What began as a shared vision between two friends, Anna Shyk and Dayna Connolly, has grown into one of Hyannis’s most distinctive destinations. When two women come together with a common goal, there’s nothing they can’t accomplish. Their passion for wine, connection, and community is at the heart of Pour Decisions Wine Bar—a place where guests are invited to slow down, explore, and enjoy wine at their own pace.
Anna, with roots in Latvia and experience in Europe’s rich wine culture, she brings a deep understanding of truly exceptional wines to Hyannis. With carefully curated selections, she’s set out to create a third space where locals and visitors can explore, learn, and enjoy wine, helping to activate the area year-round and bring the community together.
Dayna plays a central role in shaping the wine experience at Pour Decisions. She brings her business skills and passion for wine to life. With formal wine education, extensive hands-on tasting experience, and a deep understanding of wine selection, she oversees all wine ordering and curation for the bar. Her approach balances education with accessibility—helping guests feel confident exploring new varieties while discovering wines that truly match their tastes. Dayna is passionate about continual learning and brings that enthusiasm into every interaction, creating a fun and informative experience.
Pour Decisions Wine Bar — where people gather, connect, and feel right at home. Guests can choose from 48 rotating wines, pour as much or as little as they like, learn about each selection, and explore without pressure. The atmosphere is vibrant yet relaxed, featuring cozy seating, intimate corners for conversation, games for friends, and thoughtfully paired charcuterie, artisan cheeses, and artisan flatbreads.
Open year-round—including throughout the winter months—Pour Decisions is helping redefine Cape Cod as more than just a summer destination. It’s a warm, inviting space for locals and visitors alike, offering tourists a truly unique experience on Hyannis Main Street.
The bar also hosts creative community events all year long, from candle-making nights and sip-and-paint evenings to themed wine tastings and educational classes. These events bring people together, spark connection, and keep the space lively no matter the season.
Two women. Two visions. One extraordinary destination. Stop by Pour Decisions Wine Bar to grab a glass, join a class, escape the winter chill, or make it your new favorite hangout in Hyannis.
Pour Decisions Wine Bar
388 Main St, Hyannis, MA, United States (774) 470-5929
Pour Decisions Wine Bar