Things to Do in Orlando With Your Girlfriend: Date Ideas She'll Love

Planning something in Orlando for your girlfriend? Skip the generic dinner reservation. These are the dates that get talked about afterward, from clear kayaks to baby highland cows.

Sweet and a little different

• Bottle-feed a baby highland calf at Mini Moo Land, 10% off through us. You feed the calves, then cuddle the highland cows. It's in Kissimmee, and it's the one she'll post. (I'm Boggy Creek's marketing manager; Mini Moo Land is part of it.)
• Chocolate Kingdom. A short factory tour with tastings, and you can design your own chocolate bar together.
• Silver Springs clear kayak tour. Paddle a crystal clear river past manatees and wild monkeys, about 1.5 hours from Orlando. Make a day of it.

Romantic

• The Wheel at ICON Park at sunset. Enclosed capsules, views across Orlando, and dinner on I-Drive after.
• Winter Park clear kayak tour. Two hours in a clear tandem kayak through canals lined with old trees, then lunch on Park Avenue. See things to do in Winter Park.
• A private helicopter flight over Kissimmee. Short, but every seat is a window seat and it's just the two of you.
• Cocoa Beach dolphin sail. Two hours on a catamaran looking for dolphins and manatees, about an hour from Orlando. Stay for the beach.

Date nights

• The Speakeasy Murder Mystery. A 1920s whodunit with dinner, and the actors mingle with you.
• Polynesian Fire Luau. Dinner, a live band and a fire knife finale. See our luau guide.
• A sunset or night airboat tour at Boggy Creek, 10% off through us. Guides spot gators by the glow of their eyes.
• More in Orlando date night ideas and Orlando dinner shows, ranked.

Worth a day trip

• St. Augustine. Cobblestone streets, the old Spanish fort and good restaurants, with transportation from Orlando.
• Holiday season: the Nights of Lights tour runs November 21, 2026 to January 18, 2027, with hot cider on the trolley.
• November to March: see manatees from a clear kayak in Crystal River without getting wet.

Tips

• Book ahead on weekends. Dinner shows, sunset tours and the bottle feedings fill up first.
• Match the date to her. Animal lover: Mini Moo Land. Outdoorsy: clear kayaks. Loves a show: the murder mystery.
• Planning for him instead? See things to do in Orlando with your boyfriend.

See every Orlando deal