Sample Six Curated Wines While Sailing Chesapeake Bay
2 hours
Up to 6 people
Six wines, mini-harbor tour, sail
Set sail from St. Michaels for a relaxed wine tasting experience on Chesapeake Bay. Sample curated wines as you take in waterfront views from a modern catamaran.
Per-person reservations: full refund up to 24 hours before departure. Private charters: full refund more than 7 days before, 50% refund 72 hours to 7 days before, and no refund within 72 hours. Full refund if the operator cancels due to weather or unforeseen circumstances. No-shows are charged full price.
Arrive 15 minutes before departure at the dock behind the Harbor Inn & Marina.
Wear comfortable shoes that are easy to remove. Barefoot is welcome. Do not wear high heels.
Use the restrooms inside the hotel before boarding. There is also a head (toilet) onboard.
Dock behind Harbour Inn & Marina, 101 N Harbor Rd, St. Michaels, MD 21663
We had the most fabulous sunset cruise with the Selina II! Iris and her first mate, Matt, where the best. We were worried that our sail might be cancelled because of the hurricane winds and the rain, but the day ended up clearing and the sun came out for a breathtaking sunset. Even though we have lived in St. Michael's for 13 years, we learned so much that we never new about the area. It was truly a delight and would highly recommend to both locals and tourist!
Beth Berquist
October 16, 2025
We had the most fabulous sunset cruise with the Selina II! Iris and her first mate, Matt, where the best. We were worried that our sail might be cancelled because of the hurricane winds and the rain, but the day ended up clearing and the sun came out for a breathtaking sunset. Even though we have lived in St. Michael's for 13 years, we learned so much that we never new about the area. It was truly a delight and would highly recommend to both locals and tourist!
Beth Berquist
October 16, 2025
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Sip six curated wines while sailing St. Michaels’ waterfront
Sail Chesapeake Bay at sunset with champagne and light bites