Upcoming Events
October 2025
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
Oct 23 Thursday
- Mammo's + Mahjong 3 pm - 8 pm
- Beach Blooms 3:30 pm - 6 pm
- Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
Oct 24 Friday
- Beach Blooms 12 pm - 6 pm
- The Coral Reefer Band in Concert 8 pm
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
Oct 26 Sunday
- Beach Blooms 1 pm - 4 pm
- Spooky Cinema at Portside 4 pm
- Tailgate at Dick's Last Resort All Day
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
Oct 29 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
Oct 30 Thursday
- Trunk or Treat presented by The Island Church 6 pm
- Yappy Hour at Gulf Babe Wine Boutique 2 pm - 6 pm
- Monster Bash Dash at Dick's Last Resort 8 pm - 10 pm
Oct 31 Friday
- Halloween Bash at Dick's Last Resort 6 pm
- Costume Party at Gulf Babe 8pm - Midnight