31 days in Southwest Florida Itinerary

31 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida route builder

Make it your trip
Fly
1
Sanibel Island
— 5 nights
Drive
2
Naples
— 7 nights
Drive
3
Marco Island
— 6 nights
Drive
4
Punta Gorda
— 6 nights
Drive
5
Bradenton
— 6 nights
Fly

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Sanibel Island

— 5 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Sanibel Island is known for wildlife, beaches, and historic sites. Your plan includes some of its best attractions: look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge, get interesting insight from Tours, take a memorable drive along Sanibel Causeway, and contemplate the long history of Sanibel Historical Museum and Village.

For photos, where to stay, and tourist information, read our Sanibel Island tour itinerary builder tool.

Chicago to Sanibel Island is an approximately 4.5-hour flight. You can also drive; or do a combination of bus, subway, and taxi. Due to the time zone difference, you'll lose 1 hour traveling from Chicago to Sanibel Island. Expect warmer temperatures when traveling from Chicago in March; daily highs in Sanibel Island reach 81°F and lows reach 59°F. Finish your sightseeing early on the 6th (Sun) so you can drive to Naples.

Things to do in Sanibel Island

Parks · Outdoors · Wildlife · Museums

Side Trips

Naples

— 7 nights
You'll find plenty of places to visit near Naples: Fort Myers (Centennial Park, Edison and Ford Winter Estates, &more), CREW Marsh Trails (in Immokalee) and Fort Myers Beach (Wind and Water Sports, Fort Myers Beach, &more).

To find other places to visit, maps, traveler tips, and tourist information, read our Naples day trip planner.

Drive from Sanibel Island to Naples in 1.5 hours. In March, plan for daily highs up to 79°F, and evening lows to 61°F. Finish your sightseeing early on the 13th (Sun) so you can drive to Marco Island.

Things to do in Naples

Parks · Outdoors · Wildlife · Museums

Side Trips

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. Explore Marco Island's surroundings by going to Museum of the Everglades (in Everglades City) and Ochopee (Clyde Butcher's Big Cypress Gallery & Nature & Wildlife Tours). There's lots more to do: get a new perspective on things with Boat Tours & Water Sports, head off the coast to Cape Romano, stroll through Keewaydin Island, and get engrossed in the history at Marco Island Historical Museum.

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

Marco Island is very close to Naples. In March, daily temperatures in Marco Island can reach 80°F, while at night they dip to 61°F. Finish your sightseeing early on the 19th (Sat) to allow enough time to drive to Punta Gorda.

Things to do in Marco Island

Parks · Outdoors · Beaches · Tours

Side Trips

Punta Gorda

— 6 nights
Punta Gorda is a city in Charlotte County, Florida, United States. Venture out of the city with trips to Englewood (Stump Pass Beach State Park, Englewood Beach, &more) and Venice (Jacaranda West Country Club, T. Mabry Carlton Reserve, &more). There's lots more to do: cast your line with a fishing tour, take in the waterfront activity at Fishermen's Village, see the interesting displays at Blanchard House Museum, and stroll around Laishley Park.

To find traveler tips, more things to do, and other tourist information, refer to the Punta Gorda trip builder tool.

You can drive from Marco Island to Punta Gorda in 1.5 hours. Another option is to do a combination of taxi and bus. Plan for little chillier nights when traveling from Marco Island in March since evenings lows in Punta Gorda dip to 56°F. Wrap up your sightseeing on the 25th (Fri) to allow time to drive to Bradenton.

Things to do in Punta Gorda

Parks · Outdoors · Wildlife · Beaches

Side Trips

Bradenton

— 6 nights

Friendly City

Bradenton boasts a handful of historical buildings, but its real claim to fame is as the home of Tropicana Products and its quirky culture.
Venture out of the city with trips to Sarasota (Ted Sperling Park, Stand-Up Paddleboarding, &more), Siesta Key (Silver City Sarasota, Siesta Beach, &more) and Tampa Electric's Manatee Viewing Center (in Apollo Beach). The adventure continues: explore the world behind art at The Ringling, get engrossed in the history at Anna Maria Island Historical Museum, steep yourself in history at Ca d'Zan, and shop like a local with Detwiler's Farm Market.

For more things to do, traveler tips, where to stay, and more tourist information, you can read our Bradenton road trip planner.

Traveling by car from Punta Gorda to Bradenton takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. March in Bradenton sees daily highs of 77°F and lows of 57°F at night. Wrap up your sightseeing on the 31st (Thu) early enough to fly back home.

Things to do in Bradenton

Parks · Historic Sites · Shopping · Wildlife

Side Trips