29 days in Southwest Gulf Coast Itinerary

Change things up with these side-trips from Naples: Fort Myers Beach (Fort Myers Beach, All Island Watersports, &more), Fort Myers (Port Sanibel Marina, Vino's Picasso, &more) and Marco Island (Marco Island Water Sports, South Marco Beach, &more).

To find more things to do, reviews, maps, and other tourist information, read Naples road trip planner.

Cape Town, South Africa to Naples is an approximately 27-hour combination of flight and car. The time zone difference moving from South Africa Standard Time to Eastern Standard Time is minus 7 hours. Plan for somewhat warmer temperatures traveling from Cape Town in May, with highs in Naples at 36°C and lows at 24°C. Wrap up your sightseeing on the 4th (Sat) to allow time to drive to Sarasota.

Sarasota is a city in Sarasota County on the southwestern coast of the U.S. Sarasota is known for museums, adventure, and zoos & aquariums. Your plan includes some of its best attractions: explore the world behind art at The Ringling, pick up some new knowledge with Painting With a Twist, get up close and personal with brilliant marine life at Mote Marine Laboratory & Aquarium, and add some fun to your beach time Island Style Watersports.

For traveler tips, where to stay, more things to do, and more tourist information, go to the Sarasota online road trip planner.

You can drive from Naples to Sarasota in 2 hours. Alternatively, you can take a bus; or do a combination of bus and taxi. In June, daily temperatures in Sarasota can reach 37°C, while at night they dip to 28°C. Wrap up your sightseeing on the 9th (Thu) early enough to drive to Englewood.

Englewood is a census-designated place (CDP) in Charlotte and Sarasota counties in the U.S. Get out of town with these interesting Englewood side-trips: Punta Gorda (Holidaze Boat Rental, Military Heritage Museum, &more) and Boca Grande Beach (in Boca Grande). There's lots more to do: get interesting insight from Allure Boat Rentals, find your balance on the water with SUP Englewood, center your mind and body at Silhouettes Day Spa, and get a new perspective on things with H2O Limo Boat Tours.

Plan a Englewood trip in moments using our itinerary builder.

You can drive from Sarasota to Englewood in an hour. In June, plan for daily highs up to 36°C, and evening lows to 27°C. Wrap up your sightseeing by early afternoon on the 15th (Wed) to allow time for the car ride to Captiva Island.

Captiva Island is known for adventure, beaches, and wildlife. Your plan includes some of its best attractions: kick back and relax at Captiva Beach, take in the spiritual surroundings of Captiva Chapel By-The-Sea, stop by Captiva Pass, and explore the striking landscape at Redfish Pass.

For ratings, more things to do, and tourist information, use the Captiva Island journey builder website.

Traveling by car from Englewood to Captiva Island takes 2.5 hours. In June, plan for daily highs up to 38°C, and evening lows to 27°C. Finish your sightseeing early on the 18th (Sat) to allow enough time to travel back home.