Summer of Music Starts Here

Cue the cocktails and let summer play

Turn up the fun with Summer of Music at Compass Anna Maria Sound, where poolside pours, music-filled nights, and weekly summer happenings come together all season long. Compass keeps the energy going with themed nights, playful evening moments, and signature drink specials designed to keep guests in vacation mode from check-in to sunset.

Throughout the summer, guests can enjoy weekly favorites like Clock Out & Chill, Pour Decisions: Tacos, Tequila & Trivia, Nobody Works on Friday, Saturday in Paradise, and Cornhole & Cocktails, along with food pairings and specialty drinks from Compass Bar & Chill. From trivia nights and cornhole tournaments to sunset socials, frozen cocktails, margaritas, and poolside moments worth sharing, Summer of Music gives guests even more reasons to sip, stay, and soak up the season. Thursday through Saturday, live music from Floridays Woodfire Grill & Bar next door adds to the atmosphere, creating a fun and easygoing soundtrack for summer nights at Compass Anna Maria Sound.

Clock Out & Chill Monday

Mondays call for good bites, cold drafts, and an easy excuse to stay awhile. Join us for Clock Out & Chill at Compass Bar & Chill every Monday from 6–8 PM and enjoy $7 Bavarian Pretzel Sticks and Chips & Dips alongside $5 14 oz domestic drafts. Add a 5 O’Clock Burger or Bacon Cheeseburger to the mix, and suddenly Monday feels a whole lot more like paradise.

Pour Decisions Tuesday: Trivia, Tacos & Tequila

Make your Tuesday night a Pour Decision in the best possible way. Join us at Compass Bar & Chill for tacos, tequila, and trivia from 7–9 PM, with a lively game-night atmosphere, $12 select margaritas, and $7 Loaded LandSharks. Pair it with our Fresh Catch Tacos and settle in for a fun-filled evening of good sips, friendly competition, and one more reason to make a night of it at Compass Anna Maria Sound.

Frosé All Day Wednesday

Midweek calls for something cold, easy, and worth lingering over. Join us for Frosé All Day at Compass Bar & Chill every Wednesday and sip on our signature $10 frosé while easing into a laid-back afternoon or sunset social. Pair it with a Margherita Flatbread or Power Bowl and settle in for a relaxed midweek moment filled with good pours, easy conversation, and poolside island energy at Compass Anna Maria Sound.

Nobody Works on Friday

Why wait for Friday? At Compass Bar & Chill, Thursday is your excuse to slip into island time a little early. Join us for Nobody Works on Friday and enjoy all boat drinks and frozen concoctions for $12 all day long. Pair it with a Bacon Cheeseburger or 5 O’Clock Burger, settle in by the pool, and let a soundtrack of boats, beaches, bars, and ballads carry you into the kind of Thursday that feels a whole lot more like the weekend.

Golden Hour at Compass

Friday was made for golden hour. Join us at Compass Bar & Chill for Golden Hour at Compass, where sunset views, easygoing energy, and Booze in the Blender set the tone for the weekend. Sip your favorite specialty drink or draft beer in a 22 oz souvenir blender cup for $20, then enjoy refills all weekend for $15. Pair it with our Fresh Catch feature, settle in by the pool, and soak up live music in the air from Floridays from 6–9 PM as the sun goes down and the weekend gets started.

Saturday in Paradise

Saturday in Paradise is your invitation to settle into island time at Compass Bar & Chill. Spend the day sipping on a Who’s to Blame Margarita for $10, Havana & Bananas for $12, or a LandShark draft starting at $6, then pair it with burgers or nachos and let the good vibes roll. As the evening sets in, the poolside atmosphere comes alive with music-filled energy from 6–9 PM, making Saturday the perfect day to kick back, sip something cold, and stay awhile at Compass Anna Maria Sound.

Cornhole & Cocktails Sunday

Sundays at Compass are made for easy competition, cold drinks, and one last round by the pool. Join us for Cornhole & Cocktails and enjoy a laid-back afternoon with a cornhole tournament starting at 3 PM, plus shareable favorites like wings, nachos, and flatbreads. Pair it all with a bucket of domestic beer for $30 or imports for $35, then soak up the kind of Sunday that makes it easy to extend your stay at Compass Anna Maria Sound.

Show us your Summer

Share your favorite Compass moments for a chance to win.

From poolside sips to sunset snapshots, show us how you’re making the most of summer at Compass Anna Maria Sound. Enter our photo contest by sharing your favorite vacation moments for a chance to win a 2-night stay.

Enter to Win