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Winter Italian and Swiss Highlights: Boston to Milan with Stops in Zermatt, Rome, and Venice

Viewed by 92 travelers

Day 1: Arrival and Relax

Milan, Italy on February 4, 2025

10:00am

Flight from Boston to Milan

Depart Boston Logan International Airport for a direct or 1-stop flight to Milan Malpensa Airport.
Included with airfare, 8h0m

7:00pm

Check-in and Dinner

Check into a centrally located hotel near Milan city center. Have dinner at Trattoria Milanese, open until 10:30pm, serving classic Milanese dishes like risotto alla Milanese.
EUR40, 1h30m
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Day 2: Explore Milan

Milan, Italy on February 5, 2025

8:30am

Breakfast at Panificio Pattini

Enjoy fresh pastries and espresso at this traditional bakery open from 7:00am.
EUR10, 1h

9:30am

Visit Duomo di Milano

Explore this iconic Gothic cathedral and its rooftop terraces, open 9:00am–7:00pm, offering stunning city views.
EUR15, 2h

12:00pm

Lunch at Luini

Try the famous panzerotti at Luini near Duomo, great for a quick and delicious lunch, open till 7:30pm.
EUR8, 1h

2:00pm

Visit Sforza Castle

Explore museums and art collections inside the castle. Open 9:00am-5:30pm.
EUR10, 2h

6:00pm

Prepare for Feb 6 event

Relax and dress for the next day’s event in Milan.
Free, 2h

7:30pm

Dinner at Osteria del Binari

Enjoy traditional Milanese cuisine with a cozy atmosphere, open until 11:00pm.
EUR50, 1h30m
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Day 3: Milan Event Day

Milan, Italy on February 6, 2025

7:30am

Breakfast at hotel

Enjoy breakfast at your hotel for convenience before the event.
Included, 1h

9:00am

Event in Milan

Attend the important event scheduled for this day in Milan.
Included, 8h

6:00pm

Light dinner nearby

Have a light meal or aperitivo after the event at Eataly Smeraldo, open till 10:00pm.
EUR30, 1h
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Day 4: Travel to Zermatt

Zermatt, Switzerland on February 7, 2025

8:00am

Breakfast at hotel in Milan

Start the day with a good breakfast to prepare for travel.
Included, 1h

9:00am

Train to Zermatt

Take the train from Milan Centrale to Zermatt (approx 4h30m), enjoying scenic views crossing into Switzerland.
CHF50-80, 4h30m

2:00pm

Check-in and Lunch

Arrive in Zermatt, check into your hotel and have lunch at Restaurant Whymper-Stube, known for Swiss specialties.
CHF30, 1h30m

4:00pm

Explore Zermatt village

Walk around the car-free village, enjoy shops and views of the Matterhorn.
Free, 2h

7:00pm

Dinner at Chez Heini

Dine at this popular local spot serving authentic Swiss dishes, close by and open till 9:30pm.
CHF50, 1h30m
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Day 5: Alpine Adventure

Zermatt, Switzerland on February 8, 2025

7:30am

Breakfast at hotel

Enjoy a hearty breakfast before a day outdoors.
Included, 1h

9:00am

Matterhorn Glacier Paradise

Take the cable car up to the highest cable car station in Europe at 3,883m, open 8:00am-5:00pm, for spectacular panoramic views.
CHF100, 4h

1:00pm

Lunch at Glacier Restaurant

Eat at the restaurant with amazing views on the glacier.
CHF40, 1h

3:00pm

Visit Gornergrat

Ride the cog railway for views of multiple 4,000m peaks including the Matterhorn. Open 8:00am-6:00pm.
CHF95, 3h

7:30pm

Dinner at Restaurant Schäferstube

Enjoy traditional Swiss fare in a cozy alpine atmosphere.
CHF60, 1h30m
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Day 6: Return to Milan

Milan, Italy on February 9, 2025

8:00am

Breakfast and check-out

Breakfast at the hotel before checkout and train ride back.
Included, 1h

9:00am

Train to Milan

Return train journey from Zermatt to Milan, approx 4h30m.
CHF50-80, 4h30m

2:00pm

Lunch near Milan Centrale

Enjoy a casual lunch at Eataly Milano Centrale, open 10:00am-11:00pm.
EUR30, 1h

3:30pm

Free afternoon

Relax in Milan and prepare for the event coming up on Feb 11.
Free, 3h

7:30pm

Dinner at Langosteria

Have a refined seafood dinner at Langosteria Open until 11:00pm.
EUR60, 1h30m
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Day 7: Day in Milan

Milan, Italy on February 10, 2025

8:00am

Breakfast at Pavé

Enjoy artisanal pastries and coffee in this popular local café.
EUR15, 1h

9:30am

Visit Pinacoteca di Brera

Explore Milan’s premier art gallery open 8:30am–7:15pm, showcasing Italian Renaissance art.
EUR15, 2h

12:00pm

Lunch at Ristorante Nabucco

Enjoy traditional Milanese dishes in Brera district, open until 3:00pm.
EUR40, 1h30m

2:00pm

Walk Through Galleria Vittorio Emanuele II

Visit Italy’s famous historic shopping arcade, enjoy the architecture and shops.
Free, 1h

4:00pm

Relax at hotel

Prepare for the Feb 11th event in Milan.
Free, 3h

7:30pm

Dinner at Ratanà

Dine on modern Milanese cuisine in a stylish setting, open until 11:00pm.
EUR55, 1h30m
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Day 8: Milan Event Day

Milan, Italy on February 11, 2025

7:30am

Breakfast at hotel

Enjoy a convenient breakfast before the event.
Included, 1h

9:00am

Event in Milan

Attend your scheduled event in Milan for the day.
Included, 8h

6:00pm

Dinner at Il Salumaio di Montenapoleone

Have dinner at this elegant Milanese restaurant, open until 11:00pm.
EUR70, 1h30m
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Day 9: Travel to Rome

Rome, Italy on February 12, 2025

7:30am

Breakfast and check-out

Eat breakfast and check out of your hotel.
Included, 1h

8:30am

Train from Milan to Rome

Take a high-speed train (Frecciarossa) from Milan Centrale to Roma Termini, approximately 3h per trip.
EUR50-100, 3h

12:00pm

Check-in and Lunch

Check into your Rome hotel and have lunch at Trattoria Vecchia Roma, serving classic Roman cuisine.
EUR35, 1h30m

2:30pm

Visit Colosseum and Roman Forum

Explore ancient Rome’s iconic landmarks, attractions open 9:00am–7:00pm.
EUR18, 3h

6:00pm

Evening walk at Piazza Navona

Stroll around this lively square, enjoy fountains and street artists.
Free, 1h

7:30pm

Dinner at Da Enzo al 29

Dine on authentic Roman dishes in Trastevere neighborhood, open until 11:00pm.
EUR40, 1h30m
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Day 10: Rome Sights

Rome, Italy on February 13, 2025

8:00am

Breakfast at Roscioli Caffè

Start the day with great coffee and freshly baked goods in the city center.
EUR15, 1h

9:30am

Vatican Museums and Sistine Chapel

Visit the world-renowned museums and Sistine Chapel, open 9:00am-6:00pm (last entry 4:00pm).
EUR28, 3h

1:00pm

Lunch near Vatican at Pizzarium Bonci

Enjoy gourmet pizza by the slice from a popular local pizzeria.
EUR15, 1h

2:30pm

Visit St. Peter’s Basilica

Explore this magnificent basilica, open 7:00am-7:00pm with free entrance; consider climbing the dome for a fee.
EUR10 (dome climb), 2h

5:00pm

Relax at Piazza di Spagna

Visit the Spanish Steps and surrounding shopping streets.
Free, 1h

7:30pm

Dinner at Armando al Pantheon

Traditional Roman cuisine near Pantheon, open until 10:30pm.
EUR50, 1h30m
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Day 11: Travel to Venice

Venice, Italy on February 14, 2025

7:30am

Breakfast and check-out

Enjoy breakfast and prepare for departure to Venice.
Included, 1h

8:30am

Train from Rome to Venice

Take a high-speed train from Roma Termini to Venezia Santa Lucia, approximately 3h55m travel.
EUR50-100, 3h55m

1:00pm

Check-in and lunch

Check into your Venice hotel and have lunch at Trattoria Al Gazzettino, known for Venetian specialties.
EUR40, 1h30m

3:00pm

St. Mark’s Square and Basilica

Visit Piazza San Marco and the stunning basilica, open 9:30am–5:00pm.
Basilica free, museum EUR5, 2h

5:30pm

Walk along the Grand Canal

Enjoy the iconic views and architecture along Venice’s main waterway.
Free, 1h

7:30pm

Dinner at Osteria alle Testiere

Experience fresh seafood in an intimate setting, reservation recommended.
EUR75, 1h30m
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Day 12: Venice and Departure

Venice to Milan, Italy on February 15, 2025

8:00am

Breakfast at hotel

Have a relaxed breakfast before your journey back.
Included, 1h

9:30am

Visit Doge’s Palace

Tour the historic palace, open 9:00am-7:00pm, with amazing art and architecture.
EUR25, 2h

12:00pm

Lunch at Cantina Do Spade

Enjoy casual Venetian cicchetti and wine, open midday.
EUR20, 1h

1:30pm

Train to Milan

Take the train back to Milan Malpensa or Centrale for your flight home, approx 2h45m.
EUR50-70, 2h45m

5:00pm

Arrive Milan and transfer to Airport

Transfer to Milan Malpensa Airport for evening flight back to Boston.
EUR15, 1h
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