September 2025

Sep 1 Monday

• Bachelor in Paradise Finale Watch Party at Gulf Babe Wine Boutique 7 pm
• Rusty Benefield Live + $5 Tito's/$3 Longnecks at Sandshaker 7 pm - 11 pm

Sep 2 Tuesday

• Tequila Tuesday...Karaoke/DJ Party w/ Corey at Sandshaker 7 pm - 11 pm

Sep 3 Wednesday

• Brian James Live at Sandshaker 7 pm - 11 pm
• Trivia Night at Gulf Babe Wine Boutique 8 pm

Sep 4 Thursday

• National Cabernet Sauvignon Day at Gulf Babe Wine Boutique All Day
• Karaoke/DJ Party with Corey 8 pm - Midnight

Sep 5 Friday

• 2000's Chick Flicks Viewing Party at Gulf Babe Wine Boutique All Day
• Mile Marker 158 Wine Dinner 6 pm
• Delta Drifters Live at Portside 6 pm - 10 pm
• False Identity Live at Sandshaker 9 pm - 1 am

Sep 6 Saturday

• Gameday on The Green at Portside All Day
• Champions Gate Live at Sandshaker 9 pm - 1 am

Sep 7 Sunday

• Entertainment $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11am until close
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Sep 8 Monday

• Rusty Benefield Live + $5 Tito's/$3 Longnecks at Sandshaker 7 pm - 11 pm

Sep 9 Tuesday

• Tequila Tuesday...Karaoke/DJ Party w/ Corey at Sandshaker 7 pm - 11 pm

Sep 10 Wednesday

• Chris Beverly Live at Sandshaker 7 pm - 11 pm
• Trivia Night at Gulf Babe Wine Boutique 8 pm

Sep 11 Thursday

• NFL Football at Portside 7:15 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight

Sep 12 Friday

• YoHo Rum & Tacos Cocktail Dinner 6 pm
• Colton Wadkins Live at Portside 6 pm - 10 pm
• Y2K Music Night at Gulf Babe Wine Boutique 8 pm - Midnight
• Chitlin Switch Live at Sandshaker 9 pm - 1 am

Sep 13 Saturday

• Gameday on The Green at Portside All Day
• Tailgate at Dick's Last Resort All Day
• Brandon Giles Band Live at Sandshaker 9 pm - 1 am

Sep 14 Sunday

• Tailgate at Dick's Last Resort All Day
• Entertainment $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11am until close
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Sep 15 Monday

• Rusty Benefield Live + $5 Tito's/$3 Longnecks at Sandshaker 7 pm - 11 pm

Sep 16 Tuesday

• Dancing with the Stars Watch Party at Gulf Babe Wine Boutique 7 pm
• Tequila Tuesday...Karaoke/DJ Party w/ Corey at Sandshaker 7 pm - 11 pm

Sep 17 Wednesday

• The Summer I Turned Pretty Finale Watch Party at Gulf Babe Wine Boutique 7 pm
• Dustin Brown Live at Sandshaker 7 pm - 11 pm

Sep 18 Thursday

• Karaoke/DJ Party with Corey 8 pm - Midnight

Sep 19 Friday

• Colton Wadkins Live at Portside 6 pm - 10 pm
• Fall Drinks Kick Off Party at Gulf Babe Wine Boutique 8 pm - Midnight
• High Cotton Live at Sandshaker 9 pm - 1 am

Sep 20 Saturday

• Gameday on The Green at Portside All Day
• 5th Annual Orange Beach Freedom Festival 9 am - 5 pm
• Beach Blooms 9 am - 5 pm
• Tailgate at Dick's Last Resort All Day
• High Cotton Live at Sandshaker 9 pm - 1 am

Sep 21 Sunday

• 5th Annual Orange Beach Freedom Festival 10 am - 4 pm
• Beach Blooms 10 am - 4 pm
• Tailgate at Dick's Last Resort All Day
• Entertainment $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11am until close
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Sep 22 Monday

• Official First Day of Fall specials at Gulf Babe Wine Boutique All Day
• Rusty Benefield Live + $5 Tito's/$3 Longnecks at Sandshaker 7 pm - 11 pm

Sep 23 Tuesday

• Tequila Tuesday...Karaoke/DJ Party w/ Corey at Sandshaker 7 pm - 11 pm

Sep 24 Wednesday

• Rusty Benefield Live at Sandshaker 7 pm - 11 pm
• Trivia Night at Gulf Babe Wine Boutique 8 pm

Sep 25 Thursday

• Beach Blooms 3:30 pm - 6 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight

Sep 26 Friday

• Beach Blooms 12 pm - 6 pm
• The Undertow Band Live at Portside 6 pm - 10 pm
• Brian James Band Live at Sandshaker 9 pm - 1 am

Sep 27 Saturday

• Gameday on The Green at Portside All Day
• Kids Win Fishing Tournament presented by Rouses Market 9:30 am
• Beach Blooms 10 am - 4 pm
• Tailgate at Dick's Last Resort All Day
• Brian James Band Live at Sandshaker 9 pm - 1 am