Rare Discovery!
This date is popular and usually gets booked early.
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This date is popular and usually gets booked early.
Looking to go sailing at sunset while sipping champagne? This is the sunset champagne charter for you! As the sun dips below the horizon, casting a golden glow over the tranquil waters of Saint Michaels on Chesapeake Bay, our Sunset Champagne Sail invites you to indulge in a sensory experience like no other. Feel the gentle breeze caress your skin as you listen to the soothing melody of the waves lapping against the hull. Savor the aroma of champagne as it mingles with the salty sea air, enhancing the ambiance of the moment. With each sip of bubbly, you’ll be transported to a realm of serenity and luxury, where every sensation is a celebration of the beauty that surrounds you. From the stunning sunset views to the exquisite taste of champagne, every moment of our Sunset Champagne Cruise is a feast for the senses. The Boat 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! This catamaran 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. The boat 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!


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”
You’ll get helpful information for your departure after your booking is confirmed.
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Free cancellation up to 3 days before your trip.