trip