Why a Private Wine Sail Should Be Your Next Group Celebration
Planning a group gathering in Portland, Maine? Whether you're looking to celebrate a milestone birthday, reward your team, entertain clients, or host a one-of-a-kind world-class wine experience, a Private Wine Sail with Wine Wise is one of the most memorable ways to bring people together.
A Unique Experience on the Coast of Maine
Picture this: Your guests step aboard the 74-foot tall ship Frances, greeted by sea breezes and sommelier-selected wines. As you glide through the calm, postcard-perfect waters of Casco Bay, lighthouses peek over the horizon, sailboats pass by, and conversation flows as easily as the wine. It’s intimate, elegant, and unlike anything else.
What Makes a Private Wine Sail So Special?
🌊 A Breathtaking Backdrop
Sailing through Casco Bay offers your group an immersive view of Maine’s rugged beauty—think island cottages, historic forts, and sparkling summer light dancing on the water.
🍷 Exceptional Wine, Expertly Poured
Each Wine Sail includes five thoughtfully curated wines, selected and presented by owner and sommelier Erica Archer. You'll sip, learn, and discover wines that reflect the season and the story behind every bottle.
🧀 Customizable to Fit Your Occasion
Want to add cheese pairings, oysters, or even a local chef on board? We can help bring your vision to life. Whether it's a laid-back sunset sail or a more elevated afternoon, every private Wine Sail can be tailored to your group.
👯♀️ Room for Everyone
Our private Wine Sails accommodate up to 42 guests—perfect for both intimate gatherings and full-on celebrations.
Here's What to Know About Pricing
Private Wine Sails are full boat buyouts, and pricing is based on the sail type, maximum guest capacity, and includes a $400 gratuity for the Captain and crew. Here's a quick breakdown of your options:
Wine Sails
Host up to 42 guests | Total cost: $7,000 (includes gratuity)
A perfect match for casual celebrations with curated wines and stunning views.Wine & Oyster Sails
Host up to 38 guests | Total cost: $7,500 (includes gratuity)
Featuring oyster pairings alongside our wine tasting for a luxurious coastal touch.Chef Series Wine & Food Sails
Host up to 42 guests | Total cost: $8,500 (includes gratuity)
An elevated, multi-course experience with one of our local Portland chefs on board.
Explore the New House Membership at Falmouth Country Club.
Available Dates for 2025
Private Wine Sails are available from now through October 19, 2025.
Popular weekends and sunset times fill up quickly, so early booking is strongly encouraged.
Thursday, August 14, 2:30-4:30 PM
Thursday, August 21, 2:30-4:30 PM
Thursday, August 28, 2:30-4:30 PM
Some September and October Thursday dates are also available. Note: Availability is subject to change as dates are booked.
Booking Details
Duration: 2 hours
Location: Portland, Maine
Capacity: Up to 42 guests
Season: June 13 – October 19, 2025, June - October 2026
You can either book all the tickets on an existing Wine Sail or contact us to schedule a fully private sail on a different date and time.
Why Wait?
These sails book fast—and once you've experienced one, you'll understand why. Let us help you plan an unforgettable outing on the water that your guests will talk about long after the last sip.
Check availability or get in touch today.
