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Rail to Ride: Zurich - St Moritz - Lugano - Milan

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8 Nights from $4,482*
* Sample price: priced within the past 7 days for a 5/17/2026 arrival, departing Chicago CHI (All Airports)(IL), US. Choose departure city, cabin and dates.

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This 8 night sample itinerary price includes:

  • Flight into Zurich and out of Milan
  • Hotel for 2 nights in Zurich
  • Train from Zurich to St Moritz
  • Hotel for 2 nights in St Moritz
  • Transfer from Hotel in St Moritz to Hotel in Lugano
  • Hotel for 2 nights in Lugano
  • Train from Lugano to Milan
  • Hotel for 2 nights in Milan

Switzerland, and Italy!. Combine Zurich (a pre-medieval and picturesque city full of intimate streets, museums, and set on a stunning lake. Zurich is famous for luxurious lifestyles, high-end shopping, and fancy chocolates) and St Moritz (a luxury alpine resort town in Switzerland’s Engadin valley) with a train. Continue by a transfer to Lugano (famous for its beautiful quasi-Mediterranean scenery, its Film Festival, and for being the residence of the Nobel Prize winner, Hermann Hesse), until finally, catch a train to cosmopolitan Milan (one of the fashion and high-tech capitals of the world; known for the majestic Duomo Cathedral and the dazzling Vittorio Emanuele II shopping arcade).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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