private parties & functions

private parties & functions

Hate cleaning up after a party? We do too. Don’t want to drive out to the sticks for great wine and beautiful sunsets? We don’t either. Great wine is great wine no matter where you uncork it, that’s why we’ve opened up our tasting room for private parties and functions right here in the city.

So instead of visiting one of Worcester’s microbreweries for the 6th time, come see what makes Worcester’s urban winery different. Life’s too short to spend time with people—and drinks—you don’t like.


  • Birthday parties
  • Bachelorette & bachelor parties
  • Social meetups
  • Corporate outings
  • Group meetings
  • Business functions
  • Family events
  • Bridal showers


Private tastings at Sail to Trail provide a fun, intimate wine tasting experience for up to 12 people with either the Sail to Trail Founder for $100/hour* or the Sail to Trail Sommelier for $150/hour* plus the cost of wine. You’re welcome to bring food or have your tasting catered – we recommend Struck Catering!


Use our space and drink our wine—relax with friends, family, coworkers, business partners or anybody you’d like! For $175/hour* plus the cost of wine, you’ll have use of our entire tasting room. You’ll be able to customize the mood to make your party just right! Choose the music you’d like to help set the tone, and use our two retractable banners and large television for visual displays or presentations to complete the mood.


*All private events & tastings must be booked for a minimum of two hours. Deposits will be accepted at the time the space is reserved, and consist of payment for the two-hour minimum, for the event format you’re choosing.

get in touch for more info, or to book your private function


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