Join the Wine Club - Event

Event exclusive: 20% off your booth order plus a members' tasting sample when you join today.

Tipsy Teacher Wine Club

Join at the booth. Walk away with wine in hand.

Takes about a minuteNothing charged until your first box ships November 1Cancel after your first box

Three friends cheersing with Tipsy Teacher wine at a festival

Every member who joins today gets

Then your tier decides what you take home.

20%

Booth only20% off everything today

🍷

Booth onlyMembers' XL Tasting Sample

An extra generous pour of any wine you choose, on the house, poured the moment you join.

Pick your box size

Four boxes a year, shipping November 1, February 1, May 1 and August 1. Every tier ships free. Swap bottles, skip a season, or cancel after your first box.

Silver3 bottles, $99.99 a box · tumbler half price todaySelect GoldMost popular6 bottles, $178.02 a box, gift in every box · free tumbler, filled with your sampleSelect Platinum12 bottles, $315.00 a box, best per-bottle price · free tumbler with your sample, plus a free T-shirtSelect

Fall Box contents. Silver: 1 Extra Credit Cab, 1 Berry'd in Papers, 1 Early Dismissal. Gold: 2 Extra Credit Cab, 2 Berry'd in Papers, 1 Early Dismissal, 1 Summer Vacation. Platinum: 4 Extra Credit Cab, 4 Berry'd in Papers, 2 Early Dismissal, 2 Summer Vacation.

Sign up here, right now.

Gold is preselected. Your first box is the Fall Box, led by Extra Credit Cabernet, shipped free. Nothing is charged until it ships November 1.

Secure checkout21+Love your first box or your money back

Signed up? Show this screen at the booth to claim your 20% off, your Members' XL Tasting Sample, and your tumbler.

As featured by

Baltimore Magazine · CBS

30,000+ bottles poured4.9 stars from 107+ reviewsSmall-batch seasonal releases

Your first box is the Fall Box.

Reds-forward, built for sweater weather. Ships November 1. Members get first access before releases sell out.

Ships November 1

Led by Extra Credit Cabernet.

Our dry Cabernet anchors the Fall Box, with Berry'd in Papers alongside it. Join today and nothing is charged until it ships, free, on November 1.

Not a red drinker? Swap any bottle for a white or rosé before your box ships. The deadline is October 25.

Extra Credit CabernetDry red

Berry'd in PapersRed blend

Early DismissalWhite blend

Summer VacationRosé, semi-sweet

Swap any of these into your box until October 25.

Every membership includes

First access

Get seasonal releases before they sell out.

Free shipping

Every club box ships free.

Swap or skip

Customize your box before it ships, or skip a season when needed.

Every box helps a teacher

A portion of every membership helps fund classroom supplies.

Plus a vote in the Teachers Lounge, our members' community.

Your membership travels with you.

Show your member card at any Tipsy Teacher event booth
Members' XL Tasting Sample, an extra generous pour on the house
Free member gifts and discounts at live events

Printed card for Gold and Platinum, digital for Silver. One XL Tasting Sample per member per event, at participating events. 21+.

Kenny and Brittany, founders of Tipsy Teacher Wines

You are not just buying wine. You are funding a classroom.

Kenny made it through school because teachers quietly covered the supplies his family couldn't afford. Brittany is one of those teachers, still spending her own money to make her classroom a better place to learn. Together they built Tipsy Teacher Wines to return the favor: every club box helps fund classroom supplies, and members vote on which teacher we support next.

Kenny & Brittany, founders. Bottled in Maryland. Made to give back.

Loved by teachers, gift-givers, and wine lovers

★★★★★ 4.9 stars from 107+ reviews

★★★★★

"Summer Vacation is one of the best and most refreshing wines I've had in a long time."

Rachael J.

★★★★★

"I bought 3 bottles and friends loved it so much I had to order more. Such a fun gift too."

Maria M.

★★★★★

"The perfect way to relax after teaching, knowing I'm helping another teacher fund their classroom."

Heather O., teacher

Quick questions

What's in the first box?

The Fall Box, shipping November 1. Gold members get 2 Extra Credit Cabernet, 2 Berry'd in Papers, 1 Early Dismissal, and 1 Summer Vacation. Silver and Platinum get the same lineup scaled to their box size, and you can swap any bottle before it ships.

When am I charged?

You are not charged until your first box ships on November 1. After that you are charged when each seasonal box ships: February 1, May 1, and August 1. Before every shipment you will have time to swap bottles, skip the season, or make changes in your account.

Can I swap bottles or skip a season?

Yes to both. Swap bottles before each box ships and skip any season, right from your account. For the Fall Box the deadline is October 25.

Can I cancel?

Yes. You can cancel after your first box, in about ten seconds, in your account. No contract.

Do I get free shipping?

Yes. Every wine club box ships free, on all three tiers.

Do I need to be home to sign?

Yes. Wine shipments require an adult 21 or older to sign at delivery. Not going to be home? Skip the season or adjust delivery before your box ships.

What if I don't like my first box?

You're covered by the Teacher's Promise: love your first box or your money back, every penny.

Booth perks are for new members who sign up at the event, while supplies last, and must be claimed the same day at the booth. Free tumbler with Gold and Platinum; Silver members may buy the tumbler at half price. Free T-shirt with Platinum, in available sizes. One XL Tasting Sample per member per event. Tumbler and T-shirt pricing is not combinable with the 20% member discount. You must be 21 or older to join. Club boxes ship free where the law allows. A portion of every box helps a teacher buy classroom supplies. © Tipsy Teacher Wines · Privacy · Terms

20% off + tasting sample
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