60 days in Southwest Florida Itinerary

60 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida trip planner

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Make it your trip
Fly
1
Everglades City
— 6 nights
Drive
2
Marco Island
— 11 nights
Drive
3
Fort Myers Beach
— 8 nights
Drive
4
Captiva Island
— 6 nights
Drive
5
Sanibel Island
— 13 nights
Drive
6
Bradenton
— 8 nights
Drive
7
Bradenton Beach, Anna Maria Island
— 7 nights
Fly

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Everglades City

— 6 nights
Everglades City is a city in Collier County, Florida, United States, of which it is the former county seat. Get in touch with nature at Big Cypress National Preserve and Fishing Charters & Tours. Discover out-of-the-way places like Museum of the Everglades and Smallwood Store. You'll find plenty of places to visit near Everglades City: Immokalee (Seminole Casino Hotel & Florida Panther National Wildlife Refuge), Fakahatchee Strand Preserve State Park (in Copeland) and Ochopee (Loop Road & Turner River Road). There's still lots to do: get a dose of the wild on a nature and wildlife tour, stroll through Skunk Ape Research Center, and trek along Kirby Storter Roadside Park.

For maps, more things to do, reviews, and tourist information, use the Everglades City day trip tool.

Portland to Everglades City is an approximately 6-hour flight. You can also drive; or do a combination of bus, train, and car. In November, Everglades City is much warmer than Portland - with highs of 81°F and lows of 64°F. Finish up your sightseeing early on the 7th (Sun) so you can go by car to Marco Island.

Things to do in Everglades City

Wildlife · Parks · Outdoors · Museums

Side Trips

Marco Island

— 11 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. You'll explore the less-touristy side of things at Native Guided Fishing Charters and Spas. Get a sense of the local culture at Marco Island Historical Museum and San Marco Catholic Church. Next up on the itinerary: enjoy the sand and surf at South Marco Beach, stroll around Caxambas Park, contemplate the waterfront views at Capri Paddlecraft Park, and head off the coast to Cape Romano.

To find other places to visit, ratings, more things to do, and tourist information, read Marco Island trip builder app.

Traveling by car from Everglades City to Marco Island takes an hour. In November in Marco Island, expect temperatures between 81°F during the day and 64°F at night. Cap off your sightseeing on the 18th (Thu) early enough to go by car to Fort Myers Beach.

Things to do in Marco Island

Parks · Outdoors · Wildlife · Beaches

Fort Myers Beach

— 8 nights
Fort Myers Beach is a town located on Estero Island in Lee County, Florida, United States. Explore hidden gems such as Everglades Day Safari and Cape Coral. Get in touch with nature at Island Time Dolphin & Shelling Cruises and Four Mile Cove Ecological Preserve. You'll find plenty of places to visit near Fort Myers Beach: Naples (Clam Pass Park, Revs Institute, &more) and Fort Myers River District (in Fort Myers). And it doesn't end there: examine the collection at Southwest Florida Military Museum & Library, immerse yourself in nature at Koreshan State Park, enjoy the sand and surf at Bonita Springs Public Beach, and walk around Lakes Regional Park.

To find traveler tips, photos, and more tourist information, refer to the Fort Myers Beach day trip tool.

Traveling by car from Marco Island to Fort Myers Beach takes 1.5 hours. Alternatively, you can do a combination of taxi and bus; or do a combination of bus and taxi. Expect a daytime high around 82°F in November, and nighttime lows around 63°F. Finish your sightseeing early on the 26th (Fri) so you can drive to Captiva Island.

Things to do in Fort Myers Beach

Outdoors · Parks · Wildlife · Beaches

Side Trips

Captiva Island

— 6 nights
Get some cultural insight at Captiva Chapel By-The-Sea and Jungle Drums Gallery on Captiva Island, FL. Escape the urban bustle at Captiva Beach and Fishing Charters & Tours.

Before you visit Captiva Island, use our trip planner to discover what you can do and see there.

Drive from Fort Myers Beach to Captiva Island in an hour. In November in Captiva Island, expect temperatures between 82°F during the day and 63°F at night. Wrap up your sightseeing by early afternoon on the 2nd (Thu) to allow enough time to drive to Sanibel Island.

Things to do in Captiva Island

Parks · Shopping · Museums · Outdoors

Sanibel Island

— 13 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Explore hidden gems such as Sanibel Causeway and Tarpon Bay Beach. Sanibel Historical Museum and Village and Sanibel Island Lighthouse will appeal to history buffs. Next up on the itinerary: enjoy the sand and surf at Blind Pass Beach Park, tee off at The Dunes Golf & Tennis Club, indulge in some personalized pampering at some of the best spas, and walk around Lighthouse Beach Park.

To plan Sanibel Island vacation without wasting time, ask Inspirock to design an itinerary.

Sanibel Island is just a short distance from Captiva Island. December in Sanibel Island sees daily highs of 80°F and lows of 62°F at night. Wrap up your sightseeing on the 15th (Wed) to allow time to drive to Bradenton.

Things to do in Sanibel Island

Parks · Outdoors · Wildlife · Shopping

Bradenton

— 8 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.
You'll discover tucked-away gems like Robinson Nature Preserve and Englewood Beach. Get some cultural insight at De Soto National Memorial and Sarasota National Cemetery. Explore the numerous day-trip ideas around Bradenton: Siesta Key (Spas, Crescent Beach, &more), Englewood (Stump Pass Beach State Park, Manasota Key Beach, &more) and Sarasota (Kayaking & Canoeing & Legacy Trail). And it doesn't end there: take a pleasant ride with a tour on horseback, kick back and relax at Nokomis Beach, and tour the pleasant surroundings at North Jetty Beach.

To find reviews, other places to visit, photos, and tourist information, you can read our Bradenton attractions planner.

Drive from Sanibel Island to Bradenton in 2.5 hours. Alternatively, you can do a combination of taxi and bus. In December in Bradenton, expect temperatures between 78°F during the day and 59°F at night. Cap off your sightseeing on the 23rd (Thu) early enough to go by car to Bradenton Beach.

Things to do in Bradenton

Outdoors · Parks · Beaches · Trails

Side Trips

Bradenton Beach, Anna Maria Island

— 7 nights
Bradenton Beach is a city on Anna Maria Island in Manatee County, Florida, United States. Coquina Baywalk and Anna Maria Island Historical Museum are good opportunities to explore the local culture. You'll explore the less-touristy side of things at Bradenton Beach and Anna Maria Island Dolphin Tours. There's much more to do: enjoy the sand and surf at Coquina Beach, stroll around Joan M. Durante Community Park, stop by The Uptown Lot, and tour the pleasant surroundings at Manatee Public Beach.

To find more things to do, other places to visit, reviews, and other tourist information, read Bradenton Beach online journey planner.

Bradenton Beach is just a stone's throw from Bradenton. In December, daytime highs in Bradenton Beach are 78°F, while nighttime lows are 59°F. Finish your sightseeing early on the 30th (Thu) so you can fly back home.

Things to do in Bradenton Beach

Parks · Outdoors · Beaches · Wildlife

Side Trips