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Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 HoursRomantic Sunset Champagne Cruise on the Chesapeake Bay - 2 HoursRomantic Sunset Champagne Cruise on the Chesapeake Bay - 2 HoursRomantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

Romantic Sunset Champagne Cruise on the Chesapeake Bay - Private 2-Hour Sailing Experience

With Captain

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Enjoy the Chesapeake Bay Sunset on a Romantic Champagne Cruise aboard the historic gaff-rigged 44ft "Selina II" Sailboat for up to 6 people! Book the minimum 2-hour Sunset Champagne Cruise today! Rates as low as $400 per hour Before booking fees Monday-Thursday: 5:30 PM - 7:30 PM Price: $799 Friday-Sunday: 5:30 PM - 7:30 PM Price: $950 Rates includes: • Binoculars, sunscreen, sunglasses • Unlimited Beer, wine, and Champagne, bottled water, soda • Free parking, seven days a week • Rain jackets, hats, blankets What You Can Expect:2-hour Sunset Sail on the Historic Selina II: A Chesapeake Evening to Remember As the sun dips low over the Chesapeake Bay, step aboard the Selina II for a magical sunset sail that blends history, charm, and the natural beauty of St. Michaels. Begin your evening with a brief harbor tour as Captain Iris (or her skilled relief captain) shares stories of the picturesque waterfront, the rich history of St. Michaels, and the fascinating legacy of her grandfather’s 1926 Crosby Catboat. Sailing into the Sunset Once we leave the harbor, we’ll head out onto the tranquil Miles River. Feel the thrill of tradition as the crew raises the gaff-rigged sails, 1,000 square feet of canvas catching the evening breeze. As the sails unfurl and the Selina II glides across the water, we invite you to join in a timeless tradition—raising your glass in a toast to the wind. Sip, Savor, and Relax Choose from a thoughtfully curated selection of beverages, including a smooth Champagne, un-oaked chardonnay, crisp pinot grigio, rich Shiraz, handcrafted Maryland beers, sodas, and water. Complementing your drink is a delightful tray of hors d’oeuvres, featuring carrots, sesame rounds, and a savory black olive tapenade hummus—perfect bites for the relaxing sail ahead. Dress for Elegance and Comfort Guests often ask what to wear, and we recommend dressing as if you’re heading to a nice dinner. Comfortable shoes are key—ladies, please skip the heels—and don’t forget a light jacket for those cooler spring or fall evenings. Bring your camera to capture the glowing sunset and the unforgettable moments aboard this historic vessel. An Evening to Treasure As the sun sets and paints the sky in shades of gold and pink, let the Selina II carry you into a world of elegance and tranquility. Whether you’re celebrating a special occasion or simply savoring the beauty of the Eastern Shore, this sunset sail promises memories that will last a lifetime. Reserve Your Sunset Sail Today Join us aboard the Selina II and experience the magic of a Chesapeake Bay sunset. Book now for an unforgettable evening on the water!

Captain Iris

Captain Iris

3 total bookings
Capacity
6 guests
Sailing
Sloop
  1. Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
  2. Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
2 photos have been added by reviewers who booked this listing.
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

  • Custom
  • Built Sloop
  • Capacity: 6 people max

Safety Equipment

Life Jackets (1)

Guest Amenities

Cabins (1)
Toilets (1)

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.

Additional Terms & Information

Trip duration is 2 hours, 5:30-7:30

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