Itinerary for Italy-Switzerland-Spain Trip

Time of the year: May - June
Total No. of days: 16 (Including travel dates)

Visa: For Indian Citizens residing in USA apply for Schengen visa (covers visits to all 3 countries)            For American Citizens your US passport is good enough to enter (max stay 3 months)
Currency: Euro (Made Traveler's check and cashed out according to need)
High Level Itinerary:

May-Jun
19 Thu	Leave from SEA
20 Fri	Reach Milan @ 2:00 pm Piazza Del Duomo and Galleria Vittorio Emanuele II
21 Sat 21Sat	Milan-Tirano Tirano-Chur-Zurich (Scenic train Bernina) Piazza Del Duomo and Galleria Vittorio Emanuele II Tirano town Scenic train ride to Chur (Switzeland) Train from Chur to Zurich - reaches @ 8:00 pm
22 Sun	Zurich-Interlaken Rhine Falls Zurich town Train from Zurich to Interlaken - reach @ 7:00 pm Interlaken local walk around town
23Mon	Interlaken -  Jungfroujoch  -Interlaken - Zurich Train ride to Jungfroujoch (Most of the day) A little shopping @ Interlaken Train back to Zurich
24 Tue	Zurich-Lucerne-Zurich Rent a car and explore the outback Lucerne Car Return
25 Wed 25 Wed	Zurich-Milan Milan-Venice Most of the day in train Reach Venice @ 4:00 pm and explore a bit
26 Thu	Venice Rialto, St.Martin, Murano, Gondola ride Shopping Just enjoying the evening
27 Fri	Venice-Pisa-Rome Train from Venice to Pisa  Leaning tower of Pisa Train from Pisa to Rome reaches around 6:00 pm Spanish Steps and Trevi Fountain by night
28 Sat	Rome & Vatican Train to Vatican early morning reaches around 7:30 am Bus to Colosseum (2 connections) reaches around 12:00 pm Colosseum and around Spanish steps and Trevi Fountain by day
29 Sun	Rome-Sperlonga Train to Sperlonga Bus ride to inside the town reaches around 11:00 am Relax and enjoy the beach during the day Walk around the town/to the cathedral
30 Mon	Sperlonga-Rome-Barcelona (Only travel) Bus from town to Sperlonga station Train from Sperlonga to Rome Overnight train from Rome to Barcelona
31 Tue	Barcelona La Sagrada Familia The Magic Fountain of Montjuic (Font magica de Montjuic) Park Guell
1 Wed	Barcelona-Madrid The AVE Train ride from Barcelona to Madrid reaches at 4:00 pm Plaza Mayor
2 Thu	Madrid Royal Palace Gardens and Royal Palace Guards Madrid City tour (hop on bus) Plaza Mayor
3 Fri	Return

Bookings:

We used this website for getting our Rail travel Passports: http://www.eurorailways.com/index.html
We used the following website to check on timing, schedule and a few bookings: http://www.raileurope-world.com/plan-your-trip/faq/

We did all our train bookings online well in advance. At the train station we did have to go through confirmation before boarding though just to be safe. We had no problems or glitch anywhere.

This does not cover the local metro (subway) or buses. You will have to get those daily/weekly/monthly passed from local kiosk/train stations. They are not available online.