Join the Wine Club - Event
Join on your phone, show your confirmation at the booth, and 20% comes off your order on the spot. One time, today only.
First 50 Gold and Platinum members walk away with it today, free. Silver can grab one for $15.
You tasted it. Now never run out.
Most members choose Gold and save about $252 a year.
Get 3, 6, or 12 bottles every season with free shipping, member savings online and at events, and first access before bottles sell out.

Every membership includes all of this
Only your box size and savings change.
- Seasonal wine boxes, four a year
- Member-only savings on every bottle
- Free shipping on every box
- Early access to limited releases
- Members' XL Tasting Sample at events
- A portion of every box helps teachers buy classroom supplies
- Swap bottles before your box ships
- Skip a season anytime
- No long-term contract
- A seat in our members' community
Now just pick how much wine you want, and how much you want to save.
Silver
- Digital member card
- Member discount and XL Tasting Sample at events
Gold
- A members-only gift in every seasonal box
- Free founding member tumbler, first 50 only
- Printed member card in your first box
- Member discount and XL Tasting Sample at events
Platinum
- A members-only gift in every seasonal box
- Free founding member tumbler, first 50 only
- Printed member card in your first box
- First pick of every release, before the public
Not ready to commit? Shop bottles one at a time, no membership needed.
Sold out online
Summer Vacation sold out online. Members still get it.
Join as a founding member and your first club box includes our watermelon strawberry rosΓ©, the one that sold out online before summer hit. Swap any bottle for a red or white before it ships.
Limited to the first 50 founding membersFounding members also get a welcome gift in their first box, first name on the list for every limited release, and a founding seat in our members' community.
Get the Sold-Out Summer BoxYour member card works online and at events
One card, every perk. Bring it to any Tipsy Teacher event to unlock your savings and a tasting sample.
Treated like a member, everywhere
- Your member discount at online checkout and at participating events
- Members' XL Tasting Sample: one extra-generous tasting sample of your choice, included with your membership
- Printed card for Gold and Platinum, digital card for Silver
- Founding Member badge on the first 50 cards
One Members' XL Tasting Sample per member per event, at participating Tipsy Teacher events. Members must be 21 or older.

The wines
The names make people laugh. The wine makes them come back. Your box defaults to the season's release, and you can swap any of these in.
Summer VacationRosΓ©Strawberry and watermelon. Made for the porch.Semi sweet
Berry'd in PapersRed blendBlueberry forward. Like cobbler in a glass.Fruit forward
Early DismissalWhite blendPeach and pear. Bright and easy.Semi sweet
Extra Credit CabernetCabernetDark fruit, smooth finish. Bold and earned.Dry

Built by teachers. Bottled to give back.
Tipsy Teacher Wines started after Kenny and Brittany saw how often teachers spend their own money on classroom supplies. So they built a wine brand for the people who give more than they get.
Every club box helps fund real classroom needs, while giving members premium, giftable wines they actually look forward to drinking.
What teachers, parents, and wine lovers are saying
β β β β β 4.9 stars from 107+ real reviews
"Summer Vacation is one of the best and most refreshing wines I've had in a long time."
"I bought 3 bottles and friends loved it so much I had to order more. Such a fun gift too."
"The perfect way to relax after a long day of teaching, knowing I'm helping another teacher fund their classroom."
Questions, answered
Can I cancel?
Yes. There is no long-term contract. You can cancel in your account in about ten seconds after your first club box.
Can I skip a season?
Yes. Skip any season before your next box ships. Your membership and perks stay active.
Can I swap bottles?
Yes. Swap eligible bottles for a red or white before your seasonal box ships.
How does pricing work if I choose a premium bottle?
Member discounts apply to eligible Tipsy Teacher bottles. Most seasonal boxes are built around our $34.99 wines. If you swap into a premium bottle, your total may adjust before checkout. You always see your exact total before anything is charged.
Do my discounts work at events?
Yes. Show your member card at participating Tipsy Teacher events to get your member discount, the same one you get online.
What is the Members' XL Tasting Sample?
One extra-generous tasting sample of your choice at participating Tipsy Teacher events, included with your membership. One per member per event. Members must be 21 or older.
Do I need to be home for delivery?
Wine shipments require an adult 21 or older to sign. Not going to be home? Set a weather hold or skip the season, no problem.
What about hot or cold weather?
We monitor the weather and may hold a shipment to protect the wine. In summer we ship early in the week, cold-protected, with tracking.
Is shipping really free?
Yes. Every club box ships free, on all three tiers. Standard shipping still applies to one-time orders that are not part of your membership.
Where do you ship?
Most states where the law allows wine to be shipped. Add your state on the signup form and it will tell you right away if we can reach you.
Does my membership support teachers?
Yes. A portion of every box helps fund classroom supplies for teachers.
Claim your founding member spot
Sign up on your phone and show the captain your confirmation to claim today's 20% off and your tumbler. Seasonal wine boxes, member savings, event perks, and a wine club that helps teachers.
Silver, Gold, or Platinum. Most members start with Gold.
Four boxes a year. Swap any bottle or skip a season before it ships.
Cancel anytime after your first box, in about ten seconds.
The Teacher's Promise
Love your first box or your money back, every penny. Cancel in about ten seconds after that. You risk nothing.
Takes about 60 seconds. Nothing is charged until your first box ships in July.