Shop Teacher-Loved Wines

Teacher-founded, small-batch, fruit-forward wines — perfect for gifts, dinner, girls' night, or treating yourself. Every order helps fund a teacher's classroom.

⭐ 4.9 from 107+ reviews🎓 Teacher-founded🍇 Small-batch wines🚚 Free shipping on 6+ bottles
Not sure where to start?

Pick by taste, occasion, or gift — we'll make it easy.

The Teacher's Grading Trio
Best First Order

The Teacher's Grading Trio

Three bestselling Tipsy Teacher wines in one giftable box — perfect for trying the lineup, gifting a teacher, or bringing something fun to dinner.

$89.99 — about $30 per bottleShop the Trio →
🍾 Build your 6-bottle box. Mix any 6 bottles and shipping is free — otherwise $19.99 flat rate.Start Building →
Loved by teachers, gift-givers, and wine lovers

“Bought this for my teacher wife. She LOVED it.”

★★★★★ Verified customer

Shop the Wines

Choose your favorites or build a 6-bottle box for free shipping.

⭐ 4.9 from 107+ Google Reviews✅ Money-back guarantee🚚 $19.99 flat rate · FREE on 6+ bottles🎓 We fund a teacher every month
Tipsy Teacher Wines are small-batch, teacher-founded wines made for gifting, celebrating, and everyday sipping. Our lineup includes semi-sweet reds, semi-sweet whites, rosé, Chardonnay, Cabernet, and giftable wine bundles. Every order helps fund classroom supplies for teachers.