What to do and see in Rock Hall, Maryland (MD): The Best Outdoor Activities

September 10, 2021 Venice Greaves

Rock Hall, "The Pearl of the Chesapeake", is a waterfront town located directly on the National Chesapeake Scenic Byway in Kent County, Maryland, United States. It is located less than two hours away from large metropolitan areas such as Philadelphia, Baltimore and Washington DC. The population was 1,310 at the 2010 census.
Restaurants in Rock Hall

1. Blue Crab Chesapeake Charters

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5.0 based on 406 reviews

Blue Crab Chesapeake Charters

90 Minute Cruises $35.00 - Rock Hall Maryland, Sailboat Charters, Day Cruises, Sunset Cruises. Celebrating 20 years of sailing charters and scenic cruises in Rock Hall, Md, Blue Crab Charters provides an award winning experience that you won't want to miss! Take the helm or just relax as you sail from Rock Hall Harbor into the open Chesapeake Bay or the scenic Swan Creek. Blue Crab Chesapeake Charters is home to Rock Hall's Original Sunset Cruise and will surely top off any visit to Maryland's Eastern Shore. We can accommodate large and small groups and depart up to five times daily from Watermans Crab House Restaurant. Your hosts are full-time residents of Rock Hall and are readily available to sail 7 days a week from April through October. Our sailing vessel, "Island Girl" is a 43 foot Morgan center cockpit sailboat with lots of deck space and a full cockpit enclosure for your comfort. We take up to 6 guests per cruise and our prices can't be beat. Call now to sail today!

2. Experience Sail

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5.0 based on 12 reviews

Experience Sail

Day and sunset sails, multiple day cruises, and sailing instruction on the Chesapeake Bay on board a 2011 Beneteau Oceanis 50 sailboat. All sails are captained and can take up to six passengers. Water and assorted sodas are available on the boat but you are more than welcome to bring your own beverages, including beer and wine, and food.

3. Shardana Sailing Charters

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5.0 based on 30 reviews

Shardana Sailing Charters

Welcome to Shardana Sailing Charters, Inc., the very best in captained sailboat charters for up to six passengers. Our 43-foot Sloop, a 2017 Catalina 425 has been designed for your sailing and cruising pleasure and is captained by an owner-operated team of long-time friends and family. We provide custom private sailboat charters.

4. Dream Charters

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5.0 based on 2 reviews

Dream Charters

Full day or 1/2 day (morning or afternoon)of Chesapeake Bay rock fishing! Call or email for pricing. 20% tip for mate is customary. Heat or air conditioned cabin. Microwave and toaster oven available. Comfortable seating. Fun for any age group. Fish are filleted upon docking. Trolling and/or bottom fishing depending on the season. Fish the Amaryken Dream II in Rock Hall, MD!

5. Ferry Park

5736 Beach Rd, Rock Hall, MD 21661-1411
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4.0 based on 15 reviews

Ferry Park

Reviewed By DelMarVaJohn - Dover, United States

A small beach that is never crowded, Rock Hall’s swimming beach and gazebo, known locally as Ferry Park, is located on Beach Road - just turn left near the foot of Rock Hall Avenue. There is a boardwalk with benches, picnic tables, barbecue stands, and pavilions, all with outstanding views to the Chesapeake Bay and the Bay Bridge to the southwest. The water is fairly shallow out some distance and there is a protected very shallow area that is perfect for children.

6. Fish'N Party II Charters

Fish'N Party II is a 53 foot long, 16 foot wide Chesapeake Bay Charter Rock Hall boat licensed by the USCG and Maryland to carry up to six passengers. This is one of the largest Chesapeake Bay built charter boats on the bay. She has plenty of room to fish, is heated and has a fantastic stereo with BOSE speakers for your enjoyment.

7. The Sailing Emporium

The Sailing Emporium

Full service resort style marina on the Chesapeake Bay. Boatyard, ships store, clothing and souvenirs

8. Rock Hall Yacht Club Sailing School

Rock Hall Yacht Club Sailing School

RHYCSS teaches sailing in a structured, safe, and fun environment. Our mission is to instill a lifeflong love of sailing. We're located on the Eastern Shore of Maryland's Chesapeake Bay just outside the lovely town of Rock Hall. We are a non-profit organization in affiliation with the Rock Hall Yacht Club. We offer a variety of Sailing Programs, from beginner to racing as well as Family Sailing. All classes are taught by US Sailing-certified instructors on Lawyer's Cove in Langford Bay, a calm sailing venue off the Chesapeake Bay. Gift certificates may be purchased all year long for all our programs - don't wait until summer! The RHYCSS offers camp partnerships and scholarships to the community to further the experience of sailing and enjoying the waters of the Chesapeake Bay. Contact us if your campers would like to visit us for a day of learning the basics of sailing and introducing water to children that may not otherwise have the opportunity. Community sailing is our commitment!

9. Rockaholic Fishing

Rockaholic Fishing

Enjoy fishing charters for up to six people aboard the Rockaholic, a 42' Charter Fishing boat on the Chesapeake Bay. Fishing From Rock Hall, MD and Kent Island, MD for Trophy Rockfish or Striped Bass. Trolling, Bottom Fishing, and Live Lining trips available.

10. Delmarva Sailing School

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5.0 based on 1 reviews

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