2 Hour Wine Tasting Cruise on Catamaran Epiphany

Your Wine Tasting Experience

Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, socializing, and panoramic Chesapeake Bay views. With her wide beam, open layout, and thoughtfully arranged seating areas, Epiphany provides the perfect setting for a relaxed and elevated wine tasting on the water.

Guests can settle into abundant cushioned seating in shaded front and rear cockpit areas, complete with dining tables ideal for wine service, or lounge at the bow in reclining captain’s chairs and comfy beanbags for a front-row view of the sails. Many guests enjoy stretching out on the trampoline, feeling the breeze, and watching the water glide beneath them while savoring each pour. Whether you’re here to unwind or explore new wines, Epiphany offers a smooth, comfortable, and engaging tasting experience.

Depart from the charming harbor of historic St. Michaels and enjoy a brief harbor cruise, including views of the 1879 Hooper Strait Lighthouse, before sailing onto the scenic Miles River. As you sail across peaceful Chesapeake Bay waters, savor a thoughtfully selected tasting of three red and three white wines, each chosen to complement the beauty and rhythm of the experience.

Your cruise blends exceptional wines with stunning waterfront views — the perfect combination for celebrations, girls’ nights, date outings, or simply gathering with friends for a uniquely memorable experience on the Bay.

What Guests Love

• Curated Wine Selection: Six thoughtfully selected wines — three reds and three whites — chosen to create a memorable tasting experience.

• Spacious & Relaxing Setting: Enjoy gentle Bay breezes and panoramic Chesapeake views from the comfort of Epiphany’s wide, open deck.

• Stunning Scenery: Take in beautiful vistas of historic St. Michaels and the scenic Chesapeake Bay as you sip.

• Comfortable Social Atmosphere: Abundant cushioned seating and dining tables create the perfect setting for conversation and wine enjoyment.

• Friendly, Knowledgeable Crew: Our experienced captains and crew ensure a smooth, welcoming, and enjoyable sail.

Location

Epiphany is docked at the Harbour Inn & Marina in the heart of St. Michaels, Maryland, a charming Eastern Shore town celebrated for its fresh seafood, historic streets, and welcoming small-town atmosphere.

Whether you’re planning a day trip to St. Michaels or a sailing charter on the Eastern Shore of the Chesapeake Bay, our excursions are conveniently located:

• 90 minutes from Philadelphia, Baltimore, and Washington, D.C.

• 1 hour from Annapolis

Arrive early to explore the quaint town, enjoy local restaurants, or stroll along the waterfront before your relaxing sail.

Good to Know Before You Go

Arrival:
Please arrive 15 minutes prior to departure at the dock behind the Harbour Inn & Marina, 101 N Harbor Road, St. Michaels, MD.

Restrooms:
Epiphany has a private, roomy marine head just a few steps down. We suggest all guests use the Harbour Inn lobby restrooms before boarding.

Parking:
Guests may park in the hotel lot or along the waterfront on Harbor Road past the police boats.

Shoes & Attire:
Wear comfortable shoes or something easy to remove if you prefer to go barefoot. Ladies, please avoid high heels. Light jackets or layers are recommended on cooler days.

Sunscreen & Hats:
If using spray sunscreen, please apply before boarding to protect the varnish. Don’t worry if you forget your sunhat — custom baseball caps are available for purchase onboard.

Children:
Children of all ages are welcome! Life jackets are available in infant, toddler, and youth sizes. Per U.S. Coast Guard regulations, all children count as passengers and require a ticket.

Weather:
Safety and comfort are our priority. The captain may cancel due to weather, with the final decision made about 15 minutes before departure. There is no charge if a sail is cancelled due to weather, and we will do our best to rebook you, issue a gift card, or provide a refund.

Beverages & Food:
Your cruise includes a guided tasting of six curated wines — three reds and three whites — thoughtfully selected for the experience. Additional wine by the glass and non-alcoholic beverages are available onboard for purchase. We partner with local businesses to offer pre-ordered, charter-friendly food options ready upon arrival. For full details on onboard food and beverage options, please see our policies.

Ready to Set Sail?

Raise a glass and take in sweeping Chesapeake Bay views during an unforgettable wine tasting sail. Perfect for special occasions or a relaxed outing with friends, this experience blends scenic beauty with exceptional wines.

Book your 2‑Hour Wine Tasting Sail now! Spots fill quickly, especially on weekends — reserve your seats today! 👉