October 2025

Oct 1 Wednesday

• Kid's Pumpkin Painting at Dick's Last Resort All Day
• Brand Ribbon Cutting 2:45 pm
• Wine Wednesday at Gulf Babe 5 pm
• Axl Steele Live at Sandshaker 7 pm - 11 pm
• Trivia Night at Gulf Babe Wine Boutique 7 pm

Oct 2 Thursday

• Beach Blooms 3:30 pm - 6 pm
• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Mile Marker 158 Wine Dinner 6 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight

Oct 3 Friday

• Beach Blooms 12 pm - 6 pm
• Taylor Swift Album Release Party at Gulf Babe Wine Boutique 8 pm - Midnight
• Mid Life Crisis Live at Sandshaker 9 pm - 1 am

Oct 4 Saturday

• Gameday on The Green at Portside All Day
• Pilates & Prosecco Hosted by Gulf Babe 10 am - 11 am
• Beach Blooms 10 am - 4 pm
• Tailgate at Dick's Last Resort All Day
• Mid Life Crisis Live at Sandshaker 9 pm - 1 am

Oct 5 Sunday

• Beach Blooms 1 pm - 4 pm
• Tailgate at Dick's Last Resort All Day
• $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11 am until close
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Oct 6 Monday

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

Oct 7 Tuesday

• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Wine Tasting with Baylee at Gulf Babe 6 pm
• Dancing with the Stars Watch Party at Gulf Babe Wine Boutique 7 pm
• Tequila Tuesday...Karaoke/DJ Party at Sandshaker 7 pm - 11 pm

Oct 8 Wednesday

• Kid's Pumpkin Painting at Dick's Last Resort All Day
• Wine Wednesday at Gulf Babe 5 pm
• Chris Beverly Live at The Sandshaker 7 pm - 11 pm
• Trivia Night at Gulf Babe Wine Boutique 7 pm

Oct 9 Thursday

• Beach Blooms 3:30 pm - 6 pm
• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Hocus Pocus watch party at Gulf Babe 6 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight

Oct 10 Friday

• Beach Blooms 12 pm - 6 pm
• Delta Drifters Live at Portside 6 pm - 10 pm
• High Cotton Band Live at Sandshaker 9 pm - 1 am

Oct 11 Saturday

• Gameday on The Green at Portside All Day
• Pilates & Prosecco Hosted by Gulf Babe 10 am - 11 am
• Beach Blooms 10 am - 4 pm
• Tailgate at Dick's Last Resort All Day
• High Cotton Band Live at Sandshaker 9 pm - 1 am

Oct 12 Sunday

• Beach Blooms 1 pm - 4 pm
• Tailgate at Dick's Last Resort All Day
• $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11 am until close
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Oct 13 Monday

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

Oct 14 Tuesday

• Twenty One Pilots in Concert 8 pm
• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• DJ Party w/ Corey at Sandshaker 5 pm - Close
• Dancing with the Stars Watch Party at Gulf Babe Wine Boutique 7 pm

Oct 15 Wednesday

• Kid's Pumpkin Painting at Dick's Last Resort All Day
• Wine Wednesday at Gulf Babe 5 pm
• Trivia Night at Gulf Babe Wine Boutique 7 pm
• Dustin Brown Live at Sandshaker 7 pm - 11 pm

Oct 16 Thursday

• Beach Blooms 3:30 pm - 6 pm
• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Ginny Lane Bar & Grill Wine Dinner 6 pm
• Hocus Pocus watch party at Gulf Babe 6 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight

Oct 17 Friday

• Gulf Coast Compassion 5K sponsored by United Rentals 7 am
• Beach Blooms 12 pm - 6 pm
• The Undertow Band Live at Portside 6 pm - 10 pm
• Pink Harvest Party at Gulf Babe 8 pm - Midnight
• Rockstarfish Band Live at Sandshaker 9 pm - 1 am

Oct 18 Saturday

• Gameday on The Green at Portside All Day
• Pilates & Prosecco Hosted by Gulf Babe 10 am - 11 am
• Beach Blooms 10 am - 4 pm
• Tailgate at Dick's Last Resort All Day
• Tee-Offtoberfest 3 pm - 8 pm
• Brandon Giles Band Live at Sandshaker 9 pm - 1 am

Oct 19 Sunday

• Beach Blooms 1 pm - 4 pm
• Tailgate at Dick's Last Resort All Day
• $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11 am until close
• Pumpkin Painting at Gulf Babe 4 pm - 6 pm
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Oct 20 Monday

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

Oct 21 Tuesday

• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Dancing with the Stars Watch Party at Gulf Babe Wine Boutique 7 pm
• Tequila Tuesday...Karaoke/DJ Party at Sandshaker 7 pm - 11 pm

Oct 22 Wednesday

• Kid's Pumpkin Painting at Dick's Last Resort All Day
• Wine Wednesday at Gulf Babe 5 pm
• Trivia Night at Gulf Babe Wine Boutique 7 pm
• Rusty Benefield Live at Sandshaker 7 pm - 11 pm

Oct 23 Thursday

• Mammo's + Mahjong 3 pm - 8:30 pm
• Beach Blooms 3:30 pm - 6 pm
• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Just Roger Live at Portside 4 pm - 7 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight

Oct 24 Friday

• Beach Blooms 12 pm - 6 pm
• The Coral Reefer Band in Concert 7:30 pm
• Pre Concert Party with DJ Corey 5 pm - 9 pm
• Post Concert Party with Undertow Band 9 pm - 1 am

Oct 25 Saturday

• Gameday on The Green at Portside All Day
• Pilates & Prosecco Hosted by Gulf Babe 10 am - 11 am
• Beach Blooms 10 am - 4 pm
• Tailgate at Dick's Last Resort All Day
• The Undertow Band Live at Sandshaker 9 pm - 1 am

Oct 26 Sunday

• Beach Blooms 1 pm - 4 pm
• Spooky Cinema at Portside 4 pm
• Tailgate at Dick's Last Resort All Day
• $3 Bloodys + Longnecks / $5 Tito's at Sandshaker 11 am until close
• Jukebox Mix Live at Sandshaker 6 pm - 10 pm

Oct 27 Monday

• Wine Tasting with Winston at Gulf Babe 6 pm
• Rusty Benefield Live + $5 Tito's/$3 Longnecks 7 pm - 11 pm

Oct 28 Tuesday

• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• Dancing with the Stars Watch Party at Gulf Babe Wine Boutique 7 pm
• Tequila Tuesday...Karaoke/DJ Party at Sandshaker 7 pm - 11 pm
• Scary Movie Night at Dick's Last Resort 9:30 pm

Oct 29 Wednesday

• Kid's Pumpkin Painting at Dick's Last Resort All Day
• Wine Wednesday at Gulf Babe 5 pm
• Line Dancing at Dick's Last Resort 6:30 pm - 8:30 pm
• Trivia Night at Gulf Babe Wine Boutique 7 pm
• Brent Varner Live at Sandshaker 7 pm - 11 pm

Oct 30 Thursday

• Trunk or Treat presented by The Island Church 6 pm
• Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
• The Funky Lampshades Live at Portside 5 pm - 9 pm
• Monster Bash Dash at Dick's Last Resort 8 pm - 10 pm
• Karaoke/DJ Party with Corey 8 pm - Midnight