Look for cheap leisure fares and other specials on Eurostar between Paris and London at www.eurostar.com as soon as you are sure of your dates. Eurostar is priced like an airline with a limited number of cheap seats available. Those sell out and it can get really pricy…

Not sure why you think overnight trains work best. For a 24 day trip, I would not plan on more than 4 overnight trains. Required reservations on overnight trains cost about the same as a dorm bed in a hostel, so the idea of saving lodging costs by taking overnight trains is usually overstated. You sometimes don’t get a good night’s sleep on an overnight train and arriving in a strange city at morning rush hour can be disorienting as 6:30 AM in a new city when it’s hard to find breakfast and most things don’t open until 9:00 or 10:00 isn’t a great start. Often what you really want is a shower and a nap and you won’t be able to check into your hostel until mid-afternoon.

What are your plans for 3 days in Vienna? I’d seriously look at cutting it for an extra day each in Paris, London and Prague — especially London, since you’ll lose time getting there and may have your last day entirely taken up with your flight home.

I have friends in Vienna that we can stay with, but I may cut it to 2 days.
Also, the trip planner is recommending we buy the 4 country youth pass.
Going from Italy—->Austria——>Czech——>Germany——>Netherlands——>France wouldn’t we need a 6 country pass technically? I know there’s only a 5 country pass, does this mean I just need to purchase the last ticket from Amsterdam ——> Paris as a separate ticket? The ticket would be $547 with Eurail for an 11 day pass and I wonder if 11 would be sufficient or if a 15 day would be necessary..
Thank you for all your advice so far!

The trip planner recommends a 5 day 5 country pass and point to point tickets in Czech Republic and perhaps Spain (depending on how you’re getting to Ibiza) as that will be cheaper than buying a more inclusive railpass. The recommended 5 country pass covers Netherlands (a point to point ticket between Paris and Amsterdam could be very expensive). Benelux (Belgium, Netherlands, Luxembourg) is considered one country and is one of your 5 countries. You do not need 11 rail days. As I recall you were planning to fly from Spain to Italy, so I see a max of 6 rail days and you could cut to 5 by buying a ticket from Vienna to Prague instead of using a day of the railpass plus buying the Czech portions of that ticket. You could spring the extra $33 for a 7 day pass without wasting too much money. I don’t know how you’re planning to get to Ibiza, but if you were planning train to Valencia to catch the ferry you’d need to buy that point to point ticket, too.

UK and The Eurostar train are not covered by any Eurail pass, so you’ll have to buy a Eurostar ticket to get from Paris to London.