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Immerse yourself in the serene waters of St. Michaels, Maryland, with a sailing adventure aboard the 41-foot "Selina II" Sloop. This charming vessel is yours to charter, accommodating up to 6 guests for a tranquil journey. Choose from convenient two-hour increments to tailor your experience to perfection. April 18-Nov 3 Times: - 10:00 AM - 12:00 PM - 12:30 PM - 2:30 PM - 3:00 PM - 5:00 PM Rates: Mon-Thurs 2-hour private day charter: $699 Fri-Sun 2-hour private day charter: $799 What You Can Expect: Exclusive 2 hour Private Charter Step aboard the enchanting Selina II, where history and adventure blend seamlessly into an unforgettable sailing experience. As you step onto this beautifully preserved 1926 Crosby Catboat, you’ll feel the gentle sway beneath your feet and be transported to a time when sailing was an art form. Picture yourself lounging in the roomy, open cockpit as the sun warms your face and the breeze dances through your hair. The Selina II’s wide 16’ beam creates a sense of stability and ease, allowing you to relax completely as she glides gracefully over the sparkling waters of the Chesapeake Bay. The crisp, clean air fills your lungs as the crew hoists the gaff-rigged sails—an impressive 1,000 square feet of canvas catching the wind. The sound of ropes tightening and the sight of the massive 48’ mast rising against the endless blue sky awaken a sense of awe and adventure. You can feel the thrill of tradition as you lend a hand raising the sails, or simply lean back in one of the plush captain’s chairs, letting the soothing rhythm of the waves carry your worries away. As the Selina II glides silently through the water, the sun shimmers off the bay and a sense of peace washes over you. It’s more than a boat ride—it’s a sensory journey, where every moment feels alive and every breath carries the timeless beauty of the Eastern Shore. Whether you’re sharing this experience with someone special or savoring a personal moment of tranquility, Selina II promises to leave you with windswept hair, sun-kissed cheeks, and memories that will linger long after you’ve stepped back ashore. Plus, beer, wine and champagne are available for sale to complete any celebratory occasion.
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 directions to the departure location when you make a booking.
Full refund up to 5 days prior.
Cancellation Policy: 72 hours on Private Charters Weather Policy: It is the Captains discretion to cancel due to weather. This decision is made 15 minutes prior to departure. There is no charge if we do not sail due to unsafe weather.