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Chesapeake Bay Sunset Champagne Sail on Epiphany

Relax as you sail into golden hour on the Chesapeake Bay, sipping champagne while the sun sets aboard spacious modern catamaran Epiphany

Quick Details

Passenger

$ 195

Private Charter

$ 995

Your Sailing Experience

Step aboard Epiphany, a spacious and stable modern catamaran designed for comfort, entertainment, and panoramic Chesapeake Bay views. With her wide beam, open layout, and thoughtfully designed seating areas, Epiphany offers a relaxed yet luxurious sailing experience — perfect for families, couples, or small groups looking to unwind on the water.

Guests can choose from abundant cushioned seating in shaded front and rear cockpit areas, complete with dining tables for drinks and food, or lounge at the bow on reclining captain’s chairs and comfy beanbags for a front-row view of the sails. Many guests love stretching out on the trampoline, enjoying the breeze, and watching the water glide beneath them. Whether you prefer to sit back and relax or learn a bit about sailing along the way, Epiphany provides a comfortable, engaging, and memorable experience.

Set sail from the charming harbor of historic St. Michaels and enjoy a brief harbor tour, including views of the 1879 Hooper Strait Lighthouse, before gliding out onto the scenic Miles River. As the light softens toward evening, enjoy peaceful Chesapeake Bay waters, fresh breezes, and the chance to spot local wildlife such as osprey and bald eagles. A glass of complimentary champagne is served as the sky transforms into warm shades of gold, pink, and orange.

Your cruise concludes with a stunning view of the sun setting over the water — the perfect backdrop for date nights, anniversaries, celebrations, or simply a memorable evening on the Bay.

Couple sitting on a boat in sunset, holding glasses, with colorful sails in the background.

What Guests Love

  • Golden Hour Views: Unmatched Chesapeake Bay sunsets from the water

  • Champagne Service: A celebratory touch that elevates the experience

  • Romantic Atmosphere: Perfect for proposals, anniversaries, and special occasions

  • Relaxing Escape: Peaceful evening breezes and calm waters

  • Exceptional Crew: Friendly, knowledgeable captains who create a welcoming experience

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.

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.

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

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 glass of champagne, but if bubbles aren’t your preference, wine, beer, and non-alcoholic beverages are happily provided instead. Additional beverages are available for purchase by the glass. 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?

Experience the beauty of the Chesapeake Bay from the deck of a modern sailing catamaran. Whether you’re planning a romantic outing, family adventure, or relaxing escape with friends, your time on the water awaits.

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

Couple sitting on a boat net holding wine glasses and smiling at each other.

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!