Wine & Oyster Sails 2026 Schedule

 

Indulge in the ultimate Portland, Maine summer experience: Wine & Oyster Sails!

We’ve paired our renowned Wine Sails—featuring five delicious, sommelier-curated wines—with 500 fresh Maine oysters shucked right on board the immaculate 74-foot tall ship Frances as we sail through pristine Casco Bay. It's a truly unique and unforgettable way to experience the beauty of Portland, Maine.

This 2026 Wine Sail season offers 40 opportunities to join us for our highly rated Wine & Oyster Wine Sails and 🍾 Champagne & Oyster Wine Sails. Enjoy views of Maine lighthouses, islands, and quiet waterways while savoring five fantastic wines paired with fresh Maine oysters. It’s an immersive experience that’s sure to be a highlight of your season.

You’ll enjoy five delicious wines and Champagne paired with oysters from five Maine oyster farms—harvested from pristine local waters just hours before departure.

SCHEDULE

Our Wine Sails sell out far in advance each year. Get tickets while they last and join us in beautiful Portland, Maine, on board the 74-foot sailboat, Frances, built by her Captains and crew on Portland's waterfront. It does not get much better than this. See more details on each event’s page.

 
Wine Wise