Havana Beach Bar & Grill

Havana Beach Bar & Grill occupies the ground floor and rooftop of The Pearl Hotel at 63 Main Street in Rosemary Beach, placing it right in the middle of the town’s walkable Main Street corridor. The restaurant draws its concept from Hemingway’s El Floridita in Havana, and it builds on that inspiration with a menu that blends Gulf Coast and Caribbean flavor profiles using sustainably sourced, local ingredients. Visitors staying anywhere along 30A can reach it easily, and guests of The Pearl Hotel can head downstairs for a meal without leaving the property.

The restaurant serves three meals a day, every day, starting with breakfast at 8AM. Lunch service begins at 11AM, and dinner starts at 5PM, with a happy hour that kicks off daily at 3PM. Breakfast leans into Gulf Coast comfort food with dishes like pecan wood-smoked salmon, Havana Eggs Benedict, and Florida French toast. Lunch brings coastal seafood fritters, fresh salads, a Havana Cuban sandwich, and a Fish Po’ Boy, all built around the same casual, beach-town energy that runs through the rest of the menu.

Dinner is where the kitchen shows more range, with charcuterie boards, a grilled radicchio salad, sea scallops, local grouper, yellowtail tuna, and Certified Angus steaks that come with surf and turf options for guests who want both. The bar backs up the food with a cocktail list built around the restaurant’s Havana theme, including a Mezcal Sunrise, a Morning Mule, a drink called the Ranger, and a Hemingway Daiquiri that nods directly to the restaurant’s namesake inspiration.

Upstairs, the rooftop lounge extends the experience with Gulf views and a look down over Main Street below. It opens at 11AM for lunch and switches to the dinner menu from 3PM onward, and it keeps a short list of items exclusive to the rooftop, including Buffalo wings with Alabama white BBQ sauce and a smoked beef brisket empanada that guests cannot order at the ground-level bar and grill. The rooftop’s relaxed, open-air setting makes it a natural stop for a sunset drink even for visitors who already ate dinner elsewhere, and the veranda-style seating on the lower level gives another option for guests who want to eat outdoors without heading up to the roof.

The Pearl Hotel itself adds weight to a visit. The property carries a AAA Four-Diamond rating, a Forbes Travel Guide recommendation, and a Travel & Leisure honor naming it the top resort hotel in Florida. Its West Indies-style architecture, with a peaked clock tower, pointed turrets, sun-splashed terraces, and black-and-white striped awnings, gives Havana Beach Bar & Grill a distinctive backdrop that stands out even along a Main Street full of well-designed buildings. The hotel wraps other touches around a meal here too, including complimentary valet parking and a cocktail greeting for guests checking in, along with the on-site Spa Pearl for anyone who wants to turn a meal at Havana Beach into a fuller day of relaxation. Reservations for the restaurant run through OpenTable, and guests can also call the restaurant directly at (850) 588-2882 to check availability, especially around sunset when the rooftop fills up fastest. Because Havana Beach sits inside one of the most decorated hotels on this stretch of 30A, it draws a mix of hotel guests, Rosemary Beach renters, and day-trippers from nearby communities who come specifically for the rooftop view and the Cuban-inspired menu.