Two-Week Italy and Germany Itinerary: Exploring Italian Gems to Frankfurt

Day 1: Arrival and Ancient Rome

Rome, Italy on November 25, 2025

9:00am

Breakfast at Roscioli Caffè

Enjoy a classic Italian breakfast with pastries and espresso in a traditional Roman café setting to start your day.
EUR10, 1h

10:00am

Colosseum and Roman Forum

Visit the iconic Colosseum, the largest ancient amphitheater, followed by a walk through the Roman Forum to explore ancient ruins and learn about Rome's history.
EUR18, 3h

1:30pm

Lunch at Trattoria Luzzi

Taste traditional Roman dishes like cacio e pepe in this cozy trattoria loved by locals.
EUR20, 1h

3:00pm

Pantheon and Piazza Navona

Explore the Pantheon, one of the best-preserved ancient Roman buildings, then stroll to the nearby Piazza Navona to enjoy beautiful fountains and street art.
Free entry, 2h

6:00pm

Dinner at Da Enzo al 29

Dine in one of Rome's best-loved spots for authentic Roman cuisine including carbonara and amatriciana.
EUR30, 1.5h

Day 2: Vatican and Historic Center

Rome, Italy on November 26, 2025

8:30am

Breakfast at Pasticceria Regoli

Sample fresh pastries and Italian coffee at this historic Roman bakery to gear up for a day at the Vatican.
EUR8, 1h

9:30am

Vatican Museums and Sistine Chapel

Explore the vast Vatican Museums, including the world-famous Sistine Chapel with Michelangelo’s masterpieces. Booking tickets in advance is strongly recommended.
EUR30, 3h

1:00pm

Lunch at Ristorante Arlù

Enjoy classic Roman and Italian dishes in a charming restaurant near the Vatican.
EUR25, 1h

3:00pm

St. Peter’s Basilica and Square

Visit the breathtaking St. Peter’s Basilica and the surrounding square, the heart of the Catholic world, open until 6:30pm.
Free, 2h

6:30pm

Dinner at Osteria delle Coppelle

Savor delicious Italian cuisine and wine in a lively atmosphere within walking distance of the Vatican.
EUR35, 1.5h

Day 3: Travel to Florence and Explore

Florence, Italy on November 27, 2025

8:00am

Train to Florence

Take a high-speed train from Rome Termini to Florence Santa Maria Novella station, approximately 1.5 hours journey.
EUR40, 1.5h

10:00am

Breakfast at Pasticceria Nencioni

Enjoy fresh pastries and cappuccino to start your day in Florence’s historic center.
EUR8, 1h

11:00am

Visit the Duomo and Baptistery

Explore the Cathedral of Santa Maria del Fiore, climb the dome for panoramic views, and visit the Baptistery known for its stunning bronze doors.
EUR20, 2.5h

2:00pm

Lunch at Trattoria Mario

Feast on traditional Tuscan fare in a lively, no-frills eatery popular with locals.
EUR20, 1h

3:30pm

Uffizi Gallery

Spend the afternoon admiring one of the most important art museums in Italy, home to works by Botticelli, Leonardo da Vinci, and Michelangelo. Buy tickets in advance.
EUR25, 3h

7:00pm

Dinner at La Giostra

Experience elegant Tuscan cuisine in a romantic setting with an excellent wine list.
EUR45, 1.5h

Day 4: Florence to Venice

Venice, Italy on November 28, 2025

8:30am

Breakfast at Caffè Gilli

Enjoy a delightful Italian breakfast in one of Florence’s oldest cafes en route to Venice.
EUR10, 1h

10:00am

Train to Venice

Travel by train from Florence to Venice Santa Lucia station, approximately 2 hours and 15 minutes journey.
EUR35, 2h 15m

12:30pm

Lunch at Osteria al Mascaron

Dive into Venetian cuisine with fresh seafood and local specialties near the Grand Canal.
EUR30, 1h

2:00pm

Explore St Mark’s Square and Basilica

Discover the grandeur of Piazza San Marco with its basilica, clock tower, and museums. Basilica opens until 5pm.
Free entry to square; EUR3 for basilica museum, 2h

4:30pm

Gondola Ride

Take an iconic gondola ride through Venice’s canals for a unique perspective of the city. Best before sunset, approx. 30-40 minutes.
EUR80, 0h40m

6:30pm

Dinner at Trattoria alla Madonna

Enjoy classic Venetian dishes like risotto al nero di seppia in this traditional trattoria.
EUR40, 1.5h

Day 5: Venice Cultural Day

Venice, Italy on November 29, 2025

8:30am

Breakfast at Pasticceria Tonolo

Start your day with Venetian pastries and espresso at this beloved local pastry shop.
EUR8, 1h

9:30am

Doge's Palace Tour

Visit the historic palace that was once the seat of government in Venice, featuring grand chambers and the Bridge of Sighs. Opens at 9am.
EUR25, 2.5h

12:30pm

Lunch at Antiche Carampane

Sample fresh seafood in an authentic Venetian atmosphere away from the main tourist areas.
EUR35, 1h

2:00pm

Peggy Guggenheim Collection

Explore modern art masterpieces in Peggy Guggenheim’s former home on the Grand Canal. Open until 6pm.
EUR15, 2h

5:00pm

Leisurely Canal Walk

Stroll along the quieter canals, discovering hidden gems and enjoying a coffee at a canal-side café.
Free, 1h

7:00pm

Dinner at Osteria Bancogiro

Dine with views of the Grand Canal and enjoy Venetian specialties with fresh ingredients.
EUR40, 1.5h

Day 6: Travel to Milan

Milan, Italy on November 30, 2025

8:00am

Breakfast at Pasticceria Rosa Salva

Before departing Venice, enjoy a light breakfast at this historic pastry shop known for its delicious sweets.
EUR8, 1h

9:30am

Train to Milan

Travel by train from Venice to Milan Centrale, approximately 2 hours and 30 minutes journey.
EUR35, 2h 30m

12:00pm

Lunch at Luini Panzerotti

Enjoy famous Italian panzerotti, delicious fried pastries filled with cheese and tomato, perfect for a quick but tasty meal.
EUR10, 0h45m

1:00pm

Visit Milan Cathedral (Duomo)

Tour the stunning Gothic cathedral with option to climb to the rooftop for panoramic city views. Cathedral open until 7pm.
EUR15, 2h

3:30pm

Galleria Vittorio Emanuele II

Explore this elegant 19th-century shopping arcade with trendy shops and cafés, a great place for coffee and people watching.
Free, 1h

5:00pm

Sforza Castle

Visit the historic castle with museums and beautiful grounds; closes at 5:30pm so be sure to arrive early.
EUR10, 1h

7:00pm

Dinner at Ristorante Nabucco

Savor refined Milanese dishes like ossobuco in this traditional yet elegant restaurant in the Brera district.
EUR50, 1.5h

Day 7: Milan Museums and Art

Milan, Italy on December 1, 2025

8:30am

Breakfast at Marchesi 1824

Indulge in a refined breakfast experience at one of Milan’s oldest pastry shops.
EUR15, 1h

9:30am

Pinacoteca di Brera

Spend the morning admiring a prestigious collection of Italian paintings from the 14th to 20th centuries. Museum opens at 8:30am.
EUR12, 2.5h

12:30pm

Lunch at Eataly Smeraldo

Enjoy a variety of Italian dishes in this upscale food hall featuring regional specialties and fresh products.
EUR25, 1h

2:00pm

Santa Maria delle Grazie and The Last Supper

View Leonardo da Vinci’s The Last Supper fresco; reservations must be made well in advance. Church closes at 7pm.
EUR15, 1h

3:30pm

Leisure in Parco Sempione

Relax or take a walk in Milan’s large central park behind Sforza Castle, enjoying the peaceful atmosphere.
Free, 1h

7:00pm

Dinner at Il Luogo di Aimo e Nadia

Experience Michelin-starred modern Italian cuisine with a creative twist for an unforgettable meal.
EUR90, 2h

Day 8: Travel to Frankfurt

Frankfurt, Germany on December 2, 2025

8:00am

Breakfast at Hotel or Local Café

Have a relaxed breakfast before traveling to Frankfurt.
EUR15, 1h

10:00am

Flight to Frankfurt

Take a morning flight from Milan to Frankfurt Airport, approximately 1.5 hours. Check flights early for best fares.
EUR80, 2h including airport time

12:30pm

Lunch at Kleinmarkthalle

Explore Frankfurt’s famous indoor market with many food stalls to try local and international delicacies.
EUR20, 1h

2:00pm

Römerberg and Historic Old Town

Visit Frankfurt’s charming old town square with medieval buildings, historical sights, and cozy cafes. Shops generally open until 6pm.
Free, 2h

5:00pm

Main Tower Observation Deck

Enjoy panoramic city views from the skyscraper’s observation deck, open until 9pm.
EUR9, 1h

7:30pm

Dinner at Apfelwein Wagner

Experience traditional Frankfurt cuisine and taste the famous apple wine in a rustic atmosphere.
EUR30, 1.5h

Day 9: Frankfurt Museums and River Walk

Frankfurt, Germany on December 3, 2025

8:00am

Breakfast at Bäckerei Junge

Start the day with fresh German baked goods and excellent coffee at this local bakery.
EUR10, 1h

9:00am

Städel Museum

Explore one of Germany’s most important art museums with collections from the Middle Ages to contemporary art. Opens at 10am.
EUR16, 3h

12:30pm

Lunch at Dauth-Schneider

Enjoy authentic Hessian cuisine including sausages and green sauce in a traditional setting.
EUR25, 1h

2:30pm

Walk along the River Main

Take a relaxing stroll along the river with beautiful views of the skyline and bridges.
Free, 1.5h

4:30pm

Palmengarten Botanical Gardens

Visit Frankfurt’s largest botanical garden to admire exotic plants and peaceful greenhouses; open until 6pm.
EUR7, 1.5h

7:00pm

Dinner at Holzhausenschänke

Dine on traditional German dishes and enjoy local wines in a cozy, historic tavern.
EUR30, 1.5h

Day 10: Departure Day

Frankfurt, Germany on December 4, 2025

8:00am

Breakfast at your hotel or nearby café

Have a relaxed breakfast before your flight home or next destination.
EUR15, 1h

Check out and airport transfer

Departure

Make your way to Frankfurt Airport for your flight. Allow at least 2 hours before flight departure for international travel.
Varies, N/A