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I went on a similar trip. I went to Vienna, then Prague and Budapest. I arranged the whole thing myself using the Lonely Planet travel books. It was really easy -- I could make all reservations online anyway.
I recommend you check out Budapest. It was like Prague but less touristy and with Turkish baths.
I took a similar trip four years ago in October. We were lazy and went through an agent, but I think we could have done a better job on our own (she sent up this route that had us needlessly backtracking for a portion of the trip).
I'd recommend taking a day trip to Innsbruck, which is a beautiful small town tucked in the mountains, and/or also going to Salzburg.
we have also been to prague, budapest, vienna during a european backpacking trip. we did all the planning ourselves but we also stayed at hostels and took the train. i agree that you should go to budapest: we loved it so much more than vienna, which was really overdone & touristy. prague can be touristy too but there are SO many wonderful parts of the city that arent. If you can you fit Budapest in somewhere, even just 2 days- do the baths & visit the castle/ fisherman's bastions at sunset. it's just gorgeous. Setptember is a great time to travel in europe. Venice is also a wonderful city, and if youre going this yr, & are into architecture, there is an awesome event in venice called the biennale you cannot miss. seriously, you just cant. HAVE FUN!!
I used to live in Florence, Italy and would travel to all those places. It's so easy to find a hostel or a hotel + you get to poke around in places that you wouldn't normally to find a place...becomes an adventure...if thats what you want.
Yes, I also agree with piperbenjamin....Being an art student while in Italy, the Venice Biennale is definitely a must see...but hence the name, it's every two years. If you are there during that time, there's also the Venice Film Festival....oooh I miss Italy!
Have fun!
I have spent lots of time in both Prague and Vienna because my work is in that part of the world (archaeology) and would highly recommend both- beautiful, accessible cities with plenty to keep you busy! Everyone in both cities speaks English so not to worry about a language barrier, and because of that it's also easy to make the bookings yourself. If you are looking for a quaint, off the beaten track place to stay in Prague, I can't recommend highly enough a hotel called "Dum u velky boty"-- it's in the Mala Strana and is absolutely exceptional in every way.
the architecture biennale is during even years (2008) altho brideinla pointed out the art (and all the rest including music) were last yr.
http://www.labiennale.org/en/architecture/
the baths we went to in budapest:
http://www.budapest.com/thermal-wellness/budapest-szechenyi_bath.htm
I used to live in Prague and have travelled around to those areas you mentioned. It's beautiful there! I highly highly recommend you go to Cesky Krumlov if you are in the Czech Republic...it's like a condensed mini-Prague and one of the most picturesque places I've ever been. Also, Karlovy Vary is a spa town with mineral baths thats pretty cool. Both are easy to get to by train or bus from Prague's main terminal. Have fun and enjoy the pivo (beer) and knedliky (dumplings)!
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We are thinking about going to Prague, Vienna, then to Venice for our honeymoon. My FI is a jazz musician and has contacted clubs to play while we are there. Has anyone taken a similar trip? Did you use a travel agent or was it a DIY?