Other Island Events

Looking for something fun to do?
We got you covered!
Check out some of the fun special events that take place throughout the year.
Details of each event can be found on the organizations website.

September 2026

• SJCCA, Little Lee County Community Band, Indoor Concert September 6, 6:00pm
• VFW Post 4353, Labor Day Veterans and Family Day, September 7, 11 – 2pm
• Matlacha Hookers, Mrs Roper Romp, September 12. 3 – 7pm

October 2026

• Sweeney’s SOS, Zen Ten Day, 10.10.10, October 10, 10 – 2:30pm
• Adopt a Mermaid Auction GPICC, October 11, 4pm Eagles Nest
• Friends of Pine Island Library. October 20, 2pm. In person book discussion. ‘The Library Book’ by Susan Orlean.
• Pine Island Art Association: October 24, 10 – 2pm. Open House, Matlacha Park.
• Island Market, GPICC, October 31, Fishers of Men Church. 9 -2pm.
• VFW post 4353, October 31, Halloween Veterans and Family Spooktacular 2 – 4pm.
  Adult Halloween Party, 5 – 10pm.

November 2026

• Matlacha Hookers, Pine Island Elementary Fishing Derby, Jug Creek, November 1
• Flamingo Bay Monthly Market, November 7, 9 – 2pm
• OLMM Catholic Church, Holiday Bazaar, November 7
• Stone Crab Music Fest , GPICC— November 8, Winn Dixie Plaza 11 – 8pm
• VFW post 4353. Veterans Appreciation Day, November 11, 11 – 3pm.
• Koucky Studios Potters Guild Show, November 14, 10 – 2pm.
• Friends of Pine Island Library. November 17, 2pm. In person book discussion. ‘Land’ by Maggie Farrell.
• VFW post 4353, Thanksgiving Potluck, November 26, 1 -4pm.
• Island Market, GPICC, November 28, Fishers of Men Church. 9 – 2pm.

December 2026

• Holiday House of Hope— December 4, 5 and 6, 2026. Tarpon Lodge
• Museum of the Islands Open House, Dec 5, 9 – 1pm
• Flamingo Bay Monthly Market, December 5, 9 – 2pm
• SJCCAPI.org, Family Comedy Night, Kevin Farley is Coming to Town, December 11, 7pm.
• Koucky Studios Potters Guild Show, December 12, 10 – 2pm
• Friends of Pine Island Library, Book Sales, December 12, 8am – 2pm, Fishers of Men Church.
• Kiwanis, Chili and Trees. December 12, Street Eatz
• Friends of PI Library, Book Sale,  December 12, Fishers of Men Church.
• American Legion Pancake Breakfast — December 12.
• F.I.S.H Christmas Basket Brigade, December 12,
• CW Fudge Factory, Live nativity, December 24, 6pm and 7pm
• Matlacha Luminaries. December 24,
• VFW Post 4353, Christmas Potluck , December 25, 1 -4pm.
• Island Market GPICC, December 26, 2026. Fishers of Men Church. 9 – 2pm

January 2027

• Snowbird Marathon — Date to be determined
• VFW Post 4353, New Years Potluck, January 1, 1 – 4pm
• Flamingo Bay Monthly Market, January 2, 9 – 2pm
• Koucky Studios Potters Guild Show, January 9, 10 – 2pm.
• Friends of Pine Island Library, Jigsaw Puzzle Contest, January 9, 12- 4,
• Woodstock3 by PI Food Pantry, January 17, St James Civic Association.
• Friends of Pine Island Library. January 19, 2pm. In person book discussion.
• Friends of Pine Island Library, Historic Bike Tour, January 29, 9am
• Island Market GPICC, January 30, Fishers of Men Church. 9- 2pm.
• VFW post 4353, Chili Cook off and Cake Walk, January 30, 12 – 3pm.
• Kiwanis Club of Pine Island; Calusa Trail 5K walk/run – January 30, 8am

February 2027

• Kiwanis Calusa 5K walk/run – date to be determined
• Flamingo Bay Monthly Market, February 6.  9 – 2pm
• Friends of PI Library, Book Sale,  February 6. Fishers of Men Church.
• VFW Post 4353, Mardi Gras Party, February 9, 5 – 7pm.
• Beacon of Hope Concert February 12, St James Civic Association.
• American Legion post 136, Chili Cook off, February 13,
• Koucky Studios Potters Guild Show, February 13, 10 – 2pm
• OLMM Catholic Church, Rummage Sale, February 13,
• American Legion post 136, Super Bowl Party, February 14,
• VFW post 4353, Valentines Day Dinner, February 14, 5 – 7pm.
• Friends of Pine Island Library. February 15, 2pm. In person book discussion.
• Friends of Pine Island Library, February 16, 11:30am Annual Meeting, Pot Luck, Fishers of Men Church.
• Garden Club Gala — February 20, St James Civic Association.
• VFW post 4353, February 26, Purse Bingo, 5:30pm
  February 27, Car Show, 10 – 2pm. and Gun Bash, 3 – 7pm.
• Matlacha Hookers Luau — February 28, St James Civic Association.
• Island Market GPICC, February 27, Fishers of Men Church. 9 – 2pm.

March 2027

• IslandFest  Mullet Toss, GPICC — March 6, 2027. 10 – 5pm.
• Flamingo Bay Monthly Market, March 6. 9 – 2pm
• Friends of Pine Island Library, Treasure Hunts on the Water, March 9.
• Koucky Studios Potters Guild Show, March 13, 10 – 2pm
• Friends of Pine Island Library, March 16, 2pm. In person book discussion.
• VFW post 4353, March 17, St Patricks Day, Corned Beef & Cabbage, 5 -7pm.
• Ragged Ass Bike Fest — March 20,
• American Legion post 136, Turkey Shoot, March 22,
• Eagles Nest Car Show — Last weekend in March
• Island Market GPICC,  March 27, 2027. Fishers of Men Church. 9 – 2pm
• VFW post 4353, March 28, Easter Breakfast, 9 – 11am.

April 2027

• Bobby Holloway Memorial Fishing Tournament — Date to be determined
• Flamingo Bay Monthly Market, April 3. 9 – 2pm
• Koucky’s Studios Potters Guild Show, April 10, 10 – 2pm.
• VFW post 4353, Patriots Day Celebration, April 19. 11 -2pm.
• Island Market GPICC, April 24, Fishers of Men Church. 9 – 2pm
  
  May 2027
• VFW post 4353, May 1, Kentucky Derby Party, 5 – 7pm.
• VFW post 4353, May 5, Cinco de Mayo Dinner, 5 – 7pm.

July 2027

• Independence Day Parade — July 4, 2027
• MangoMania Tropical Fruit Fair— July 10, 2027

November 2027

• OLMM Catholic Church, Holiday Bazaar, November 6, 2027
• StoneCrab Music Festival, November 7, 2027