ASTRO Experiences · Rock Hall, MD

Experiences in Rock Hall, MD

Curated local experience providers on the ASTRO Network — tours, outings, food, and events worth remembering.

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Location: Rock Hall, MD×

Photo by Kaustubh Mulay
Marina
Swan Creek Marina
Rock Hall, MD
Swan Creek Marina is a marina on Swan Creek in Rock Hall, Maryland, with slips ranging from 30 to 60 feet that have dockside electric and water. The property also has a mooring field of helix moorings and a full-service boatyard, run by Stella Marine Services, that handles haul-outs and maintenance. Winter storage, a slipholder lounge and complementary bike rentals are offered on site.
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Fishing Charters
Reel Chaos Charters
Rock Hall, MD
Reel Chaos Charters is a Chesapeake Bay charter fishing and crabbing operation based at Tolchester Marina on Maryland's Eastern Shore. Its 45-foot Jones vessel takes up to 17 guests for rockfish trips, and crabbing charters carry up to six during blue crab season. Custom cruises to destinations such as Annapolis and St. Michaels are also offered, led by a captain who has fished the bay for 30 years.
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Photo by Jean-Paul Wettstein
Private Sailing Charters
Shardana Sailing Charters
Rock Hall, MD Area
Provides private captained sailing charters on the Chesapeake Bay from Rock Hall. They offer half-day, full-day, sunset, and multi-day sailing experiences on their 43-foot Catalina 425 sloop for up to six passengers, specializing in customizable and intimate voyages.
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Photo by Jean-Paul Wettstein
Marina
Tolchester Marina Inc
Rock Hall, MD
Tolchester Marina is a full-service marina on the Eastern Shore of the Chesapeake Bay, located at buoy 21. Slip holders and transients can use an on-site restaurant, a private beach, a waterfront pool and a beach bar. Marina services include a travel lift, mechanical repairs and a parts department.
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Marina
North Point Marina
Rock Hall, MD
North Point Marina is a full-service marina in Rock Hall, Maryland, with about 130 slips and a motel on site. The family-owned business has operated since 1995 and offers services from spring commissioning through winterization, along with a fuel dock and a ship's store. The motel rooms overlook the bay, which is just steps away.
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Fishing Charters
Intimidator Fishing
Rock Hall, MD
Intimidator Fishing runs charter trips on the Chesapeake Bay from Rock Hall, Maryland, aboard a 46-foot bay-built vessel. Trips target rockfish along with perch, catfish and trout, and all gear, tackle, bait and licenses are provided. The captain and mate are lifelong Rock Hall residents with more than 40 years of local fishing experience.
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Bareboat Sailing Charters
Haven Charters
Rock Hall, MD Area
Haven Charters specializes in bareboat sailing experiences on the Chesapeake Bay, offering a fleet of well-maintained sailboats ranging from 30 to 50 feet. Located at Haven Harbour Marina in Rock Hall, Maryland, this operator has served experienced sailors for over 25 years and carefully screens charterers to ensure qualified skippers. The company handles marketing and maintenance of your vessel while you maintain personal use privileges, making chartering an economical way to offset boat ownership costs.
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Fishing Charters
RoweBoat Sportfishing
Rock Hall, MD
Rowe Boat Sportfishing operates excursions from Rock Hall, Maryland, aboard the Rowe Boat. Trips range from big fish charters to relaxing sunset cruises, and all captains are USCG licensed. The business also offers lodging and a ship's store.
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Guided Tours & Outfitters
Experience Sail, Llc
Rock Hall, MD
Experience Sail offers sunset, day and overnight sailing charters on the Chesapeake Bay from Rock Hall, Maryland, aboard a 2011 Beneteau Oceanis 50. The boat carries up to six guests, and guests may bring food and drinks. The activity is not handicap accessible, and the captain welcomes children on board.
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Marina
Lankford Bay Marina
Rock Hall, MD
Lankford Bay Marina is a family-friendly full-service marina at the mouth of Davis Creek in Kent County, near Rock Hall, Maryland. Transient boats are welcome, and dockage for multi-hull vessels is available along a T-head, with access to the lower Chester River and Chesapeake Bay. Amenities include a pool, a playground and a small store with marine supplies.
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Image: Nauti Blue Charters' website
Boat Tours
Nauti Blue Charters
Rock Hall, MD
Nauti Blue Charters runs Chesapeake Bay cruises aboard the Ronny Anne, a 2009 Judge Chesapeake 36 built in Denton, Maryland. The classic deadrise is used for relaxed trips across the bay, and trips are based at the Haven Harbour South Marina Resort in Rock Hall. Charter guests can also use the resort's pool, scenic seating areas and on-site dining.
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Photo by Max Chen
Fishing Charters
Rock Hall Fishing Charters
Rock Hall, MD
Rock Hall Fishing Charters is run by Captain Brody Pierce, who specializes in striped bass fishing on the Chesapeake Bay out of Rock Hall, Maryland. Seasons cover blue catfish, rockfish, perch, bluefish and catfish across the year. The operation also offers catch-your-own crabbing charters and sunset cruises for guests who prefer a relaxing trip on the bay without fishing.
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Fishing Charters
Jls Light Tackle Charters
Rock Hall, MD
JLS Light Tackle Guide Service offers inshore fishing charters on the Chesapeake Bay under Captain Ron Buffington. Trips suit light tackle and fly anglers, targeting striped bass, white perch, redfish, Spanish mackerel and speckled trout. The captain works from Rock Hall in spring and fall and from Chesapeake Beach in summer, when cobia and bull redfish are also pursued.
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Kayak Tours & Rentals
Chester River Kayak Adventures
Rock Hall, MD Area
Offers guided environmental kayak tours and kayak rentals on the Chesapeake Bay from Rock Hall. They provide half-day, full-day, sunset, and full-moon paddling tours, as well as equipment sales and instruction.
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Image: Rock Hall Tiki Boat's website
Boat Cruises / Tiki Boat Rentals
Rock Hall Tiki Boat
Rock Hall, MD Area
Provides unique tiki boat cruises for sightseeing, family outings, birthdays, and other events. Their 90-minute cruises explore Swan Creek and the mouth of the Chesapeake Bay, with options for private events and a BYOB policy.
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Image: Blue Crab Chesapeake Sailing Charters' website
Sailing Charters
Blue Crab Chesapeake Sailing Charters
Rock Hall, MD Area
Set sail aboard Island Girl, a graceful 43-foot Morgan sailboat, for 90-minute cruises on the serene Chesapeake Bay waters near Rock Hall, Maryland. Captain Mark and First Mate Suzanne welcome you to take the helm or simply relax on the expansive deck as you explore scenic Swan Creek and open bay—the original sunset cruise in Rock Hall since 1998, voted Best Charter Company in 2023.
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Fishing Charters
Gatling Guide Service
Rock Hall, MD
Gatling Guide Service offers Chesapeake Bay fishing charters from Rock Hall, Maryland, aboard the 46-foot charter boat Lara Lynn VI. Catches typically include rockfish, followed by perch, catfish or bluefish, depending on the season and the species guests request. The guide service also offers charters out of Marathon, Florida, for species such as tarpon, grouper and mangrove snapper.
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Image: Rock Hall Landing Marina's website
Marina
Rock Hall Landing Marina
Rock Hall, MD
Rock Hall Landing Marina is a marina and motel on the harbor in Rock Hall, Maryland, offering transient and seasonal slips. Its Mariner's Motel has a pool, a firepit and rental bikes for exploring the area, and the property includes an on-site restaurant. The marina is within walking distance of Rock Hall's town center.
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Image: Haven Harbour South's website
Marina
Haven Harbour South
Rock Hall, MD
Haven Harbour South is a 150-slip marina and full-service yachting center on Rock Hall Harbor in Maryland. Its grounds include a pool, a harbor-side beach, a marine store and a cafe, along with a restaurant and bar. Yacht services include in-house boatyard technicians, a travel lift, dry and wet storage, and space for private events.
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ASTRO Network Geography

Swan Creek Marina

Reel Chaos Charters

Shardana Sailing Charters

Tolchester Marina Inc

North Point Marina

Intimidator Fishing

Haven Charters

RoweBoat Sportfishing

Experience Sail, Llc

Lankford Bay Marina

Nauti Blue Charters

Rock Hall Fishing Charters

Jls Light Tackle Charters

Chester River Kayak Adventures

Rock Hall Tiki Boat

Blue Crab Chesapeake Sailing Charters

Gatling Guide Service

Rock Hall Landing Marina

Haven Harbour South