Inside The Sycamore Wine Bar: Old New Castle's Hidden Speakeasy

Got it — here's the corrected version with "Old New Castle" throughout.

Title:
Inside The Sycamore Wine Bar: Old New Castle's Hidden Speakeasy

Description:

This week on That Delaware Podcast, we're on location at The Sycamore Wine Bar in Old New Castle, sitting down with co-owner Tricia to talk wine, community, and what makes this hidden gem so special.

Tricia walks us through The Sycamore's unique speakeasy-style setup, tucked two flights down behind brick and stone in a building over 200 years old. We get into how their tap-card pour system works, why their wines are hand-selected from small, family-run vineyards across Portugal, Spain, France, Italy, Israel, Greece, and Turkey, and what it's like meeting Gregory, the highest-level trained sommelier in the state of Delaware. We also talk about Wine Go, their monthly wine-themed bingo night, and why The Sycamore has become a go-to spot for date nights, proposals, and girls' nights out.

Beyond the wine, this episode is really about Old New Castle itself. Tricia shares her journey from running a preschool to becoming a serial entrepreneur, what it means to be part of such a tight-knit business community, and why fall is the best time to visit. We also get into local favorites like The Mercury, Jessup's, Azteca, and the Kalmar Nyckel, plus upcoming events at The Sycamore including live music, a touring improv show, and wine education nights.

If you love wine, hidden local gems, or hearing the story behind a small business built with heart, this episode is for you.

In This Episode

• How The Sycamore Wine Bar got started
• The speakeasy-style setup and pour-card system
• Meeting Gregory, Delaware's top sommelier
• How wines are hand-selected from small family vineyards
• Wine Go, Old New Castle's monthly wine bingo night
• Why The Sycamore has no dress code and no pretension
• Proposals, engagements, and date nights at The Sycamore
• Tricia's background in early childhood education
• The tight-knit business community of Old New Castle
• Local favorites: The Mercury, Jessup's, Azteca, and more
• The Kalmar Nyckel and life on the Delaware River
• Upcoming events, live music, and wine tastings

Connect With The Sycamore Wine Bar
Instagram
@thesycamorewinebar

Connect With That Delaware Podcast
Instagram
@thatdelawarepodcast
Real Estate Team
@rosaioteam_realestate

Thanks for tuning in to another episode of That Delaware Podcast. We'll see you next time.