Anna Maria Island Events on Labor Day

Family vacations are all about fun and this upcoming Anna Maria Island Labor Day weekend is packed with activity for all ages. And if you want to be like the locals do and soak up the sun, you’ll find plenty of cozy Lizzie Lu Vacation Rentals near the best beaches on Anna Maria Island.

When it comes to looking for things to do this Labor Day weekend, we’ve got you covered. You’ll find a number of events to attend by yourself, as a couple, or with your family. No matter who you’ve traveled with, they’ll be entertained by this year’s area events.

girls with american flag on them from anna maria island

Looking for Labor Day Events?

Music on Main at Lakewood Ranch

If you love live music, you’re really going to enjoy Music on the Main at the Lakewood Ranch Main Street. It’s presented on the first Friday of the month from 6 pm to 9 pm. The event is free but you should bring your chairs. Dogs on short leashes are welcome but coolers are not. Beer, wine, and food are available for purchase making it easy to dine while being entertained or you can check out any of the Anna Maria Island restaurants. The Lakewood Ranch Medical Center offers overflow parking.

First Fridays in Downtown Sarasota

Downtown Sarasota offers live entertainment from Main Street to Palm Avenue the first Friday of every month. Enjoy watching the street performers and be sure to check out some of the top rated restaurants right nearby as well as great shopping options. There’s no cost to take part in the event, but you may want to bring some small bills with you to tip the entertainers.

The 2016 Sizzlin’ Summer Concert Series in Nokomis

If you want yet another free concert experience, check out the 2016 Sizzlin’ Summer Concert Series sponsored by Sarasota County Parks, Recreation and Natural Resources. This year’s line-up features ‘One Night Rodeo,’ the winner of the Next Great American Country Star competition. You’re welcome to bring your blankets, lawn chairs, and beverages, but be sure to avoid bringing glass. The concert location is at 234 E. Nippino Trail in Nokomis. Check details for location changes.

The Annual Pioneer Days Festival and Parade

Make the trip to Englewood this Anna Maria Island Labor Day Weekend to enjoy the grand finale of the Annual Pioneer Days Festival and Parade. The two-week-long Festival and Parade ends on Labor Day at 9 am. It’s a perfect family vacation experience that offers cardboard boat races, a shipwreck dance, open car show, a diaper derby, and so much more. Corvette fans will love the Corvette car show. The festival events take place at different locations and times throughout the day. The festival website provides more details about each specific event but the Pioneer Days Festival is held in Pioneer Park over two days on the first weekend of September.

Make this Anna Maria Island Labor Day Weekend one to remember and attend one or more of these area events. Whether you attend a concert, a festival or a barbecue, or enjoy the beach or many nearby fun activities with your family, there’s always something exciting to enjoy when you’re on an Anna Maria Island family vacation!