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First time itinerary

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I am planning a 2 week trip to Switzerland next summer and rather than use a tour group I am wondering if I can do this on my own (with a little help from you Fodorites). My plan- fly into Milan, train up to Ticino region for 4-5 days(Lugano or Lucarno?) I hope to get some sun and get over my jet lag before hitting the Alps. Suggestions on hotel with best lakeside views? (Approximately $150 double?)Swiss Flexi Pass(???) for Bernina Express to St. Moritz. Hotel suggestion? Glacier Express from St.Moritz to Zermatt. (Hotel?) Swiss Mountain Peaks tour(Murren-Mt. Titlis-Schilthorn). Tops of Switzerland tour (Interlaken-Jungraujuch-Lucerne-Mt. Pilatus). Is this possible? Open to suggestions. Where would you spend the most time? Thanks for your input.

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