Annapolis Host & Sailing Adventures is a 1987 Hylas 45 Sailing (restored in 2025), based out of Arnold Maryland. It can take up to six guests.

Step aboard Tight Times Charters, a beautifully restored 1990 Kencraft Challenger Pilothouse, now better than ever after a 2023 upgrade. Departing from Edgewater, this versatile vessel welcomes up to six guests for memorable adventures on the water.

Experience an unforgettable adventure with Backlash Outdoor Adventures, a 2001 Parker 2520 Pilothouse, cruising out of beautiful Pasadena.

Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! Based in beautiful Edgewater, our 1993 Markley Custom vessel is your ticket to an exhilarating day on the water.

"The captain couldn’t have been more accommodating. We booked this boat for a family gathering and celebration of life for a deceased loved one." —⁠ Carolyn,

Experience an unforgettable adventure aboard Bay Hunter Charters, a spacious and well-equipped 45ft Downeast vessel based in Shady Side.

Set sail with Hallocks Grace Charters aboard the stunning 2002 Provincial 42 Downeast, docked in Shady Side, and experience the perfect blend of luxury, comfort, and adventure.

Climb aboard Burton Charters, Inc., a sleek and spacious 2000 Sea Ray 540 Cruiser, and experience the Chesapeake Bay in comfort and style.

"Jim, James and Kimberly were amazing. Everything was perfect…amazing boat, safe and friendly crew and a perfect tour of the lighthouse." —⁠ Brandy,

Experience the perfect blend of relaxation and adventure with Stella Charters, a modern and versatile 2018 Avalon Pontoon, based in Pasadena.

"We booked captain Eric for our annual girls trip weekend. Everything was perfect from start to finish." —⁠ MEGAN,

Set sail aboard the Ditch Hag, a beautifully restored 1980 Gene Travers 41ft Chesapeake Deadrise Downeast, based out of Baltimore.

Set sail on the Chasin Dreams Sportfishing, a stunning 1978 Ricky Scarborough Custom Carolina Sportfishing boat based out of Baltimore. Perfect for up to 6 guests, this boat promises an unforgettable adventure on the water.