Day 1 -🍷City Pour & Coastal Charm

From Vineyard Roots to Urban Sips

Begin your Maine Wine Trail journey where tradition meets innovation. Just outside Portland, Prospect Hill Winery offers a taste of classic vineyard charm before you descend into the city’s buzzing beverage scene. In Portland’s East Bayside, bold, modern wines await at Blue Lobster and Eighteen Twenty, while Cellardoor’s stylish tasting room brings vineyard elegance downtown. Wrap up at Sweetgrass’s Old Port shop with small-batch spirits and fortified wines crafted with coastal flair. This day is a rich introduction to Maine’s creative fermenters and the flavors of its urban heart.

🍷 City Pour & Coastal Charm

Kick off your trail in Maine’s cultural capital. This day blends city sophistication with rural beginnings — from elegant pours in Portland’s Old Port to rolling vineyards just beyond. You’ll sample rosés, botanical wines, and innovative blends with a side of local flavor and urban energy.