Chesapeake Boats
Crisfield MD
Chesapeake Boats was established by David Mason in 1997 and was active when destroyed by fire in 2016.
| O/N | Name | Customer | Type | GT | LOA | Built | Notes | |
| 1998-3 | 1084731 | Rat Ark | recreational | 20 | 48 | 1998 | ||
| 1998-4 | 1076326 | Sneaky Pete | fishing boat | 16 | 45 | 1998 | ||
| 1999-1 | 1082797 | Worm | passenger | 18 | 45 | 1999 | ||
| 1999-2 | 1083710 | Brooks-Hooks | passenger | 20 | 48 | 1999 | expired | |
| 1999-3 | 1089561 | Miss Grace | Ches. Fishing Unlimited | passenger | 16 | 46 | 1999 | |
| 1999-4 | 1091615 | R and R | Ryan Marine Inc | passenger | 25 | 48 | 1999 | |
| 2000-1 | 1095689 | Keeper of The Sea | Blackwater Paddle and Pedal | passenger | 17 | 46 | 2000 | |
| 2000-2 | 1101238 | Fools Gold | passenger | 13 | 46 | 2000 | ||
| 2000-3 | 1097204 | Stormy Petrel | Brian Patteson Inc | passenger | 21 | 48 | 2000 | NLD |
| 2001-1 | 1110483 | Monomoy | Hyannis Fishing Corp. | passenger | 18 | 46 | 2001 | |
| 2001-2 | 1110130 | Tortuga | passenger | 21 | 50 | 2001 | Case Pending | |
| 2001-3 | 1119283 | My Half | recreational | 20 | 48 | 2001 | expired | |
| 2001-4 | 1119992 | Fish'N Party II | fishing boat | 20 | 48 | 2001 | ||
| 2002-2 | 1128148 | John Jack | fishing boat | 21 | 51 | 2002 | ||
| 2002-3 | 1127245 | Jennifer-Ann | passenger | 20 | 48 | 2002 | ||
| 2002-4 | 1127488 | Sawyer | passenger | 20 | 48 | 2001 | ||
| 2002-5 | 1128491 | Debra Christine | passenger | 10 | 42 | 2001 | NLD | |
| 2002-6 | 1129882 | Island Rover | City of New Haven | passenger | 40 | 51 | 2002 | |
| 2002-7 | 1132593 | Allison Rae | fishing boat | 20 | 48 | 2002 | Case Pending | |
| 2003-1 | 1142288 | Jessie Girl | Chesapeake Bay Sport Fishing, LLC | passenger | 20 | 48 | 2003 | |
| 2003-2 | 1145223 | Seasue | recreational | 18 | 45 | 2003 | ||
| 2003-3 | 1170638 | Miss Cohansey | passenger | 20 | 48 | 2003 | ||
| 1150673 | Hopium | J & H Yachts LLC | recreational | 38 | 58 | 2004 | ||
| 2004-1 | 1157545 | Capt. Buddy | passenger | 36 | 54 | 2004 | ||
| 2004-2 | 1161268 | Duckaneer | Pirate Ventures Inc | passenger | 24 | 54 | 2004 | |
| 2004-3 | 1164290 | Taiwan Lady | recreational | 20 | 48 | 2004 | ||
| 2005-1 | 1179955 | Wild Goose | passenger | 18 | 46 | 2005 | ||
| 2005-2 | 1173426 | Stray Cat | passenger | 23 | 48 | 2005 | ||
| 2006-1 | 1176317 | Heron | Tideline Marine Group Inc | passenger | 24 | 52 | 2005 | |
| 2006-2 | 1189366 | Reelin' Time | passenger | 19 | 46 | 2006 | ||
| 2006-3 | 1191320 | Anger Management | recreational | 9 | 34 | 2006 | no Operation | |
| 2006-4 | 1185331 | Osprey | Tideline Marine Group Inc | passenger | 24 | 52 | 2006 | |
| 2006-5 | 1185257 | Miss Beach Haven | passenger | 42 | 64 | 2006 | ||
| 2006-6 | 1193947 | lost Boys | recreational | 11 | 38 | 2006 | expired | |
| 2006-7 | 1193485 | Heritage | passenger | 18 | 46 | 2006 | ||
| 2007-1 | 1197401 | Bay Princess | passenger | 39 | 65 | 2007 | ||
| 2007-2 | 1198778 | Southern Comfort IV | Southern Comfort Charter Services LLC | passenger | 20 | 48 | 2007 | |
| 2007-3 | 1198722 | lobster Roll | lobster Roll Cruises LLC | passenger | 25 | 55 | 2007 | |
| 2007-4 | 1204260 | Lulu | Lulu, Inc. | passenger | 16 | 42 | 2007 | |
| 2007-4 | 1205294 | Sea Mistress | recreational | 9 | 35 | 2007 | NLD | |
| 2007-5 | 1207330 | Bubblehead | recreational | 20 | 48 | 2007 | ||
| 2008-1 | 1210053 | Judith Ann | Miss Judith Ann LLC | passenger | 34 | 65 | 2008 | |
| 2008-2 | 1210058 | Fearless | Pirate Quest LLC | passenger | 23 | 52 | 2007 | expired |
| 2008-3 | 1215188 | Caribbean Dream | Ocean Dreams LLC | passenger | 20 | 48 | 2008 | |
| 2008-4 | 1215088 | Extreme | recreational | 20 | 48 | 2008 | expired | |
| 2008-6 | 1216127 | Majesty | Mayport Charter boat | passenger | 42 | 64 | 2008 | |
| 2008-7 | 1216421 | Two Goldens | recreational | 20 | 48 | 2008 | ||
| 2009-3 | 1221487 | Coastal Starr | recreational | 19 | 46 | 2009 | ||
| 2009-4 | 1222167 | Net Profits | Chesapeake Bay Sport Fishing LLC | passenger | 21 | 48 | 2009 | |
| 2009-5 | 1222967 | Reel Relief | recreational | 15 | 38 | 2009 | expired | |
| 2009-6 | 1224468 | Alabama Discovery | Marine Enviro Sciences Consortium | passenger | 42 | 64 | 2009 | |
| 2010-1 | 1226077 | Callinectes | Washington College | passenger | 18 | 46 | 2010 | |
| 2010-2 | 1227878 | Black Pearl | Black Pearl Pirate Adventure LLC | passenger | 26 | 54 | 2010 | |
| 2010-3 | 1229745 | Mary Elizabeth | recreational | 21 | 48 | 2010 | ||
| 2011-1 | 1233885 | lost Pearl | Agner Water Sports LLC | passenger | 34 | 65 | 2011 | |
| 2011-2 | 1236878 | Living On Island Time | Living On Island Time LLC | passenger | 30 | 60 | 2011 | |
| 2011-3 | 1237528 | Hungry Jack III | John A. Donahue | recreational | 18 | 46 | 2011 | |
| 2012-1 | 1239409 | Treasure Hunter | Blackbeard's Pirate Cruise | passenger | 27 | 54 | 2012 | |
| 2013-1 | 1246159 | Boomerang | Boomerang Boat Tours LLC | passenger | 27 | 54 | 2013 | |
| 2013-2 | 1249116 | Right Hook II | Right Hook Inc | passenger | 18 | 46 | 2013 | |
| 2013-3 | 1249227 | Scallywags | Presque Isle Boat Tours Inc | passenger | 27 | 54 | 2013 | |
| 2013-4 | 1247844 | Elizabeth Morris | Save The Bay Inc | passenger | 18 | 46 | 2013 | |
| 2014-1 | 1251618 | 2 Day | Grayum Norvell | passenger | 18 | 46 | 2014 | |
| 2014-2 | 1249758 | Carmen Lee | recreational | 18 | 46 | 2014 | later Lone Piranha | |
| 2015-1 | 1260008 | Boomerang Yacht | Boomerang Boat Tours LLC | passenger | 34 | 64 | 2015 | |
| 2015-2 | 1267562 | Relentless | pirate ship, LLC | passenger | 27 | 54 | 2016 | |
| 2016-1 | 1272156 | West Cove II | West Cove Lobster | tour boat | 26 | 50 | 2016 | |
| 2016-2 | 1273325 | Queen Anne's Revenge | ECP Entertainment | tour boat | 18 | 46 | 2016 |