Taste six wines on a 2-hour Chesapeake Bay catamaran cruise
2 Hours
Max 6 people
Six wines, mini-harbor tour
Sail from St. Michaels on a modern 44-foot catamaran and explore the basics of wine tasting as you cruise the Chesapeake Bay. Sample six curated wines while you enjoy harbor and waterfront views.
You must be 21 or older to participate. Amusement tax and crew gratuity will be added on—confirm the amounts with Greetwell before booking.
Per-person reservations: full refund if cancelled 24 hrs before departure. 2-hour private charters: full refund if cancelled more than 7 days before; 50% refund if cancelled less than 7 days and more than 72 hours before; no refund within 72 hours. Full refund if the operator cancels due to weather. No-shows 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.
Harbour Inn, 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