Set sail aboard a restored 1935 sailing ketch, this intimate experience brings together classic craftsmanship and quiet Chesapeake Bay scenery. From the moment the boat leaves the harbor, the focus shifts to the rhythm of the wind and water, with views of landmarks like the Hooper Strait Lighthouse before gliding out onto the Miles River. The wooden deck, traditional rigging, and small group setting create a relaxed atmosphere that feels more personal than a typical cruise.

As the light begins to fade, a glass of champagne is served while the sky transitions into soft evening colors. Guests can settle into cushioned seating, chat with the captain, or simply watch the sails move against the horizon. Wildlife sightings and calm bay waters add to the experience, making it just as enjoyable for a quiet escape as it is for a small celebration.

Any restrictions to participate?

• Age: Guests must be 21+ to participate.
• Health limitations: Guests should be comfortable on the water. Those prone to motion sickness should plan accordingly.

Who can you accommodate for?

• Children: This is not an experience for children.
• Individuals with disabilities: Due to the historic nature of the yacht, accessibility is limited. Boarding involves steps and tight spaces, and the vessel is not wheelchair accessible.
• Dietary restrictions: Alternative beverages (wine, beer, and non-alcoholic options) are available in place of champagne.
• Pets: Pets are not permitted.

What to expect on the day of the experience?

• Duration: Approximately 2 hours.
• What’s included:
  • A sunset sail aboard the historic 1935 sailing ketch “Lady Patty”
  • A complimentary glass of champagne (with alternative beverage options available)
• Who will be present: A licensed captain and experienced crew will guide the sail. Up to 13 guests total may be onboard, and groups may include guests from multiple parties.
• Spectators: No spectators are allowed; all guests must have a reservation.
• Photo/ video: Photos and videos are encouraged, especially during sunset.
• Specific rules to follow: Guests must follow all crew instructions for safety. Shoes may need to be removed depending on conditions; high heels are discouraged.

How to prepare?

• Weather dependency: The experience operates in most conditions, but may be canceled for safety due to weather. If canceled, a full refund or rescheduling option will be provided.
• Arrival: Plan to arrive 15 minutes prior to departure at the dock behind Harbour Inn & Marina, 101 N Harbor Road, St. Michaels, MD.
• Parking: Parking is available in the Harbour Inn lot or along Harbor Road near the waterfront.
• What to wear: Comfortable clothing with layers; it can be cooler on the water. Flat, non-slip shoes are recommended, and high heels should be avoided.
• What to bring:
  • Light jacket or sweater
  • Sunglasses and sunscreen (apply spray sunscreen before boarding)
  • Camera or phone
• Restrooms/ lockers/ changing rooms: A small onboard marine restroom is available for emergency use; guests are encouraged to use the Harbour Inn facilities prior to boarding.

Anything else I should know before going on this experience?

• Guests are encouraged to arrive early to explore the town of St. Michaels before departure.

Unused Experience Vouchers can be returned within 14 days for a full refund to the original purchaser, no questions asked.

If you have any unused Experience Vouchers, you can exchange them for any other experience in our marketplace, free of charge, no matter when. If you choose an experience that's more expensive, you'll need to pay the difference.

No refunds are allowed once the experience is booked, but you can reschedule up to 72 hours before your experience, for a date within a year of the original booking. To reschedule, contact the experience provider directly. No-shows or rescheduling less than 72 hours in advance means losing the value of your experience.