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.

10/11 - 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


08/17 - 09/02

Englewood Pioneer Festival

Location: Pioneer park ● Start Date: 08/17/2019 8:00 am ● End Date: 09/02/2019 4:00 pm ●
The annual Englewood Pioneer Festival is a family-friendly occasion filled with fun events including: Aug. 17: Little Miss & Mr. Englewood Pageant, Aug. 24: Chalkfest 8.0, Aug. 24: Kids Shipwreck Dance (14 – 18 y.o), Aug. 25: Kids Fish-a-Thon, Aug. 31: Cardboard... Learn more


08/28 - 08/28

3rd Summer Foodie Fest, A taste of Venice

Location: Hotel Venezia, 425 US 41 Bypass N, Venice FL. ● Start Date: 08/28/2019 5:00 pm ● End Date: 08/28/2019 8:00 pm ●
15+ Restaurants Serving up all the Tastes You Can Eat! Attendees must be at least 21 years of age. Early Bird” Tickets are $12 until they are sold out. Tickets include all Food Tastings. Beverages are available at the Cash... Learn more


08/31 - 09/01

72nd Annual Labor Day Regatta

Location: On City Island at 1717 Ken Thompson Parkway, Sarasota, FL. ● Start Date: 08/31/2019 8:00 am ● End Date: 09/01/2019 4:00 pm ●
The Sarasota Sailing Squadron (SSS) will host the 72nd Annual Labor Day Regatta. The signature event for the SSS, the regatta draws hundreds of competitive sailors from across the U.S. and Canada. its biggest event of the year. The event is... Learn more


08/31 - 09/01

11th annual Downtown Venice Craft Festival

Location: Miami Ave. W.,in downtown Venice, Florida ● Start Date: 08/31/2019 10:00 am ● End Date: 09/01/2019 4:00 pm ●
It’s time to enjoy The 11th annual Downtown Venice Craft Festival. Art and craft vendors will be displaying their works. Everything from functional art to gift items including a wide variety of ceramics, jewelry, stained glass, metal works and much... 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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