Last updated: May 16, 2025
Place
Sail Selina II

Image: Sail Selina II
Quick Facts
Location:
101 North Harbor Road, St Michaels, MD 21663
Significance:
This historic yacht offers immersive sailing tours that celebrate Chesapeake Bay’s maritime heritage, environmental stewardship, and vibrant ecosystem connections through hands-on learning.
Designation:
Chesapeake Gateways Network Site
MANAGED BY:
Amenities
6 listed
Cellular Signal, Historical/Interpretive Information/Exhibits, Parking - Auto, Pets Allowed, Restroom, Water - Drinking/Potable
Step aboard Sail Selina II and feel the timeless elegance of Chesapeake Bay sailing unfold before you. This beautifully restored 1926 Catboat, with its gleaming woodwork and billowing sails, offers a rare and intimate six-passenger experience from the heart of historic St. Michaels, Maryland. As a proud Chesapeake Gateways Place, Sail Selina II connects guests with the Bay’s rich maritime heritage and vibrant ecosystem through immersive educational adventures. We invite you to drift back in time, where the wind is your engine, and the captivating waters and shoreline are your guide. Immerse yourself in stories of maritime heritage, marvel at the thriving ecosystem, and let the soft lapping of the waves set the rhythm for your journey. Every sail is more than a cruise—it’s a voyage through history, nature, and the soul of the Chesapeake.
Each tour offers more than just breathtaking views. Guests are invited to engage in hands-on sailing or simply relax while learning about the region’s cultural and environmental history, from Ice Age geology and the rise of the oyster industry to modern conservation efforts. Interpretive themes include the evolution of Chesapeake communities and the importance of protecting this vital watershed.
Environmental stewardship is central to the experience. Since 2004, Sail Selina II has implemented eco-friendly practices, partnered with local conservation organizations, and inspired guests to become advocates for the Bay’s future.Whether you're watching osprey soar overhead, glimpsing a curious dolphin, or admiring the Hooper Strait Lighthouse, every moment aboard deepens your connection to the Chesapeake.
Discover more about this unforgettable experience by visiting www.sailselina.com.
Each tour offers more than just breathtaking views. Guests are invited to engage in hands-on sailing or simply relax while learning about the region’s cultural and environmental history, from Ice Age geology and the rise of the oyster industry to modern conservation efforts. Interpretive themes include the evolution of Chesapeake communities and the importance of protecting this vital watershed.
Environmental stewardship is central to the experience. Since 2004, Sail Selina II has implemented eco-friendly practices, partnered with local conservation organizations, and inspired guests to become advocates for the Bay’s future.Whether you're watching osprey soar overhead, glimpsing a curious dolphin, or admiring the Hooper Strait Lighthouse, every moment aboard deepens your connection to the Chesapeake.
Discover more about this unforgettable experience by visiting www.sailselina.com.