Upper Bay Charter Captains Association, Inc.

Chesapeake Bay Charterboats for Fishing and Cruising the Maryland Chesapeake Bay

Maryland Eastern Shore Charterboats & Guides


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This area covers Maryland's eastern shore from the Chester River to Eastern Bay with the majority of the charter fishing boats located in either Rock Hall, Maryland and Kent Island.
Routes 13, 50, and 301 provide easy access to these charter captains docks. Wilmington, Delaware is only 45 minutes away from Rock Hall, while Pennsylvania, Baltimore or Washington are only an Hour from Kent Island.
 

Chesapeake Bay Charter Boat Captains Maryland Eastern Shore Chesapeake Bay, Rockhall, Kent Island, and St Michaels Fishing Charters
 
 
Name
Description  
  Andiamo 

Length: 22
Passengers: 6

 

Capt. Kevin (Doc) Strother
703-980-4460

Contact for more info
doc@andiamobaycharters.com

www.andiamobaycharters.com

Port:
Kent Island

 

Fishing Locations:
Maryland: Eastern Shore, Annapolis, Mid-Bay

 
 
 
  Bayside Girls

Length:
Passengers: 12

 

Capt. Chuck Clark
410-630-7507

Contact for more info
baysidecharters@verizon.net

rockhallmd.com/baysidegirlscharters

Port:
Rock Hall

 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Brawler II

Length: 42
Passengers:
6

 

Capt. Bo Hamm
410-676-1065

Contact for more info
brawlercharters@yahoo.com

www.brawlercharters.com

Port:
Kent Island (Price Creek)

Sportfishing & Steamed Crab Cruises

 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Casey J

Length:
Passengers:
6
 

Capt Gordon Haegerich
410-255-5792
410-279-9088

Contact for more info
CaptGordon@caseyjcharters.com

www.caseyjcharters.com

Port:
Kent Island - Kentmorr

Enjoy Chesapeake Bay Striper Fishing Charters onboard the Casey J. Sportfishing Charters and Bay Cruising at its best

 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Casey Michelle II

www.caseymichellecharters.com

Length: 40
Passengers: 6
 

Capt. Brady Sweitzer
104 Holly Ct.
Stevensville MD 21666
410-604-1311
or 410-829-9816
caseymcharters@gmail.com

www.caseymichellecharters.com
Port:
Kentmoor Marina - Kent Island

Full and Half day fishing trips, lighthouse tours and dinner cruises
 

Fishing Locations:
Chesapeake Bay and Tributaries

 
 
 
  Dawn II

Length: 46
Passengers:
28
 

Capt. Larry Simns
410-639-2966
c) 410-456-8065

Contact for more info
dawnii@crosslink.net

Captain Larry Simns 410-639-2966
www.DAWNII.com

Port:
Rock Hall



 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Ellen-R

Length: 45
Passengers: 6

 

Capt. Jeff Ruth
410-758-3235

Contact for more info
captjruth@aol.com
 

www.ellenrcharters.com

Port:
Kentmorr Marina



 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Intimidator

Length:
Passengers:
12

 

Capt. Richard Manley
410-639-7420
410-708-3468

Contact for more info
gmanley@kent.k12.md.us

www.rockhallmd.com/intimidator

Port:
Rock Hall



 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Lucky Dog

Length: 50
Passengers:
49

 

Capt. Brian Hardman
410-643-7600
301-704-4246

Contact for more info
leaddog@rockfishing.com

www.rockfishing.com

Port:
Kentmoor Marina

Chesapeake Bay Fsihing, Cruises, Private Parties

 

Fishing Locations:
Maryland: Eastern Shore, Annapolis, Mid-Bay 

 
 
 
  Lucky Dog

Length: 50
Passengers: 49

 

Capt. Joe Arkuszeski
410-643-7600
301-704-4246

Contact for more info
leaddog@rockfishing.com

www.rockfishing.com

Port:
Kentmoor Marina

Chesapeake Bay Fsihing, Cruises, Private Parties

 

Fishing Locations:
Maryland: Eastern Shore, Annapolis, Mid-Bay 

 
 
 
  Miss Jo

Length: 40
Passengers:
6

 

Capt. B. Michael Anderson
410-643-3787
410-490-5162

Contact for more info
captmike@missjocharters.com
 

www.MissJoCharters.com

Port:
Kent Island Kent Point Marina

Small Groups (Minimum 4 - Maximum 6) Cruises Tours
Fishing Locations: Maryland. Mid Bay, Annapolis, South River, West River, Chesapeake Beach, Choptank River
 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Natural Light

Length: 38
Passengers:
Certifed for up to 12

 

Capt. Frank Updike
410-643-0588
410-978-0232

Contact for more info
info@naturallightcharters.com

www.naturallightcharters.com

Port:
Kent Island - Kentmorr



 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Rockaholic 

www.rockaholicfishing.com

Length: 42
Passengers:
6

 

Capt. Ron Jayne
410-648-5998

Contact for more info
info@rockaholicfishing.com

www.rockaholicfishing.com

Port:
Rock Hall



 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Sea Dux

Length: 40
Passengers:
6

Capt. Brian Councell
410-708-4241

Contact for more info
brian@councellcharters.com

Port:
Rock Hall
Kent Island-Kentmoor

 

Fishing Locations:
Maryland Eastern Shore 

 
 
 
  Southern Belle

 

Length: 38
Passengers:
29

 

Mike Sadler
410-643-1932
410-490-2168

Contact for more info
southernbellecharters@verizon.net

www.southernbellecharters.com

Port:
Kentmorr Mariuna

Rock Fishing and Corpora

 

Fishing Locations:
Maryland: Eastern Shore 

 
 
 
  Southpaw

Length: 37
Passengers:
6

 

Capt. Jeffrey Eichler
410-827-6676
410-490-1485

Contact for more info
info@fishingsouthpaw.com

www.fishingsouthpaw.com

Port:
Kent Island



 

Fishing Locations:
Maryland: Eastern Shore, Annapolis, Mid-Bay 

 
 
 

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