You Earned
This Glass.

The only wine brand in America made by teachers, for teachers. Small-batch. Handcrafted. Gives back with every bottle.

Tipsy Teacher Wines
★★★★★ 2,400+ Happy Customers
🍷 Premium Small-Batch Wine
📰 As Seen in Baltimore Magazine & CBS
📦 100% Satisfaction Guarantee

Why People Come Back for More

Small-batch, fruit-forward wine crafted for people who pour themselves into their work. Founded by a teacher, built for everyone who pours themselves into their work.

๐Ÿ‡

Premium Small-Batch

Hand-selected grapes, crafted in small batches. Not a novelty wine โ€” a genuinely great one.

๐ŸŽ“

Teacher-Founded

Started by a real teacher and built by educators. Our co-founder Brittany is still in the classroom today.

๐Ÿ’ซ

Personality That's Real

Clever names, great taste, and a story worth sharing. Wine that makes you smile and makes you come back.

Meet the Wines

Small-batch. Teacher-tested. Seriously good wine.

How It Works

1

Pick Your Pour

Browse our small-batch collection and choose the bottles that speak to you.

2

We Ship, You Sip

Carefully packed and shipped straight to your door. $12.99 flat rate shipping, every order.

3

Taste the Difference

Enjoy wine with a name that makes people smile and a taste that makes them come back.

Get The Teacher's Grading Trio →
✓ $12.99 flat rate shipping   ✓ Secret cork messages   ✓ 100% satisfaction guarantee
Kenny and Britt - Founders of Tipsy Teacher

A Kid From a Trailer Park. A Teacher With a Wine Glass.

Kenny grew up poor. His family didn't always have money for school supplies. But his teachers quietly spent their own money so he could have what he needed. Notebooks. Pencils. The stuff most kids take for granted.

He never forgot that.

Fast forward to 2020. His friend Brittany, a teacher in Baltimore, is venting about how much of her own paycheck goes to her classroom. Same story. Decades later.

That conversation lit a fire.

Kenny said, "Why don't we sell something teachers love and use the proceeds to help them with supplies?" Brittany looked at the glass of wine in her hand.

"What about wine? Teachers love wine."

Tipsy Teacher was born.

Straight From the Teachers' Lounge

★★★★★
"Finally a wine brand that GETS me. The names crack me up and the wine is genuinely delicious. After School Snack is my Friday go-to."
JM
Jessica M.
3rd Grade Teacher, TX
★★★★★
"Bought the welcome pack as a gift for my teacher wife. She LOVED it. The free gift was such a nice touch. Already reordering."
DB
David B.
Teacher's Husband
★★★★★
"We ordered 12 bottles for our end-of-year teacher appreciation dinner. HUGE hit. Everyone wanted to know where to get their own."
SP
Sarah P.
PTA President, CA

Small Batches. Real Sell-Outs.

Two of our six wines are already sold out this year. When a batch is gone, it's gone until the next release.

Founding offer ends July 9

Join the Faculty Lounge

Members get every release before it sells out, our best price on every box, and free shipping on 6 and 12 bottle boxes. Founding members lock their rate for life.

๐Ÿท First Access to New Releases
๐Ÿ“ฆ Free Shipping on Club Boxes
โญ Exclusive Members-Only Bottles
Join the Club โ†’
No contracts. No commitments. Cancel anytime.

Join the Class

Your first order ships free ($12.99 value) + first dibs on releases that sell out.

Got Questions?

Where do you ship?
We ship to most states in the US through Vinoshipper. Due to wine shipping regulations, availability varies by state. Enter your zip code at checkout to confirm.
What does the wine taste like?
Fruit-forward and approachable. Crisp whites like Snow Day Chardonnay, a bright peach-and-pear white (Early Dismissal), and smooth semi-sweet reds like After School Snack. Something for every palate, and every batch is small.
Is this a subscription?
Nope! All purchases are one-time unless you opt into our Wine Club. No commitments, no auto-ships โ€” just wine when you want it.
Isn't wine shipping expensive?
Nope โ€” it's a simple $12.99 flat rate on every order, whether you grab one bottle or eleven. Full cases (12 bottles) ship free.
Can I buy this as a gift?
Absolutely! Tipsy Teacher wines make the PERFECT teacher appreciation gift. We offer gift packaging and you can include a custom note at checkout.
What if I don't like it?
We stand behind our wine 100%. If you're not happy with your order, reach out and we'll make it right. Your satisfaction is our top priority.
Is this real wine or just novelty stuff?
100% real, premium wine. Our names are fun but the wine is serious โ€” craft-quality grapes, professional winemaking, and a 4.9-star Google rating from 107+ real reviews.
Does my first order really ship free?
Yes. Drop your email in the signup box and we'll send you a free shipping code for your first order (a $12.99 value). The code is good for 48 hours, so don't sit on it.

The Teacher's Grading Trio

3 bottles of premium small-batch wine for $89.99. $12.99 flat rate shipping.

Get The Teacher's Grading Trio โ†’