Experience a breathtaking Chesapeake Bay sunset while savoring a glass of Champagne or handcrafted beer or wine on this romantic St. Michaels, MD sunset cruise. Book now to embark on an unforgettable journey that’s perfect for couples looking for a unique and romantic date night activity.
Half-Day Private Sail
Sail up the Miles River after taking an informative tour of historic St. Michaels Harbor on this half-day adventure!
Check-in time: 15 minutes prior to departure
- Private Charter Weekday Pricing
- Private Charter Weekend Pricing
A Half-Day Private Sail from St. Michaels MD
Explore the St Michaels area of Chesapeake Bay us on Sail Selina II for a private 4 hour half-day sail that is bound to have everyone smiling ear to ear!
We depart the dock and do a mini-tour of the harbor (St. Michaels Maryland is beautiful to see from the waterfront), and then we go out into the Miles River, put up sails, and follow the wind. On our half-day sail, we can cater a simple picnic lunch or an Eastern Shore favorite: a crab cake lunch. Enjoy a lovely day on the water!
What to expect:
Immaculate Sailboat: Our beautifully kept sailing boat offers a luxurious and comfortable sailing experience. Guests have consistently praised the impeccable condition of the sailboat, making it the perfect setting for a memorable trip on the water.
Friendly and Experienced Crew: Our knowledgeable and engaging crew will enhance your sailing experience by providing valuable insights about the area and sailing. Guests have raved about the crew’s friendliness and expertise, making them feel welcome and comfortable throughout the trip.
Tranquil Sailing Trip: Take a break from the hustle and bustle of daily life with our peaceful and serene sailing experience. Guests have consistently praised the calming and rejuvenating experience of being on the water, creating the perfect escape from the stresses of everyday life.
Captivating Narratives: Our interesting stories and information about the area and sailing will provide an educational and engaging experience that enhances the trip. Guests have appreciated the captivating narratives shared by the crew, providing a deeper understanding of the area and sailing.
Historic Sailboat: Sailing with us is a unique opportunity to help preserve a historical treasure. We appreciate your support!. Guests have raved about the unforgettable experience of sailing with us, recommending it to friends and family as a must-do activity.
•Food Options: On your half-day 4 hour private sail, we can cater a simple picnic lunch or an Eastern Shore favorite: a mouth watering crab cake lunch catered from the Harrison Harbour Lights traditional family restaurant.
•Beverages: A Beer or Wine tasting add-on is a fun and refreshing way to quench your thirst while exploring the shores of the Chesapeake Bay. At only an additional $20 per person (21 and older) this is a great value. The frosty cold beer tasting is an unlimited sampling of 6 Maryland craft beers, the wine tasting is a flight of 3 whites & 3 reds plus a glass of your favorite wine. Or you can simply buy by the glass, Icy Cold Beer $6, Wine $9.50. Coke, Diet Coke, Sprite are also available for sale, and bottled water is complimentary. BYOB $25.
•Swag: Don’t forget to visit our ship’s store and grab some awesome swag! Exclusive Selina II embroidered polo shirts, stylish baseball caps, cozy zip hoodies, and can coozies – all yours to pre-order or purchase onboard. Shop now and take home the perfect souvenir from your unforgettable sailing adventure!
•Comfortable Seating: Sturdy Double Settees on either side of the ship’s wheel offer seating on cushions for 2 big people. Or sit in our vintage captains chairs with cloth seats located on the cockpit sole for seats that offer back support. All seating offers good visibility from the cockpit area where you will be sitting. Occasionally guests ask to go forward and sit on the hard cabin top. You are welcome to do so if you have good balance, are sure footed, and can hold a hand rail.
•Safety: Sail Selina II is exceptionally clean and well-maintained, with all modern safety features (life jackets, VHF etc) tastefully concealed to honor her historic legacy. Foul weather gear is available in the event of unexpected bad weather.
•Max 6 passengers: Children of all ages are welcome aboard the Selina II. We love kids! We have infant, toddler, and youth life jackets to fit all sizes and ages. The U.S. Coast Guard considers all children (regardless of how small they are or what age they are) to be passengers, and as such, you need to count them in, too. For example, mom, dad, and their six-month-old are three guests, not two.
• Cancellation 72 hrs: Full refunds on cancellations up to 1 week before departure. 50% refund up to 72 hrs. No refund within 72 hours.
•Weather: We want to ensure your safety and comfort, hence the captain may decide to cancel due to bad weather, and this decision is made 15 minutes prior to departure. Rest assured there is no charge if the sail gets cancelled. We’re often asked whether we sail in rainy weather. We do sail even if it’s lightly misting, but not in heavy rain as we want you to have the best experience possible. Its no fun sitting on the pouring rain!
•Toilet: Yes, we have a very clean marine head onboard for your convenience; however, it is limited and located down four steps. To ensure your maximum comfort during your journey, we recommend you make use of the shore-side facilities inside the Harbour Inn before embarking.
Amusement tax and crew gratuity added on.
Still Have Questions? ☎ 410-726-9400
The following items are included in your tour:
- Exclusive use of the boat for up to six guests
- Bottled water included
- Binoculars, sunscreens, sunglasses
- Free parking, seven days a week
- Rain jackets, hats, blankets