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Experience a 2-hour wine tasting cruise in Saint Michaels, Maryland, aboard Sail Selina II. Sip six wines, enjoy a harbor tour, and learn the art of wine tasting on this unique boat adventure.
Experience a 2-hour wine tasting cruise in Saint Michaels, Maryland, aboard Sail Selina II. Sip six wines, enjoy a harbor tour, and learn the art of wine tasting on this unique boat adventure.
Book with Sail Selina II
Verified experiences and guided adventures in the surrounding area.
Operated by Sail Selina II · Saint Michaels, Maryland
Set sail on a memorable 2-hour Wine Tasting Cruise with Sail Selina II in charming Saint Michaels, Maryland. This unique boat tour combines the relaxing atmosphere of a harbor cruise with the indulgence of savoring six specially selected wines—three reds and three whites. As you glide through the scenic waterways, you’ll enjoy a mini-harbor tour, learning the nuances of wine tasting from knowledgeable hosts. Whether you're a casual wine enthusiast or a budding connoisseur, the experience offers a perfect balance of education and leisure, capped off by a full glass of your favorite selection. The rotating wine list features flavors from around the world, ensuring every cruise is fresh and exciting. This private adventure is ideal for celebrating special occasions, romantic outings, or simply unwinding while surrounded by the natural beauty of the Chesapeake Bay. With gentle breezes, stunning waterfront views, and expert guidance, the Wine Tasting Cruise creates an intimate, memorable experience for all guests.
easy.
2 hours.
Suitable for all fitness levels; no strenuous activity required.
Yes, the cruise is designed for all levels of wine knowledge, with guides teaching tasting fundamentals throughout.
The cruise focuses on wine tasting, but guests are welcome to bring light snacks or purchase food nearby before boarding.
The wines are selected by the host and rotate regularly, but you’ll finish with a full glass of your favorite selection from the tasting.
Please contact Sail Selina II directly to discuss accessibility needs before booking.
Cancellation policies vary based on booking platform; check with Sail Selina II or your booking confirmation for details.
This is an adults-only experience due to the nature of wine tasting.
Saint Michaels has a rich maritime history as a shipbuilding and seafood hub since the 18th century.
Local efforts promote sustainable oyster farming and water quality preservation in the Chesapeake Bay area.
Sail Selina II is a charter sailing operation based in Saint Michaels, Maryland, offering a curated selection of small-group sails, private lessons, and specialty cruises on the Miles River and adjacent Chesapeake waterways. The business operates the historic Selina II and presents a range of experiences, including two-hour day sails, a two-hour wine tasting (three reds and three whites), beer tasting cruises with unlimited samples of Maryland microbrews, moonlight and sunset champagne cruises, and overnight excursions featuring a sunset champagne cruise, picnic-style crab cake dinner, and a quiche breakfast on the return. The Two Hour Chesapeake Day Sail is hosted by Captain Iris, who shares local stories and offers optional crew participation. Private Sailing Lessons are offered in two-hour sessions covering line handling, sail raising, and steering. Sail Selina II accommodates private charters and specialty events, with private sails hosting up to six guests and Nautical Weddings & Elopements allowing ceremonies and celebration sails for up to 12 guests. The Special 4th of July Fireworks Cruise features an open bar, chocolate Piroulines, and a six-person limit. Many sails include complimentary refreshments, and select cruises serve champagne and chocolate. Operating from Saint Michaels harbor, Sail Selina II focuses on personalized, hands-on sailing experiences, safety aboard a well-maintained historic yacht, and creating memorable outings for families, friends, couples, and small groups.
Book with Sail Selina II