Stone Crab Celebration and Winemaker Auction With the Longboat Key Club

Friday, Nov. 8

It's time for the Longboat Key Club's annual Bacchus on the Beach soiree. With your toes in the sand, enjoy an evening of fine wines and spirits, tasty morsels (including a mountain of stone crab), a live auction, music and dancing. Rumor has it mermaids will be present. Tickets are $175 and can be purchased here.

White Truffle Festival at Cafe Gabbiano

Friday, Nov. 8 – Monday, Nov. 11

Joining eateries across the nation, Cafe Gabbiano will be celebrating white Alba truffles in addition to fine Italian wines and cuisines. A specialty menu will feature dishes such as poached twin lobster tail pasta, chicken tortellini and homemade gnocchi, all served with delectable truffles shaved tableside. Reservations can be made here. 

Suncoast Food and Wine Festival at Lakewood Ranch

Saturday, Nov. 9

The Rotary Club of Lakewood Ranch is hosting a leisurely afternoon of food and drink tastings, with proceeds benefiting local charitable organizations. From 1–4 p.m., enjoy the outdoor environment while you sample fine wines and tasty treats from a wide variety of local restaurants. Tickets start at $85 and can be found here. 

Food Truck Rally at Big Top Brewery

Saturday, Nov. 9

Big Top Brewery is commemorating the return of fan-favorite Decklins Indulgence, a chocolate and peanut butter brew. In addition to live music from the South Trail Band, there will be three food trucks on-site including Puerto Rico Spice and the Deli Deli Sandwich Co. As always, Big Top events are child- and pet-friendly.

Annual Cortez Stone Crab and Music Festival

Saturday, Nov. 9 – Sunday, Nov. 10

This weekend head to Cortez for some “Peace, Love and Claws.” With fun for the whole family, there will be a kid zone, local vendors, a beer tent, live music on multiple stages and, of course, plenty of stone crab. Admission to the event is free.