Just because everyone else leaves summer behind does not mean you have to. On Anna Maria Island, visitors can still enjoy all their favorite summertime activities without the sweltering heat and high humidity. Second summer is all about embracing the beauty of the impending shoulder season. 

Sun-Soaked Days 

Florida is the Sunshine State. Early autumn does not change those sunny days. Visitors can soak in the sun on a stretch of beach and splash in the Gulf or bay, where the water is still warm and inviting. 

Gorgeous Views

Enjoy the beauty of the Gulf of Mexico and Tampa Bay when the beaches and shoreline are less crowded. Pitch an umbrella on the beach and enjoy the quiet and rolling waves. 

Delicious Seafood

One of the best parts of an AMI vacation is the food – some of the most mouth-watering, fresh seafood dishes you will ever put in your mouth, harvested in local waters. Reserve a table at one of the amazing Anna Maria Island restaurants. 

Horsin’ Around

If you have riding horses into the water on your bucket list, book a ride with C Ponies. Tours take participants to the beach, where you can dip into the water on horseback. Grab hold of the mane while the horses take you for a few swims on the way back to shore. Mark that one off your bucket list as an experience you will never forget.

Paddle Out

Keep cool with a Beach Bums AMI kayak tour. These experienced guides first introduce guests to ocean kayaks, proper paddling techniques and the mangrove system. Then the real fun begins. Paddle along a fringe of red mangroves and into Anna Maria Sound, where paddlers often catch sight of dolphins feeding in the shallow waters. Pass under the Key Royale Bridge and into Bimini Bay. Paddle through a bird rookery and a mangrove island, then stop at an oyster shoal. 

Tropical Digs

Our incredible properties offer a luxurious stay where it is always island time. The properties have well-equipped kitchens, wi-fi, proximity to the beach and comfort that exceeds expectations. Many properties have private pools, where you can relax and enjoy your second summer.