33 Fun Things to do this Memorial Day Weekend in Orlando

UPDATED FOR 2019

Make this Memorial Day weekend, well, memorable, by adding one or a few of these must-do experiences to your calendar this weekend.

1. Watch holiday fireworks at a resort like Grande Lakes Orlando, Waldorf Astoria Orlando, or Omni Orlando Resort at ChampionsGate (must be a resort guest), or watch the Disney fireworks from outside the parks

2. Take in a few shows at the Orlando International Fringe Theatre Festival

3. Have a staycation at one of our amazing local hotels and resorts

4. Catch a flick at the Silver Moon Drive-In or watch a free outdoor movie

5. Rent bikes and cycle the West Orange Trail or Cross Seminole Trail

6. Spend the day at The Ritz-Carlton Spa – non-hotel guests must book a 60-minute treatment

7. Segway around Mount Dora

8. Attend a Memorial Day Weekend event. Here are a few ideas:

Memorial Day Weekend Summer Kickoff Party with Live Band Karaoke
May 23 – 27
Boxi Park Lake Nona
Extended hours, live music, kids activities, food and drink specials, live band karaoke on Saturday at 6pm, and more.
FREE Admission

Image credit: Boxi Park Lake Nona

DJ Frankie Cutlass – FREESTYLE EXPLOSION
Saturday, May 26, 7-110pm
Hard Rock Hotel Daytona Beach
$20

Fun Spot America’s Wine, Food & Blues Festival
Saturday, May 25, 4pm
5700 Fun Spot Way Orlando
Grab your Wine Lanyard and lets sample at Fun Spot America Theme Parks. Try dishes from over 5 of the best Food trucks and enjoy 5 wine samples with your ticket. There will be 10 food trucks and more wine to sample for additional purchase. and live entertainment from 4pm-9pm.
$25

Sanford Indie Market
Sunday, May 26, 11am-5pm
Tuffy’s Bottle Shop & Lounge
The Sanford Indie Market is a curated show that is held 4 times a year at Tuffy’s Bottle Shop and Lounge with vintage, art, handcrafted & boutique vendors as well as food, live music & libations.
FREE Admission

9. Chill out at the Winter Park Beach

10. Go on a food tour

11. Ride The Wheel at sunset

12. Zipline at the Central Florida Zoo or another local zipline spot

13. Go camping or glamping 

14. Munch your way through the Winter Park (Saturday), Winter Garden (Saturday) or Lake Eola Farmer’s Market (Sunday)

15. Float down the river in a tube at Kelly Park or KP Hole

16. Hang glide at Wallaby Ranch 

17. Go on the safari at Giraffe Ranch (shown above)

18. Spend the day at Wekiva Island

7 Things to Do at Wekiva Island
19. Sip a cocktail at an out of the ordinary bar, or one of these newer Orlando bars we love

20. Eat DIY pancakes at Old Spanish Sugar Mill at DeLeon Springs

21. Go on a sunrise hot air balloon flight 

22. Take the Winter Park Scenic Boat Tour

23. Go mini-putting

24. Go on a hike and then take a refreshing plunge into Wekiwa Springs

25. Head to Sanford and visit one of these new Sanford bars

26. Give goat yoga a try, or take your practice outside with these outdoor yoga classes

27. Get some fresh eggs at Lake Meadow Naturals

28. Go on a moonlit paddle with A Day Away Kayak Tours

29. Spend Saturday morning in downtown Winter Garden and check out Plant Street Market

Plant Street Market
There’s a lot to love about the Winter Garden hub for local food, artisan goods and craft beer.

30. Scale the walls at an indoor rock climbing facility

31. Visit a few breweries on the Central Florida Ale Trail

32. Go blueberry picking

33. Explore Rock Springs Run in a clear kayak


2 Responses to “33 Fun Things to do this Memorial Day Weekend in Orlando”

  1. Jaime

    You could actually combine 1 & 2, since this year’s Fringe includes a show called: “Something Weird in Weeki Wachee” :o)

    Reply
  2. Nancy

    Great ideas! Sad that blueberry season is wrapping up so this is a good reminder to go picking!

    Reply

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