17 days in Southwest Florida Itinerary

17 days in Southwest Florida Itinerary

Created using Inspirock United States trip itinerary maker

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Route & dates

17 days in Southwest Florida Itinerary

Start: New York City
+2
bus + Fly + taxi:  6​h
1
Captiva Island
— 1 night
Drive:  30​min
2
Sanibel Island
— 3 nights
Drive:  1​h 30​min
3
Marco Island
— 4 nights
Drive:  45​min
4
Bonita Springs
— 3 nights
bus + taxi:  1​h 30​min
5
Englewood
— 3 nights
Drive:  1​h 15​min
6
Bradenton Beach, Anna Maria Island
— 2 nights
+2
bus + Fly + bus:  7​h
End: New York City

1
night
Captiva Island

Captiva Island ©
To find where to stay, photos, other places to visit, and other tourist information, read our Captiva Island itinerary planner .

New York City to Captiva Island is an approximately 6-hour combination of bus, flight, and taxi. You can also do a combination of flight and taxi; or drive. Plan for much warmer temperatures traveling from New York City in January, with highs in Captiva Island at 75°F and lows at 56°F. Wrap up your sightseeing on the 12th (Sat) early enough to drive to Sanibel Island.

Things to do in Captiva Island

#Outdoors, #Tours, #Beaches
Highlights from your plan
Captiva Beach ©
Captiva Beach
Fishing Charters & Tours
Captiva Chapel By-The-Sea ©
Captiva Chapel By-The-Sea

3
nights
Sanibel Island

Sanibel Island ©
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
You'll enjoy a bit of beach vacationing at Blind Pass Beach Park and Gulfside Beach. Explore hidden gems such as Stand-Up Paddleboarding and In The Garden. There's lots more to do: look for all kinds of wild species at Clinic for the Rehabilitation of Wildlife (CROW), make a trip to The Hirdie-Girdie Gallery, take a memorable drive along Sanibel Causeway, and look for gifts at Bailey's General Store.

To see maps, where to stay, traveler tips, and more tourist information, read our Sanibel Island vacation planner .

Sanibel Island is just a stone's throw from Captiva Island. In January, daytime highs in Sanibel Island are 75°F, while nighttime lows are 56°F. Finish your sightseeing early on the 15th (Tue) so you can drive to Marco Island.

Things to do in Sanibel Island

#Parks, #Outdoors, #Wildlife
Highlights from your plan
Blind Pass Beach Park ©
Blind Pass Beach Park
Bailey's General Store ©
Bailey's General Store

4
nights
Marco Island

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. Discover out-of-the-way places like Keewaydin Island and Fishing Charters & Tours. Relax by the water at Cape Romano and Tigertail Beach. There's much more to do: get some thrills out on the water with a waterskiing or jet-skiing adventure, stop by Island Trends, look for all kinds of wild species at Otter Mound Preserve, and tour the water at your own pace with Rose Marina Boat Rentals.

To see other places to visit, where to stay, more things to do, and other tourist information, refer to the Marco Island sightseeing planner .

Getting from Sanibel Island to Marco Island by car takes about 1.5 hours. Other options: do a combination of taxi and bus. In January, plan for daily highs up to 73°F, and evening lows to 53°F. Finish your sightseeing early on the 19th (Sat) to allow enough time to drive to Bonita Springs.

Things to do in Marco Island

#Outdoors, #Parks, #Beaches

Side Trip

Fishing Charters & Tours
Highlights from your plan
Keewaydin Island ©
Keewaydin Island
Cape Romano ©
Cape Romano
Waterskiing & Jetskiing

3
nights
Bonita Springs

Bonita Springs ©
Bonita Springs is a city in Lee County, Florida, United States. Visiting Stand-Up Paddleboarding and Fort Myers Beach will get you outdoors. Your itinerary includes some good beach time at Bonita Springs Public Beach and Clam Pass Park. There's still lots to do: identify plant and animal life at Barefoot Beach Preserve, see majestic marine mammals with a dolphin and whale watching tour, stop by Sun Harvest Citrus, and make a trip to Waterside Shops.

To see reviews, maps, photos, and more tourist information, use the Bonita Springs trip maker site .

You can drive from Marco Island to Bonita Springs in an hour. Another option is to take a bus. January in Bonita Springs sees daily highs of 75°F and lows of 58°F at night. Finish your sightseeing early on the 22nd (Tue) so you can travel to Englewood.

Things to do in Bonita Springs

#Outdoors, #Beaches, #Parks

Side Trips

Naples, Fort Myers Beach, Sun Harvest Citrus
Highlights from your plan
Bonita Springs Public Beach ©
Bonita Springs Public Beach
Stand-Up Paddleboarding
Fort Myers Beach ©
Fort Myers Beach

3
nights
Englewood

Englewood ©
Englewood is a census-designated place (CDP) in Charlotte and Sarasota counties in the U.S. Escape the urban bustle at Englewood Beach and Crescent Beach. You'll enjoy a bit of beach vacationing at Nokomis Beach and Manasota Key Beach. Take a break from Englewood with a short trip to Siesta Beach in Siesta Key, about 50 minutes away. It doesn't end there: enjoy the sand and surf at Stump Pass Beach State Park and stroll through Venice Beach.

To see more things to do, reviews, maps, and other tourist information, read our Englewood driving holiday website .

Getting from Bonita Springs to Englewood by combination of bus and taxi takes about 1.5 hours. Other options: drive. In January, daily temperatures in Englewood can reach 71°F, while at night they dip to 54°F. Cap off your sightseeing on the 25th (Fri) early enough to go by car to Bradenton Beach.

Things to do in Englewood

#Beaches, #Parks, #Outdoors

Side Trips

Siesta Key, Venice Beach, Nokomis Beach
Highlights from your plan
Englewood Beach ©
Englewood Beach
Nokomis Beach ©
Nokomis Beach
Siesta Beach ©
Siesta Beach

2
nights
Bradenton Beach, Anna Maria Island

Bradenton Beach ©
Bradenton Beach is a city on Anna Maria Island in Manatee County, Florida, United States. On the 26th (Sat), kick back and relax at Bradenton Beach, then take in the waterfront at Bradenton Beach City Pier, and then enjoy the sand and surf at Bean Point. Here are some ideas for day two: explore the wealth of natural beauty at De Soto National Memorial.

For reviews, where to stay, ratings, and other tourist information, read Bradenton Beach vacation planner .

Traveling by car from Englewood to Bradenton Beach takes 1.5 hours. Alternatively, you can take a bus. In January, plan for daily highs up to 72°F, and evening lows to 53°F. Finish up your sightseeing early on the 27th (Sun) so you can travel back home.

Things to do in Bradenton Beach

#Parks, #Outdoors, #Beaches

Side Trips

Bean Point, De Soto National Memorial
Highlights from your plan
Bradenton Beach ©
Bradenton Beach
Bean Point ©
Bean Point
De Soto National Memorial ©
De Soto National Memorial