Charter the 40ft "Rum Bob" Catalina Sailboat in Rock Hall, Maryland

Cruising Monohull
39 ft
6 Guests

About This Boat

Enjoy the Chesapeake Bay by boat! Charter the 40ft "Rum Bob" Catalina Sailboat for up to 8 people. Rates as low as $915 per day (2 days minimum). The refrigerator will be chilled upon arrival. Stove fuel, paper products and cleaning supplies are provided. 


• 2-day weekend $1830
• 3-day weekend $2098
• 4-day weekend $2313
• 5-day weekend $2530
• 3 day mid-week $1930
• Mid-week special $2013
• 7-day week $2963

* Charter fees include 11 % sales and amusement taxes.
* Mid-week Special: Noon Monday to Noon Friday (except holiday weekends).

Security Deposit

• $2000

Rates subject to change without notice.

What To Expect Onboard:

Our "Rum Bob" is a Catalina 400 Sailboat is powered by 42 hp outboard engine and has two double cabins that can accommodate 6 to 8 people. This boat has all the amenities you're looking for and fully equipped with navigational, electronics and safety equipment.


• L.O.A - 39 10"
• L.W.L - 32' 5"
• Beam - 13' 6"
• Draft - 5' 3"
• Displacement - 19.500 lbs
• Sail area - 719 sq ft
• Headroom - 6' 9"
• Auxiliary diesel - 42 hp
• Fuel tank - 36 gal
• Water tank - 102 gal
• Mast height - 58'
• Holding tanks - 20 gal.(2)


• Bimini & Dodger
• Cockpit Table
• Tramsom Boarding Ladder
• Swim Platform
• Roller Furling Genoa
• Mainsail with Dutchman
• Self Tailing Winches
• Electric Main Halyard Winch
• Hot & Cold Pressure Water
• Heads with Showers (2)
• Refrigeration/NO FREEZER
• Air Conditioning/Heat
• Propane Stove/Oven
• Microwave
• AM/FM Stereo/CD
• VHF Radio/
• Depth Sounder/Wind Inst.
• Garmin GPS/ Chartplotter
• Shore Power 30 Amp
• Battery Charger/Inverter
• Coast Guard Safety
• Equipment
• Charts/Cruising Guide
• Nav Tools
• Binoculars
• Hand Held Spotlight
• Hatch Screens/Wind Scoop
• First Aid Kid

For more information regarding our charter, you may contact us.


  • Type: Cruising Monohull
  • Capacity: 6 People
  • Make Model: Catalina 400
  • Rental Minimum: 2 days
  • Length: 39 ft
  • Cancellation: Full Refund 30 Days Prior

Rental Requirements

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 complement 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. 


  • Life jackets/required safety gear
  • 2 Cabins
  • Wheel steering
  • Bimini
  • Inboard Engine
  • Chart Plotter
  • Dodger
  • Single Engine
  • Fuel type: Diesel
  • Galley Stove & Oven
  • Berth
  • Air Conditioning
  • Furling Headsail
  • 2 Heads

More Images

More Catalina 400 images

Meet Jacqueline David

Jacqueline David

From Rock Hall

Member Since Jun 2016

Contact Owner
Request to Book Jacqueline David