Wine & Oyster Sails 2025 Schedule
Indulge in the ultimate Portland, Maine summer experience: Wine & Oyster Sails!
April 20 Update: We’ve just added 4 more Wine & Oyster Sails + Announcing NEW! 4 Wine & Raw Bar Sails
For a few select dates, we’ve paired our renowned Wine Sails featuring five delicious sommelier-curated wines with 500 fresh Maine oysters shucked right on board as we sail in pristine Casco Bay on the immaculate tall ship Frances. It's a truly unique and unforgettable way to experience the beauty of Portland, Maine.
This 2025 Wine Sail season offers ten opportunities to join us on our highly-rated Wine & Oyster Sails and Champagne & Oyster Sails, where you'll sail through Maine’s stunning Casco Bay, taking in views of lighthouses, islands, and waterways while enjoying a selection of five fantastic wines paired with fresh Maine oysters. This immersive experience will be the highlight of your season!
12 Wine & Oyster Sails 🥂🦪⛵️
You’ll indulge in an incredible selection of five delicious wines and Champagne paired with fresh oysters from five Maine oyster farms—harvested from pristine local waters just hours before departure.
Friday, June 13, 3:15 - 5:15 PM (sold out)
Sunday, June 22, 3:15-5:15 PM (sold out)
Sunday, July 6, 3:15-5:15 PM (sold out)
Sunday, July 13, 3:15-5:15 PM (sold out)
Sunday, July 20, 6:30 - 8:30 PM <— Just Added! ⭐️
Saturday, August 2, 3:00 - 5:00 PM (sold out)
Sunday, August 3, 12:00 - 2:00 PM <— Just Added! ⭐️
Sunday, August 17, 6:00 - 8:00 PM <— Just Added! ⭐️
Sunday, August 24, 3:00-5:00 PM (sold out)
Sunday, August 31, 3:00 - 5:00 PM <— Just Added! ⭐️
Sunday, September 7, 1:30-3:30 PM (sold out)
Sunday, September 21, 3:15-5:15 PM (sold out)
4 Champagne & Oyster Sails 🍾🦪⛵️
All five wines and beautiful champagnes are available for an incredibly indulgent experience on three select dates.
Sunday, June 15, 6:30-8:30 PM (sold out)
Sunday, August 10, 6:00-8:00 PM (sold out)
Sunday, October 12, 3:00-5:00 PM ⭐️
Sunday, October 19 Season Finale: 3:00-5:00 PM ⭐️
NEW! 4 Wine & RAW BAR Sails 🥂🐠⛵️
Indulge in five delicious raw bar courses—featuring pristine seafood and high-quality wine pairings. Each course showcases the freshest seafood imaginable—harvested just hours before from Maine’s working waterfront—prepared with just the right touch. Savor a curated selection of the season’s finest delicacies: scallops, freshly shucked oysters, little neck clams, Jonah crab claws, and crudos such as Atlantic fluke, salmon, or black sea bass.
Sunday, June 22, 12:00–2:00 PM ⭐️
Sunday, July 6, 6:30–8:30 PM ⭐️
Sunday, August 24, 12:00–2:00 PM ⭐️
Sunday, August 31, 6:00–8:00 PM ⭐️
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.
