Things to Do in May in Orlando 2026

Visiting Pirate's Dinner Adventure in Orlando in May is perfect because of the milder weather. It is outside peak tourist season, guaranteeing lesser wait times and more comfortable exploring. Witness the stupendous theater sets, swashbuckling stunts, lovely sea shanties, and skilled performers. Afterwards, indulge in the mouth-watering dinner feast perfect for every palate. The reduced humidity and cooler evenings make dining an even more enjoyable experience. Plus, you'll beat the summer rush!

May is an excellent time to experience the St. Johns Rivership Orlando Lunch and Dinner Cruises. With pleasant spring temperatures and lush surroundings, you'll enjoy a scenic journey that highlights Florida's natural beauty. The abundant wildlife and vibrant greenery create a perfect backdrop for a relaxing cruise. Plus, the mild weather ensures comfortable dining on the ship's deck, enhancing your culinary experience while you take in the river's serene views and enjoy live entertainment.

May is the perfect time to enjoy The Speakeasy Murder Mystery Dinner Show in Orlando. The pleasant weather enhances your evening as you step back in time to the roaring '20s. With interactive murder mysteries unfolding around you, this dinner show offers a captivating blend of suspense and humor. The lush spring surroundings and slightly less crowded attractions make for a delightful experience—ensuring you enjoy both the ambiance and the thrill of solving a mystery.

Visiting the exhilarating Drive Exotics in Orlando, Florida, in May allows you to beat the summer crowds. With cooler temperatures than the summer months, May provides comfortable weather for this outdoor activity. Enjoy the thrill of driving some of the world's most luxurious exotic cars without battling heavy tourist traffic. May is also typically drier, increasing visibility and safety during your high-speed adventure. Enjoy pristine roads, azure skies, and Florida's beautiful scenery in perfect weather conditions.

May is the perfect time to visit the Museum of Illusions in Orlando. With milder weather and fewer crowds, you'll enjoy exploring this mind-bending attraction comfortably. The museum's interactive exhibits offer a bewildering, fun experience suitable for all ages. Engaging optical illusions and immersive photo opportunities make it a unique destination. Plus, being centrally located, it’s ideal for combining with other Orlando attractions or enjoying leisurely outdoor dining in the pleasant spring weather.

May is an ideal time to visit the Gypsy Gold Horse Farm in Orlando. The mild weather enhances the experience, making the walking tour comfortable and enjoyable. Blooming flowers adorn the picturesque farm, beautifully complementing the majestic Gypsy Vanner horses. With fewer crowds compared to peak summer months, you can enjoy a more intimate, personalized tour. The knowledgeable guides share fascinating stories and insights, making this a memorable, enriching experience for all.