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Beer Tasting Cruises on Epiphany

Sip, savor, and sail aboard Epiphany! Enjoy the perfect pairing of craft beer tastings and scenic Chesapeake Bay sailing with St. Michaels Sailing Charters.

Quick Details

Person

$ 195

Private Charter

$ 995

Your Beer Tasting Experience

Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, connection, 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 craft beer tasting on the water.

Guests can settle into abundant cushioned seating in shaded front and rear cockpit areas, complete with dining tables ideal for tastings, 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 sampling each brew. Whether you’re here to unwind or explore new flavors, 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 glide across peaceful Chesapeake Bay waters, savor a curated selection of six craft beers featuring a variety of styles and flavor profiles, thoughtfully chosen to create a memorable tasting journey.

Your cruise blends exceptional craft beer with stunning waterfront scenery — the perfect pairing for celebrations, friends’ nights out, date outings, or simply gathering for a uniquely refreshing experience on the Bay.

Two people toasting with beer bottles, ocean background, woman's ring visible.

What Guests Love

  • Curated Beer Selection: Six craft beers chosen to showcase a variety of styles and flavors.

  • 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.

Luxury yacht deck with dining table, seating area, and view of water and shoreline.

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.

Sunset behind a lighthouse by the water with boats and trees silhouetted.

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.

Catamaran sailing with red and blue spinnaker on a clear day at sea.

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 craft beers, thoughtfully selected to showcase a range of styles and flavors. Wine and non-alcoholic beverages are available for purchase onboard. 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 aboard Epiphany and enjoy sweeping Chesapeake Bay views on an unforgettable beer tasting sail. Ideal for special occasions or a laid-back outing with friends, this experience pairs scenic beauty with exceptional craft beer for a truly refreshing time on the water.

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

Five colorful beer cans on a blue table with blurred outdoor background.

Still Have Questions?

We’re happy to help you plan the perfect experience.

410-849-9864
[email protected]

We look forward to welcoming you aboard!