May is the perfect month to travel to Florida. It is warm, but not too warm. It’s busy, but not too busy. And it is a month for celebration with Mothers Day, Cinco De Mayo and…International Wine Day of course! We hope you are as excited as we are as we suggest some of our favorite events this month!

Automatic Band at Ka’Tiki

Experience the Automatic Band in Treasure Island’s own, Ka’Tiki’s beach bar and music venue. Home of the famous 3-dollar cheeseburger, Ka’Tiki brings locals and tourists alike for local acts and yummy bites! 

Only a short walk away from your Treasure Bay home you can experience the Automatic Band LIVE on May 19th. Comprised of Terry Mooney on vocals, Ricky Stickz on drums, Wes Schaefer on bass, and Larry Anderson on harmonica – The Automatic Band performs all of the greatest classic songs of the ‘50s, ’60s, and ’70s.

Mother’s Day Flower Crown Party

Join a guided class with bouquet extraordinaire’s Florafete while enjoying charcuterie and wine! 

Say thanks in the best way possible and build a beautiful flower crown with bouquet experts at Florafete!

Tickets include all of your materials as well as a small charcuterie board. Wine will be able for purchased! Grab your tickets here today!


Tampa Bay Rays Regular Season

Courtesy of: Nola Laleye

Experience Tampa Bay Rays Baseball as the 2022 regular season is fully underway in May! Defending their 2021 AL East Division Championship, the Rays are among the favorites to win their division again and compete once again at the world series! 

Enjoy a perfect 72 degrees inside Tropicana field while trying St. Pete’s favorite eats with local concessions. There is also something for the little ones here with a 10,000-gallon Rays Touch Tank and various games throughout the stadium.

Check out the full Tampa Bay Rays home season schedule here!

Madeira Beach Market

Just over John’s Pass Bridge, a short car ride north is beloved Madeira Beach. Throughout May, the Madeira Beach Farmers Market will be held from 10:00 AM to 2:00 PM every Wednesday. Just a step from the ocean, the Madeira Beach Market features artisan vendors, live music, and lunch bites all in the Florida open-air.

We recommend making this trip to hang out with the locals and feel the Madeira vibe! 

Pro Tip: Visitor parking is free at City Hall (300 Municipal Dr, Madeira Beach, FL 33708) and Winn Dixie (15200 Municipal Dr, Madeira Beach, FL 33708).

Whether you want to take a stroll in an open-air market, cheer on the defending AL East Champs, or build a bouquet with your loved ones – it can all be experienced within minutes of your Treasure Bay home!