WINE SAILS
Portland, Maine

Fall Foliage Wine Sails | Experience peak foliage season from the water—crisp air, vibrant coastal color, and a glass of wine in hand as you sail into autumn along Maine’s stunning shoreline.
Friday Afternoon Wine Sails | Sail into the weekend with a relaxing Friday afternoon cruise along Maine’s coast—featuring scenic views, great company, and perfectly paired wines.
Chef Series Wine & Food Sails | Savor chef-crafted dishes highlighting the season’s best, perfectly paired with wines as you sail past Casco Bay’s iconic sights.
Small-Group Trips

Tuscany + Cinque Terre | May 4 - May 14, 2025 (sold out)
Willamette Valley | November 2-8, 2025 (2 spaces left)
Tuscany + Cinque Terre | Apr 26 - May 6, 2026 (8 spaces left)
WINE CLUB
discover great wines—delivered monthly to your door*
Explorer Club | Experience the quality of small-producer wines you enjoy on our wine sails delivered to your home.*
Custom Cuvée+ Club | A custom-curated selection of wines delivered to your door plus great membership perks.
Gift the Explorer Club | Each month, they’ll receive 3 or 6 delicious bottles of sommelier-curated wines.
Wine Delivery

Premium Set: 2019 Reds From France, Italy, and Spain
Elevated Set: Italian + Spanish Reds
Elevated Set: Full-Bodied American Reds
Gift cards
Incredible Wine Experiences in Portland, Maine

Wine & Food Walks

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