Resort Events


Events Happening Near Siesta Key

Interested in learning what festivals, shows, and events are taking place in Sarasota nearby Siesta Key? You came to the right place to read up on local area information. Check out fun entertainment with a range of interests to fit a romantic getaway or family retreat to the beach.

10/12 - 10/12

Howl-O-Ween Movie Night Spooktacular

Location: Ed Smith Stadium  2700 12th St, Sarasota, FL. ● Start Date: 10/12/2019 5:00 pm ● End Date: 10/12/2019 9:00 pm ●
The Orioles invite families to wear their favorite Halloween costumes forthe fifth annual Howl-O-Ween Movie Night Spooktacular which includes children’s games, activities and photo opportunities with the Oriole Bird beginning at 5:00 p.m. and a free evening of fun including a... Learn more


10/12 - 10/13

13th Annual Hungarian Festival

Location: 3000 Ringling Blvd, Sarasota, FL. ● Start Date: 10/12/2019 10:00 am ● End Date: 10/13/2019 8:00 pm ●
he Global Friendship Foundation(GFF) invites you to the 13th Annual Hungarian Festival. Hungarian food, sport, dance, archery, arts & crafts, games.The festival features live concerts and entertainment all day. Goulash cooking competition. Enjoy authentic Hungarian cuisine, sample traditional dishes, pastries, cakes and wines.... Learn more


10/18 - 10/20

Sarasota Oktoberfest

Location: JD Hamel Park at Gulfstream and Main, Sarasota, FL.  ● Start Date: 10/18/2019 11:00 am ● End Date: 10/20/2019 6:00 pm ●
Fall means it’s time for Sarasota Oktoberfest! Bring on autumn and pull out the lederhosen as Sarasota celebrates fall and all things Bavarian at Oktoberfest! Excitement includes delectable smoked sausages, roasted meats, sauerkraut, cabbage, pretzels and of course, big, big pints of... Learn more


10/19 - 10/19

The Sleepy Hollow Experience!

Location: Just in time for Halloween, it's the Sleepy Hollow Experience! Join The Players in this outdoor immersive experience of Washington Irving’s classic story, Sleepy Hollow. Come explore the iconic ‘Tarrytown’ as it travels to Polo Club Lane! There will be kids activities, a costume sale, thriller lessons, pony rides, food trucks and more. Various showtimes of the outdoor adaptation of ‘The Legend of Sleepy Hollow’ will take place throughout the day. Sleepy Hollow Theatre in the Field Experience Show Times: 11 a.m., 2 p.m., 4 p.m., 6 p.m. Tickets: $20 adult, $10 student, $40 family four-pack. 10 a.m. - 6 p.m. Sarasota Polo Club, 8201 Polo Club Lane, Lakewood Ranch, FL. ● Start Date: 10/19/2019 10:00 am ● End Date: 10/19/2019 6:00 pm ●
Just in time for Halloween, it’sthe Sleepy Hollow Experience! Join The Players in this outdoor immersive experience of Washington Irving’s classic story, Sleepy Hollow. Come explore the iconic ‘Tarrytown’ as it travels to Polo Club Lane! There will be kids activities, a costume... Learn more


10/19 - 10/19

4th annual Big Mama’s Collard Greens Fest

Location: Robert L. Taylor Community Complex, 1845 34th Street, Sarasota, FL. ● Start Date: 10/19/2019 12:00 pm ● End Date: 10/19/2019 6:00 pm ●
The Newtown Farmers Market in Sarasota hosts the 4th annual Big Mama’s Collard Greens Fest. The fest is a celebration of community and culture, with influence from Cajun, Creole, Southern and Caribbean styles. The legendary “big mama” represents the best-tasting family... Learn more


10/19 - 10/20

Sarasota Fall Home Show

Location: 801 N. Tamiami Trail, Sarasota, FL. ● Start Date: 10/19/2019 10:00 am ● End Date: 10/20/2019 4:00 pm ●
It’s the Sarasota Fall Home Show. Find everything for your home improvement projects. View and interact with the industry’s hottest home and garden products. Here you’ll find the latest in products and services for home improvement. Visitors meet with professionals to make... Learn more


10/19 - 10/20

St. Armands Boat Show

Location: St. Armand's Circle Park, Sarasota ● Start Date: 10/19/2019 10:00 am ● End Date: 10/20/2019 4:00 pm ●
Come sail away, perhaps, and enjoy the St. Armands Boat Show around Circle Park with a wide variety of boats to see. There’s sure  to be one on display to fit your fantasy or wallet! Free admission. 10 a.m. – 4 p.m.... Learn more


10/23 - 10/23

Siesta Key Oyster Bar Pumpkin Carving Contest

Location: 5238 Ocean Blvd, Siesta Key, FL. ● Start Date: 10/23/2019 7:00 pm ● End Date: 10/23/2019 10:00 pm ●
You’re invited to take part in the 5th annual Siesta Key Oyster Bar Pumpkin Carving Contest. You will have 2 hours to carve or paint your pumpkin and judging will take place from 8 – 9 pm. Winner announced at 9:30 p.m.... Learn more


10/26 - 10/27

Annual Fruitville Grove Pumpkin Fest

Location: East of I-75 off exit 210, on the right. 7410 Fruitville Road, Sarasota, FL. ● Start Date: 10/26/2019 10:00 am ● End Date: 10/27/2019 5:00 pm ●
The 31st Annual Fruitville Grove Pumpkin Fest features hay rides, pony rides, pumpkin painting, face painting, mini train rides, a petting zoo and more. Lots of Halloween decorations for sale, too, from scarecrows to hay bales. Admission, Parking, Petting zoo,... Learn more


10/26 - 10/27

28th Annual Hunsader Farms Pumpkin Festival

Location: Hunsader Farms ● Start Date: 10/26/2019 9:00 am ● End Date: 10/27/2019 5:00 pm ●
 Get into the 28th Annual Hunsader Farms Pumpkin Festival featuring fun for all including craft booths, live music, pioneer trades village, scarecrow displays, pumpkin games for charity, hayrides, pony rides, petting zoo, frog jumping championships, kids train ride, fresh roasted sweet corn, rock... Learn more


10/26 - 10/27

Wild-O-Ween at the Big Cat Habitat!

Location: Big Cat Habitat and Gulf Coast Sanctuary, 7101 Palmer Blvd, Sarasota, FL. ● Start Date: 10/26/2019 12:00 pm ● End Date: 10/27/2019 4:00 pm ●
Have a roaring fun time and Celebrate Wild-O-Ween at the Big Cat Habitat! Fun Halloween activities including Rubber Duckies, Pumpkin Bowling, Mummy Wrapping , Costume Contests, Pony Rides, Wild Prizes and More! Trick-Or-Treat throughout Big Cat Habitat and collect candy at... Learn more


10/27 - 10/27

“Mummies at the Market” community Halloween event

Location: at the intersection of Lemon Avenue and First Street, downtown Sarasota, FL.  ● Start Date: 10/27/2019 9:00 am ● End Date: 10/27/2019 12:00 pm ●
The Sarasota Farmers Market is hosting a free “Mummies at the Market” community Halloween event. Kids in costume are invited to Trick or Treat throughout the Market form 9am – 11am (while supplies last). A costume contest will be held at the... Learn more


10/27 - 10/27

Selby Gardens Spooktacular

Location: Marie Selby Botanical Gardens, 900 S. Palm Avenue, Sarasota, FL ● Start Date: 10/27/2019 10:00 am ● End Date: 10/27/2019 12:00 pm ●
Enjoy the Selby Gardens Spooktacular with the whole family. With fun and not too scary festivities, bring your camera for pictures of your costumed family! There will be Trick or Treating, pumpkin decorating, and fun educational activities for all. 10 a.m. – 12... Learn more


10/27 - 10/27

20th Annual Firehouse Chili Cook-Off

Location: 1924 S Osprey Ave, Sarasota ● Start Date: 10/27/2019 2:00 pm ● End Date: 10/27/2019 5:00 pm ●
The 20th Annual Firehouse Chili Cook-Off features Sarasota firehouses competing for the best chili award. Celebrity judges, live entertainment and more. 2 p.m. – 5 p.m. at Morton’s Gourmet Market in Southside Village. Proceeds benefit the Sarasota Fire Fighters Benevolent Fund. Free admission.... Learn more


10/31 - 10/31

35th Annual, Siesta Key “Safe Treats!”

Location: Siesta Key, Sarasota, FL ● Start Date: 10/31/2019 3:00 pm ● End Date: 10/31/2019 6:00 pm ●
It’s the 35th Annual, Siesta Key “Safe Treats!” Bring your little ones to trick or treat and look for participating members displaying festive balloons. In addition to Siesta Key Village, the event has expanded to include merchants on South Siesta Key. Hop... Learn more


10/31 - 10/31

Community Trick-or-Treat Stroll

Location: Village of the Arts, 1113 12th St. W., Bradenton, FL. ● Start Date: 10/31/2019 6:00 pm ● End Date: 10/31/2019 8:00 pm ●
Take part in the Community Trick-or-Treat Stroll, perfect for families with small children. There will be child-friendly decorations and friendly Villagers passing out treats. 6 p.m. – 8 p.m. Village of the Arts, 1113 12th St. W., Bradenton, FL. Learn more


10/31 - 10/31

11th Annual Fright Night on St Armand’s Circle

Location: St. Armand's Circle, St. Armand's Key, Sarasota, FL ● Start Date: 10/31/2019 6:00 pm ● End Date: 10/31/2019 8:00 pm ●
It’s the 11th Annual Fright Night on St Armand’s Circle for Halloween fun. There will be haunted store fronts, frightening characters around every corner and statues dressed in the Halloween spirit. Kids can trick-or-treat around The Circle with numerous shops and restaurants contributing... Learn more


10/31 - 10/31

Main Street Live Downtown Halloween Street Party

Location: Old main Street, Downtown, Bradenton, FL ● Start Date: 10/31/2019 6:00 pm ● End Date: 10/31/2019 12:00 am ●
Bradenton kicks off its new season and it takes place on Historic Old Main Street in Bradenton from 6 p.m. – 12:00 a.m. with live music and dancing in the street throughout the night. The event also features food and drink... Learn more


10/11 - 10/13

2019 USAFL Nationals

Location: 5895 Post Blvd Lakewood Ranch, FL 34211 ● Start Date: 10/11/2019 8:00 am ● End Date: 10/13/2019 8:00 pm ●
The 2019 Nationals are returning to Bradenton-Sarasota, Florida on October 11-13.  The tournament will be held at the Premier Sports Campus. This year will see 4 men’s divisions 2 women’s divisions. Players will travel from all over the USA representing more than... Learn more


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Dig The Beach- Siesta Key Volley Ball

Location: Siesta Key public beach volleyball courts. 948 Beach Rd, Siesta Key, FL ●
Can you dig it? It’s the Dig The Beach- Siesta Key Volley Ball bouncing in for the weekend. It’s fun in the sun and sand with check in at 7:00 a.m. and competition starting at 8:00 a.m. You’re sure to see some... Learn more


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Dub Fest 2019 Craft Beer & Music Festival

Location: Sarasota County Fairgounds Concert Field, 3000 Ringling Blvd, Sarasota, FL.    ●
Celebrating J. Dub’s Brewing Company’s 5th anniversary. Saturday’s 1 p.m. – 10 p.m. music line up: Ship of Fools, Wild Root, SOWFLO, Reverend Barry & The Funk, Bob Marley Tribute, Less Than Jake, Sunday’s 1 p.m. – 8 p.m. music... Learn more


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Art Walks on Palm Avenue

First Friday of each Month 6:00 p.m. – 9:00 p.m. Palm Avenue hosts a monthly Art Walk. Browse the fine art galleries, jewelers, and restaurants of Palm Avenue while enjoying dancing, live music, and refreshments. This has been one of... Learn more


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Phillippi Farmhouse Market

Features locally grown fruits and vegetables, including local USDA organic produce and hydroponics There are also plants, herbs, hanging basket, shrubs, and cut flowers for sale along with a wide variety of locally naked goods, delicious barbecue, plenty of food... Learn more


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Kids Summer Beach Runs

Every Tuesday and Wednesday through August 8th Registration starts at 5:30 p.m., races start at 6:30 p.m. The Kids Summer Beach Runs are 1-mile beach runs held every Tuesday on Siesta Beach near the pavilion Learn more


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Free Yoga On Siesta Key Beach

Bring your own mat and water to the Siesta Beach main entrance and join us for a mindful morning Monday – Wednesday – Friday – Saturday 9:00 a.m. – 10:30 a.m. Learn more


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Siesta Key Farmers Market

Location: 5124 Ocean Blvd, Davidsons’s Plaza. ●
Every Sunday from 7:00 a.m. – 12:00 p.m.   Learn more


11/15 - 11/18

The Siesta Key Crystal Classic

Start Date: 11/15/2019 12:00 am ● End Date: 11/18/2019 12:00 am ● event website
The Crystal Classic came about as a result of discussions between master sand sculptor and Siesta Key resident Brian Wigelsworth and representatives of the Siesta Key Chamber of Commerce, the Greater Sarasota Chamber of Commerce, Sarasota County Parks and Recreation, Mote Marine... Learn more


10/26 - 10/27

Sarasota Oktoberfest

Start Date: 10/26/2019 10:00 am ● End Date: 10/27/2019 8:00 pm ●
Fall means it’s time for Oktoberfest!  No matter where it is celebrated, there are a universally common staples: lively music, mouthwatering food, and big, big pints of beer. Now Paragon and the Sarasota Downtown Merchants Association are returning an authentic Oktoberfest experience to Sarasota on October 26-27,... Learn more


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