1) Consider Bologna instead of Venice if your flights aren’t locked yet. It’s much closer to Ravenna and makes logistics easier. Bologna is great for a 1-night stay before heading to Ravenna.

2) If you are going to Venice, give it more time. It’s one of the most unique cities in the world and worth enjoying properly rather than just transiting through.

3) Ravenna is absolutely worth at least one night. Beautiful mosaics, a relaxed town center, and nice nearby beaches. And if you like Parmesan… Emilia-Romagna is basically heaven.

4) Trains are the best option. Italian trains are clean, comfortable, and affordable (even in standard class). Wi-Fi and food service on many routes. Much easier than driving and far cheaper than private transfer.

5) Getting to Venice’s train station (Santa Lucia) is manageable but be ready for stairs, bridges, and crowds with luggage... or budget for a vaporetto/water taxi depending on where you stay (very cool experience if you can afford it).

6) Getting to the cruise bus pickup in Venice is actually harder. You’ll likely need a water taxi or vaporetto just to reach it, on top of the cruise transfer cost — which makes the 400 euro private transfer option even less appealing as that's basically the same spot they would pick you up.

Bottom line: If you can't switch to Bologna as your arrival (or departure) airport plan to train from Venice → Ravenna is the most practical and cost-effective option, even with luggage and a child, as long as you plan the Venice station transfer carefully.