2nd Annual Gumbo Smackdown @ Houstonia House Saturday, noon to 4 p.m. 447 Heights Boulevard
Join Houstonia magazine as the city's finest chef's compete for the title of Best Gumbo. The tough competition includes The Cajun Stop, Fleming's (last year's champion), and more, while the judging panel includes local celebrity Juan Carlos and chef Kevin Naderi (Roost, Lillo & Ella). Get tickets ($25 for one; $23 for two or more) here.
Sip and Stroll Wine Festival @ Kemah Boardwalk Saturday, 1 p.m. to 4 p.m. 215 Kipp Avenue
Stroll the Kemah Boardwalk as you sip on samples from 24 different wineries and two breweries. With live music, appetizers, and more than 70 wines to taste (with a focus on best of wines of the Pacific Northwest), the day is sure to be entertaining. Tickets ($45 per person; $37/person for Landry's members; $37 with military I.D.) include drink samples, a souvenir glass, and more. Purchase them online or onsite starting at noon.
The Best Damn Food Truck Festival Ever @ 1902 Washington Saturday, 2 p.m. to 8 p.m. 1902 Washington
Get your tickets ($35) for the Best Damn Food Truck Festival Ever. The purchase price covers killer tastings from more than 20 of the city's best food trucks, including H-Town StEATS, The Bird, Buttz Gourmet, and more. Enjoy live music and craft beer (available for purchase) as you feast.
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Karbach Brewery & Robert Garner Firefighter Foundation's Charity Pub Crawl @ Downtown Saturday, 2 p.m. to 7 p.m.
Time to drink for a good cause! Karbach Brewery & Robert Garner Firefighter Foundation have teamed up for their semi-annual pub crawl, which raises scholarship money for those brave enough to step in the line of danger (the last crawl had 1,300 attendees and raised more than $40,000). Pick up your punch card at OKRA Charity Saloon from 2 p.m. to 5 p.m.; Then make your way to three more bars before finishing with the Karbach Block Party at Niko Niko's Market Square, where you can pick up your commemorative pint glass. Drink vouchers can be purchased at the event for $5/pint or 5/$20, with VIP packages available as well.
Whiskey Tasting @ Watson's House of Ales Saturday, 4 p.m. 14656 Grisby
Love whiskey? Head to Watson's House of Ales, where you'll have the chance to sample more than 20 whiskeys from around the world, including Jack Daniels Sinatra Special Editon, Yellow Rose, Herman Marshall, and more. Brand ambassadors and distillery representatives will be on hand sampling spirits and answering your questions. Tickets are $25 pre-sale or $30 at the door.