Gina Smiles

Relax, unWine & Create

Welcome to GinaSmiles Paint & Sip where we take time to “Relax, unWine & Create.” Your guests will enjoy channeling their inner artist while painting from a blank canvas, with step-by-step instructions. No experience required. Great for Birthday’s, Family, Girls Night, Couples, Corporate, Fundraisers.

Who We Are

Creating a smile with wine and design!

What’s better than toasting to a good time with friends? To us, not much. GinaSmiles Paint & Sip is a fun way to create memories and masterpieces. Bring your friends or significant other and enjoy in our two-hour classes. We’ll provide the canvases, and paintbrushes as a local artist guides you through the evening, stroke-by-stroke..

Nothing brings people together quite like a little wine and a little smile! GinaSmiles combines working together and artistic creativity. We provide an inspiring space for co-workers to collaborate and create a masterpiece in an energetic environment.

What we do

Turn your Masterpiece into a memory.

GinaSmiles Paint & Sip is the perfect place to unwine and have fun. We offer a range of affordable private and public paint and sip parties for all ages, groups and talents. From girls nights out to birthday parties, work events to date nights, Our Master event planner Gina is sure to put a “smile” on your face!


Public Event
Whether you’re going out for date night, girls’ night, family fun, or celebrating a birthday…we’ve got you covered. Let us unleash your inner Bob Ross!

Reserve Seats
Kids Event
Gina Smiles painting sessions are fun art, not fine art. And you don’t need to be an artist to have fun! So, whether your kiddos are holding a paintbrush for the first time or grandma’s brushing up on her past hobby, there’s something for everyone to enjoy at our family painting events!
Plan A Party
Private Event
Put in charge of planning a corporate event, group celebration, or kids party? Let us help you host and we’ll leave you and your guests free to relax, sip, and socialize in one of our private studios.

Plan A Party

Gina has been synonymous with smiles for over 20 years.

Whether it’s helping you navigate a Home Purchase or creatively curating one of her famous “Smile & Sip” events. Gina Thompkins has been a servant to her community for over 20+ years.

“I am a native San Diegan who loves Real Estate and Painting. There is something about putting a paint brush in your hand that feels empowering.” – Gina T

With GinaSmiles Paint & Sip we start from a blank canvas to create your masterpiece! Don’t worry, I provide step-by-step instructions. I am with you all the way. You will create something magical. No Experience is required. Paint & Sip Parties are fun for any occasion and all ages. Invite your friends, serve some wine and appetizers, or not and I will bring all of the painting supplies. Prepare to have a good time. Let’s Paint!
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Our Mission
The passion for the fascinating world of art & creativity.
Our Vision
Transforming lives through art and relaxation. We love having fun, making art, socializing, listening to music and having a great time. If you do too, then you’re in the right place.

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