Share on facebook
Share on twitter
Share on linkedin
Share on pinterest

Things to do in Orlando Labor Day Weekend

A Story By

The much-anticipated three-day weekend is upon us, and here in Orlando, our local businesses, shops, and venues are ensuring that we enjoy an extra day of fun and relaxation to the fullest. 

Plan ahead for an itinerary filled with delicious food, outdoor activities, and good company as we countdown the best things to do in Orlando Labor Day weekend!


The diet doesn’t exist on a holiday! Pop over to these top dining stops in Orlando, and you’re sure to leave with a full and happy belly.

The easiest way to dine and explore has made its return to Orlando! Now in its 16th year, Magical Dining is a culinary event running from August 27 through October 3. For $37, you will enjoy a three-course, prix-fixe dinner menu from select restaurants around Central Florida! Take a look at the full list of restaurant participants, and make reservations for the first stop on your Magical Dining foodie tour.

Take the “cook” out of “cook out,” and still chow down on some delicious food? Count us in! The Ravenous Pig is offering their very own Pig Out Packs for all of the wannabe grill masters out there. Make your Labor Day barbeque a breeze when you purchase your own Pig Out Pack to bring home for the whole family to enjoy!

Pig Out Pack pick up is Saturday, September 4, between 10 AM and 12 PM in the Ravenous Pig Beer Garden.

📍565 W Fairbanks Ave, Winter Park, Florida, 32789

Tastes from all around the world await you at Epcot International Food & Wine Festival! Not just your average Disney day, a walk around World Showcase delivers food and drinks from all corners of the world. Sip on a refreshing La Passion Martini Slushy from France or snack on the ooey gooey Brazilian Cheese Bread. Wherever your tummy takes you, there’s a stop for you in Epcot!

Daily hours of operation may vary. Epcot International Food & Wine Festival runs now through November 20, 2021.

📍200 Epcot Center Drive, Orlando, Florida, 32836

What better place for a little taste of everything than at the First Friday Food Truck Rally in Clermont! Join the extravaganza on Friday, September 3 for an assortment of scrumptious food, live music, craft vendors, and more.

First Friday of every month | 5:30PM–9PM

📍 685 W Montrose St, Clermont, Florida, 34711

Enjoy the Outdoors

A little fresh air could do us all some good after a long work week. Grab your picnic blanket and sunscreen for these refreshing and fun outdoor activities!

Movie night just got a little better! Bring your favorite date to an outdoor showing of When Harry Met Sally in Leu Garden. Break out the ol’ picnic basket, fill it with all of your favorite snacks and treats, and set up camp on a blanket or in comfy lawn chairs as you kick back under the stars.

The gardens open at 6:00 PM.
Movie begins at 8:00 PM.  

📍1920 N Forest Ave, Orlando, Florida, 32803

Swim on over to Kelly Park for a day on one of Orlando’s natural “lazy rivers!” Plop down in a tube, and free float down the 68-degree natural spring waters. While tube rentals are available from a local business near the park, guests are welcome to bring their own pool noodles or floats. Complete with full-service concessions, pavilions for picnics, and playgrounds for the little ones, you’re bound to have a day packed with fun when you make the trip to Kelly Park.

Summer: March ­– November
Daily | 8AM-8PM

Winter: November – March
Daily | 8AM-6PM

📍400 E Kelly Park Rd, Apopka, FL 32712

Pool hopping on a hot Florida day? Sign us up! Take a little daycation to some of the best resort hotel pools that Orlando has to offer. Starting at just $25 per person, keep it cool under the sun with the whole family this Labor Day Weekend.

It wouldn’t be Labor Day Weekend in Orlando without soaking up the sun! Put your toes in the sand, and kick back in your beach chair at one of the many beaches within driving distance of The City Beautiful. From New Smyrna to Siesta Key, there’s a little slice of paradise waiting for you not so far away!


Of course, there’s no shortage of events popping up on the calendar this weekend. Check out a few special happenings you won’t want to miss!

Wind down with a glass (or bottle) of your favorite vino from Lakeridge Winery & Vineyards! The perfect place to sip back and relax, Lakeridge offers an expansive vineyard view, delicious food, and live entertainment–the recipe for a perfect Labor Day Weekend!

Saturday | 10AM-5PM
Sunday | 11AM-5PM

📍19239 US-27, Clermont, FL

Bringing a little slice of France to Florida, Lasting Impressions at the Dr. Phillips Center provides the perfect ambiance for a relaxing afternoon full of art, culture, and inspiration. Waltz through the galleries and end in the French bistro for wine or café crème. 

Wednesday–Sunday| 3PM, 5PM, 7PM
Now through September 26, 2021.

📍445 S Magnolia Ave, Orlando, FL 32801

SeaWorld certainly knows how to light up the night with their exotic and colorful Electric Ocean! Swim on over to experience one of your favorite Orlando attractions in a whole new light with sea creatures, a family-dance party, and SeaWorld’s fountain and firework spectacular, Ignite. Labor Day Weekend is your last chance to sea this show, so be sure to grab tickets while you can!

Cheer on your favorite players when you visit Exploria Stadium this weekend. Orlando City will be taking on the Columbus Crew this Saturday, September 4, at 7:30 PM. The soccer fans in your family will absolutely love this matchup happening in the heart of the Orlando.

Saturday, September 4, 2021 at 7:30PM

📍655 W Church St., Orlando, Florida, 32805

Nothing can stop a poppin’ party in the streets! Head out to Kissimmee for a Labor Day Weekend celebration for the ages. This outdoor event offers free admission, live music, street performers, and more. Boogie on over all weekend long as the party continues Friday through Sunday!

📍3251 Margaritaville Blvd, Kissimmee, FL 34747

Get those creative juices flowing at Country Bouquet’s Sip & Paint Party. Follow step-by-step lessons to paint a true take-home masterpiece, all while sipping on your favorite beverages and munching on delicious snacks and enjoying the view of a sunset over the lake. Let your paintbrush guide you to an evening of rest and relaxation!

September 6, 2021 | 7PM-9PM

📍846 W Osceola St, Clermont, FL 34711

The Extended Weekend Starts Now!

There is certainly no shortage of things to do in Orlando this Labor Day Weekend! No matter where your plans may take you, we hope you have a safe and enjoyable time with family and friends. Are you popping over to one of our recommended stops? If so, be sure to tag us in your Instagram photos and stories, @StuffToDoInOrlando!

Subscribe Now

Get the best things to do in Orlando delivered right to your phone! 
Please enter a valid email address.
Thank you for subscribing!
Weekend Guides
Checkout all the past Tampa Bay weekly Guides in the Stuff To Do Archive
Find Stuff To Do
Discover the best featured and staff pick events in Tampa Bay on UNATION
Connect on Facebook
Join our Stuff to Do in Tampa Bay Facebook group to find more upcoming events

Get the App!

Download the UNATION app and discover tons of local events


Share on facebook
Share on twitter
Share on pinterest
Share on linkedin


Share on facebook
Share on twitter
Share on pinterest
Share on linkedin


Share on facebook
Share on twitter
Share on pinterest
Share on linkedin