31 days in Southwest Florida Itinerary

31 days in Southwest Florida Itinerary

Make it your trip
Fly
1
Marco Island
— 6 nights
Drive
2
Naples
— 6 nights
Drive
3
Captiva Island
— 3 nights
Drive
4
Sanibel Island
— 5 nights
Drive
5
Sarasota
— 7 nights
Drive
6
Anna Maria, Anna Maria Island
— 3 nights
Drive

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Marco Island — 6 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. Family-friendly places like Dolphin & Whale Watching and Tigertail Beach will thrill your kids. Venture out of the city with trips to Ochopee (Ochopee Post Office, Clyde Butcher's Big Cypress Gallery, &more). Next up on the itinerary: kick back and relax at Keewaydin Island, make a trip to Marco Island Center for the Arts, get engrossed in the history at Marco Island Historical Museum, and tour the pleasant surroundings at South Marco Beach.

To see ratings, other places to visit, reviews, and tourist information, read Marco Island trip tool.

Orlando to Marco Island is an approximately 2.5-hour flight. You can also drive; or do a combination of train, bus, and taxi. Expect a daytime high around 91°F in July, and nighttime lows around 75°F. Cap off your sightseeing on the 7th (Thu) early enough to go by car to Naples.
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Parks · Outdoors · Wildlife · Beaches
Side Trip

Naples — 6 nights

Kids will enjoy Naples Pier and Parasailing & Paragliding. You'll find plenty of places to visit near Naples: Fort Myers (Spas, IMAG History & Science Center, &more), Koreshan State Park (in Estero) and Fort Myers Beach (Fort Myers Beach, Times Square, &more).

To find ratings, other places to visit, where to stay, and tourist information, use the Naples tour itinerary maker tool.

Naples is just a stone's throw from Marco Island. In July, daytime highs in Naples are 90°F, while nighttime lows are 76°F. Finish up your sightseeing early on the 13th (Wed) so you can go by car to Captiva Island.
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Parks · Outdoors · Beaches · Museums
Side Trips

Captiva Island — 3 nights

Attractions like Parasailing & Paragliding and Captiva Pass make great kid-friendly stops.

Make your Captiva Island itinerary with Inspirock to find out what to see and where to go.

You can drive from Naples to Captiva Island in 1.5 hours. Another option is to do a combination of bus and taxi. In July, daytime highs in Captiva Island are 91°F, while nighttime lows are 75°F. Finish your sightseeing early on the 16th (Sat) so you can drive to Sanibel Island.
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Parks · Outdoors · Shopping · Museums

Sanibel Island — 5 nights

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Kids will enjoy J.N. "Ding" Darling National Wildlife Refuge and Whitney's Bait and Tackle. You'll find plenty of places to visit near Sanibel Island: Cape Coral (Sun Splash Family Waterpark & Southwest Florida Military Museum & Library). And it doesn't end there: get a new perspective on things with Boat Tours & Water Sports, enjoy the sand and surf at Bowman's Beach, tour the pleasant surroundings at Clinic for the Rehabilitation of Wildlife (CROW), and look for gifts at Three Crafty Ladies.

To see photos, more things to do, reviews, and tourist information, go to the Sanibel Island trip planner.

Sanibel Island is just a short distance from Captiva Island. In July, plan for daily highs up to 91°F, and evening lows to 75°F. Wrap up your sightseeing on the 21st (Thu) early enough to drive to Sarasota.
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Outdoors · Parks · Museums · Wildlife
Side Trip

Sarasota — 7 nights

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. Family-friendly places like Siesta Beach and The Ringling will thrill your kids. Change things up with these side-trips from Sarasota: Bradenton Beach (Bradenton Beach & Beach Market at Coquina Beach), Palmetto Historical Park (in Palmetto) and Manatee Public Beach (in Holmes Beach). There's much more to do: glide peacefully along the water with some of the best stand-up paddleboarding in the area, buy something for everyone on your list at St. Armands Circle, admire nature's wide array of creatures at Mote Marine Laboratory & Aquarium, and kick back and relax at Caspersen Beach.

For maps, other places to visit, ratings, and other tourist information, read our Sarasota travel route planner.

You can drive from Sanibel Island to Sarasota in 2 hours. Another option is to do a combination of taxi and bus. Expect a daytime high around 91°F in July, and nighttime lows around 76°F. Finish your sightseeing early on the 28th (Thu) so you can drive to Anna Maria.
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Parks · Outdoors · Beaches · Tours
Side Trips

Anna Maria, Anna Maria Island — 3 nights

Anna Maria, is a city in Manatee County, Florida, United States. Family-friendly places like Anna Maria Island Dolphin Tours and Anna Maria Island Historical Museum will thrill your kids. There's still lots to do: kick back and relax at Bean Point, explore and take pictures at Coquina Baywalk, relax and rejuvenate at Body & Sol Spa and Wellness, and stop by Anna Maria Rocks.

To find maps, where to stay, ratings, and other tourist information, read our Anna Maria trip maker site.

Traveling by car from Sarasota to Anna Maria takes an hour. Alternatively, you can take a bus. In July, plan for daily highs up to 91°F, and evening lows to 76°F. You'll have a few hours on the 31st (Sun) to wrap things up before traveling home.
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Wildlife · Outdoors · Parks · Tours