So you’re spending your anniversary in Orlando. Lucky you! There’s lots to do and you’ll surely get a lot out of the Disney and Universal parks. But what about a relaxed, romantic nightcap with your sweetie? We’ve compiled four great spots to have a memorable anniversary drink in Orlando.

The Courtesy

Address: 114 N Orange Avenue, Orlando, FL 32801

Phone: (407) 450-2041



If you’re not in a rush, The Courtesy is the top spot for unique anniversary drinks. Their cocktail menu is always changing and uses some truly create ingredients and combinations. The only drawback? These are incredibly labor intensive drinks, so you’re likely to wait – especially on busy weekend nights. Stop by on the first or third Saturday of the month for the interesting cocktail classes that will teach you how to make your own very special cocktails at home.

Lil Indies

Address: 1036 N Mills Avenue, Orlando, FL 32803


For those couples looking for something a little different than your standard cocktail bar, Lil Indies is a great option. This tiny spot is tucked away and hard to find, but once you make it inside you’ll be treated to a throwback speak easy vibe and some special, spectacular cocktails. If you stop by on the right night you might even be treated to live music from the local indie scene.

Hanson’s Shoe Repair

Address: 27 E Pine Street, Orlando, FL 32801

Phone: (407) 476-9446



This isn’t just a kitschy name: Hanson’s Shoe Repair really is a shoe repair shop by day and a delicious cocktail lounge by night. This is a speakeasy in more than just name. The servers are in full character, you have to use a code word to get in the door (visit their website daily to get the code word), and you’re likely to meet gangsters if you mingle with the crowd. For those looking for a memorable, unique experience, this is it.

The Woods

Address: 49 N Orange Avenue, Orlando, FL 32801

Phone: (407) 203-1114


You don’t even have to walk through the doors of The Woods to know it’s a special place. Located on the second floor of the historic Rose Building in downtown Orlando, they use small batch liquors to create their very traditional, yet tasty, cocktails. These are on the higher end of the price scale, but you’ll get true romance from the moment you walk through the door.

For the cocktail loving couple, there isn’t an option on this list that won’t delight. Hop from one to another and try the best Orlando has to offer, just be sure to bring your cab fare – these drinks pack a punch!