60 days in Southwest Florida Itinerary

60 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida holiday builder
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Make it your trip
Fly
1
Bradenton Beach, Anna Maria Island
— 5 nights
Drive
2
Bradenton
— 10 nights
Drive
3
Punta Gorda
— 8 nights
Drive
4
Sanibel Island
— 10 nights
Drive
5
Fort Myers Beach
— 8 nights
Drive
6
Marco Island
— 12 nights
Drive
7
Everglades City
— 6 nights
Fly

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Bradenton Beach, Anna Maria Island — 5 nights

Bradenton Beach is a city on Anna Maria Island in Manatee County, Florida, United States. Bradenton Beach is known for beaches, wildlife, and sightseeing. Your trip includes some of its best attractions: get up close to creatures of the deep with Anna Maria Island Dolphin Tours, indulge in some personalized pampering at some of the best spas, view the masterpieces at Island Gallery West, and stop by Restless Natives.

For ratings and other tourist information, you can read our Bradenton Beach trip app.

Atlanta to Bradenton Beach is an approximately 3-hour flight. You can also drive; or do a combination of subway, bus, and taxi. Traveling from Atlanta in September, Bradenton Beach is somewhat warmer at night with lows of 74°F. Finish up your sightseeing early on the 6th (Tue) so you can go by car to Bradenton.
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Parks · Outdoors · Beaches · Shopping
Side Trips

Bradenton — 10 nights

Bradenton boasts a handful of historical buildings, but its real claim to fame is as the home of Tropicana Products and its quirky culture.
Explore Bradenton's surroundings by going to Siesta Key (Siesta Beach, Crescent Beach, &more), Sarasota (Siesta Key Village, Adrenaline & Extreme Tours, &more) and Born To Ride LLC (in Parrish). Spend the 14th (Wed) exploring nature at De Soto National Memorial. And it doesn't end there: trot along with a tour on horseback, examine the collection at The Ringling, take in the waterfront at Riverwalk, and contemplate the long history of Ca d'Zan.

To find ratings, reviews, traveler tips, and other tourist information, go to the Bradenton journey builder tool.

Bradenton is just a stone's throw from Bradenton Beach. In September, daytime highs in Bradenton are 89°F, while nighttime lows are 74°F. Finish up your sightseeing early on the 16th (Fri) so you can go by car to Punta Gorda.
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Parks · Outdoors · Historic Sites · Nature
Side Trips

Punta Gorda — 8 nights

Punta Gorda is a city in Charlotte County, Florida, United States. Explore Punta Gorda's surroundings by going to Nokomis Beach (in Nokomis), Venice (Caspersen Beach, Venice Fishing Pier, &more) and Townsend and Sons Everglades Outfitters (in LaBelle). There's lots more to do: cast your line with a fishing tour, get engrossed in the history at Barbara Sumwalt Useppa Island Historical Museum, look for gifts at Sandman Books, and immerse yourself in nature at Stump Pass Beach State Park.

For where to stay, other places to visit, and more tourist information, go to the Punta Gorda trip maker website.

Traveling by car from Bradenton to Punta Gorda takes 1.5 hours. Alternatively, you can do a combination of bus and shuttle; or do a combination of bus and taxi. In September, plan for daily highs up to 90°F, and evening lows to 74°F. Wrap up your sightseeing on the 24th (Sat) early enough to drive to Sanibel Island.
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Outdoors · Parks · Beaches · Shopping
Side Trips

Sanibel Island — 10 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 trip includes some of its best attractions: look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge, walk around Pond Apple Park, pause for some serene contemplation at St. Isabel Catholic Church, and stroll through Bailey Tract.

To see other places to visit, maps, where to stay, and other tourist information, go to the Sanibel Island trip planner.

Getting from Punta Gorda to Sanibel Island by car takes about 1.5 hours. In September in Sanibel Island, expect temperatures between 90°F during the day and 74°F at night. Finish your sightseeing early on the 4th (Tue) to allow enough time to drive to Fort Myers Beach.
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Parks · Outdoors · Wildlife · Beaches
Side Trip

Fort Myers Beach — 8 nights

Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Change things up with these side-trips from Fort Myers Beach: Naples (Fifth Avenue South, Naples Pier, &more), Barefoot Beach Preserve (in Bonita Springs) and Fort Myers (Nature & Wildlife Tours & Edison and Ford Winter Estates). There's still lots to do: kick back and relax at Fort Myers Beach, get some fabulous bargains at Miromar Outlets between Naples & Fort Myers, get a taste of the local shopping with Alliance for the Arts, and don't miss a visit to Times Square.

To see traveler tips, maps, photos, and more tourist information, read our Fort Myers Beach trip itinerary maker app.

Fort Myers Beach is just a stone's throw from Sanibel Island. In October in Fort Myers Beach, expect temperatures between 86°F during the day and 70°F at night. Finish your sightseeing early on the 12th (Wed) so you can drive to Marco Island.
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Parks · Outdoors · Beaches · Wildlife
Side Trips

Marco Island — 12 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: head outdoors with Outdoor Activities, kick back and relax at South Marco Beach, look for gifts at Keep In Touch, and get a taste of the local shopping with Malenda Trick Art Gallery.

To find reviews, maps, other places to visit, and tourist information, read Marco Island travel itinerary planner.

Traveling by car from Fort Myers Beach to Marco Island takes 1.5 hours. Alternatively, you can do a combination of bus and taxi; or do a combination of taxi and bus. October in Marco Island sees daily highs of 86°F and lows of 68°F at night. Finish your sightseeing early on the 24th (Mon) to allow enough time to drive to Everglades City.
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Parks · Outdoors · Beaches · Shopping

Everglades City — 6 nights

Everglades City is a city in Collier County, Florida, United States, of which it is the former county seat. You'll find plenty of places to visit near Everglades City: Ochopee (Big Cypress National Preserve & Loop Road), Immokalee State Farmers' Market (in Immokalee) and Fakahatchee Strand Preserve State Park (in Copeland). And it doesn't end there: race across the water with a speed boat tour, tour the pleasant surroundings at Kirby Storter Roadside Park, see the interesting displays at Museum of the Everglades, and view the masterpieces at Clyde Butcher's Big Cypress Gallery.

To see other places to visit, traveler tips, maps, and tourist information, go to the Everglades City tour itinerary maker site.

Getting from Marco Island to Everglades City by car takes about an hour. In October, daytime highs in Everglades City are 86°F, while nighttime lows are 68°F. Wrap up your sightseeing on the 30th (Sun) early enough to fly back home.
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Parks · Wildlife · Outdoors · Museums
Side Trips