Otto’s High Dive Orlando: Your Passport To Cuban Delights!

Welcome to Otto’s High Dive Orlando! No, it’s not a pool party, it’s Orlando’s vibrant neighborhood rum bar! If you’re familiar with Orlando’s Milk District, you know it’s full of hidden gems. Otto’s High Dive is certainly one of them. This Michelin Guide recommended spot has Cuban and Floridian influences, this hot spot will transport you to a tropical oasis. Let’s “Dive” in!

Otto's High Dive Orlando sign pictured with the Blue Flamingo Cocktail
Blue Flamingo Cocktail
otto's high dive orlando
Otto’s Beautiful Bar

Prepare yourself for a culinary journey to the heart of Cuba. With a menu that seamlessly blends Floridian and Cuban cuisine, infused with tropical influences, Otto’s High Dive Orlando offers a unique dining experience that will transport you to the sunny shores of the Caribbean. Get ready to sip on handcrafted cocktails, savor mouthwatering dishes, and immerse yourself in the lively atmosphere of this hidden gem in the Milk District.

I’ve been wanting to try this spot for quite awhile. I’m so glad we did. We came for their “Happy Hour” (weekdays 4-6), but I think anytime at Otto’s would be happy hour! With it’s beautiful surroundings and intriguing menu, how could it not be?! The menu is a celebration of the rich culinary heritage of both Florida and Cuba. The Happy Hour menu features cocktails and “snacks” bursting with flavors, such as the Cuban-inspired Pastelitos and $2 Oysters. The menu also features classic Cuban dishes like the iconic Cubano sandwich, which was the best I ever had! Ready to go?! Click here for reservations.

Otto's High Dive Happy Hour menu
Otto's High Dive Main Menu

The main menu features a nice variety of options..all with this Florida/Cuban influence. Oysters, salads, pork belly, and Ropa Vieja (Braised Short Rib). Everything we had was delicious. Especially the Ropa Vieja…the short rib was so tender and flavorful. And it was served with the best black beans and rice! Of course, my favorite part of the evening was the cocktails. These are truly “crafted” cocktails!

otto's High Dive orlando Cocktail Menu

This is a truly captivating and fun place for an evening out. If you’re looking for a taste of Cuba right in the heart of Orlando, look no further than Otto’s High Dive Orlando. With its fusion of Floridian and Cuban cuisine, tropical cocktails, and lively atmosphere, this neighborhood rum bar offers an unforgettable dining experience. So, gather your friends, bring your appetite, and dive into the flavors of Cuba at Otto’s High Dive. What’s better than good food, great company, and the spirit of the Caribbean?! Let’s go!!

Thanks for reading! If you have any suggestions or favorite paces here in Orlando, send me a message or leave me a comment, I’d love to hear from you!

Xo Autumn

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