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

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
  • 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

Oct 10 Friday

  • Beach Blooms 12 pm - 6 pm
  • Delta Drifters Live at Portside 6 pm - 10 pm

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

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
  • Pumpkin Painting at Gulf Babe 4 pm - 6 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

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

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

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
  • Karaoke/DJ Party with Corey 8 pm - Midnight

Oct 31 Friday

  • Monster Bash Dash at Dick's Last Resort 8 pm - 10 pm
  • Costume Party at Gulf Babe 8pm - Midnight