Skip the line next time.
- Members' Fast Lane straight to the front of our line
- Members' XL Tasting Pour at every event
- 10% off bottles at events, on top of any other deal
- 6 bottles plus a $29.99 gift, $178 a box, shipped free
The wine club that funds classrooms.
- Wine you actually like, restocked every season
- Front of the line and a bigger pour at our events
- $1 a bottle to a Maryland teacher's classroom
★★★★★ 4.9 from 100+ Google reviews · As featured by Baltimore Magazine and CBS
Billed only when your box ships · Cancel anytime after your first box

Everything you get with Gold.
- No more guessing in the wine aisle
- Never show up empty handed again
- A classroom that thanks you
- The box
- Lineup to be announced
- Swap by
- January 25
- Charged
- Only when it ships
The lineup is still being set. Once it's announced, swap any bottle for anything we have in stock.
- 6 bottles lineup to be announced, swap anything in stockfrom $209.94
- Member gift to be announced · last season's gift: the Tipsy Teacher beanie$29.99+
- Free shipping on every boxIncluded
- Members' Fast Lane straight to the front of our line at every eventIncluded
- Members' XL Tasting Pour a bigger pour at every eventIncluded
- 10% off bottles at events on top of any other dealIncluded
- Early access to every new releaseIncluded
- Physical member card numbered for Founding MembersIncluded
You save at least $61.93 a box, about $248 a year.
Claim my founding spotStart my Winter BoxPlus $6 from every Gold box goes to the featured teacher. One XL Tasting Pour per member per event. 21+.
Three steps. That's it.
- Pick your box.Gold or Platinum. Two minutes to join.
- We ship it free every season.Four boxes a year. Swap or skip before any box ships.
- A Maryland classroom gets funded.$1 a bottle to our next teacher's goal.
Meet the teacher you just funded.

“Every child deserves to feel valued and heard. As a school counselor, I want to offer students a safe space for them to express their feelings and concerns.”
- School
- Magnolia Middle School, Joppa, MD
- Goal
- $200 for sensory tools, fidgets and games · 100% funded
- Your part
- $1 from every club bottle, now going to our next teacher
- Last funded
- Mrs. Johnson, Delmar Elementary · $300 · 100% · See the Report Card
“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 teaching, knowing I'm helping another teacher fund their classroom.”
Pick your box size.
Every plan gets the event perks. Pick how much wine.
Gold
$178 per box6 bottles · $29.67 a bottle
Save at least $61.93 a boxAbout $248 a year, with a $29.99+ gift every box.
$6 to the featured teacher, every box
Claim my spot with GoldJoin with Gold Too much wine? Start with 3 bottles for $100 a box. Shipping is free, so you skip the $19.99.Platinum
$315 per box12 bottles · $26.25 a bottle
Save at least $134.87 a boxAbout $539 a year, with the gift and first pick of every release.
$12 to the featured teacher, every box
Claim my spot with PlatinumJoin with PlatinumSavings use our lowest bottle price, $34.99, since the Winter Box lineup is still being set. Gold and Platinum count the $29.99 gift, and orders of 6 or more already ship free.
Pick your plan and join in about two minutes.
Pick your box.
- Nothing charged until your first box ships
- Swap or skip any season
- Cancel anytime after your first box
- 4 boxes a year, shipping the first week of February, May, August and November
- Complimentary gift valued at $29.99 or more with every shipment
- Free shipping on every box. Sales tax, where it applies, is calculated in the form.
Secure enrollment through our licensed shipping partner.
Simple terms, in plain language.
When am I charged?
What's in the Platinum box?
Can I swap bottles or skip a season?
Can I cancel?
What if I don't like my first box?
Do I need to be home to sign?
Where do you ship?
Never run out again.
Claim my founding spotStart my Winter BoxThe Teacher's Promise: don't love your first box, we refund you and you keep the wine.