Bachelorette Bachelor Party Cruise on Lady Patty

Your Party Experience

Step aboard Lady Patty, a beautifully restored 1935 sailing ketch with elegant classic lines, rich wood details, and traditional rigging that capture the golden age of Chesapeake sailing. This timeless yacht creates an intimate and charming setting — perfect for a memorable bachelor or bachelorette celebration on the Bay.

Guests can relax into cushioned seating along each side of the wooden cabin top or gather in the rear cockpit beside the captain — a favorite spot for laughter, photos, and toasting the bride- or groom-to-be. With a smaller group onboard, Lady Patty offers a personal, elevated atmosphere that feels both festive and uniquely special.

Depart from the charming harbor of historic St. Michaels and enjoy a harbor cruise, including views of the 1879 Hooper Strait Lighthouse, before sailing onto the scenic Miles River.

During your 2-hour cruise, a complimentary bottle of champagne is included for your celebration. Wine, beer, and non-alcoholic beverages are available for purchase by the glass onboard. Guests also have the option to upgrade to an open bar per person during checkout for a seamless, all-inclusive experience. Whether you’re toasting an engagement, counting down to the big day, or simply enjoying time with friends, this cruise pairs great drinks with unforgettable scenery.

This party cruise blends festive energy with stunning waterfront scenery, making it the ultimate way to celebrate with your crew. Whether you’re planning a lively send-off or a laid-back celebration, Epiphany delivers a fun, safe, and unforgettable experience on the bay.

What Guests Love

• Flexible Drink Options: One complimentary bottle of champagne is provided for your cruise — perfectly chilled and ready to celebrate. Wine, beer, and non-alcoholic beverages are available for purchase by the glass, with an optional open-bar upgrade available during checkout.

• Perfect for Celebrations: Ideal for bachelor and bachelorette parties, birthdays, girls’ weekends, or any festive gathering aboard a historic sailing ketch.

• Smooth & Comfortable Sail: Lady Patty’s classic ketch design provides an intimate, relaxing ride on the Chesapeake Bay, with plenty of seating for socializing.

• Fun, Professional Crew: Our captains and crew ensure a safe, seamless, and enjoyable experience while keeping the celebration lively.

• Scenic Waterfront Views: Take in stunning vistas of historic St. Michaels, the 1879 Hooper Strait Lighthouse, and the Chesapeake Bay a

Location

Lady Patty is docked at the Harbour Inn & Marina in the heart of St. Michaels, Maryland, a charming Eastern Shore town celebrated for its fresh seafood, historic streets, and welcoming small-town atmosphere.

Whether you’re planning a day trip to St. Michaels or a sailing charter on the Eastern Shore of the Chesapeake Bay, our excursions are conveniently located:

• 90 minutes from Philadelphia, Baltimore, and Washington, D.C.

• 1 hour from Annapolis

Arrive early to explore the quaint town, enjoy local restaurants, or stroll along the waterfront before your relaxing sail.

Good to Know Before You Go

Arrival:
Please arrive 15 minutes prior to departure at the dock behind the Harbour Inn & Marina, 101 N Harbor Road, St. Michaels, MD.

Restrooms:
Lady Patty has a small marine head for emergency use, located down a short set of steps. Guests are encouraged to use the Harbour Inn lobby restrooms before boarding.

Parking:
Guests may park in the hotel lot or along the waterfront on Harbor Road past the police boats.

Shoes & Attire:
Wear comfortable shoes or something easy to remove if you prefer to go barefoot. Ladies, please avoid high heels. Light jackets or layers are recommended on cooler days.

Sunscreen & Hats:
If using spray sunscreen, please apply before boarding to protect the varnish. Don’t worry if you forget your sunhat — custom baseball caps are available for purchase onboard.

Weather:
Safety and comfort are our priority. The captain may cancel due to weather, with the final decision made about 15 minutes before departure. There is no charge if a sail is cancelled due to weather, and we will do our best to rebook you, issue a gift card, or provide a refund.

Beverages & Food:
During your 2-hour cruise, a complimentary bottle of champagne is included — perfectly chilled and ready for your celebration. Wine, beer, additional champagne, and non-alcoholic beverages are available for purchase by the glass, with an optional open-bar upgrade available during checkout — giving your group the flexibility to celebrate your way. We also partner with local businesses to offer pre-ordered, charter-friendly food options ready upon arrival. For full details on onboard food and beverage options, please see our policies.

Ready to Set Sail?

Raise a glass and soak in sweeping Chesapeake Bay views during an unforgettable bachelor or bachelorette party cruise. Perfect for celebrating the bride- or groom-to-be, this festive sail blends beautiful scenery, great drinks, and unforgettable memories with friends.

Book your 2-Hour Bachelorette or Bachelor Cruise now! Dates fill quickly — especially on weekends — so reserve your spot and get the party started today! 🎉