The Tipsy Teacher Wine Club

Founding Member offer is live. The first 50 spots include a bonus the rest never get. When they are gone, they are gone.
Founded by a teacher

The wine club you will actually look forward to.

Great small batch wine delivered every season. Members never pay full price, shipping is on us, and you can walk away anytime. This is the one you do not cancel.

Small batch. Teacher made in Maryland. A festival favorite.
Founded by a real teacher Made in Maryland Small batch A festival crowd favorite As seen on CBS Baltimore

Here is everything you get, every season

This is Gold, our six bottle membership and the one most people choose.

Your Gold membership includes

Six bottles of small batch wine, your pickReds, whites, rose, whatever your season calls for$210 value
Free shipping, every single boxWe eat the freight so you never think about it$29 value
A members only bottle each yearSomething you cannot buy anywhere else$35 value
20% off everything, all year longReorder any bottle, any time, never at full pricesave all year
First access to every new releaseYou taste it before the public doespriority
Skip, swap, or cancel anytimeNo contracts, no games, no guiltzero risk
Total value every season$274 plus
Yours for about $168
a season. Shipping included.
Claim your seat

Three ways in

Pick the size that fits your week. All three mean you never pay full price again.

Silver

3 bottles every season
  • 20% off everything, always
  • First access to new releases
  • Flat $9 shipping per box
  • Skip or cancel anytime
About $84 a season plus shipping
Join Silver
Most Popular

Gold

6 bottles every season
  • Free shipping on every box
  • 20% off everything, always
  • A members only bottle each year
  • First access to new releases
  • Skip or cancel anytime
About $168 a season, shipping free
Join Gold

Platinum

12 bottles every season
  • Free shipping on every box
  • 20% off everything, always
  • A members only bottle each year
  • First access to new releases
  • Our best value per bottle
About $336 a season, shipping free
Join Platinum

Join in the first 50 and you also get

Founding members only. Capped at 50. We are not reopening these.
  • A members only bottle in your very first box. A welcome gift, on us, worth about $35.
  • Your founding rate, locked forever. When prices go up, yours never does.
  • First name on the list for every limited release. For as long as you are a member.

The Teacher's Promise

Pour your first bottle. If it is not the best thing you have opened all month, tell us and we will make your next box right. You stay because you love it, never because you are stuck. Cancel anytime after your first box.

Is the wine actually good?

Fair question. The names make people laugh. The wine is what makes them come back. Here is the lineup.

After School SnackBlack cherry and raspberry. Smooth and fruit forward.
Summer VacationStrawberry and watermelon rose. Made for the porch.
Snow DayCrisp, clean Chardonnay with bright citrus.
Berry'd in PapersBlueberry forward. Like cobbler in a glass.
Early DismissalPeach, pear, pineapple and kiwi. Sunshine in a glass.
Extra Credit CabDark fruit, smooth finish. Bold and earned.

How it works

1
Join in a minute
Pick your tier, add your card, done.
2
We ship every season
Four boxes a year. Swap bottles or skip before each one.
3
Never pay full price
20% off everything, and the good stuff ships free.

Why this club exists

Tipsy Teacher started with a teacher and a glass of wine. Kenny grew up in a trailer park where his teachers bought his school supplies with their own money. Years later his friend Brittany, still in the classroom, was doing the exact same thing. So they built a wine brand for the people who give more than they get. Small batch, fruit forward, Maryland made, and named for the best parts of the school year.

The Tipsy Teacher Wine Club is how the people who love it most get the good stuff first, all year long.

Questions, answered

Can I really cancel anytime?

Yes. After your first box you can cancel in your account in about ten seconds. No fees, no phone call, no guilt.

How often do shipments come?

Four times a year, once a season. We send a note a week before each one so you are never surprised.

Can I change what is in my box?

Yes. Swap bottles, add extras, or skip a season entirely before any release. You are in control.

Is my 20% good on other orders too?

Yes. The discount lives in your member account and works on everything you order, all year, not just your club box.

What if I am not home for delivery?

Wine needs an adult signature, so someone 21 or older has to be there. If you miss it, the carrier will try again or you can reschedule.

Where do you ship?

Most states where the law allows wine to be shipped. You will see at checkout if we can reach you.

Join the Tipsy Teacher Wine Club

Pick your tier below and you are in. Takes about a minute.

Cancel anytime after your first box. You must be 21 or older to join. We ship where the law allows.