Five-Day City Experiences and Foodie Rail/Train Trip in Milan, Venice, Florence, and Pisa

Day 1: Exploring Milan

Milan, Italy

8:00AM

Breakfast at Pasticceria Marchesi

Start your day with delicious pastries and coffee at this historic bakery in Milan.
€10, 1 hour

10:00AM

Visit the Duomo di Milano

Marvel at the intricate Gothic architecture of Milan's iconic cathedral.
€3 (to go up to the terraces), 2 hours

1:00PM

Lunch at Luini Panzerotti

Try the famous fried panzerotti, a traditional Milanese street food.
€8, 1 hour

3:00PM

Explore the Galleria Vittorio Emanuele II

Shop at luxury boutiques and admire the stunning architecture of this historic shopping arcade.
Free to explore, 2 hours

6:00PM

Dinner at Trattoria Milanese

Indulge in authentic Milanese cuisine at this cozy restaurant.
€25, 2 hours

Day 2: Venice Exploration

Venice, Italy

8:00AM

Breakfast at Pasticceria Tonolo

Enjoy freshly baked pastries and coffee at this charming bakery in Venice.
€7, 1 hour

10:00AM

Visit St. Mark's Square and Basilica

Explore the heart of Venice and admire the beautiful Byzantine architecture of the basilica.
€5 (to enter the basilica), 2 hours

1:00PM

Lunch at Osteria alle Testiere

Savor fresh seafood and traditional Venetian dishes at this cozy restaurant.
€30, 1.5 hours

3:00PM

Gondola Ride on the Canals

Experience the magic of Venice with a serene gondola ride through the picturesque canals.
€80, 1 hour

6:00PM

Dinner at Trattoria Antiche Carampane

Enjoy a delightful dinner of Venetian specialties at this acclaimed restaurant.
€40, 2 hours

Day 3: Cultural Delights in Florence (Day 1)

Florence, Italy

8:00AM

Breakfast at La Menagere

Start your day with a stylish breakfast in a trendy Florentine setting.
€15, 1 hour

10:00AM

Explore the Uffizi Gallery

Admire masterpieces by Renaissance artists in one of the most renowned art museums in the world.
€20, 3 hours

1:00PM

Lunch at All'antico Vinaio

Taste delicious Tuscan sandwiches at this popular eatery loved by locals and tourists alike.
€8, 1 hour

3:00PM

Visit Palazzo Vecchio and Piazza della Signoria

Immerse yourself in Florence's history and art at this iconic palace and square.
€10 (to enter the palace), 2 hours

6:00PM

Dinner at Trattoria Sostanza

Enjoy traditional Florentine cuisine at this cozy trattoria known for its butter chicken.
€35, 2 hours

Day 4: Art and History in Florence (Day 2)

Florence, Italy

8:00AM

Breakfast at Caffe Gilli

Indulge in a classic Italian breakfast at this historic café near the Duomo.
€10, 1 hour

10:00AM

Visit the Accademia Gallery

See Michelangelo's famous statue of David and other masterpieces in this renowned museum.
€12, 2 hours

1:00PM

Lunch at Trattoria ZaZa

Enjoy a hearty Tuscan meal at this lively restaurant popular for its bistecca alla fiorentina.
€25, 1.5 hours

3:00PM

Explore the Boboli Gardens

Stroll through the beautiful gardens of the Pitti Palace and enjoy panoramic views of Florence.
€10, 2 hours

6:00PM

Dinner at Il Latini

Experience a true taste of Tuscany with a family-style dinner at this renowned trattoria.
€40, 2 hours

Day 5: Pisa Day Trip

Pisa, Italy

8:00AM

Breakfast at Pasticceria Lilli

Begin your day with delectable pastries and coffee near the Leaning Tower of Pisa.
€8, 1 hour

10:00AM

Visit the Leaning Tower of Pisa

Marvel at the iconic leaning tower and explore the surrounding Piazza dei Miracoli.
€18 (to climb the tower), 2 hours

1:00PM

Lunch at Ristorante Il Peperoncino

Enjoy authentic Italian dishes with a view of the tower at this charming restaurant.
€20, 1.5 hours

3:00PM

Explore Pisa Cathedral and Baptistery

Admire the stunning architecture of these medieval religious buildings in Piazza dei Miracoli.
€5 (to enter the cathedral), 2 hours

6:00PM

Dinner at Osteria dei Cavalieri

Indulge in a gourmet dinner at this elegant restaurant in the heart of Pisa.
€45, 2 hours