I ride an old mens single speed roadster bike with "coaster" brakes (pedal brakes) and have no problem riding it 5 miles has long as there are no really steep hills to climb. I also installed a front handbrake as it really improves stopping power if needed. My bike also has fenders and a rack too so I can carry stuff if needed. If your daily route is flat without a lot of steep hills I'd say the cruiser is the way to go. I love my bike for what it is, simple and comfortable to ride. My daily ride to work only takes 15 mins though but I use my bike for transportation and shopping so it gets used 7 days a week.

I'd also suggest trying your route on your day off just to see how long it takes and how your bike handles the ride.