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First Post, Lots of Questions

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Hey everyone i am brad (in case you didnt know that by my username haha). im happy to be here and have a load of questions. first the basic concept...

i will be traveling to europe alone for 3 weeks in december to get away from the US and explore. i have an idea of where i would like to go and the only real major questions i have are about transportation and lodging.

as of now i am just trying to bring this list down to maybe 11 cities but this is what i have for now... London is where im landing from the US and leaving to go back. the cities i would like to go to are Dublin, Oslo, Stockholm, Copenhagen, Amsterdam, Paris, Berlin, Prague, Budapest, Venice, Monte Carlo, Paris, and anywhere in Switzerland.

i was planning on taking the eurorail for almost all of my trip. as of now the only places i would be flying to are london to dublin and dublin to oslo. i planned to start using the train in oslo and taking the journey from there.

the only thing i know i want to do for sure is a glider flight around the swiss alps. so my first question is can anyone direct me to a place that would be able to take me up for a flight? as a pilot i think this would be a great way to see the alps.

with all that being said. my main question is of those cities, which (10-12 places) are good picks for a 28 year old guy who wants to explore new areas but also still wants to go out and drink and have a good time each night? how should i go about setting up lodging in each place? is there a website that i could essentially book, or at least plan, all my train tickets before i ever leave so i can plan each day out?

i know its a lot but this is the first time i am reaching out for some help because as of now i know how im getting to europe and that i want to buy a eurorail pass to help me get from place to place. other than those 2 things im a little lost haha. any and all help is greatly appreciated. feel free to let me know the cities you think would be most fun to visit. not really into museums but im not opposed to history and seeing some of the cool historical sights.

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