The Top 10 Things To Do In Orlando this Weekend, March 27-29, 2026
- Emma Walton
- 1 hour ago
- 4 min read
The weekend is here, check out our guide to the ten best things to do in Orlando this weekend!
Looking for plans in Orlando this weekend? We've got you covered, there is tons of exciting happening around the city, and with so much to do, we've selected our Top 10 list of cant-miss events and things to do throughout the weekend in Orlando.
Whatever you're in the mood for, save the date for a great weekend here in Orlando! Have fun!!
Top 10 Things To Do In Orlando This Weekend, March 27-29, 2026
March 27 - 29
Discover the latest boats and innovations at the Orlando Boat Show taking place at the Orange County Convention Center.. Meet top boat manufacturers and find your dream vessel today! Ples, see Twiggy the Waterskiing Squirrel performing live each day of the Orlando Boat Show, making her a must-see, family-friendly attraction throughout the weekend.
March 27 - 29
UpTown Art Expo at Cranes Roost Park, Altamonte Springs features over 140 art and fine craft exhibitors, with displays of glass, jewelry, paintings, photography, pottery, sculpture and more all available for purchase. Witness Chalk Street Artists creating mesmerizing chalk art on the sidewalks of Cranes Roost Park, plus enjoy live music performances on the Cranes Roost Amphitheater all weekend long.
March 27
This FREE dog-centric event in Winter Haven promises a good tail-wagging time for dogs and their human companions. Explore a variety of dog vendors offering everything from tasty treats to stylish accessories. Always exciting MSWH's Annual Wiener Dog Race, where these pint-sized pups dash to the finish line in a race for the title of "Fastest Wiener in Town."
March 27
Enjoy the Taste of West Orange at Bill Breeze Par, Ocoee, as you indulge in a variety of beer, wine, and spirits along with many delicious food offerings from some of the best local restaurants, bars, caterers, and breweries that West Orange County has to offer. This festive party in the park boasts more than 50 incredible vendors for you to enjoy throughout the night.
March 28
Mark your calendars, invite your friends, and get ready for a brew-tiful day of craft beer, fun, and festivities at the 3rd annual Hamlin Craft Beer Festival! This event is the ultimate celebration of Florida's finest craft brews and more, an experience you won't want to miss.
March 28
The 14th Annual Sanford Pints n’ Paws Craft Beer Festival returns to Historic Downtown Sanford, continuing a beloved tradition that pups, and their humans, look forward to year after year! The festival is free to attend and takes over the iconic L between West End Trading Co. and Celery City Craft. Expect a fun afternoon filled with live music, local vendors, food trucks, and a dog-friendly street party that your pup will approve of!
March 28
A Quacktacular Day of Family Fun for everyone featuring Little Yellow Rubber Duck Races at Mead Botanical Gardens, 1300 S Denning Dr, Winter Park.
March 28
As spring approaches, join Ivanhoe Village for Sip Into Spring, a self-guided event from 4–8 p.m. featuring in-store beverage tastings, local shopping, dining, and colorful sidewalk chalk art throughout the district.
March 29
Dive into a world of imagination, creativity and fun at LEGOpalooza! Join us for all ages LEGO activities and see amazing LEGO builds. Enter your LEGO build for a chance to win prizes
March 29
Get ready for an electrifying day out as the Lakeland Punk Rock Flea Market returns for its 12th volume. The Lakeland Punk Rock Flea Market Vol:12 will feature 8 Live Punk Bands, 70+ eclectic market vendors, food trucks, and more.
What are you most excited for this weekend? Let us know in the comments, and visit https://www.gottagoorlando.com/weekend-guide for a complete list of happenings!
For a complete guide to everything happening in Orlando this month, check out The Best Things To Do In Orlando This Month.
Before attending any of the events listed on Gotta Go Orlando, you should contact the organizer or venue to confirm that the event is taking place as information, changes, and cancellations can and do occur.
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