Siesta Key Labor Day Activities

If you’re looking for a way to make this Labor Day weekend the best yet, start looking at planning a vacation on Siesta Key at Tropical Breeze Resort. Located in Siesta Village, this gem of vacation spot is overflowing with amazing things to see and explore nearby including top rated beaches, a wide range of shopping and dining options, and dozens of fun events to attend in Siesta Key and in nearby Sarasota. This Siesta Village area provides rich entertainment for your days and evenings, and you’ll also have beautiful and comfortable resort rooms at Tropical Breeze Resort to retire to once the day is done.


Discover Things to Do on Labor Day Weekend

70th Annual Labor Day Regatta

For those interested in sporting events, the 70th Annual Labor Day Regatta may strike your fancy. As Sarasota’s longest running sporting event, this regatta features events for all levels of competitive sailing. The event takes place on Saturday, September 3rd and starts at 9 a.m. Admission to the public is free and if you’re interested in competing, registration is through Regatta Network.

The GiGi’s

The Florida Studio Theatre in Downtown Sarasota presents the GiGi’s, an incredibly talented musical group. This all-female trio sings the best of music from the 60’s to today’s hits, and everything in between. These shows are sure to be entertaining and enjoyable for the whole family. Tickets start at $36 per person, and shows are available on weekends, starting at 6 p.m.

1927 Historic Train Depot Tours

For the history buffs out there, consider taking making the trip to Florida’s Historic Train Depot in Venice, FL. Tours are offered year round on Saturdays from 10 a.m. to 1 p.m. Main attractions from this tour include a 6443 red caboose, a statue of world famous Ringling Brothers animal trainer Gunther Gebel-Williams, as well as prime access to the Legacy Trail and Venetian Waterway. After the tour, guests are welcome to enjoy the Rollins W. Coakley Railroad Park. All tours are free during the year, although donations are greatly appreciated.

Top Rated Beaches

One cannot complete a Siesta Key vacation without the quintessential beach day. The most popular beaches include Siesta Beach and Turtle Beach, both of which are great options but have a few differences. Siesta Beach is a beautiful, populous beach with incredible views of the Gulf of Mexico. It is also right by Tropical Breeze Resort, so no need to worry about a long journey when you stay with us. For those looking for a more low-key beach trip, check out Turtle Beach. During turtle nesting season, which extends from the end of March to the beginning of October, beach goers have a chance to see some just hatched baby turtles! The nearby beaches also offer rentals from kayaks to parasails to paddle boards — there are equipment rentals available for every beach activity!

No matter what your interests are, Siesta Key has an event that is perfect for you and your family this Labor Day weekend. Whether you’re into watersports, lounging on the sand, taking a tour, visiting historic areas or seeing a show, these vacation activities are sure to delight travelers from anywhere and make you fall in love with the Siesta Key area like so many others have before.

Whether you’re looking for Siesta Key hotels, Siesta Key pet-friendly rentals, or beachfront hotels on Siesta Key, Tropical Breeze Resort has everything you’re looking for!

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