1. Charter the Packet 420 "Pappy's Packet" Sailboat in Rock Hall, Maryland
  2. Charter the Packet 420 "Pappy's Packet" Sailboat in Rock Hall, Maryland
  3. Charter the Packet 420 "Pappy's Packet" Sailboat in Rock Hall, Maryland

Charter the Packet 420 "Pappy's Packet" Sailboat in Rock Hall, Maryland

Enjoy sailing the Chesapeake Bay on a fully equipped sailboat. Charter the 42ft "Pappy's Packet" for up to 8 people. Rates as low as $1224 per day (2-days minimum). Stove fuel, paper products and cleaning supplies are provided. The refrigerator will be chilled upon arrival.  Rates: • 2-day weekend $2448 • 3-day weekend $2714 • 4-day weekend $2930 • 5-day weekend $3147 • 3 day mid-week $2547 • Mid-week special $2886 • 7-day week $3996 * Charter fees include 11% sales and amusement taxes. * Mid-week Special: Noon Monday to Noon Friday (except holiday weekends). Security Deposit: • $3000 Rates subject to change without notice. What To Expect Onboard: The Island Packet 420 "Pappy's Packet"  is powered by 75 hp auxiliary diesel engine. It has double berth forward, double berth aft, double salon and comfortably accommodates up to 8 people. Specifications • L.O.A - 44' 7" • L.W.L - 37' 4" • Beam - 14' 3" • Draft - 4' 10" • Displacement - 30,000 lbs • Sail area - 1088 sq ft • Headroom - 6' 6" • Auxiliary diesel - 75 hp • Fuel tank - 140 gal • Water tank - 250 gal • Mast height - 61' • Holding tank - 45 gal Amenities • Bimini & Dodger • Cockpit Cushions • Swim Platform • Roller Furling Genoa • Roller Furling Staysail • Roller Furling Main • Self Tailing Winches • Bow Thruster • Electric Windlass • Hot & Cold Pressure Water • Heads with Showers (2) • Refrigerator & Freezer 12 Volt • Propane Stove/Oven • Microwave • AM/FM Stereo/CD with • 1/8 Mini Jack • VHF Radio/Autopilot • Depth Sounder/Wind/ • GPS Chartplotter • 12 Volt Outlet • Shore Power • Battery Charger • Coast Guard Safety • Equipment • Charts/Cruising Guide • Nav Tools • Binoculars • Hand Held Spotlight • First Aid Kid For more information regarding our charter, you may contact us.

Captain is not included.
Trip may require hiring additional qualified personnel.
8 guests
Cruising Monohull


Our company is located in Rock Hall, MD. We currently represent sailboats ranging in length from 30 to 50 feet. We are sailors ourselves and understand your concerns about chartering your boat to the public. Great care is taken as we process sailing resumes ensuring only qualified skippers with solid references are considered for potential chartering. Seventy five percent of our clientele are repeat customers with years of sailing experience and a great relationship with our company.

Features & Details

  • Life jackets/required safety gear
  • Galley Stove & Oven
  • Air Conditioning
  • Watersports Equipment
  • Cabin
  • Wheel steering
  • Bimini
  • Bow Thrusters
  • Inboard Engine
  • Autopilot
  • CD Player
  • Chart Plotter
  • Dinghy
  • Dodger
  • Single Engine
  • Fuel type: Diesel
  • Generator
  • Inverter
  • Berth
  • Furling Headsail
  • Furling Mainsail
  • Head

Approximate Location

You’ll get directions for the exact departure location when you make a booking inquiry.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 30 days prior.

Additional Terms & Information

The deposit is refundable (less a $75.00 cancellation fee) up to thirty days before your scheduled departure. If cancellation should occur within thirty days of scheduled departure, deposit less cancellation fee will only be refunded if a substitute booking is obtained. Frequently Asked Questions What qualifications are needed in order to charter a boat? Certification is not required. You should have a thorough understanding of boat systems, running rigging, navigation, boat handling & anchoring. If you require a refresher course or just a brush up please inquire at the time of booking your charter. If you would like to obtain ASA instruction/certification, Maryland School of Seamanship offers many courses for all skill levels. Will someone be available to answer any questions I might have regarding the vessel or navigating the area? Our representative will be available at 8am the morning of your charter to go over the vessel's systems and answer any questions that you might have. What are my responsibilities and fees incurred upon the return of the vessel I have chartered? The vessel should be topped off with diesel fuel (paid at fuel dock). The holding (waste) tank(s) must be pumped out ($5/tank). A general clean up including the removal of trash should be performed when you get back to your slip. Any anchor mud or drink spills should be washed off the deck. Are linens provided? For folks flying to the area, linens are available by request at a fee of $10.00 per set. Anyone driving to our area please remember to bring sheets, pillows and towels. Is there a coffee pot on board? All vessels are equipped with a stove top percolator. In addition a full compliment of galley ware is provided. What equipment is on board? All required USCG Safety Equipment/Navigation Chart/Cruising Guide/Nav Tools/ Binoculars/Traveling set of Dock Lines/Basic Tool Kit are provided. When am I able to board the vessel? You are allowed to board the vessel any time after 6pm the night before your charter. Night before boarding is not available for "mid-week specials". The boat will be unlocked and the slip assignments will be posted on our office door. What are the prevailing winds on the Chesapeake Bay? Although the direction can change with the weather, typically we have NE to NW in Spring and Fall and SSW during the Summer. Is there somewhere locally to purchase provisions? There is a well-stocked grocery store about one mile from the marina. They have a good selection of groceries including beer and wine. There is a small liquor store across the street from the grocery store. A larger ACME is located in Chestertown. What is a reasonable itinerary for a two or three-day charter? Ports within 4 to 6 hours of sailing from Rock Hall are Annapolis, Baltimore Inner Harbor, Kent Island and St.Michaels. Popular anchorages on the eastern shore north of Rock Hall are Still Pond and Fairlee Creek. South of Rock Hall: Grays Inn Creek, and Corsica River off the Chester River, Crab Alley Bay and Wye River are south of Kent Narrows. Western shore anchorages are Magothy River, Back Creek, Spa Creek, Severn River and South River. Will I need a dinghy? We seldom get requests for dinghies since most ports offer water taxi services. When anchoring, the shore line is privately or state owned and therefore not accessible.

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