Sailing & Sipping: The Ultimate Wine Tasting on the Bay

Unwind on the open water with a luxurious wine tasting cruise aboard Sail Selina II, a beautifully restored 1926 catboat. With just six guests per sail, this intimate experience invites you to sip, savor, and sail as we glide across the sparkling waters of Chesapeake Bay.

Indulge in a curated flight of fine wines, featuring crisp whites, smooth reds, and refreshing rosés, hand-selected to complement the coastal breeze and breathtaking bay views. Our friendly crew will guide you through each pour, sharing insights on tasting notes, pairings, and the art of enjoying wine at sea.
Connect - Perfect for a girls’ getaway, a romantic date, or a laid-back afternoon escape, this mid-day cruise offers the ultimate blend of relaxation, sophistication, and adventure. Let the sunshine, sea air, and soft lapping waves set the scene for an unforgettable experience in St. Michaels, MD.
Exclusive - Limited to just six guests for an exclusive, personalized atmosphere.
Includes - a flight of 3 whites and 3 red hand-picked wines to enhance the sailing experience.
History - Sail aboard a historic yacht for a one-of-a-kind adventure on the bay.
Location: Harbour Inn, 101 N Harbor Rd, St. Michaels, MD 21663. Directions