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Pineapple Drop ushers out a 'perfect square year'


  • By Janet Combs
  • | 3:32 p.m. January 2, 2026
On vacation from chilly Pittsburgh are the Matt family: Joe, 6-year old Everly, Brionna and 3-year old Ada.
On vacation from chilly Pittsburgh are the Matt family: Joe, 6-year old Everly, Brionna and 3-year old Ada.
Janet Combs
  • Sarasota
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Can't mingle with 1 million people at Times Square on New Year's Eve? If you were within driving distance, or wanted to take a flight from anywhere in the world, Sarasota, was the place to be Dec. 31.

Sponsored by the Downtown Sarasota Enrichment Association, Sarasota's 26th annual tropical block party complete with a pineapple drop boasted about 40,000 guests who helped usher 2025 out and loudly roar 2026 in.

A rare mathematical event, 2025 will be remembered for many things, but it is also a 'perfect square year' because 45 x 45 equals 2025 (you knew that, right?). For those calculating, our last perfect square year was 1936 and the next is 2116.

Located at the intersection of Lemon and Main streets, festival organizers began closing off the roads and setting stages and barricades 24 hours ahead of time. A police and security force was on-site as well as the Sarasota County Sherriff's Mounted Patrol, whose team of horses garnered much attention from children and adults alike.

The carnival folks expertly moved in with colorful rides, big prize games and food that take one back home to beloved boardwalks of "down the shore" New Jersey. 

 

Music was plentiful and dancing in the streets is not just a song it is something that cannot be helped at a block party. Feature bands included Bradenton's Nauti Girl, Nashville-based country/rock singer and songwriter Chas Collins, and the Venice based powerhouse Gas House Gorillas.

Local restaurants were open with tables set and reservation books filled. Many businesses remained open and vendors lined the street with tangibles for everyone. Eventgoers lined up to get their caricatures drawn, ride the mechanical bull, bungee jump or just get a beer. 

With formal celebrations happening all over the county, this all-age event is popular with locals and tourists who donned leg warmers, boots, fur coats, hats and gloves as they braved the unseasonable 48-degree weather.

A 15-minute firework display was held on the Sarasota Bay beginning at the stroke of midnight as it became official: 2026 is here, and 365 new days are ahead.

The 94-year-old S&H Kress and Co. building serves as a backdrop for 11- year-old bungee jumper Jenna King from Baltimore.
The 94-year-old S&H Kress and Co. building serves as a backdrop for 11- year-old bungee jumper Jenna King from Baltimore.
Janet Combs
Sawyer O'Dell takes a turn on the mechanical bull and holds today's family record for 44 seconds.
Sawyer O'Dell takes a turn on the mechanical bull and holds today's family record for 44 seconds.
Janet Combs
Sarasota drops a lighted pineapple each year to promote welcoming coastal, tropical vibes and to symbolize hospitality.
Sarasota drops a lighted pineapple each year to promote welcoming coastal, tropical vibes and to symbolize hospitality.
Janet Combs
Lakewood Ranch High School sophomore Brookelynn Cruz and her mom, Dalia, enjoy the day together as they await a new year.
Lakewood Ranch High School sophomore Brookelynn Cruz and her mom, Dalia, enjoy the day together as they await a new year.
Janet Combs
Cassandra and Jacob Caldwell will see daughter Leila turn 4 in 2026.
Cassandra and Jacob Caldwell will see daughter Leila turn 4 in 2026.
Janet Combs
Tyler Butler and Darci Jacob get ready for their 40,000 guests to arrive.
Tyler Butler and Darci Jacob get ready for their 40,000 guests to arrive.
Janet Combs
Minnesotans Adam Benvenisti and Talia Singer with Yaara, Ethan and Anthony Lansing.
Minnesotans Adam Benvenisti and Talia Singer with Yaara, Ethan and Anthony Lansing.
Janet Combs
Finn O'Dell from Indiana takes a ride on the mechanical bull.
Finn O'Dell from Indiana takes a ride on the mechanical bull.
Janet Combs
On vacation from Indiana are Connor, Finn and Sawyer O'Dell who are enjoying New Year's Eve with their parents Erica and Greg, and grandparents Devin and Vicki Merritt of Venice.
On vacation from Indiana are Connor, Finn and Sawyer O'Dell who are enjoying New Year's Eve with their parents Erica and Greg, and grandparents Devin and Vicki Merritt of Venice.
Janet Combs
Joshua Hudson is a dart game expert and boasts
Joshua Hudson is a dart game expert and boasts "the best prizes at the event."
Janet Combs
Hello Kitty waits to go home with someone.
Hello Kitty waits to go home with someone.
Janet Combs
Paul and Mary Shannon dance to the tunes of the Nauti Girl Band with their service dog, Rambo.
Paul and Mary Shannon dance to the tunes of the Nauti Girl Band with their service dog, Rambo.
Janet Combs
Zoe Heinz, 15, enjoys her last 2025 skate down Main Street.
Zoe Heinz, 15, enjoys her last 2025 skate down Main Street.
Janet Combs
The last of the 2025 fried dough is here for the taking before the resolutions start on Jan. 1.
The last of the 2025 fried dough is here for the taking before the resolutions start on Jan. 1.
Janet Combs
All the way from Illinois are Cassie Blair and 9-month-old Cole, who are visiting mom, Joan, from Tampa.
All the way from Illinois are Cassie Blair and 9-month-old Cole, who are visiting mom, Joan, from Tampa.
Janet Combs
Designed to rival the Eiffel Tower, engineer Gale Ferris, Jr. invented his wheel in 1893 for the World's Columbian Exposition in Chicago.
Designed to rival the Eiffel Tower, engineer Gale Ferris, Jr. invented his wheel in 1893 for the World's Columbian Exposition in Chicago.
Janet Combs
Sierra Varney and David Hughes show customers how easy it is to win stuffed animals by shooting hoops.
Sierra Varney and David Hughes show customers how easy it is to win stuffed animals by shooting hoops.
Janet Combs
Logan Hardle from Pittsburgh, sharp shoots at paper targets to win oversized stuffed animals.
Logan Hardle from Pittsburgh, sharp shoots at paper targets to win oversized stuffed animals.
Janet Combs
The ticket booths opened at 1 p.m.
The ticket booths opened at 1 p.m.
Janet Combs
Poppy Sweeney of Princeton, N.J., jumps the heads of her granddad Vincent Russo, and mom, Cassie Sweeney.
Poppy Sweeney of Princeton, N.J., jumps the heads of her granddad Vincent Russo, and mom, Cassie Sweeney.
Chicago native David H. expects hundreds of people to order fresh funnel cakes.
Chicago native David H. expects hundreds of people to order fresh funnel cakes.
Janet Combs
The King and Furletti families are from Baltimore, Maryland and Bradenton.
The King and Furletti families are from Baltimore, Maryland and Bradenton.
Janet Combs
First time attendees are David Cervantez and Denise Miniatis.
First time attendees are David Cervantez and Denise Miniatis.
Janet Combs
Bay City Concessions delivers the goods with Mitra Sartipi, Tanya Turner and Cindy Broadhead who note the regular and cinnamon funnel cakes are the most popular.
Bay City Concessions delivers the goods with Mitra Sartipi, Tanya Turner and Cindy Broadhead who note the regular and cinnamon funnel cakes are the most popular.
Janet Combs
Owner Laszlo Bevardi (fourth from right) and his staff are ready for their guests who have booked all time slots.
Owner Laszlo Bevardi (fourth from right) and his staff are ready for their guests who have booked all time slots.
Janet Combs
Karley Sylvestre and Kendal Gerard walk on Main Street.
Karley Sylvestre and Kendal Gerard walk on Main Street.
Janet Combs
From the Orlando area is smiling William Stinson who expects to serve
From the Orlando area is smiling William Stinson who expects to serve "150 giant pretzels, 200 corn dogs and a lot of churros and I only take credit cards!"
Janet Combs
Locals Randy and Mary Ann Allen and Toniann and Tom Petrillo have a no-car-needed New Year's Eve tradition: rooms at Art Ovation, dinner reservations at Selva and the Pineapple Drop Block Party.
Locals Randy and Mary Ann Allen and Toniann and Tom Petrillo have a no-car-needed New Year's Eve tradition: rooms at Art Ovation, dinner reservations at Selva and the Pineapple Drop Block Party.
Janet Combs
Selling $8 beer tonight are locals Marina Ghosn and Alexa Basli.
Selling $8 beer tonight are locals Marina Ghosn and Alexa Basli.
Janet Combs
The dropping of the pineapple takes place at Main and Lemon.
The dropping of the pineapple takes place at Main and Lemon.
Janet Combs
The 12-hour Pineapple Drop block party is expected to have about 40,000 guests.
The 12-hour Pineapple Drop block party is expected to have about 40,000 guests.
Janet Combs
Visiting from Queens, New York, are Ethan and Avien Monroy, Katrina Romano and local friend Deggie Urzua.
Visiting from Queens, New York, are Ethan and Avien Monroy, Katrina Romano and local friend Deggie Urzua.
Janet Combs
Judy Kozlowski is spoiling some of her grandchildren on New Year's Eve: Olivia and Jack Zumbrunn, Kiley Beaver and Zoey Jirout.
Judy Kozlowski is spoiling some of her grandchildren on New Year's Eve: Olivia and Jack Zumbrunn, Kiley Beaver and Zoey Jirout.
Janet Combs
The Rockin' Tug Ride is run by carnival ride engineer Jamerre Knight.
The Rockin' Tug Ride is run by carnival ride engineer Jamerre Knight.
Janet Combs
Great Aunt Cireya Deveaux has a pocketful of ride tickets for great-niece, Armaruria Taylor, 3.
Great Aunt Cireya Deveaux has a pocketful of ride tickets for great-niece, Armaruria Taylor, 3.
Janet Combs
All the way from the 'Free State
All the way from the 'Free State" are Marylanders Kai, Keith, Yvette and Kiernan Davids.
Janet Combs
The Dizzy Dragons are a dizzying experience even from the street!
The Dizzy Dragons are a dizzying experience even from the street!
Janet Combs
The caricature artists are busy with a constant line of customers.
The caricature artists are busy with a constant line of customers.
Janet Combs
Megan Mahoney and Louis Rivera enjoy carnival games with Evan Rivera, 10.
Megan Mahoney and Louis Rivera enjoy carnival games with Evan Rivera, 10.
Janet Combs
Manning the machine gun booth are Michael Blake and Jaidhe Lyon.
Manning the machine gun booth are Michael Blake and Jaidhe Lyon. "It's great for anger management," said Lyon.
Janet Combs
Bradenton's Nauti Girl band kept everyone on their feet during their afternoon gig.
Bradenton's Nauti Girl band kept everyone on their feet during their afternoon gig.
Janet Combs

 

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Bay Haven School of Basics Plus was designed in 1926 by architect
M. Leo Elliott. Sweet Sparkman completed a restoration that preserves
the school’s architectural integrity while supporting continued modern educational use.
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Dr. Wilhelmine Wiese-Rometsch (center), received the 2025 Outstanding Contributions to Advancing the Careers of Women in Medicine Award, resented by Florida American College of Physicians Chapter Governors Dr. Elisa Sottile, and Dr. Ankush Bansalat the chapter’s annual scientific meeting in Orlando.
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Left: Austin Gordon Jr., known as “AJ,” was born at 1:25 a.m. to first-time parents Isabel Castillo and Austin Gordon.

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