It's more about knowing where trouble lies. Dont know the area but from other reports looks like you got miles of open sea. Having said all that, your boat is perfectly capable of doing this trip. I guess as others have written a bit more info on the boat and its history will be needed before any appropriate advice can be given. You could wait at Trent falls but that is for slow boats and not very nice to anchor, very isolated.
I moor near Newark and did Lowestoft and back last year.
The Legend's Gloryhole
The Tidal Trent is tricky so you will need Sission's Chart. I think there are about 20 forumites with boats in the lowestoft area and many more on the Broads. I'll have to have a word with David when I get home. Unless you have a great deal of experience of the Trent I would suggest you break the trip up Cromwell to Torskey Torskey to West Stockworth West stck to Grimsby Unless you split the trip you will need to navigate in very shallow water and risk numerous groundings. You also need to take account of slowing for narrow boats, canoes etc.