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Wine Tasting Cruise on Epiphany
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Wine Tasting Cruise on Epiphany

5.0(5 reviews)
2 hour(s)
English
Skip the line
Saint Michaels, United States
Highlights

Enjoy tasting six carefully curated global wines

Discover balanced selections of reds and whites

Experience scenic sailing along Chesapeake Bay waters

Explore a modern catamaran with spacious decks

Price start from

181.59

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Experience a refined wine tasting cruise aboard the elegant catamaran Epiphany, departing from Harbour Inn in St. Michaels, Maryland. As you sail across the scenic Chesapeake Bay, enjoy a curated selection of six distinctive wines, thoughtfully chosen to showcase both red and white varieties from around the world. The gentle movement of the yacht, panoramic waterfront views, and attentive crew service create a relaxed yet sophisticated atmosphere perfect for unwinding on the water.

Discover an intimate and sensory outing designed for wine lovers seeking something truly memorable. The modern 44-foot Leopard catamaran offers spacious deck areas and covered dining spaces, allowing guests to sip, savor, and socialize in comfort. Whether planning a romantic escape, a girls’ night out, or a small celebration, this elevated sailing experience blends global flavors with timeless Chesapeake charm.

Six curated wine tastings

Professional captain and crew

Amusement tax

Gratuities

Dress smart casual for a comfortable and stylish

Sun protection recommended: hat, sunglasses and sunscreen

Camera

Travelers with Limited mobility impairments
Travelers prone to seasickness
Travelers with aquaphobia
Adventure seekers
Nature enthusiasts
Couples
Groups of friends
Seniors and mature travelers
Physically fit travelers
Photography lovers
Wine lovers

Please arrive at the dock 15 minutes before departure

Guests must be 21 or older to participate

Keep your items organized and handy

Confirmation will be received at time of booking

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Activity Provider: St. Michaels Sailing Charters

Customer Reviews

5 reviews
5.0
based on 5 reviews
R

rene

October 10, 2025
Google

What a wonderful experience! Very intimate short trip, just 2 hours. Just six passengers with Captain Iris and first mate John. We were not experienced sailors and we were made to feel very comfortable while getting the real "on the water" vibe. Lovely early afternoon spin in the beautiful "Selena II" with some wine and lovely conversation. Highly recommend! Glad to be a tiny part of her 100 year journey. Would have done the evening sail but they were sold out. Charming.

T

Tiffany

September 28, 2025
Google

My daughter and I absolutely LOVED our two hour sailboat ride aboard the Selina II and recommend it highly. Iris, our captain, and Matt were wonderful and engaged us in great conversation and imparted a wealth of knowledge about their unique boat, the beautiful area including it’s history, and all things nautical. I also enjoyed a delicious glass of champagne onboard. If you are traveling to St. Michaels, I highly recommend you book a trip on the Selina II. You will disembark feeling relaxed and refreshed and wanting to do it again the next time you visit! Thank you, Iris and Matt for an amazing adventure!

M

Michelle

September 15, 2025
Google

My newlywed husband and I celebrated my 60th Birthday with a special trip upon the Selina II, and what a special trip it was. Captain Iris and her First Mate John were so very knowledgeable, not only about the Selina but about surrounding boats, breathtaking homes and famous Inn’s, and even the nautical history of the Chesapeake Bay area. We were there for an especially terrific sail as we joined a long boat canoe race that was taking place during our trip. It was surreal to be able to glide around the long boat as they struggled to catch the wind that day. It was truly magical and something we intend to repeat the next time we’re in the St. Michael’s area. We highly recommend you charter a trip with Captain Iris and the Selina II!

L

Lisa

September 01, 2025
Google

My husband and I sailed the Selina II on August 31st, and it was such a relaxing and fun trip. Captain Iris is a joy and so knowledgeable about the Chesapeak and St. Michaels. First mate Matt was great and engaging as well. Overall, it was a 10/10 experience, and I highly recommend it.

J

John

July 24, 2025
Google

We are so grateful to have had the incredible opportunity to sail aboard Selina II with Captain Iris, crew, and other guests. This is an experience you don’t want to miss when visiting Saint Michael’s. This history of the vessel and family of stewards over the decades is nothing short of astounding. Make sure to take advantage of this opportunity before Selina II finds a new port of call. Captain Iris and her vessel are one of a kind. The experience will leave you with a smile every single time it crosses your mind.