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Sunset Walk Around Lake Eola Followed by drinks at the Eola Wine Bar

This is a classic Orlando Date Night. Lake Eola is beautiful at night with the fountain lights flowing freely. This date night is good all year because the Lake changes theme based on the season. The Eola wine bar offers beautiful outside seating, appetizers and a delicious variety of drink selections.

Fireworks Disney Springs

Disney Springs is always a fun experience with plenty to do on a date night. The daily live music options plus seasonal changes make is a great place to walk around.  Food options range from taco to cart to fine dining. And best of all, there are fireworks nightly.

The Orlando Icon at Sunset

I-drive can be touristy, but The Orlando Icon is a great date. From the top you get expansive views of Orlando ranging from Downtown to Disney and beyond. When you ride the wheel you get your own private cabin which adds privacy and romance.

Kayaking at King’s Landing

I know Games of Thrones ruined the words “King’s Landing” for all of us, but it is an actual place in Apopka, Florida. If you are looking for an active day date I highly recommend packing a picnic and renting a kayak. There are route options for all experience levels, beaches to stop on, and gators to spot.

Tuesday Night Movie Night

This is a great budget friendly option. AMC & Regal both discounted movie tickets on Tuesday nights ($5-$7 range). This a great way to catch those new releases without breaking the bank. This is a great to make a regular part your dating routine.

Brunch at Santiago’s Bodega

Want a great brunch? Try Santiago’s Bodega. The food is amazing, the atmosphere is fun and the Sangria is bottomless. They have several locations around Orlando. Make reservations early.

Epcot Festivals (any of them)

Get ready to drink and eat around the world right here in Orlando. Epcot regularly hosts food & wine type festivals with small plates and a wide variety of drink pairings. This is fun for a full day, or just an evening. Locals, check-out the Epcot after 4pm annual pass.

Resort Hopping on the Monorail

Exploring the Disney Resorts can make you feel like you are at Disney without actually having to buy a ticket. Parking at some of the resorts is free as is the monorail and the resort Ferry Boats. All of the resorts are great to walk around and have views of Disney’s nightly Firework show. The Polynesian is my favorite.

Drinks at Margaritaville in City Walk

City Walk is quite romantic in the evenings. Margaritaville has outside seating on the lake. The fake sand and tiki torches give it a Key West feel. Parking is free after 6pm.

Weekend Farmers Markets

Both Downtown Orlando and Winter Garden host excellent weekend Farmers Markets. Both markets have an abundance of food trucks making them ideal places to go for a fun weekend lunch. The produce selection is limited so don’t plan on picking up your groceries there. Live music is usually included as well.  

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