Tour the award-winning Siesta Key Rum distillery and sample locally made rums. Free guided tours available several days a week with insights into small-batch production and local flavor.
35 events found.
Events
Calendar of Events
Monday |
Tuesday |
Wednesday |
Thursday |
Friday |
Saturday |
Sunday |
|---|---|---|---|---|---|---|
|
2 events,
 Celebrate Sarasota’s vibrant creative community at First Fridays at Sarasota Art Museum. Held on the museum’s beautiful plaza, this monthly evening gathering offers live music, art, food, and drink in a lively, welcoming atmosphere. Guests can enjoy gallery access, curated performances, pop-up art activities, and a specialty menu from the on-site Bistro. Whether you're an art lover or just looking to unwind, it's a perfect Friday night out for friends, couples, and families alike. |
3 events,
-
 Join us for UTC Live on The Green, our free outdoor concert series held the first Thursday of every month from 6:30 to 9:30 p.m. Back by popular demand, NoFilter will be rockin’ the stage on Thursday, October 2. Get ready to dance the night away with this high-energy dance band that plays a variety of favorites from various decades and multiple genres.
Free |
5 events,
-
 Start your month with a splash of creativity at Art in the Park, a free community art session held the first Friday of every month from 10 to 11 AM at The Bay’s Ibis Playground Pavilion in downtown Sarasota. Surrounded by the beauty of Sarasota Bay, participants of all ages are invited to unwind, connect, and explore their artistic side under the guidance of Art Center Sarasota teaching artists.
Free (Registration Requested)
-
 Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34
-
 Fresh Fridays is back and better than ever! Join us on Main Street in Downtown Sarasota for the Season 5 kickoff of this free monthly block party. The Main Street Mixer brings together locals and visitors for an unforgettable evening of live music, delicious food, and a vibrant community atmosphere.
Free |
6 events,
 The Sunshine State Outdoor Volleyball Association (SSOVA) returns to Siesta Key Beach for another weekend of high-energy competition and fun on the sand. This two-day AVP America BRQ (Beach Regional Qualifier) event offers double points and draws some of Florida’s best athletes to one of the most beautiful beaches in the world.
See registration page
-
 Celebrate the magic of fall at the 36th Annual Fruitville Grove Pumpkin Festival, a cherished family tradition in Sarasota! Held every weekend in October, this festive event transforms Fruitville Grove Farm into an autumn wonderland complete with pumpkins, live music, and seasonal fun for all ages.
$1 – $10
-
 Celebrate fall at Dakin Dairy Farms’ 2nd Annual Harvest Festival! Enjoy a full day on the farm with food trucks, local vendors, live music, and plenty of family fun. Highlights include a Kid Zone, pumpkin patch, corn maze, sunflower U‑pick, Touch‑A‑Tractor, calf cuddles, kid ATVs, lawn mower racing, and the crowd‑favorite pumpkin cannon. Bring sunscreen, closed‑toe shoes, and a camera—there are photo ops around every corner. General admission is $20 (ages 5 & under free) and parking is free.
$20 |
7 events,
The Sunshine State Outdoor Volleyball Association (SSOVA) returns to Siesta Key Beach for another weekend of high-energy competition and fun on the sand. This two-day AVP America BRQ (Beach Regional Qualifier) event offers double points and draws some of Florida’s best athletes to one of the most beautiful beaches in the world.
See registration page
-
 Book lovers unite at the Venice Fall Book Fair, a seasonal celebration of literature featuring local and regional authors, independent publishers, and book-related vendors. Stroll through charming downtown Venice to discover a wide variety of genres, from fiction and memoir to children’s books and history. Meet authors, attend signings, and learn about the creative process through panel discussions and author talks. Perfect for readers of all ages, the event also includes activities for kids and plenty of opportunities to support local literary talent. Whether you're an avid reader or just browsing, this event offers inspiration on every page.
-
Celebrate fall at Dakin Dairy Farms’ 2nd Annual Harvest Festival! Enjoy a full day on the farm with food trucks, local vendors, live music, and plenty of family fun. Highlights include a Kid Zone, pumpkin patch, corn maze, sunflower U‑pick, Touch‑A‑Tractor, calf cuddles, kid ATVs, lawn mower racing, and the crowd‑favorite pumpkin cannon. Bring sunscreen, closed‑toe shoes, and a camera—there are photo ops around every corner. General admission is $20 (ages 5 & under free) and parking is free.
$20 | ||
|
3 events,
-
Enjoy a magical autumn evening under the lights at Spooky Point! The historic campus of Spanish Point comes alive with dazzling displays, eerie pathways, and colorful botanical-inspired installations perfect for all ages. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
5 events,
-
 UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
 Join neighbors, local law enforcement, and community organizations for Lakewood Ranch's annual National Night Out, an evening dedicated to building stronger neighborhood connections and promoting public safety. This free, family-friendly event features live music, interactive exhibits, giveaways, and activities for kids—including face painting, inflatables, and meet-and-greets with first responders. Enjoy food trucks, local vendors, and a chance to learn more about safety initiatives in the community. It’s a fun and meaningful way to foster partnerships and celebrate the vibrant spirit of Lakewood Ranch.
-
Follow the haunted yet beautiful trail at Selby Gardens’ Historic Spanish Point campus. Discover glowing 'ghost orchids,' pumpkins, and other creative light sculptures that celebrate both Halloween spirit and Sarasota’s natural beauty. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Experience Sarasota’s most enchanting Halloween light show! Wander the historic trails of Spanish Point beneath the trees, surrounded by whimsical illuminated installations inspired by real plants and classic fall fun. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
5 events,
 The Venice Sun Fiesta is one of the city's most beloved and long-standing traditions, bringing together locals and visitors for a fun-filled weekend celebrating the spirit of Venice. Sponsored by the Women's Sertoma Club of Venice, this family-friendly festival features live music, arts and crafts vendors, delicious food, a beer and wine garden, a children's area, and one of the most unique traditions of the event: the bed races down Venice Avenue. Other highlights include a parade, student entertainment, and local performances throughout the weekend.
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Journey through the woods at Historic Spanish Point for an evening of family-friendly frights and botanical brilliance. Lights at Spooky Point transforms the gardens into a glowing fantasy of orchids, skeletons, and pumpkins galore. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
10 events,
-
 Join the community for Sarasota Cars & Coffee: Trunk or Treat presented by OMNI Energy on Saturday, October 11 from 8–10 a.m. at The Mall at UTC. This special Halloween‑themed edition supports the American Cancer Society’s Answer to Cancer SRQ campaign, benefiting breast cancer research at Moffitt Cancer Center.
$10
-
 Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.
$5 – $15
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase) |
9 events,
-
Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.
$5 – $15
-
Celebrate fall at Dakin Dairy Farms’ 2nd Annual Harvest Festival! Enjoy a full day on the farm with food trucks, local vendors, live music, and plenty of family fun. Highlights include a Kid Zone, pumpkin patch, corn maze, sunflower U‑pick, Touch‑A‑Tractor, calf cuddles, kid ATVs, lawn mower racing, and the crowd‑favorite pumpkin cannon. Bring sunscreen, closed‑toe shoes, and a camera—there are photo ops around every corner. General admission is $20 (ages 5 & under free) and parking is free.
$5 – $20
-
 Celebrate fall at the 37th Annual Fruitville Grove Pumpkin Fest — two full weekends of family fun with classic farm attractions and festive Halloween touches.
$1 – $10 |
|
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Experience Sarasota’s most enchanting Halloween light show! Wander the historic trails of Spanish Point beneath the trees, surrounded by whimsical illuminated installations inspired by real plants and classic fall fun. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
5 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Journey through the woods at Historic Spanish Point for an evening of family-friendly frights and botanical brilliance. Lights at Spooky Point transforms the gardens into a glowing fantasy of orchids, skeletons, and pumpkins galore. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34
-
 Unwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.
Free · No registration required |
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Enjoy a magical autumn evening under the lights at Spooky Point! The historic campus of Spanish Point comes alive with dazzling displays, eerie pathways, and colorful botanical-inspired installations perfect for all ages. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
5 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
 Get ready to rock the bayfront at ROCKtoberfest Downtown Sarasota 2025, a three-day celebration filled with live music, cold drinks, and delicious food! This annual festival transforms J.D. Hamel Park into a lively venue where friends, families, and even dogs can enjoy a weekend of entertainment. Expect a lineup of incredible bands, tasty festival eats, and refreshing beverages in the heart of Sarasota’s scenic bayfront.
Free
-
Follow the haunted yet beautiful trail at Selby Gardens’ Historic Spanish Point campus. Discover glowing 'ghost orchids,' pumpkins, and other creative light sculptures that celebrate both Halloween spirit and Sarasota’s natural beauty. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
11 events,
-
Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.
$5 – $15
-
 Join art lovers from across Florida for the annual St. Armands Fine Art Festival, set in the iconic circle of St. Armands. This two-day juried event features exceptional original artwork from local, regional, and national artists. Stroll the scenic park and explore a curated collection of fine paintings, sculpture, jewelry, photography, ceramics, and more.
Free
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase) |
11 events,
-
Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.
$5 – $15
-
 Get ready for a beloved island tradition! Bayfest is Anna Maria Island’s annual October street festival that celebrates the laid-back coastal lifestyle with live music, delicious food, refreshing drinks, and a lively classic car show. Stroll along Pine Avenue and browse unique arts and crafts vendors, enjoy family-friendly activities, and soak up the festive island atmosphere. This free event is a perfect way to kick off the fall season and experience the charm of Anna Maria Island like a local.
-
Join art lovers from across Florida for the annual St. Armands Fine Art Festival, set in the iconic circle of St. Armands. This two-day juried event features exceptional original artwork from local, regional, and national artists. Stroll the scenic park and explore a curated collection of fine paintings, sculpture, jewelry, photography, ceramics, and more.
Free |
|
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Journey through the woods at Historic Spanish Point for an evening of family-friendly frights and botanical brilliance. Lights at Spooky Point transforms the gardens into a glowing fantasy of orchids, skeletons, and pumpkins galore. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Enjoy a magical autumn evening under the lights at Spooky Point! The historic campus of Spanish Point comes alive with dazzling displays, eerie pathways, and colorful botanical-inspired installations perfect for all ages. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
5 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Follow the haunted yet beautiful trail at Selby Gardens’ Historic Spanish Point campus. Discover glowing 'ghost orchids,' pumpkins, and other creative light sculptures that celebrate both Halloween spirit and Sarasota’s natural beauty. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34
-
Unwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.
Free · No registration required |
4 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
6 events,
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
 It's the annual BooFest at Lakewood Ranch Main Street, a spooktacular evening of family-friendly Halloween fun. Kids can trick-or-treat along a festive street filled with local vendor booths and merchants handing out treats (bring costumes and a tote). The Kids' Zone features face painting, balloon twisting, inflatables, crafts, and hands-on experiments after the interactive Mad Scientist Show.
Free and open to the public
-
Experience Sarasota’s most enchanting Halloween light show! Wander the historic trails of Spanish Point beneath the trees, surrounded by whimsical illuminated installations inspired by real plants and classic fall fun. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
9 events,
-
Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.
$5 – $15
-
UTC’s annual Pumpkin Patch returns this fall from October 7 through October 26 on The Green at UTC (West District) across from Gifts & More / The Paper Store. Choose your perfect pick while supporting Nate’s Honor Animal Rescue Center, which cares for homeless and at-risk dogs and cats in our region. Pumpkins available while supplies last.
Free (Pumpkins available for purchase)
-
Celebrate fall at Dakin Dairy Farms’ 2nd Annual Harvest Festival! Enjoy a full day on the farm with food trucks, local vendors, live music, and plenty of family fun. Highlights include a Kid Zone, pumpkin patch, corn maze, sunflower U‑pick, Touch‑A‑Tractor, calf cuddles, kid ATVs, lawn mower racing, and the crowd‑favorite pumpkin cannon. Bring sunscreen, closed‑toe shoes, and a camera—there are photo ops around every corner. General admission is $20 (ages 5 & under free) and parking is free.
$5 – $20 |
10 events,
-
Get into fall at the 34th Annual Hunsader Farms Pumpkin Festival! This beloved Manatee County tradition packs the day with a craft show, live music, live shows, a Pioneer Trades Village, scarecrow displays, charity pumpkin games, hayrides, pony rides, a petting zoo, frog jumping championships, kids train ride, face painting, a rock climbing wall, fresh roasted sweet corn, and more.
$5 – $15
-
Celebrate fall at Dakin Dairy Farms’ 2nd Annual Harvest Festival! Enjoy a full day on the farm with food trucks, local vendors, live music, and plenty of family fun. Highlights include a Kid Zone, pumpkin patch, corn maze, sunflower U‑pick, Touch‑A‑Tractor, calf cuddles, kid ATVs, lawn mower racing, and the crowd‑favorite pumpkin cannon. Bring sunscreen, closed‑toe shoes, and a camera—there are photo ops around every corner. General admission is $20 (ages 5 & under free) and parking is free.
$5 – $20
-
Celebrate fall at the 37th Annual Fruitville Grove Pumpkin Fest — two full weekends of family fun with classic farm attractions and festive Halloween touches.
$1 – $10 |
|
4 events,
-
 Family-friendly Halloween fun at Selby Gardens with trick-or-treating and spooky displays.
-
Follow the haunted yet beautiful trail at Selby Gardens’ Historic Spanish Point campus. Discover glowing 'ghost orchids,' pumpkins, and other creative light sculptures that celebrate both Halloween spirit and Sarasota’s natural beauty. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
3 events,
-
Step into the glowing wonderland of Lights at Spooky Point, where illuminated creatures and playful displays line a wooded trail through the historic grounds of Spanish Point. Each turn reveals new surprises—from hovering 'ghost orchids' to vibrant glowing webs. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
4 events,
-
Experience Sarasota’s most enchanting Halloween light show! Wander the historic trails of Spanish Point beneath the trees, surrounded by whimsical illuminated installations inspired by real plants and classic fall fun. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34
-
Unwind midweek with Sunset Yoga on The Green, a free, all-levels class that pairs gentle movement with Sarasota’s golden hour. Each Wednesday from 6:30–7:30 PM, an experienced instructor guides you through a balanced flow—breath work, accessible poses, and feel-good stretches—so beginners feel welcome and seasoned yogis can deepen their practice. The setting is outdoors on The Green at UTC (across from The Vitamin Shoppe), where there’s room to spread out, relax, and let the day go.
Free · No registration required |
5 events,
-
 Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn.
-
 Bring the kids in costume for trick-or-treating, games, and Halloween fun at The Bay park.
-
Journey through the woods at Historic Spanish Point for an evening of family-friendly frights and botanical brilliance. Lights at Spooky Point transforms the gardens into a glowing fantasy of orchids, skeletons, and pumpkins galore. Two entry times available nightly: 6:30 PM and 7:45 PM (no admittance after 8:30 PM). Enjoy food and drinks for purchase along the trail and experience this limited-run, family-friendly event from October 3 through November 1.
$4 – $34 |
8 events,
 Immerse yourself in the stunning world of orchids during the Selby Gardens Orchid Show: Fall Blooms, hosted at the Downtown Sarasota campus of Marie Selby Botanical Gardens. This annual fall exhibition celebrates the beauty, diversity, and fragility of orchids through breathtaking horticultural displays, vibrant art installations, and interpretive exhibits exploring the science and history behind these exotic blooms.
-
-
Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn.
-
 Bring the family to Bradenton's creative neighborhood for a Halloween stroll through the Village of the Arts. Studio doors and porch lights will be on, with galleries and neighbors handing out treats while you explore colorful streets, murals, and yard displays. Expect a friendly atmosphere, easy photo ops, and plenty of candy stops for costumed kids. Street parking is available throughout the Village, plus an overflow lot at 13th Ave and 12th St. Please use crosswalks and watch for pedestrians.
Free |
8 events,
 Browse a charming collection of handmade arts and crafts in the heart of downtown Venice. This free festival is perfect for early holiday shopping and discovering local talent.
-
 Discover one of Florida's favorite open-air art shows as the Venice Art Fest returns to Historic Downtown Venice. Stroll West Venice Avenue and browse original works from more than 150 artists across painting, sculpture, jewelry, photography, mixed media, glass, ceramics, wood, metalwork, and wearable art. Meet the makers, learn about their process, and find a piece to take home. Good to know: Free admission. Outdoor, family-friendly setting from 10:00 AM to 5:00 PM. Arrive early for the best street and lot parking around downtown; consider rideshare during peak hours. Event is weather-permitting—check the organizer website for any updates.
Free admission
-
Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn.
-
 Savor the flavors of Sarasota-Manatee at the 23rd Annual Suncoast Food & Wine Fest, returning to the Premier Sports Campus at Lakewood Ranch on Saturday, November 1, 2025. This signature charity festival combines fine dining, premium wines, and live entertainment in one unforgettable afternoon.
$100 – $195 |
6 events,
-
Day two of the Venice Art Fest brings another full lineup of artists to West Venice Avenue. Explore original works in every medium, speak with artists at their booths, and enjoy a relaxed browse under the palm-lined streets of Historic Downtown Venice. Hours are 10:00 AM to 5:00 PM with free admission. Parking is available on and around West Venice Avenue; arrive early for the most convenient spots. Weather-permitting; see the event website for updates.
Free admission
-
Experience Sarasota’s signature fall carnival at University Town Center — four days of rides, games, food, and family fun under the lights of autumn. |
