Leisure · Cruise

St. Michaels Wine Tasting Cruise!

Name: St. Michaels Wine Tasting Cruise!
Start: 2026-10-26
End: 2026-10-26
Location: Harbour Inn

Sip, savor, and sail on a unique wine tasting cruise through the beautiful Chesapeake Bay.

Mon, 26 Oct 2026 Harbour Inn St Michaels , Maryland

Experience the perfect blend of relaxation and indulgence with the St. Michaels Wine Tasting Cruise. Hosted by St. Michaels Sailing Charters, this event invites you to enjoy fine wines while sailing the scenic waters of the Chesapeake Bay. Whether you are a wine connoisseur or simply looking for a unique way to spend an October day, this cruise offers breathtaking views and a memorable atmosphere. Book your spot today for an unforgettable maritime experience.

What to Expect

A guided sailing tour featuring wine tasting in a beautiful coastal setting.

Who Should Attend

Wine lovers
Couples
Sailing enthusiasts
Visitors to St. Michaels

Agenda Overview

The cruise departs from the Harbour Inn in St. Michaels, MD.

Venue & Address

Harbour Inn

101 N Harbor Rd
St Michaels , Maryland – 21663
United States

Organizer

St. Michaels Sailing Charters · Tour Operator

Provider of yacht charters, sunset sailing, and private tours in St. Michaels, MD.

Frequently Asked Questions

When is the cruise?

October 26, 2026.

Where does it depart from?

Harbour Inn, 101 N Harbor Road, St Michaels, MD.

What is included?

Sailing tour and wine tasting.

How do I book?

Visit the St. Michaels Sailing Charters website.

Is there a cancellation policy?

Yes, free cancellation is available.

How many guests can attend?

Charters accommodate up to 13 guests.