Did you know that Labor Day became a national holiday in 1894?  The first organized parade dates back a little earlier to New York City in 1882. The parade had such a following that the practice of celebrating workers spread all across the country and that is how it became a federal holiday.  Today, we still see plenty of parades celebrating  American workers and festivities too.



Labor Day is always observed on the first Monday in September,  which means we have a nice long weekend to enjoy some time out and maybe do a few fun things with friends and family.  If you are looking for something to do for Labor Day in the Sarasota area, you might want to check out some of these events. You will find live music, art festivals, a triathlon and brunch by the water on Sunday.  So, relax and enjoy Labor Day, you earned it!


Labor day events in Sarasota

Sarasota Labor Day Events Sept 1st & 2nd

September 1st-2nd: Labor Day Regatta in Sarasota: City Island, 1717 Ken Thompson Parkway, Sarasota.  Come and join in the fun of the 72nd annual Labor Day Regatta. Hundreds of sailors from around the world compete in this 3-day event. This is a free event for spectators.  This year, approximately 300 competitors are expected to participate.

September 1st-3rd: Pioneer Days in Englewood: The 62nd Annual Pioneer Days in Englewood is worth the road trip from Sarasota or Bradenton. Sat the 1st, catch the cardboard boat races or the car show on the 3rd. The event winds down with the final parade on the 3rd at 9 AM.

September 1st: MOTS Labor Day Party & BBQ: Linger Lodge (7205 85th Ct E, Bradenton). The fun starts at 10 AM-5 PM. Tickets are $25 and will include the BBQ dinner, live music, and fun.  Beer is available at an additional cost. Bring your chairs and blankets and rock out. Proceeds go to sending care packages to our local deployed military troops.

Venice Triathlon: Sat September 1st: Get Going at 7:30 AM to watch these athletes swim, bike and run their way to victory. Venice hosts this for the 14th year. ¬†The race starts at Sharky’s On The Pier (1600 Harbor Dr. South, Venice). The race should end around 10:30 AM.

September 1st- 2nd: Venice Craft Festival, downtown Venice. Sat & Sun 10 AM-4 PM. This is the 11th year for the craft festival and it just keeps getting better every year. Downtown Venice plays hosts to over 80 artists who will be selling art, jewelry and more.

September 1st-2nd: Summer of Rum Festival.¬† Sat & Sun Noon – 9 PM. If you like rum, music and don’t mind a little road trip, then the rum festival in Tampa, Curtis Hixon Waterfront Park is where you will want to be. Over 40 varieties of rum drinks will be available. Listen to Sugar Ray and chill by the water.

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Labor Day Events Sarasota & Bradenton Sept 2nd

Pre Labor Day Party:¬†Entrance to park is free. The music event is¬†$30. Nathan Benderson Park will be alive Sept. 2nd with the sounds of reggae at the Reggae Pon Di Lake Party.¬† Come to listen to live Reggae Bands from the surrounding areas and make an afternoon or evening of fun. Food trucks, children’s activities and play area too.¬† You will also be able to rent paddleboards, kayaks and paddle boats.

See the Article: 26 Things to Do in Sarasota

Labor day events in Bradenton

September 3rd Labor Day Events Sarasota Area


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Birdrock Birthday, Sept 3rd: The 3rd annual Labor Day bash.  If you want to avoid the beach crowd, listen to some great music and have a bite or two, then come on down! 12 PM-5 PM. Birdrock Taco Shack, 1004 10th Ave W., Bradenton.

Unplugged Music Series, Sep 3rd: Westfield Siesta Key Mall, 3501 S. Tamiami Trail, Sarasota. 5 PM-8 PM. If you want to play or just sit back and listen to Sarasota musicians, then this is your place. The stage will be in the restaurant courtyard area.

Canes Cross Country Classic, Sept 3rd: GT Bray Park, 8 AM-11 AM. The 26th annual run includes a family and kid-friendly 1K. Open to all ages. The 5K run starts at 8 AM and the 1K begins at 9:15 AM. Door prizes and good post-race food and drinks available. If you would like to know more about participating, www.canesclassic.com

Whatever you decide to do this Labor Day weekend in Sarasota and Bradenton, enjoy it. ¬†Hard work is what made this country strong. As Thomas Jefferson said, ¬†“I‚Äôm a greater believer in luck, and I find the harder I work the more I have of it.‚ÄĚ

Be wise and drive safe.



Labor Day Sarasota & Bradenton Events
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Labor Day Sarasota & Bradenton Events
Looking for things to do this Labor Day around the Sarasota area? This is a list of Labor Day events around the Sarasota area.
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Sarasota Sandy
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