About Caddy’s Madeira Beach

Caddy’s Madeira Beach is a family-friendly waterfront restaurant and bar situated directly on the sandy shores of Madeira Beach, Florida. Offering delicious American cuisine with an emphasis on seafood and beachy cocktails, there’s everything from the Housemade Crab Cakes appetizer to Sunshine Shrimp Tacos and Fresh Grouper Dinner on the menu. American-style classics include the Black & Blue Steak Salad, the Caddy’s Burger, and the Buffalo Chicken Wrap. If you’re looking to grab a drink and take in the ocean view, you’ve got your choice of specialty drinks served in a Caddy’s souvenir cup like the Bahama Mama, Rocky Margarita, and Spiked Strawberry Lemonade - plus draft beer and wine by the glass. Boasting a fun and laid-back atmosphere, there’s always something going on at Caddy’s from daily live music “Sunset Sessions” to weekend “DJ Jam Sessions” and regular music bingo and trivia nights. So the next time you’re in the mood for food, fun, and sand, stop by Caddy’s Madeira Beach with friends or the whole family!

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    Caddy's Madeira Beach FL 33708 trivia night 10
    MUSIC BINGO WITH

    Jeff S.

    I grew up in Rockland County, NY, a suburb outside of NYC. I’m a huge fan of music and have been in bands and performing as a solo artist since my early 20s. I wrote and performed my own form of poetic hip-hop in and around the nightclubs of NYC in the early 2000s. Later I got picked up by a local cover band to be the lead singer and vocalist where I was able to use my singing and performance skills to build the band into one of the premiere cover bands in the circuit. In 2020 I moved down to sunny St. Petersburg, Florida to escape the cold and for a change of scenery. I began hosting trivia and music bingo for Trivia Nation out of my love to entertain and be a part of the energy of a live crowd. I thoroughly enjoy what I do and look forward to seeing the crowds continue to grow at my events!

    Caddy's Madeira Beach FL 33708 trivia night 11
    GENERAL KNOWLEDGE TRIVIA WITH

    Michael H.

    Hello, I'm Michael! Originally from New Jersey, now in the Greater Tampa Bay Area. By day, I'm the Director of Sales for a hydration relief company, loving what I do and advocating for following one's passion. Formerly, I captained Muhlenberg's Track and Field team, earning accolades as a 2X All-Academic American and National Championships Qualifier. Outside of work, I'm an avid adventurer and sports enthusiast who has traveled to 26 countries and 45 states. My adaptability and effective communication skills, honed through diverse experiences, come in handy as I host weekly trivia sessions. Join me for some great laughs!

    Check Out Our Other Venues in the Madeira Beach Area

    Caddy's Indian Shores FL 33785 trivia night: group of young people all standing together in front of a table smiling while a woman in front holds up a baby seated on top of a Trivia Nation trophy

    Caddy’s – Indian Shores

    20025 Gulf Blvd, Indian Shores, FL 33785
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    Irish 31 – Seminole

    7724 113th St, Seminole, FL 33772, USA
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    Caddy’s John’s Pass – Madeira Beach

    190 Boardwalk Pl E, Madeira Beach, FL 33708
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    Wednesday

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