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 hurrah for the summer, there’s lots to choose from. What will you do with your three days of relaxation?
We’re sharing lazy weekend ideas, activity ideas, weekend events, and staycation deals.
Attention Orlando parents: Check out these awesome Things to Do Labor Day Weekend with Kids!
Labor Day Ideas – Tuesday, September 7, 2026
Cirque du Soleil Drawn to Life: ‘Animated Evening’ Prix Fixe Dining + FL Resident Deal – GOING ON NOW!
- Dates: Wednesdays – Saturdays, at 5:30pm and 8pm, & Sundays at 1:30pm and 4pm
- Location: Disney Springs
Turn your date night into the ultimate dinner-and-a-show experience with the Animated Evening Prix Fixe Dining Offer paired with Cirque du Soleil’s Drawn to Life at Disney Springs. Enjoy specially priced multi-course menus at participating Disney Springs restaurants before or after the show. Because incredible food and breathtaking performances make a pretty unforgettable night out.
Plus, going on now through September 20, enjoy 25% off Adult-priced tickets and experience the high-flying acrobatics of Cirque du Soleil with Drawn to Life at Disney Springs®. This special offer is just for Florida Residents, simply book online using a valid Florida billing zip code, or buy in person at the box office and present a Florida ID. Offer valid through 9/20 on performances through 9/27. Terms and conditions apply.
Simply grab your Drawn to Life tickets and reserve your Animated Evening dining experience by calling (407) 587-5981 at least 24 hours in advance.
Learn more + view participating restaurants: www.disneysprings.com/drawn-to-life-dinner-and-show/
Red, White and Blue Nights
- Date: Daily through September 7, 2026
- Location: Luminary Green Park437 N Terry AveOrlando
- Cost: Free
Celebrate America’s 250th anniversary with a patriotic projection experience at Luminary Green Park in downtown Orlando, where the park’s projection show has transformed into a red, white, and blue celebration of the nation’s semiquincentennial.
Labor Day Weekend Celebration
- Dates: September 4 – September 7, 2026
- Location: Promenade at Sunset Walk, Margaritaville Resort Orlando
- Cost: Admission and parking are free
Join the Promenade at Sunset Walk to celebrate the 4-day Labor Day Weekend, featuring live music, entertainment, bands, DJs, street performers, delicious food and much more!
Free Labor Day Admission to Harry P. Leu Gardens
- Date: Monday, September 7, 2026
- Location: Leu Gardens
- Cost: FREE
Head to Audubon Park and take a leisurely stroll around this beautiful botanical garden.
Annual Great Irish Hooley Music Fest Rocks Labor Day Weekend
- Date: September 7, 2026
- Location: Raglan Road Irish Pub & Restaurant
- Cost: Admission and parking are free
Non-stop traditional Irish tunes, Celt grass, folk, and blues performed by top Irish bands slated to perform. When you hear the word “Hooley,” you know to expect a good time. It’s a Gaelic term for a lively party with music, entertainment and fun for everyone in the family.
Entertainment across three stages:
- Entertainment main pub stage at 11:00 a.m., 12 p.m., 1 p.m., and 2 p.m.
- Patio Stage entertainment stage at 5:00 p.m., 6 p.m., 7:15 p.m., 8:30 p.m., 9:20 p.m., 10:30 p.m.
- Hole in the Wall Stage entertainment starts at 4:00 p.m. with other performances a 5 p.m., 6 p.m., 7 p.m., 8:15 p.m. and 9:15 p.m.
Visit Orlando’s Magical Dining
- Dates: Now through September 30, 2026
- Locations: 150+ participating local restaurants
- Cost: $40-60 (not including tax and gratuities)
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 $40 or $60 per person. Plus, through Visit Orlando, $1 from each meal served will benefit one or more deserving local charities.
Labor Day Weekend Events in Orlando To Be Announced
Labor Day Weekend at Boxi
- Date: 2026 TBA
- Location: Boxi Park – Lake Nona
- Cost: TBA
Head to Boxi Park for a long weekend of live music, DJs, food & drink specials, and family fun.
TOP PICKS FOR A RELAXING LABOR DAY WEEKEND
Highball & Harvest Magical Nights
- Dates: Through September 30, 2026
- Location: Grande Lakes Orlando
Celebrate Magical Dining with an overnight stay at Grande Lakes Orlando. Enjoy a dining experience designed to bring guests together over thoughtfully-prepared, multi-course menus, all while giving back to a meaningful cause. Set across the resort’s collection of MICHELIN-recommended and celebrated restaurants, from farm-driven Southern fare to fresh Italian and classic steakhouse cuisine, each menu offers something distinct to discover. Consider this your perfect excuse for a quick getaway—or simply a night away—at the Lake.
TradeWinds Island Resorts
- Dates: Labor Day Weekend 2026
- Location: TradeWinds Resorts
Close the chapter on Summer 2026 with a spark-tacular weekend Gulf front at TradeWinds Island Resorts with sand between your toes and a cocktail in your hand, as well as activities galore, such as Salty’s Cookout, Red, White & Boozy Adults-only Party, Labor Day dinner specials at RumFish Grill and Palm Court Italian, fireworks on the beach, Sunday, 9 p.m.
We’ve put together some of our favorite Labor Day Weekend Getaways as well as some hotel deals in Orlando. Plus, we’ve selected some of our favorite water parks for Labor Day. Escape the heat and cool off with one of these 12 Amazing Labor Day Weekend Getaways and Deals.
HAVE A SPA AND POOL LABOR DAY
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.
READ: Orlando resort pools you can use with spa and day passes for more of our favorite spa and pool day combos.
Find even more day pass options with our guide to ResortPass options at Tampa Bay hotels.
For a completely different, yet equally relaxing and indulgent Spa vibe, head to My Beer Spa for a unique wellness experience. Combining the ancient wisdom of beer with modern therapeutic practices, My Beer Spa offers private rooms featuring hot tubs, a sauna, a cooling area, and complimentary local craft beer (wine also available as an upgrade). Immerse yourself in a soothing, rejuvenating hop-soak infused with minerals and antioxidants for a truly revitalizing experience.
GO TUBING AT A LAZY RIVER OR NATURAL SPRING
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, 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! Get there super early – capacity is usually reached by 8:30am.
GO ON A LABOR DAY BOAT TOUR
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. Rogers’ 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.
CATCH AN OUTDOOR LABOR DAY MOVIE
Pack snacks, blankets and chairs and head out for a romantic movie under the stars with minimal effort.
Silver Moon Drive In
- Dates: Daily, 8:45pm & 10:40pm (times may vary – confirm on website)
- Location: Silver Moon Drive In, Lakeland
Each screen plays a double feature daily, with the first movie starting at 8:45pm, and the second starting around 10:40pm. Tickets are only $8 and allow you to view both features, so bring a blanket, wine and some take out or snacks and cuddle up to your honey!
Where to Watch Outdoor Movies in Orlando: Year-Round Guide
LABOR DAY WEEKEND IN ORLANDO EVENTS
EPCOT International Food and Wine Festival
- Dates: August 27 through November 21, 2026
- Location: EPCOT
Eat and drink your way through the park’s largest culinary fest on Labor Day!
Theme park admission required; food and beverage additional cost
Annual Labor Day 5K
- Date: Sunday, September 6, 2026
- Location: Harbor Park, 4990 New Broad St, Orlando
The Southern Timing Foundation, Inc hosts the 6th Annual Labor Day. This race will be RFID chip timed and all participants will receive a performance race shirt, finisher medal, snacks and other drinks, and a swag bag filled with donated items from sponsors. This race will start and finish at the beautiful Harbor Park at Lake Baldwin. This scenic course will take you out and back around the lake, there is plenty of shade all around the course.
$35
Pop Weekend
- Dates: Friday and Saturday, September 3 and 4, 2026
- Location: Howl at the Moon
Get ready to be a true dancing queen listening to all the pop hits throughout the decades at Pop Weekend on September 4th and 5th! Grab your digital camera, throw on your favorite Brittney outfit, and try a *new* Electric Feel shot with your clique all Labor Day Weekend long!
Halloween Horror Nights
- Dates: August 29 – November 2, 2025
- Location: Universal Studios Orlando
- Cost: Tickets start at $89.99
LABOR DAY WEEKEND EVENTS TO BE ANNOUNCED
Kennedy Under the Stars
- Date: 2026 TBA
- Location: Kennedy Space Center Visitor Complex, 1 Space Commerce Way, Merritt Island
This exclusive after-hours event combines your favorite visitor complex attractions with a galactic glow party! For this event only, the main visitor complex’s key attractions stay open late. With lower wait times, you’ll have more time to venture to other worlds in Spaceport KSC®, get up close to actual flight-flown artifacts like space shuttle Atlantis, feel the rumble aboard the Shuttle Launch Experience® and more.
The Ritz-Carlton Grande Labor Day Weekend 5K
Sunday, August 31, 7:30am
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Pkwy, Orlando, FL US 32837
The Grande Labor Day Weekend 5K is a walk or fun run family event which you can enjoy while taking in the amazing landscape of the beautiful Grande Lakes resort! The race takes place on the back 9 of their 18-hole championship course inspired by the legendary golf course designer Greg Norman.
After the race, replenish your body with champagne or mimosas, assortment of healthy snack options, as well as a stretching and massage by their therapists featuring Theragun. You will also receive an exclusive T-shirt and medal, special goodie bag, and a chance to enter into a raffle for a complimentary massage, a facial, a manicure/pedicure and/or a special gift bag from our Spa partners and more!
Adults $75, Kids $50
Jimmy Buffett Tribute Party
Sunday, August 31, 4:00–10:00 p.m.
Citrus City Craft, Lake Mary
Celebrate the life and music of Jimmy Buffett with specialty margaritas, tropical cocktail flights, live beach-vibe music by Fred Lopaki featuring a Buffett tribute, and tasty eats from Maya Rosa Food Truck. Hawaiian shirts encouraged — family-friendly and all ages welcome.
Beats Vibes & Vinyl
Sunday, August 31, 2025, 7:00–11:00 p.m.
Grape & The Grain Wine Bar
An intimate, all-vinyl evening hosted by SOULArtefacts, where selectors ROMANO ARCAINI & FRANKMATIK go back-to-back spinning rare soul, left-field disco, deep jazz, underground house, and dusty global gems under low lights and rich sound—an unforgettable night for lovers of authentic grooves. Free with RSVP; limited capacity, so early arrival is recommended.
LABOR DAY WEEKEND ACTIVITY IDEAS
- Go zip lining
- Dine with a sunset view or spend time at one of Orlando’s most beautiful places
- Visit a Farmer’s Market (Maitland, Winter Garden, Lake Eola, Winter Park)
- Watch the Disney fireworks
- Unwind at a rooftop bar
- Visit Bok Tower Gardens
- Go bioluminescent kayaking after sunset
- Cool off at Universal’s Volcano Bay or Disney’s Typhoon Lagoon
- Plan a mini-putt tournament at one of our best putt putt courses
- Have a lazy Labor Day afternoon at Wekiva Island
- Savor some hot dogs before summer goes away
- Rent bikes to leisurely explore the West Orange Trail
- Go on a private horseback trail ride for two
- Savor a lazy weekend brunch (you could also do brunch at the beach)
- Explore true Florida fun at Gatorland
- Plan a long weekend getaway
- Explore Historic Downtown Clermont
- Learn new skills during a mixology class
- Go kayaking – rent or bring your own
- Plan a camping or glamping trip
Planning a Labor Day weekend escape to Tampa? Check out our guide to spending Labor Day Weekend in Tampa Bay.
