Don't know about the others on here but when I insured my boats, no one ever asked about my experience/courses, etc. BoatUS has some basic experience questions. Basically the questions focused on location of berth, areas you will be sailing, and whether or not the boat stays in the water year round.
Try BoatUS and I have used Ace and Foremost.
I just did a quote on a 1999 Catalina 34 to be berthed in Ventura with the least amount of experience choices:
Application#:3366868
Name:JOE SCHMO
Quote Date:9/15/2011Quote Valid Until:11/15/2011 Boat Year:1999Boat Length:34Builder:CATALINAHull ID Documentation #:Registration #:
Coverage Description
Coverage $Deductible $Boat and Boating Equipment (Agreed Hull Value) 75,000/750Boating Liability (Protection and Indemnity)
Property Damage/Bodily Injury
Provides coverage for third party property damage or bodily injury, caused by you or your boat for which you're found legally liable. 300,000
Fuel and Other Spill Liability
This additional liability covers unintentional discharge of oil or fuel that can occur in a sinking, fire, collision, grounding, etc. This "green coverage" is important now that federal and state law subject boaters to liability for cleanup, containment, and environmental damage. This coverage is provided
in addition to the policy's normal liability coveage. 854,400
Medical Payments -- Limit Each Accident
Covers out-of-pocket medical expanses for injuries occuring on board your boat.
1,000
Boat TrailerPersonal Effects
Coverage of non-boating related items you carry on board, such as cloting, cameras and fishing gear.
Uninsured Boaters Protection -- Limit Each Accident
Provides coverage for injuries caused by an accident that you are entitled to recover from the owner or operator of an uninsured boat or "hit-and-run" boat. 300,000
Commercial Towing Assistance - Each Incident/Annual Limit
Enables you to be reimbursed for the reasonable costs incurred when you breakdown at sea or on the road and need a commercial tow to port.
250/500
Total Premium 565.56
Credit No Loss 56.56
Net Annual Premium 509.00
Cruising Limits

There is no coverage outside of this area without Company's prior written permission)
U.S. PACIFIC COASTAL WATERS
Underwriting Company: THE CONTINENTAL CASUALTY COMPANY