One of Disney Springs’ more unusual adults-only dining experiences is returning this fall, with an entirely new menu built around aged rum, Italian-inspired food and the underground atmosphere of Enzo’s Hideaway.
The Bootlegger’s Dinner will return to Enzo’s Hideaway on Thursday, November 12, 2026, with two seatings scheduled for 5:30 p.m. and 8 p.m. This edition of the recurring dinner series will feature Flor de Caña rum, with three food courses paired with three different cocktails.
Tickets are listed at $90 per person before tax and gratuity. The final price at checkout is $108 per person with tax and gratuity included, and reservations are required. Because each course includes a cocktail, the event is limited to guests ages 21 and older.
The first course pairs Enzo’s Salumi e Formaggi-a spread of Italian cured meats and cheeses-with a cocktail made from Flor de Caña Blanco, pineapple, lime, coconut water and vanilla.
Dinner then moves into considerably richer territory.
A Certified Angus Beef strip loin will be served for the main course, accompanied by a cocktail combining Flor de Caña 12-year rum with crème de cacao, pecan liqueur and orange-clove syrup.
Dessert brings brown butter cake together with a cocktail made from Flor de Caña 7-year rum and Flor de Caña Spresso, along with chai, brown butter demerara syrup and oat milk.
Guests who want to take the rum tasting another step can add a one-ounce pour of Flor de Caña 25-year for an additional $25.
The menu makes particularly good use of the restaurant hosting it.
Enzo’s Hideaway is located in The Landing at Disney Springs, beneath Maria & Enzo’s Ristorante. Rather than presenting itself as a conventional Italian restaurant, Enzo’s is themed around a network of old Florida tunnels supposedly repurposed by Prohibition-era rum runners.
Guests enter a deliberately tucked-away dining room filled with aging brickwork, graffiti and other details intended to suggest the space has accumulated decades of history. Patina Restaurant Group describes the restaurant as a “storied rumrunner tunnel” serving Prohibition-inspired cocktails alongside Roman-style dishes, handmade pasta, seafood, chicken and steaks.
That backstory gives the Bootlegger’s Dinner a thematic connection that most beverage-pairing events at Walt Disney World simply do not have.
The November event is also the latest evolution of a series that changes its featured spirits and menu rather than simply repeating the same dinner.
In February 2026, Enzo’s hosted a Bootlegger’s Dinner centered on Código 1530 tequila. That three-course menu included a Código Blanco cocktail paired with an Italian salad, a coffee-infused Reposado cocktail accompanying coffee-crusted New York strip, and an Añejo-based dessert drink. Tickets for that event started at $85 before tax and gratuity.
The series changed direction again in July, when Hendrick’s gin became the featured spirit. That dinner paired cocktails with pulpo al mojo, fennel-and-citrus pork skirt skewers and orange blossom semifreddo.
The new November edition therefore represents more than the return of an existing prix-fixe menu.
Its three Flor de Caña cocktails and accompanying dishes are specific to this event, giving repeat attendees a substantially different experience. The base ticket price has also increased $5 from February’s $85 starting price to $90 before tax and gratuity.
Enzo’s has been experimenting with the Bootlegger’s format for several years. Earlier versions leaned especially heavily into the restaurant’s rum-running theme, including a 2024 dinner featuring Brugal rum paired with dishes such as coconut shrimp arancini, wild-boar ragù and affogato.
Returning to rum for November therefore feels particularly appropriate for the venue, even as the specific cocktails and dishes continue to change.
For Walt Disney World guests, the dinner also represents a different kind of special event from the seasonal parties and festival dining packages typically found inside the theme parks. No park admission is required, parking at Disney Springs is complimentary, and the experience is concentrated into a single evening.
Space is limited to two seatings on November 12, and reservations are already available.
With three newly created pairings, a rare 25-year rum option and a setting whose fictional history revolves around the very spirit being served, the latest Bootlegger’s Dinner is a small but distinctive addition to Disney Springs’ November dining calendar.
