That looks like the Martin Mariner (Revell?) on the left, and the Supermarine Stranraer (right) that I'm fairly sure is a Matchbox kit for the two amphibious seaplanes.
I see the Lindberg Monitor and Merrimack ironclads.
The Dragon Morser Karl & transporter in 1:144 scale.
The Airfix Pe-2 is the darker twin-engine plane, and behind it is a DC-3 in silver.
Blue and white car looks like the Camero SS, orange one I can't really tell. Kinda looks like a Datsun, but that is just a guess.
I will not attempt either sailing vessel.