"Racing bikes" with fenders and a rack I'm new to the sport of cycling, although I have been biking as transportation for a few years. I'm a poor college student in possession of a hybrid bike, a Mongoose Crossway. I went into a local bikeshop and tried out the Trek Domane and was amazed by the feeling, which was like flying. I would love to bike something like the Seattle to Portland. Mostly I would like a bike with drop down handles and decent gears to help climb up hills.

My Dad (an immigrant from Europe) biked as his main source of transportation until his late twenties. When he was my age, a cyclist friend gave him a racing training bike (aluminum or possibly steel), which he used for all his practical and recreational purposes. He's adamant that I should have a similar experience.

He has offered my monetary assistance on two conditions.

1.) A road bike that is a 'racing bike'. He refuses to fund any sort of 'touring bike', such as the Trek 520.

2.) The bike must have fenders and a rack.

Having some trouble finding a racing bike with fenders and a rack. So far a bike I have found that matches the requirements is the Jamis Xenith Endura Elite Di2, but since I am new to the sport any guidance would be greatly appreciated!
The problem with nostagia is the n+1 rule. Bikes manufacturers have been on a never ending quest to make bikes more and more task specific. This means most "racing" bikes are not well suited to everyday transportation riding.

Modern "Race" Road Bikes

Mixing fenders and a rack with a modern road race bikes is like trying to get oil and water to mix. The frames often lack any sort of eyelets and depending on the material are largely incompatible with any sort of clamp, so adding a rack is largely out of the question. Carbon frames should not be clamped at all, and a race frame made of aluminium will be quite thin in parts now due to all the hydro-forming now used in modern frames making it incompatible to clamping as well.  Modern steel racing bikes are pretty rare now and usually custom built or frame only options.

Modern race bikes also have very aggressive postures compared to older "racing"  road bikes like your father likely rode. Even if you can add a rack, they will become unhinged with little added luggage weight and the aggressive position is not particularly comfortable for more moderate pacing.  (An aggressive position is typically only comfortable when you continually riding at a hard effort.)

Other Types of Modern Road Bikes

If a touring bike is what ever reason not an option, then try looking for other road categories often referred to as "road sport", "endurance road" or now "all road". These bikes will have a more upright position, which will make them more comfortable for everyday riding, and depending on the brand will likely have more tire clearance (good for running fenders) and eyelets mounting fenders and may also have an eyelet on the seat stay for mounting a rack (make sure to check, as some brands skip this feature). To the untrained eye these bikes will look very virtually identical to a racing bike.

Vintage

The other option is getting an older "racing bikes" like what your father had.  These tended to have fender eyelets (which can also be used for racks) to have more tire clearance for running fenders.  They were also largely steel which means the frame can be clamped for adding a rack when no eyelets exist. The shifting is robust but not as responsive as modern systems and the brakes tend to be subpar compared to modern brakes (rim/caliper or disc).

Components on a older bike can of course be updated.