OK, well here's my latest function. I have even hard-coded some values out of testing frusteration.

       Public Function GetSearchItems(ByVal ModInfo As Entities.Modules.ModuleInfo) As DotNetNuke.Services.Search.SearchItemInfoCollection Implements DotNetNuke.Entities.Modules.ISearchable.GetSearchItems

            Dim SearchItemCollection As New SearchItemInfoCollection
            Dim colRidess As ArrayList = GetRides()
            Dim objRides As RidesInfo

            For Each objRides In colRidess

                Dim SearchItem As New SearchItemInfo
                SearchItem.Author = 1
                SearchItem.PubDate = Now
                SearchItem.ModuleId = ModInfo.ModuleID
                SearchItem.Title = ModInfo.ModuleTitle
                SearchItem.Description = "some description moo yup"
                SearchItem.Content = "moo hmm moo"
                SearchItem.SearchKey = "Ride_" & objRides.RideID
                SearchItem.GUID = System.Web.HttpUtility.HtmlDecode("Mid=" & ModInfo.ModuleID.ToString & "&RideID=" & objRides.RideID & "&ctl=View")
                SearchItem.ImageFileId = -1

                SearchItemCollection.Add(SearchItem)
            Next

            Return SearchItemCollection

        End Function

And here's the output from the test script (I only have 1 searchItem at the moment):

1 results found.

Title: Rides
GUID: Mid=413&RideID=3&ctl=View
Date: Thursday, May 21, 2009
Description: some description moo yup
Content: moo hmm moo

Not sure, is there an easy way to tell? I haven't adjusted the default settings.

Will do.