Sailing on Shardana

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Why Sail the Chesapeake Bay on Shardana?

Sunset on a Weekend Trip

The Chesapeake Bay is the largest estuary in the United States as well as one of the premiere sailing destinations in the world. Shardana home port is located at Osprey Point Marina in  Rock Hall Maryland. Rock Halls nickname is “The Pearl of the Chesapeake” and is a great destination to visit with many things to do both before leaving and after returning to the dock. There are plenty of dining options including our own Osprey Point Inn. We also recommend Blue Heron Oyster House and Inn. Chester River Seafood is a great place to pick up steamed crabs and seafood for an outdoor picnic or to bring home.

Each of our sailing charters are individually arranged and configured for you. Your sailing experience begins when you first contact Shardana Sailing Charters.  From the onset you will see that we are customer centric.  We always work with you to design a unique sailing experience that caters to your want and needs, linking your vacation desires to our skills and experience. We are always thinking about how we can help you “Sail Your Story”!

Shardana Sailing Options

We can design your charter so you can swim, visit an historic sight, anchor out to star gaze and/or enjoy dinner ashore at a restaurant. How you sail on Shardana is (nearly) totally up to you! We can custom design your sailing adventure to meet your specific needs and fulfill nearly any of your requirements. Our 42-foot semi-custom built sailboat can accommodate up to six passengers per trip.  

We partner with other captain-owned and operated sailboats to accommodate larger groups and corporate events.   Sailing on a yacht is a personal and intimate experience, and our captains and crew are on board to serve you.    All of our cruises are private sailing charters, so you decide with whom you sail and in many ways, how you sail.   All of our captains are certified sailing instructors and have sailed in the Caribbean and Mediterranean seas; Some have sailed all over the world. (See our Captains’ Bios here).  If you would like to learn how to sail or improve your skills, Shardana Sailing Charters can provide you with sailing instruction and show you how to sail.

Join us on a sailing charter and sail any or all of the 205 miles that mark the northern and southern boundaries of America’s most famous sailing destination and the largest bay in the USA— the Chesapeake Bay!   All half-day, full-day, and sunset sailing charters include soft drinks and snacks.  

Day Sail Trip

Shardana Sailing Charters has a large range of cruising options.  We offer half-day, full-day, and sunset sailing charters. We also set out on overnight destinations and weekend sailing trips, as well as multi-day cruising charters. Our trips can be laid-back or adventurous; you decide how you want to sail and enjoy Chesapeake Bay.

Family sailing vacation and activities in Maryland and Chesapeake Bay.

S/V Shardana is loaded with all the comforts of home. Outside we have a large, shaded cockpit, a sun deck, an outside deck shower, and a BBQ grill.  Inside, there are three private staterooms, two private “heads” (bathrooms) with showers, a large open salon, air-conditioning, a full galley, refrigerator, freezer, and a wine cooler.  When it is play-time we have an inflatable dinghy with engine, a swim platform with a ladder, a hammock, stereo with blue tooth so you can play your own music, and many other amenities. 

While Shardana has three state rooms, one maybe reserved for the captain.  Therefore, please understand that for groups larger than four people on multi-day cruises, up to two passengers may be sleeping in the convertible beds located in the main salon.

Choose your trip. Spend the day in Rock Hall and choose a half day sail, full day sail or a sunset cruise. Enjoy a fun weekend getaway sailing. We can custom design a private two or three day cruise just for you! Our sailing charters are great for a family vacation, the perfect romantic getaway, a birthday celebration, special anniversary present, retirement celebration, or a fun group activity.

Day sail trip on eastern shore of Maryland

Shardana Sailing Charters is located in Rock Hall, Maryland offers the entire Chesapeake Bay for you to discover and explore. Whether you are considering a unique, short vacation, weekend getaway, day off or staycation, you will find spending time on the Chesapeake Bay relaxing. Wedding parties, marriage proposals, birthday parties, and romantic getaways for couples are also a great way to spend some time”away”. Don’t forget we are pet friendly! We welcome small and medium sized well-behaved dogs on board. After all pets are part of the family!

Visiting the Chesapeake Bay and Marylands eastern shore is one of the most authentic American adventures one can enjoy especially on a private yacht.