THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Learn to sail aboard the historic Selina II in a private two-hour lesson. Perfect for all skill levels, enjoy stunning harbor views while mastering essential sailing techniques.
Learn to sail aboard the historic Selina II in a private two-hour lesson. Perfect for all skill levels, enjoy stunning harbor views while mastering essential sailing techniques.
Book with Sail Selina II
Verified experiences and guided adventures in the surrounding area.
Operated by Sail Selina II · Saint Michaels, Maryland
Set sail on a private two-hour adventure aboard the historic Selina II in beautiful St. Michaels, Maryland. This exclusive sailing lesson is designed for everyone from absolute beginners to experienced sailors looking to sharpen their skills. Under the expert guidance of Sail Selina II’s professional crew, you'll learn essential sailing techniques including line handling, raising sails, and steering while soaking in the breathtaking views of St. Michaels harbor. The intimate setting ensures personalized instruction and the freedom to ask questions and practice hands-on tasks at your own pace. Beyond the sailing skills, the vibrant waterfront and gentle Chesapeake Bay breeze make the experience truly memorable. Whether you're aiming to build confidence on the water or just want a unique way to explore Maryland's scenic coast, this private sailing lesson combines education, nature, and relaxation for an exceptional outdoor adventure.
moderate.
2 hours.
Participants should have a moderate level of fitness to handle basic physical tasks like pulling lines and maintaining balance.
No prior experience is needed; this lesson is tailored for beginners and experienced sailors alike.
Participants should be at least 12 years old and able to follow safety instructions.
The private lesson pricing is per session, regardless of the number of participants up to the vessel’s capacity.
Lessons are rescheduled in the event of unsafe weather conditions to ensure your safety.
Outside food and drinks are generally discouraged to keep the vessel clean, but water is recommended.
The Selina II does not have onboard restrooms; facilities are available at the dock prior to departure.
St. Michaels has a rich maritime history dating back to the 18th century, famous for its shipbuilding and as a key site in the War of 1812.
Local organizations work to protect the Chesapeake Bay’s water quality and aquatic habitats, promoting sustainable boating practices.
Sail Selina II is a charter sailing operation based in Saint Michaels, Maryland, offering a curated selection of small-group sails, private lessons, and specialty cruises on the Miles River and adjacent Chesapeake waterways. The business operates the historic Selina II and presents a range of experiences, including two-hour day sails, a two-hour wine tasting (three reds and three whites), beer tasting cruises with unlimited samples of Maryland microbrews, moonlight and sunset champagne cruises, and overnight excursions featuring a sunset champagne cruise, picnic-style crab cake dinner, and a quiche breakfast on the return. The Two Hour Chesapeake Day Sail is hosted by Captain Iris, who shares local stories and offers optional crew participation. Private Sailing Lessons are offered in two-hour sessions covering line handling, sail raising, and steering. Sail Selina II accommodates private charters and specialty events, with private sails hosting up to six guests and Nautical Weddings & Elopements allowing ceremonies and celebration sails for up to 12 guests. The Special 4th of July Fireworks Cruise features an open bar, chocolate Piroulines, and a six-person limit. Many sails include complimentary refreshments, and select cruises serve champagne and chocolate. Operating from Saint Michaels harbor, Sail Selina II focuses on personalized, hands-on sailing experiences, safety aboard a well-maintained historic yacht, and creating memorable outings for families, friends, couples, and small groups.
Book with Sail Selina II