23 days in Southwest Gulf Coast Itinerary

23 days in Southwest Gulf Coast Itinerary

Created using Inspirock Southwest Gulf Coast trip itinerary builder

Make it your trip
Fly
1
Captiva Island
— 1 night
Drive
2
Sanibel Island
— 5 nights
Drive
3
Marco Island
— 4 nights
Drive
4
Naples
— 6 nights
Drive
5
Sarasota
— 6 nights
Fly

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Captiva Island

— 1 night
Start off your visit on the 22nd (Sun): take a tour of New Moon Sailing, then see what you can catch with a fishing tour, and then take in the exciting artwork at 2 Islands Gallery. Here are some ideas for day two: stop by NASCRAB, then relax and rejuvenate at some of the best spas, then take in the spiritual surroundings of Captiva Chapel By-The-Sea, and finally take in the exciting artwork at Jungle Drums Gallery on Captiva Island, FL.

To find ratings, photos, more things to do, and more tourist information, refer to the Captiva Island route tool.

New York City to Captiva Island is an approximately 4.5-hour flight. You can also drive; or do a combination of bus and taxi. Traveling from New York City in August, you will find days in Captiva Island are somewhat warmer (92°F), and nights are about the same (75°F). Finish your sightseeing early on the 23rd (Mon) to allow enough time to drive to Sanibel Island.

Things to do in Captiva Island

Outdoors · Tours · Spas · Wildlife

Sanibel Island

— 5 nights
Take a trip to Sanibel Island if you like pretty sunsets and luxurious resorts.
Get outdoors at Stand-Up Paddleboarding and Tarpon Bay Beach. Discover out-of-the-way places like Gulfside Beach and Blind Pass Beach Park. Change things up with these side-trips from Sanibel Island: Cape Coral (Veterans Memorial Park, Snook Hut Bait & Tackle, &more). There's lots more to do: tour the pleasant surroundings at Clinic for the Rehabilitation of Wildlife (CROW), stroll around Pond Apple Park, identify plant and animal life at Sanibel Captiva Conservation Foundation, and contemplate the long history of Sanibel Historical Museum and Village.

To find where to stay, more things to do, traveler tips, and other tourist information, use the Sanibel Island vacation maker app.

Sanibel Island is just a short distance from Captiva Island. August in Sanibel Island sees daily highs of 92°F and lows of 75°F at night. Finish up your sightseeing early on the 28th (Sat) so you can go by car to Marco Island.

Things to do in Sanibel Island

Parks · Outdoors · Wildlife · Beaches

Side Trip

Marco Island

— 4 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 discover tucked-away gems like South Marco Beach and Native Guided Fishing Charters. Escape the urban bustle at Cape Romano and Keewaydin Island. Change things up with these side-trips from Marco Island: Ochopee (Clyde Butcher's Big Cypress Gallery & Loop Road). There's much more to do: indulge in some personalized pampering at some of the best spas, get engrossed in the history at Marco Island Historical Museum, go for a stroll along the water at Isles of Capri Marina, and stroll around Winterberry Park.

To find where to stay, other places to visit, traveler tips, and more tourist information, you can read our Marco Island sightseeing planner.

Traveling by car from Sanibel Island to Marco Island takes 1.5 hours. Alternatively, you can do a combination of taxi and bus. August in Marco Island sees daily highs of 92°F and lows of 76°F at night. Wrap up your sightseeing on the 1st (Wed) early enough to drive to Naples.

Things to do in Marco Island

Outdoors · Parks · Beaches · Museums

Side Trip

Naples

— 6 nights
Eschew the tourist crowds and head to Clam Pass Park and Waterskiing & Jetskiing. Get in touch with nature at Everglades Day Safari and Conservancy of Southwest Florida. You'll find plenty of places to visit near Naples: Bonita Springs (Cullum’s Bonita Trail & Bonita Springs Public Beach), Cape Coral (Cape Coral & Four Mile Cove Ecological Preserve) and Bob Rauschenberg Gallery (in Fort Myers).

For ratings, where to stay, and more tourist information, go to the Naples vacation planner.

Naples is just a stone's throw from Marco Island. In September in Naples, expect temperatures between 89°F during the day and 76°F at night. Cap off your sightseeing on the 7th (Tue) early enough to go by car to Sarasota.

Things to do in Naples

Outdoors · Parks · Wildlife · Beaches

Side Trips

Sarasota

— 6 nights
Sarasota is a city in Sarasota County on the southwestern coast of the U.S. state of Florida. You'll explore the less-touristy side of things at Manasota Key Beach and Legacy Trail. Visiting Scuba & Snorkeling and Robinson Nature Preserve will get you outdoors. Get out of town with these interesting Sarasota side-trips: Venice (Clyde Butcher Venice Gallery & Studio & Venice Beach), Bradenton (De Soto National Memorial & Horseback Riding Tours) and Englewood (Stump Pass Beach State Park, Silhouettes Day Spa, &more). There's lots more to do: stroll the grounds of Sarasota National Cemetery, enjoy the sand and surf at South Lido Park, stroll through Boca Grande Beach, and brush up on your knowledge of spirits at Siesta Key Rum.

Plan my day in Sarasota using traveler tips and tourist information provided by Inspirock.

Traveling by car from Naples to Sarasota takes 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In September, plan for daily highs up to 89°F, and evening lows to 74°F. Finish your sightseeing early on the 13th (Mon) so you can fly back home.

Things to do in Sarasota

Outdoors · Parks · Beaches · Wildlife

Side Trips

Southwest Gulf Coast travel guide

4.5
Beaches · Wildlife Areas · Fishing Charters & Tours