My wife makes decisions on the cool factor…way too much…My wife hated it until I took our son on his first ride when he was 2. It was just me and him so I set up my phone to record him. When she heard him laugh, she’s been in the Jeep with us since. She likes it enough we’ve done some logging trails and old creek beds with our daughter since she’s 6 months old.
Bring what you need for mimosas, have somewhere nice to go at the end of the trail as mentioned above.
Look cool, always know where you are. Even if you don’t know where you are, still look cool.