Destin Event · October 29, 2026 – November 1, 2026

Taste of the Beach Festival — Pensacola Beach

Four days of sunset cruises, trolley dinners, and a beachfront food festival showcasing Pensacola Beach's best restaurants

📅 When

October 29, 2026 – November 1, 2026

📍 Where

Casino Beach, Via De Luna Dr, Pensacola Beach, FL 32561

About this event

Taste of the Beach Festival returns to Pensacola Beach for four days of signature culinary experiences over Halloween weekend into November. The festival showcases the area's best chefs and restaurants through a lineup that expands each year.

The weekend opens with a Sunset Cruise dinner on Thursday, followed by the beloved VIP Dinner Trolley on Friday — a moveable feast stopping at multiple Pensacola Beach restaurants with each course paired with wine. Saturday's main event is the Casino Beach Food Festival, an outdoor spread featuring local favorites like Red Fish Blue Fish, Grand Marlin, and Flounder's alongside live entertainment. New for 2026 is a Sunday Brunch Trolley, adding a laid-back morning option to round out the weekend.

Individual tickets and multi-day passes are available for each experience through the Pensacola Beach Chamber of Commerce.

Best for: Foodies, couples, groups of friends who enjoy culinary experiences

What to expect: A four-day culinary tour of Pensacola Beach's best restaurants. Thursday: dinner sunset cruise; Friday: VIP trolley dinner with wine pairings; Saturday: outdoor food festival at Casino Beach; Sunday: new brunch trolley. Each experience is ticketed separately.

Planning tip: The VIP Dinner Trolley typically sells out first — book that early. Individual tickets are also available for just the Saturday food festival if you prefer a one-day experience.

Cost: Tickets vary by experience; individual and multi-day passes available at pensacolabeachchamber.com

Visit Official Site

Where to stay

Two houses, ten minutes apart

Both walk to the sand. One has the private pool, the other takes the dog and the whole extended family.

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