No, they will not fit in the bed of a truck. The reason is that the outboards are too long and will not fit in the bed of a truck.

some important things to know
If you are looking to haul two outboards, it is important to know the size and weight of the outboards, as well as the size and weight of your truck. Most full-size trucks can haul two outboards, but it is important to check the specifications to be sure.
Let’s read Some FAQs
1. What size truck bed do you need to fit two 300 outboards?
8 foot truck bed should fit two 300 outboards.
2. How much weight can a truck bed hold with two 300 outboards?
That’s your payload carrying capacity! For example, if your vehicle has a GVWR of 9,000 pounds and weighs 5,000 pounds empty, its payload capacity is 4,000 pounds. Your vehicle can carry 4,000 pounds of passengers and goods.
3. What are the dimensions of a 300 outboard?
Short shaft outboards are typically 15 inches long, long shaft outboards are 20 inches long, and extra-long outboards are 25 inches long.
Final Word
If you are considering purchasing two 300 outboards, you may be wondering if they will fit in the bed of your truck. The answer is yes, two 300 outboards will fit in the bed of a truck, provided the truck has a long enough bed. You will need to measure the length of your truck bed to be sure, but most standard truck beds are long enough to accommodate two outboards.