Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Half Day Private Sail on 44ft Leopard Catamaran | 4.5 HoursHalf Day Private Sail on 44ft Leopard Catamaran | 4.5 HoursHalf Day Private Sail on 44ft Leopard Catamaran | 4.5 HoursHalf Day Private Sail on 44ft Leopard Catamaran | 4.5 Hours

Half Day Private Sail on 44ft Leopard Catamaran | 4.5 Hours

With Captain

  • Looks Good

    This date is available.

Explore the St Michaels area of Chesapeake Bay. Join us on our 44ft sailing catamaran for a private 4 1/2 hour day sail that is bound to have everyone smiling ear to ear! We begin by departing the dock and taking a brief harbor cruise, offering beautiful waterfront views of St. Michaels before heading out onto the Miles River. Once there, we raise the sails and let the wind guide our journey. To enhance your experience, we partner with local businesses to provide custom, pre-ordered food options that can be ready and waiting when you arrive. Out on the open water, our spacious and modern 2016 44-foot Leopard catamaran  offers your choice of a public or private cruise in one of the most beautiful places to sail. 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!] Epiphany offers a modern, luxurious and spacious sailing experience aboard a wide and stable catamaran intended for charter guest comfort and guest entertainment.  Designed for easy single handed operation, the captain operates the vessel from the helm station allowing the mate to focus most of their time on enhancing the guests experience while aboard.  There is ample cushioned seating for all guests including choices between trampoline, bow pulpit seats, beanbag chairs, captains chairs, built-in shaded cushioned cockpit seating with pillows, inside salon seating, multiple tables and counters for drinks and food, and modern kitchen amenities. Epiphany is docked at the Harbour Inn & Marina in the heart of St. Michaels, Maryland—a charming Eastern Shore town known for its incredible seafood and inviting small-town atmosphere. Whether you’re planning a day trip to St. Michaels or seeking a sailing charter on the Eastern Shore of the Chesapeake Bay, our relaxing sailboat excursions are conveniently located just 90 minutes from Philadelphia, Baltimore, and Washington, D.C., and only an hour from Annapolis. You are welcome to participate as a working crew member or simply sit back and relax; we’re here to help you complete your Chesapeake Bay sailing experience!

Captain Iris

Captain Iris

3 total bookings
Capacity
13 guests
Sailing
Sail
Captain Iris

Captain Iris

3 total bookings

Hi, I’m Captain Iris, entrepreneur, storyteller, sailor, and occasionally hostess on my grandfather’s yacht. I’m proud of our award-winning service and all our captains and crew would love to "Welcome You Aboard”

Features & Details

  • Leopard
  • Offshore 44
  • Capacity: 13 people max

Safety Equipment

Anchor & Rode
Bilge Pumps
EPIBRS
Fire Extinguishers
First Aid Kit
Flares
Life Jackets (15)
Life Rafts
Lifebuoys
Medical Supplies
Navigation Lights
Navigation Equipment
Tool Kit
VHF Radio

Operating Equipment

AIS
Autopilot
GPS ChartPlotter
Inverter
Salon Helm
Water Maker
Depth Sounder
Generator

Guest Amenities

Air Conditioning, Climate Control
Berths (3)
Cabins (3)
Coffee Maker
Cooler
Fridge
Heating
Kitchen Utensils
Oven
Pillows & Blankets
Shower
Sink
Stove
Toilets (3)
Towels
Washrooms Onboard
Wi-Fi

Leisure & Entertainment Equipment

Bluetooth
Sound System
Indoor dinning Area
Indoor Lounge Area
Outdoor Dinning Area
Outdoor Lounge Area
Outdoor Sun Bed

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

101 North Harbor Road
Saint Michaels, Maryland, 21663
United States
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 3 days before your trip.

Similar Listings

Chesapeake Bay Champagne Sunset Cruise | 62ft Ketch
Sailing in Saint Michaels · 13 guests

Chesapeake Bay Champagne Sunset Cruise | 62ft Ketch

New
$58/hour
Chesapeake Bay Champagne Sunset Sail | 2 Hour Tour
Sailing in Saint Michaels · 6 guests

Chesapeake Bay Champagne Sunset Sail | 2 Hour Tour

New
$98/hour
Experience the Charm of St. Michaels Aboard the 1935 Lady Patty 2hr Boat Tour
Sailing in Saint Michaels · 13 guests

Experience the Charm of St. Michaels Aboard the 1935 Lady Patty 2hr Boat Tour

New
$58/hour

Top Destinations Nearby

With Captain
  • Hourly Only
  • With Captain Only