60 days in Southwest Florida Itinerary

60 days in Southwest Florida Itinerary

Created using Inspirock Southwest Florida travel route builder

Plan created by another user. Make it yours

Route & dates

1
Bradenton
— 12 nights
2
Punta Gorda
— 9 nights
3
Naples
— 17 nights
4
Marco Island
— 10 nights
5
Sanibel Island
— 11 nights

12
nights
Bradenton

Bradenton ©
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, South Lido Park, &more), Bradenton Beach (Coquina Beach, Bradenton Beach City Pier, &more) and Siesta Key (Siesta Beach, Sunshine & Sand Hidden Treasures, &more). There's lots more to do: explore the world behind art at The Ringling, examine the collection at Bishop Museum Of Science And Nature, brush up on your knowledge of spirits at Siesta Key Rum, and kick back and relax at Coquina Beach.

To see more things to do, other places to visit, reviews, and other tourist information, read our Bradenton sightseeing app.

Newark to Bradenton is an approximately 5-hour flight. You can also drive; or take a bus. Traveling from Newark in May, expect Bradenton to be somewhat warmer, temps between °F and °F. Wrap up your sightseeing on the 13th (Wed) to allow time to drive to Punta Gorda.

Things to do in Bradenton

Parks Outdoors Beaches

Side Trips

Sarasota, Siesta Key, Bradenton Beach, Bean Point, Coquina Beach
Highlights from your plan
Siesta Beach ©
Siesta Beach
The Ringling ©
The Ringling
Stand-Up Paddleboarding

9
nights
Punta Gorda

Punta Gorda is a city in Charlotte County, Florida, United States. Explore Punta Gorda's surroundings by going to Barbara Sumwalt Useppa Island Historical Museum (in Bokeelia), Venice (Brohard Paw Park, Caspersen Beach, &more) and Englewood (Manasota Key Beach, Stump Pass Beach State Park, &more). There's still lots to do: cast your line with a fishing tour, kick back and relax at Nokomis Beach, meet the residents at Peace River Wildlife Center, and examine the collection at Muscle Car City Museum.

For ratings, photos, other places to visit, and tourist information, use the Punta Gorda trip itinerary tool.

You can drive from Bradenton to Punta Gorda in 1.5 hours. Another option is to do a combination of bus and taxi. Expect a daytime high around °F in May, and nighttime lows around °F. Cap off your sightseeing on the 22nd (Fri) early enough to go by car to Naples.

Things to do in Punta Gorda

Parks Outdoors Beaches

Side Trips

Venice, Englewood, Nokomis Beach, Barbara Sumwalt Useppa Island Historical Museum, Matlacha Community Park
Highlights from your plan
Fishing Charters & Tours
Caspersen Beach ©
Caspersen Beach
Fishermen's Village ©
Fishermen's Village

17
nights
Naples

Naples ©
Venture out of the city with trips to Fort Myers (Lakes Regional Park, Six Mile Cypress Slough Preserve, &more), Bonita Springs (Little Hickory Beach Park, Bonita Springs Public Beach, &more) and Fort Myers Beach (Lovers Key State Park, Fort Myers Beach Public Library, &more).

To find photos, reviews, and other tourist information, refer to the Naples trip maker website.

Traveling by car from Punta Gorda to Naples takes 1.5 hours. Alternatively, you can take a bus. In May, daily temperatures in Naples can reach °F, while at night they dip to °F. Finish your sightseeing early on the 8th (Mon) so you can drive to Marco Island.

Things to do in Naples

Parks Outdoors Wildlife

Side Trips

Fort Myers, Fort Myers Beach, Bonita Springs, Estero, Captiva Island
Highlights from your plan
Naples Pier ©
Naples Pier
Naples Botanical Garden ©
Naples Botanical Garden
Revs Institute ©
Revs Institute

10
nights
Marco Island

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. Venture out of the city with trips to Ochopee (Clyde Butcher's Big Cypress Gallery, Nature & Wildlife Tours, &more), Smallwood Store (in Chokoloskee) and Museum of the Everglades (in Everglades City). There's still lots to do: see majestic marine mammals with a dolphin and whale watching tour, take in the waterfront activity at Marco Island Marina, kick back and relax at Tigertail Beach, and stroll around Canine Cove.

To find maps, traveler tips, other places to visit, and more tourist information, refer to the Marco Island tour itinerary planner.

You can drive from Naples to Marco Island in an hour. In June, daily temperatures in Marco Island can reach °F, while at night they dip to °F. Cap off your sightseeing on the 18th (Thu) early enough to go by car to Sanibel Island.

Things to do in Marco Island

Parks Outdoors Museums

Side Trips

Ochopee, Smallwood Store, Museum of the Everglades
Highlights from your plan
Dolphin & Whale Watching
Tigertail Beach ©
Tigertail Beach
Xtreme Escape Game ©
Xtreme Escape Game

11
nights
Sanibel Island

Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Change things up with these side-trips from Sanibel Island: Cape Coral (Rotary Park Environmental Center, Boat Tours & Water Sports, &more) and Captiva Island (2 Islands Gallery, Captiva Chapel By-The-Sea, &more). Next up on the itinerary: look for all kinds of wild species at J.N. "Ding" Darling National Wildlife Refuge, hunt for treasures at Sanibel Island Farmer's Market, stop by Bailey's General Store, and visit a coastal fixture at Sanibel Island Lighthouse.

To find maps, traveler tips, reviews, and tourist information, use the Sanibel Island road trip planning tool.

You can drive from Marco Island to Sanibel Island in 2 hours. In June in Sanibel Island, expect temperatures between °F during the day and °F at night. Cap off your sightseeing on the 29th (Mon) early enough to travel back home.

Things to do in Sanibel Island

Parks Outdoors Beaches

Side Trips

Cape Coral, Captiva Island
Highlights from your plan
Boat Tours & Water Sports
J.N. ©
Bowman's Beach ©
Bowman's Beach