Explore Lake Chelan aboard the Cherry Razor Pontoon. Enjoy comfortable seating, scenic shoreline views, and a smooth ride perfect for families.
St. Michaels Wine Tasting Cruise on Epiphany
About Tour
Indulge in a leisurely wine tasting cruise aboard the spacious Epiphany catamaran on the scenic Chesapeake Bay from St. Michaels, Maryland. This uniquely relaxing experience pairs a selection of fine wines with panoramic views of the bay, harbor, and Miles River. Whether you’re sipping on curated reds and whites, enjoying gentle breezes, or taking in the charming coastal scenery, this cruise offers a perfect blend of wine enjoyment and tranquil sailing. Friendly, knowledgeable crew ensure a comfortable and memorable outing on the water.
- Duration: 2 hours
- Group Size: 13
- Ages: 21+
- Live Guide: English
Why travelers love this
(3 reviews)
5.0 out of 5 stars (based on 3 reviews)
(3 reviews)
4.9
Suitable for beginners
Professional local guide
Safety-First Experience
Highlights
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2-hour wine tasting cruise aboard the spacious Epiphany catamaran
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Sample a curated selection of fine red and white wines
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Scenic views of the Chesapeake Bay, Miles River, and St. Michaels harbor
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Relaxing experience with knowledgeable crew ensuring comfort and enjoyment
What’s included in the Wine Tasting Cruise on Epiphany?
This is a 2-hour sailing wine tasting experience aboard the spacious Epiphany catamaran. You’ll enjoy a guided tasting of 3 red and 3 white wines from around the world while cruising the scenic Chesapeake Bay. Bottled water is complimentary, and additional beverages like champagne, craft beers, and non-alcoholic drinks are also available for purchase. The cruise departs from the Harbour Inn & Marina in St. Michaels, Maryland.
What should I know before booking or attending?
Check-in is recommended 15 minutes before departure. Guests must be 21+ for wine tasting. You can cancel per-person reservations up to 24 hours before departure for a full refund, and private charters have their own cancellation terms. Sailing may still operate in light mist but will be canceled with a full refund if weather conditions make it unsafe. Comfortable shoes, sun protection, and a light jacket are recommended as it can be cooler on the water.
Laura & GM Bell
CEO / Founder
About the operator
St. Michaels Sailing Charters offers exceptional sailing experiences from the scenic waters of St. Michaels, Maryland, providing guests with a memorable blend of relaxation, adventure, and local maritime charm. Whether you’re seeking a romantic sunset cruise, a private charter for family and friends, or a customized sailing excursion on the Chesapeake Bay, their experienced crew delivers top-notch service and personalized attention from start to finish.
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Reviews
5.0 out of 5 stars (based on 3 reviews)
Perfect Blend of Wine and Sailing
February 24, 2026
This wine tasting sail exceeded our expectations! The selection of wines was diverse and delicious, and the breeze on the bay made the whole experience even more enjoyable. The crew’s hospitality and attention to detail made it feel extra special. Highly recommend!
Fun and Relaxing Wine Sail Experience
February 24, 2026
Absolutely loved this cruise! The Epiphany catamaran was comfortable and spacious, and the wine tasting was thoughtfully organized. We learned a lot about the wines while taking in the peaceful water views. Great for a special outing with friends or a date night.
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Amazing Wine Tasting with a View
February 24, 2026
The Wine Tasting Cruise on Epiphany was one of the best experiences of our visit to St. Michaels. The wines were excellent and paired perfectly with the beautiful scenery of the Chesapeake Bay. The crew was knowledgeable and made us feel welcome the whole time. A must-do if you love wine and sailing!
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