Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (2024)

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Fall is the perfect time to embrace the island life on Anna Maria Island, and this year, the island is bursting with exciting festivals and events for everyone to enjoy. From nautical flea markets to lively street festivals and even a celebration of music and patriotism, here's a roundup of the must-attend fall festivals and activities on Anna Maria Island in 2023.

Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (1)

Coquina Beach Market (Reopens October 4, 2023)

The beloved Coquina Beach Market is back, and we're hoping it's better than ever! The market is a great place to find unique treasures by local vendors and has been a long-time favorite activity among visitors young and old. Reopening in a slightly new location at South Coquina Beach, this market is expected to operate year-round. You can look forward to discovering new food vendors and exciting offerings like clothing, handmade soaps, jewelry, coconuts drinks and more.

Market Days and Times:

  • Reopens on October 4, 2023

  • Wednesdays and Fridays: 10:00 AM - 4:00 PM

  • Sundays: Noon until sunset, ending time TBD

Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (2)

Cortez Nautical Flea Market

Calling all boat enthusiasts and lovers of all things maritime! The Cortez Nautical Flea Market is a FREE family-friendly event you won't want to miss. Hosted by the Florida Maritime Museum and the Cortez Cultural Center, this event promises deals on fishing gear, marine equipment, and more.

  • Date: Saturday, October 7th, 2023

  • Time: 8:00 AM - 12:00 PM

  • Location: Cortez Cultural Center (East of the museum)

Additional Info: You can also explore a Nautical Arts & Crafts sale at the Cortez Cultural Center. Free parking is available at the F.I.S.H. Preserve located on Cortez Road next to the Cortez Cultural Center.

Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (3)

Bayfest - The Longest Running Festival

Bayfest is the biggest and longest-running festival on Anna Maria Island, and it's back in 2023 with a day full of fun for the whole family. Held in the City of Anna Maria, this FREE street festival has it all: live music, delicious food, refreshing beverages, arts and craft vendors, and an amazing car show.

  • Date: Saturday, October 21st, 2023

  • Time: 10:00 AM - 9:00 PM

  • Location: City of Anna Maria, Anna Maria Island

Additional Info: Don't miss the fantastic live music lineup, including Memphis Rub, Trevor Bystrom Band, Karen & Jimmy Band, and Dr. Dave Band. Explore local arts and crafts, savor local cuisine, and enjoy family-friendly activities.

Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (4)

11th Annual Cortez Stone Crab & Music Festival

If you're a seafood lover and a music enthusiast, the 11th Annual Cortez Stone Crab & Music Festival is your ideal fall event. Held in the picturesque Cortez Village, this outdoor festival features fresh, local seafood, ice-cold beverages, talented musical acts, and, of course, plenty of stone crab.

  • Dates: Saturday & Sunday, November 11th & 12th, 2023

  • Time: 10:00 AM - 6:00 PM (both days)

  • Location: 4628 119th Street West, Cortez Village

Additional Info: The festival offers a Kid's Zone, local artist displays, and even a dog-friendly atmosphere. There's also a seating area with a large tent for sun protection or shelter from rain. Parking is available at the FISH Preserve for $5 per car.

Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (5)

Symphony on the Sand

Prepare for an enchanting evening of music, cuisine, and patriotism as Symphony on the Sand makes its long-awaited return to Anna Maria Island. This event not only offers a captivating Gulf Coast sunset but also supports the development of musically talented youth and community outreach programs.

  • Date: Saturday, November 11th, 2023

  • Time: 4:30 PM - 7:30 PM

  • Location: Coquina Gulfside Park, 2650 Gulf Drive South, Anna Maria Island

Additional Info: Secure your tickets for this memorable evening, which combines culinary delights and world-class music. It's a heartfelt Veterans Day salute you won't want to miss.

Tickets range from $30 to $250 per person, Visit Eventbrite for purchase details.

  • $250 Premier VIP Tables (Front Rows 1-2) | Beach Bistro gourmet meal, champagne, fine wine/select beers

  • $175 VIP Tables (Rows 3-4) | Small plates, fine wine/select beers

  • $150 VIP Tables (Rows 5-6) | Small plates, fine wine/select beers

  • $125 Café Sand Tables & VIP Tables (Café sand tables & Row 7) | Small plates, fine wine/select beers

  • $100 Café Deck Tables | 2 drink tickets + Waitstaff for food orders

  • $60 Symphony Chairs | 2 drink tickets

  • $30 General Admission

Anna Maria Island is gearing up for a memorable fall season with these fantastic festivals and activities. Mark your calendars, gather your family and friends, and get ready to immerse yourself in the vibrant culture and coastal charm of this beautiful island paradise. Don't miss out on the fun, book your Anna Maria Island Vacation rental and join the festivities!

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Explore the Best Fall Festivals and Activities on Anna Maria Island in 2023 (2024)

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