Meet at the Old Jail at 5:30 PM and hop aboard the Old Town Trolley Transport to start your culinary adventure with the first leg of the progressive dinner.

Johnny’s Oyster Bar at Meehan’s

Welcome Champagne & Oyster Reception

A curated selection of raw and baked oysters sourced from U.S. waters, showcasing the unique flavors of each region.

Paired with fine wines, handcrafted cocktails, and artisan beers for a lively start to our culinary journey.

Hop back on the Old Town Shuttle Bus.

The Raintree Restaurant

Lobster Oscar

Topped with grilled asparagus and Bearnaise sauce.

Raintree’s Gorgonzola Salad

Artisan greens with Gorgonzola cheese and balsamic vinaigrette.

Complimented with a selection of our finest Chardonnay and Pinot Noir.

Michael’s St. Augustine

Welcome to the final leg of this progressive dinner, where you will say goodbye to your driver!

Beef Wellington

Featuring 60-day wet-aged beef tenderloin, flaky pastry, mushroom duxelles, foie gras, and a rich red wine Bordelaise.

Towers of Assorted Petits Fours

Perfectly paired with a distinguished Cabernet Sauvignon from our award-winning wine cellar.

Make your way up to Pesca’s rooftop bar for a nightcap.

We will Uber you back to the Old Jail or assist with a room rate at the Hyatt Hotel.