Nestled on Maryland’s Eastern Shore, Rock Hall offers a quintessential Chesapeake Bay experience, chockfull of maritime culture. Sailing is one of this town’s most popular activities for locals and travelers alike. Whether you’re a seasoned sailor or a complete novice, there’s something for everyone in Rock Hall.
The team at Osprey Point is here to help you make memories on a sailing adventure in Rock Hall. We have two marinas in Rock Hall, so we know all about the ins and outs of sailing the Chesapeake Bay. Here are a few tips for sailing in and around Rock Hall.
Why Go Sailing in Rock Hall?
Rock Hall’s location on the upper Chesapeake Bay makes it an ideal starting point for exploring the region’s picturesque waterways. With that in mind, it makes sense that a variety of businesses in the area specialize in sailing services, including marinas, charters, and schools. Whether you’re an experienced sailor or a curious beginner, you can enjoy sailing in Rock Hall.
There’s also the area’s picturesque setting to consider. Sailing is more fun when there is stunning scenery to soak in during the adventure, and the waterways of Rock Hall are rich with natural beauty.
Sailing Charters in Rock Hall
There are a large number of sailing charters available in Rock Hall, each with its own style and specialty. For example, some charters focus on sunset sails, while others revolve around fishing. No matter your interest, you’ll find a sailing charter in Rock Hall suitable for your needs. Here’s a look at some of the Chesapeake Bay sailing charters we recommend.
- Shardana Sailing Charters: Osprey Point Marina’s very own Shardana Sailing Charters remains one of the region’s most highly regarded charters, offering luxurious excursions for up to six passengers.
- Blue Crab Charters: Offering 90-minute sails for low prices, Blue Crab Charters is an affordable option with great service for up to six guests.
- Haven Charters: Neighboring Haven Harbour Marina is home to Haven Charters, Maryland’s premier self-guided sailing voyage. Previous sailing experience is required.
Sailing Lessons in Rock Hall
If you’re brand new to sailing, you’re in luck because Rock Hall offers sailing schools where you can take lessons. Rock Hall Yacht Club Sailing School is a popular choice for both adults and children. The great thing about Rock Hall Yacht Club Sailing School is that they cater to sailors of all skill levels, from beginner to advanced. Children as young as five can participate in their sailing programs.
With Rock Hall Yacht Club Sailing School, you’ll be taught sailing skills in a structured, safe, and fun environment. This is a skill you’ll be able to use for the rest of your life, and can be the start of an exciting new hobby.
Accommodations in Rock Hall, MD
Whether you’re seeking adventure, relaxation, or a bit of both, a sailing vacation in Rock Hall promises to be an enchanting experience. Osprey Point offers a convenient place to stay for those who are looking to enjoy the excellent sailing conditions that Maryland’s Eastern Shore is known for. With two marinas, an on-site restaurant, three elegant lodging options, and a complimentary breakfast, we have everything the discerning traveler needs for an unforgettable vacation to Rock Hall and the Chesapeake Bay.
Choose between our luxurious accommodations, including a farmhouse, uniquely-designed guest rooms, and a bayside annex. To book an incredible vacation to sunny Rock Hall, please make a reservation online. For more information, please call 410-639-2194.