Fun Things to Do in Fort Myers (and How to Get There)

Fort Myers and Fort Myers Beach are close on a map and a world apart in traffic. The fun is easy. The driving is not. Use this list for a long weekend, then let Trippin Rides handle the getting-there part so you spend the day on the sand, the pier, or a patio—not hunting for parking.

Cruise Times Square and Lynn Hall Pier

Start on Fort Myers Beach at Times Square. People-watch, walk the pier, grab a drink, and catch live music. It is the heartbeat of the island and the easiest pickup point for a tiki golf cart. From there, Estero Blvd is your runway to DiamondHead, the big resorts, and the south end.

Catch sunset at Bowditch Point

Bowditch Point Park is the calmer north-end pick: pines, Gulf views, and a sunset that does not require a 20-minute parking orbit. Ask for a northbound hop and we will drop you at the park instead of circling for a space you may never find.

Take a Sanibel Island day trip

Sanibel is shells, bike paths, and a slower pace—worth the trip if you do not want to sit in causeway traffic in a rental. TRiPPiN SHuTTLeS run Sanibel from Fort Myers Beach and Greater Fort Myers. You get a clean van, a driver who knows the bridges, and a ride home when the sun is gone.

Eat, shop, and restock without moving the car

Need snacks, sunscreen, or a Publix run? The $10 Publix TRiPPiN ride and the south-end stops at 7-11 keep the rental in the lot. Mainland stops like Margaritaville and Lighthouse Tiki Bar are a $5 bridge trip away. That is a full beach day that never involves parallel parking on Estero.

Ride with Trippin Rides—yes, that counts as the activity

A tiki-themed golf cart is not just transportation. It is the Fort Myers Beach version of a sightseeing loop: breeze, music, and photo stops without the dashboard. Book a $20 Day Trippin wristband and hop from Times Square to the pier, the resorts, Bowditch, and back. Families, bachelor parties, and couples on a first visit all use it the same way—as the fun thing they tell people about when they get home.

Want a driver who already knows the list? Call or text (239) 826-3699 and we will stitch the day together.