50+ Things to do for Labor Day Weekend In Orlando 2021

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Labor Day Weekend in Orlando

Summer's final long weekend is in our sights. What will you do with your three days of relaxation? Labor Day signifies the end of summer for many, and whether you are looking for a relaxing weekend to reconnect with your love, or a last hoorah for the summer, we've got you covered! Check out our full guide to Labor Day Weekend in Orlando, from lazy weekend ideas to activity ideas, weekend events and staycation deals.



The Basket at Wine Bar George 
Make your own basket with any of the items on their menu. If you spend at least $60, the basket, silverware, wine glasses, and carafe will be included at no extra cost. To make this even more romantic, walk across from Wine Bar George to the boat dock and head to either Old Key West or Saratoga Springs Resort for a picnic. The boat ride is free for all guests and will provide you with a more secluded location for your picnic date.

For the ultimate lazy Labor Day picnic date, check out local companies which offer full-service themed picnic packages including elaborate setups, snacks, drinks and more. Find our favorites in our romantic picnic guide.

Labor Day in Orlando
Picnic Basket from Wine Bar George. Image credit: Serena Lyn

The Ravenous Pig Labor Day Pig Out Packs
Enjoy a delicious meal with (almost) none of the work. The Ravenous Pig is again offering special Labor Day to-go packs this year. Each pack feeds four people and includes 4 truffle burgers, 12 slow smoked spare ribs, 4 BBQ chicken thighs, corn on the cob, mac n cheese, and a Big A** Pretzel with IPA mustard. Reheating and grilling instructions will be provided. Packs are $85 and can be preordered online for pickup on Saturday, September 4 between 10am and noon in the beer garden. 


Labor Day Weekend Poolside
September 4 – 6, 2021
Grande Lakes Orlando
One of our favorite Orlando staycations, Grande Lakes Orlando (home to JW Marriott Orlando and The Ritz-Carlton Orlando, Grande Lakes) will be providing the perfect relaxing vibe all Labor Day weekend with poolside games, arts & crafts, water slides, and live entertainment. Highball & Harvest and Knife & Spoon at The Ritz-Carlton along with Primo at JW Marriott will each feature special menus. There will be a fireworks display (the last of the season) on Sunday, September 5, for resort guests. Please note all Labor Day weekend festivities are for resort guests only. 

JW Marriott Orlando, Grande Lakes


Pack snacks, blankets and chairs and head out for a romantic movie under the stars with minimal effort. 

Silver Moon Drive In
Daily, 8:45pm & 11pm
Each screen plays a double feature daily, with the first movie staring at 8:45pm, and the second starting around 11pm. Tickets are only $6 and allow you to view both features, so bring a blanket, wine and some take out or snacks and cuddle up to your honey!

Leu Gardens Labor Day Movie Night: When Harry Met Sally
Friday, September 3, 8pm
Leu Gardens
Enjoy an outdoor movie with your favorite date. Pack a dinner picnic basket and seating, alcohol is permitted.


Treat yourself to an indulgent spa and pool day at one of Orlando's best resorts this Labor Day. Many local resorts offer resort pool access with a qualifying spa appointment. Hilton Orlando, The Ritz-Carlton Orlando, and Margaritaville Resort Orlando are just a few local resorts that offer pool access with spa appointments. Check out our guide to Orlando resort pools you can use with spa and day passes for more of our favorite spa and pool day combos.

Alternatively, you can book a day pass for just the pool through sites like ResortPass. Although beware, day passes can be extremely hard to come by on weekends, especially in the summertime. Find even more day pass options with our guide to ResortPass options at Tampa Bay hotels.

Lazy labor day ideas
Frosé at Hilton Orlando. Image credit: Stephanie Patterson


Nothing says lazy Labor Day quite like floating down a lazy river or natural spring in an inner tube. Local resorts with epic lazy rivers (available for resort guests) include JW Marriott Orlando Grande Lakes, Hilton Orlando Bonnet Creek, Reunion Resort, Omni Orlando Resort at ChampionsGate, and Wyndham Grande Orlando Resort Bonnet Creek.

If you'd rather tube down a natural cold spring with crystal clear water, check out Blue Spring State Park, Kelly Park, or KP Hole. At the latter, your float will last 4-4.5 hours! 


An excellent way to get acquainted with all the beauty Winter Park has to offer is by hopping on the Scenic Boat Tour this Labor Day. For decades this tour has taken locals and tourists around the Winter Park Chain of Lakes, by Kraft Azalea Gardens, Rollins College, and even past Mr. Roger's former home. After a relaxing brunch on Park Avenue, hop on the next tour and enjoy the ride, along with some great Winter Park history.

Winter Park Scenic Boat Tour | Photo by Editor Stephanie Patterson


  1. Go zip lining
  2. Dine with a sunset view or spend time at one of Orlando's most beautiful places 
  3. Visit a Farmer’s Market (Maitland, Winter Garden, Lake Eola, Winter Park)
  4. Watch the Disney fireworks
  5. Unwind at a rooftop bar
  6. Visit Bok Tower Gardens… finally!
  7. Go bioluminescent kayaking after sunset
  8. Cool off at Universal's Volcano Bay
  9. Plan a mini-putt tournament at one of our best putt putt courses
  10. Have a lazy Labor Day afternoon at Wekiva Island
  11. Make your own pancakes at De Leon Springs
Making pancakes at De Leon Springs
De Leon Springs | Image credit: Hannah Green

12. Go glamping this Labor Day at Lake Louisa State Park
13. Rent bikes to leisurely explore the West Orange Trail
14. Go on a private horseback trail tide for two
15. Savor a lazy weekend brunch (you could also do brunch at the beach)
16. Take a day trip to Celebration
17. Check out Wild Florida's drive-thru safari
18. Plan a long weekend getaway
19. Explore Historic Downtown Clermont
20. Learn new skills during a cooking class


EPCOT International Food and Wine Festival
Through November 20
Eat and drink your way through the park’s largest culinary fest on Labor Day!
Theme park admission required; food and beverage additional cost

Lasting Impressions
August 13 – September 26, multiple showtimes
Dr. Phillips Center
Brushstrokes by Monet, Renoir, Van Gogh and other impressionist artists spring to life with one-of-a-kind 3D/LED technology. Accompanied by music that creates an inspiring ambience—including pieces by Debussy and Ravel, as well as French standards performed by Piaf, Aznavour and Mouskouri. Then of course, there’s your choice of incredible French wines to round out the full experience.
Tickets start at $40

Visit Orlando's Magical Dining
August 27 – October 3
Multiple participating local restaurants
Visit Orlando's Magical Dining Month is your chance to enjoy three-course, prix-fixe dinners at some of Orlando’s best restaurants for just $37 per person. Plus, through Visit Orlando, $1 from each meal served will benefit one or more deserving local charities.
$37/person prix-fixe menu at participating restaurants this Labor Day

Reel Fish Coastal Kitchen Low Country Boil | Image credit: Visit Orlando, photo by Lisa Wilk @tastecooksip

First Friday Food Trucks
Friday, September 3, 5:30pm
Historic Downtown Clermont
Check out Clermont's monthly food truck extravaganza taking place the first Friday of every month. Stroll through Downtown Clermont this Labor Day Friday while the DJ plays, enjoying food from a variety of vendors.
FREE admission

Labor Day Weekend Neon Nights
September 3 – 4
Howl at the Moon Orlando
Live music, drink specials, dancing and so much more.
Menu prices vary

The Re-plugged Great Irish Hooley
September 3 – 6
Raglan Road Orlando
“Hooley” is a Gaelic term for a lively party with music, entertainment and fun for the whole family. This intimate music experience will feature top Irish bands playing everything from trad and folk to Celt grass and blues. The Re-plugged Great Irish Hooley will also include Hooley-crafted cocktails plus creative new bites by the pub’s inventive culinary team.
Menu prices vary

Freestyle By The Beach – Bye Bye Summer Dance Party
Saturday, September 4, 7-11:30pm
Hard Rock Hotel Daytona Beach
Say goodbye to summer Labor Day weekend at this oceanfront dance party on Hard Rock Hotel Daytona Beach's scenic oceanfront terrace. PS – plan the perfect long weekend getaway to Daytona Beach with our tips.
$25 – $75

Orlando City vs. Columbus Crew
Saturday, September 4, 7:30pm
Exploria Stadium
Tickets start at $18

Weekends at the Winery
September 4 – 5, noon-4pm
Lakeridge Winery
Head to this Central Florida winery's expansive vineyard green Labor Day weekend for delicious food, live entertainment, complimentary wine tastings/tours, and Lakeridge wines by the glass at the outdoor bar.
FREE admission

Labor Day Yoga in Lake Eola Park
Sunday, September 5, 11am
Lake Eola Park
Northeast corner of the park (corner of Robinson St. & Eola Dr.)

Labor Day at Highball & Harvest
Sunday, September 5, 11:30am – 10pm
Highball & Harvest at The Ritz-Carlton Orlando, Grande Lakes
Reservations required, call 407-393-4200.
Food prices vary

Orlando Pride vs. Houston Dash
Sunday, September 5, 4pm
Exploria Stadium
Tickets start at $18

Labor Day at Knife & Spoon
Sunday, September 5, 5:30 – 10pm
Knife & Spoon at The Ritz-Carlton Orlando, Grande Lakes
Reservations required, call 407-393-4200.
Food prices vary

Primo Labor Day Celebration
Sunday, September 5, 6 – 10pm
Primo at The Ritz-Carlton Orlando, Grande Lakes
Dine at the newly renovated Primo Restaurant. Reservations required, call 407-393-4200.
Food prices vary

Free Labor Day Admisson to Harry P. Leu Gardens
Monday, September 6, 9am-5pm
Leu Gardens
Head to Audubon Park and take a leisurely stroll around this beautiful botanical garden, free of charge on Monday, September 6.
FREE Admission

Leu Gardens | Image credit: Instagrammer @csterlingphoto

SeaWorld's Electric Ocean
Select nights through September 6
SeaWorld Orlando
Stay late all summer to immerse yourself in exotic worlds of light and music and experience your favorite SeaWorld attractions in a whole new way. Join playful, glowing sea creatures and world-class DJs for a family-friendly dance party beneath the waves. Then end the night with Ignite, a fireworks and fountains spectacular that brings the brilliance of the sea to the sky above on Labor Day.
Included with park admission

Teatro Martini Adults-Only Dinner Show
Thursdays-Saturdays, 7:30pm
Pirates Dinner Adventure
The Vegas-inspired dinner show on I-Drive features an aerialist, dancers, comedians, magicians and more. 
$69.95 and up


The Alfond Inn
This boutique hotel just off of Park Avenue in Winter Park has several fun staycation packages for couples. The Let's Go Getaway package includes an additional 10% off for Florida residents this Labor Day, plus accommodations in a classic room, complimentary valet, and $50 to use towards dining at Hamilton's Kitchen. The Romance in the Park package includes accommodations in a classic room, dinner for two at Hamilton's Kitchen, a specialty cake for two, and a bottle of Champagne.

Reunion Resort
Book a Labor Day staycation at this sprawling resort complete with a lazy river, multiple restaurants, a golf course and so much more. Florida residents wanting to get one last summer escape can score 10% off overnight stays.

Reunion Resort

Omni Orlando Resort at ChampionsGate
Florida residents get 20% off stays at this luxurious resort Labor Day. For something extra special, the romance package includes luxurious accommodations, a concierge pre-call to assist with special romantic requests, a bottle of Chandon Rosé and a sweet treat, and late check-out at 1:00 p.m.

Grande Lakes Orlando
This sprawling resort complex is home to JW Marriott Orlando and The Ritz-Carlton Orlando, Grande Lakes, plus acres of eco-friendly activities like mountain biking, eco tours on Shingle Creek via kayak or canoe, and Falconry School. The Grande Escape package includes a $25 daily resort credit plus complimentary parking. You'll also get access to Labor Day weekend poolside activities and fireworks, which are exclusive to overnight guests. Labor Day rates begin at $369/night for JW Marriott and $486/night for The Ritz-Carlton Orlando.

Rosen Shingle Creek
Plan a local Labor Day staycation to take advantage of this property's Fun-Cation package, which includes access to exclusive deals at nearby I-Drive attractions including Andretti Indoor Karting and Pirate's Cove mini golf. Rates begin at $119/night. Call (407) 996-9939 and mention this package to book.

Waldorf Astoria Orlando
Summer fun continues through Labor Day weekend with dive-in movies, fireside s'mores, private poolside cabanas, dining specials and family fun every weekend. There's also a Florida resident discount.

Planning a Labor Day weekend escape to Tampa? Check out our guide to spending Labor Day Weekend 2021 in Tampa Bay.

Feature image credit: Grande Lakes Orlando

Disclosure: Some, but not all of the events and activities mentioned in this post are from our valued advertising partners.