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.

Things to do in Fort Myers Beach

Parks · Outdoors · Museums · Beaches

Side Trips

Sanibel Island

— 2 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kick off your visit on the 24th (Fri): get outside with Whitney's Bait and Tackle, then visit a coastal fixture at Sanibel Island Lighthouse, and then stop by 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 stroll through 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.

Things to do in Sanibel Island

Parks · Outdoors · Spas · Beaches

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.

Things to do in Siesta Key

Outdoors · Parks · Tours · Museums

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.

Things to do in Anna Maria

Outdoors · Parks · Beaches · 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 adventure, wildlife, and beaches. Your trip includes some of its best attractions: get a new perspective on things with Boat Tours & Water Sports, stop by Keep In Touch, indulge in some personalized pampering at some of the best spas, and enjoy the sand and surf at Tigertail Beach.

To see reviews, maps, more things to do, and more tourist information, read our Marco Island route app.

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 in Marco Island, expect temperatures between 89°F during the day and 74°F at night. Wrap up your sightseeing on the 2nd (Sat) to allow time to drive to Everglades City.

Things to do in Marco Island

Parks · Outdoors · Beaches · Wildlife

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.

Things to do in Everglades City

Outdoors · Parks · Museums · Shopping

Side Trip