Experiential Gift for Brother & GF in NYC ($300-500 Budget) - Ideas?

Hey everyone,
I’m looking for some help brainstorming an experiential Christmas gift for my brother and his girlfriend (both live in the NYC area). We typically spend about $300-500 on each other, so there’s some room to play.

A bit about them:

  • He’s really into comedy (loves stand-up shows).
  • They’re both foodies, and she’s a vegetarian.
  • They appreciate unique culinary experiences, fancy cocktails, and trying new things around the city.
  • They love going out and experiencing cool, memorable date nights together.

I’m thinking of creating a sort of “Date Night in a Box” – maybe something like:

  1. Tickets to a top-notch comedy show (e.g., Comedy Cellar or similar).
  2. A gift certificate to a great vegetarian-friendly restaurant (Dirt Candy, Avant Garden, etc.).
  3. A voucher for a cocktail-making class or a speakeasy experience afterward.

Before I lock this in, I’d love to hear any recommendations or unique ideas you might have. Maybe there’s a less obvious show they’d love, a quirky immersive experience, a really special vegetarian tasting menu, or a top-tier mixology class you’ve tried?

Any suggestions on how to make this gift more fun, personal, or adventurous would be super helpful! Thanks in advance!