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With Captain
Sail aboard a classic ketch with two masts, offering traditional sail power and an atmospheric setting for slow cruising on open Chesapeake waters.
Trips are operated by a dedicated local sailing operator based in St. Michaels, providing captained outings so guests can relax while the crew handles the sailing.
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AI Overview
Owner's Description
Experience a 2-hour private sailing cruise for up to 13 people aboard the historic 1935 ketch sailboat Lady Patty in St. Michaels, Maryland. Chesapeake Bay sailing is renowned for its stunning scenery and unforgettable sunsets. Your charter begins with a peaceful glide through the harbor before heading out into the Miles River, where you’ll enjoy sweeping views and, if you’re lucky, wildlife sightings like osprey and bald eagles. Several years, we have even spotted dolphins! Monday-Thursday: Price: $1460 (*includes gratuity and taxes) Friday-Sunday: Price: $1870 (*includes gratuity and taxes) What's included: - 2 Hour Sail - Up to 13 People - Crew gratuity & amusement tax - Bottled water - Rain jackets - Free parking seven days a week - Life jackets - Binoculars What's Not Included: - Beer, wine, champagne and soda are available for sale (not included) - Swag items available for sale What to bring: - Sunhats - Comfortable shoes - Camera - Sunscreen - Jackets for off season Check-in details: Lady Patty departs from Harbour Inn & Marina in St. Michaels, Maryland. Arrive at the dock 15 minutes before your scheduled departure time.
GM and Laura
3 total bookings
- Capacity
- 13 guests
- Sailing
- Sail
GM and Laura
3 total bookings
Ahoy! Providing the most personalized and enjoyable boat tour on the Eastern Shore of the Chesapeake Bay is our top priority. Pictured above are owners GM and Laura Bell. GM has been sailing since childhood and previously taught sailing at the Miles River Yacht Club in St. Michaels, Maryland. His sailing adventures have taken him across the Mediterranean Sea, Mexico, Hawaii, California, the U.S. East Coast from Rhode Island to Florida, the Delaware River, and much of the Bahamas and Chesapeake Bay. He has held a U.S. Coast Guard captain’s license since 2014. Laura also grew up sailing with her family on various monohull sailboats and now has several years of experience sailing Epiphany along the East Coast and throughout the Bahamas. She is also the owner and photographer behind Laura’s Focus Photography.
Features & Details
- Ketch
- 2 mastet
- Capacity: 13 people max
Safety Equipment
Anchor & Rode
Bilge Pumps
Fire Extinguishers
First Aid Kit
Flares
Life Jackets (15)
Navigation Lights
Tool Kit
VHF Radio
Operating Equipment
GPS ChartPlotter
Depth Sounder
Guest Amenities
Kitchen Utensils
Sink
Stove
Toilets (1)
Washrooms Onboard
Departure Location
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
101 North Harbor Road
Saint Michaels, Maryland, 21663
United States
Departure Location
38.7846158,-76.2194699
Saint Michaels, Maryland, 21663
United States
Cancellation Policy
Free cancellation up to 7 days before your trip.
Additional Terms & Information
Trip duration is 2 hours but time can be added. We have 4.5 hour half day charter and 8 hour full day charter options. Cancellation Policy: Private Charters will receive full refund if cancelled more than 7 days prior to start of charter. 50% refund if cancelled less than 7 days and more than 72 hours before start of charter. No refunds if cancelled less than 72 hours before start of charter.
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