14-Day Immersive Italy Itinerary: From Rome to Venice

Day 1: Rome Arrival

Rome, Italy on June 10, 2025

12:00pm

Check-in Hotel

Settle into your accommodation in central Rome to start your Italian adventure comfortably.
EUR0, 1h0m

1:30pm

Lunch at Trattoria Da Enzo al 29

Enjoy authentic Roman dishes like cacio e pepe in this cozy trattoria located in Trastevere, open from 12pm to 3pm.
EUR30, 1h0m

3:00pm

Colosseum and Roman Forum

Explore Rome's iconic ancient landmarks; the Colosseum opens until 7:15pm in June, allowing plenty of time.
EUR18, 2h30m

6:00pm

Dinner at Osteria della Suburra

Taste traditional Roman cuisine in a friendly setting; open until 11pm, perfect for an early dinner.
EUR40, 1h30m

Day 2: Ancient Rome & Vatican

Rome, Italy on June 11, 2025

8:00am

Breakfast at Roscioli Caffè

Start your day with Italian coffee and pastries at this popular café open from 7:30am.
EUR12, 0h45m

9:00am

Vatican Museums & Sistine Chapel

Pre-book a morning tour to avoid crowds and witness Michelangelo's masterpieces, open from 9am to 6pm.
EUR30, 3h0m

12:30pm

Lunch at Pizzarium Bonci

Savor gourmet pizza al taglio from one of Rome's best pizzaiolos, open from 11:30am to 7pm.
EUR15, 1h0m

2:00pm

St. Peter's Basilica

Visit the world's largest church, marvel at its art and architecture; open until 7pm during summer.
EUR0, 1h30m

5:00pm

Piazza Navona & Gelato

Relax at this iconic square and enjoy gelato from the nearby Giolitti, open daily till late.
EUR8, 1h0m

7:00pm

Dinner at Ristorante Aroma

Dine with a view of the Colosseum at this Michelin-star restaurant, reservations advised, open till 11pm.
EUR100, 2h0m

Day 3: Rome to Florence

Rome to Florence, Italy on June 12, 2025

7:30am

Breakfast at Hotel

Enjoy a relaxed hotel breakfast before departure.
EUR0, 0h45m

9:00am

Train to Florence

Take a high-speed train from Rome Termini to Florence Santa Maria Novella, journey approx 1h30m.
EUR50, 1h30m

11:00am

Check-in & Lunch at Trattoria Mario

Settle in Florence hotel then enjoy hearty Tuscan cuisine at Trattoria Mario open 12pm-3pm.
EUR25, 1h0m

1:30pm

Uffizi Gallery

Explore Renaissance masterpieces including Botticelli and Leonardo da Vinci; opens till 6:30pm on Thursdays.
EUR20, 3h0m

5:00pm

Ponte Vecchio and Evening Walk

Stroll along the historic bridge and riverbanks, perfect for sunset photos.
EUR0, 1h0m

7:00pm

Dinner at La Giostra

Relish classic Florentine steak and local specialties at this charming restaurant open till 11pm.
EUR50, 2h0m

Day 4: Florence Art & History

Florence, Italy on June 13, 2025

8:00am

Breakfast at Ditta Artigianale

Start with specialty coffee and pastries at this trendy café open from 8am.
EUR12, 0h45m

9:00am

Accademia Gallery

See Michelangelo's David and other Renaissance artworks; opens at 8:15am till 6:50pm.
EUR16, 2h0m

11:30am

Florence Cathedral (Duomo)

Climb to the dome for panoramic city views; open 10am-5pm, book tickets in advance.
EUR20, 2h0m

1:30pm

Lunch at Mercato Centrale

Sample diverse Tuscan foods at this vibrant food market open 10am-12am.
EUR20, 1h0m

3:00pm

Boboli Gardens

Relax in the expansive Renaissance gardens behind Pitti Palace, open till 7pm in June.
EUR10, 2h0m

7:00pm

Dinner at Il Latini

Enjoy a lively atmosphere and traditional Tuscan dishes; open until midnight.
EUR45, 2h0m

Day 5: Florence to Pisa & Siena

Florence to Pisa & Siena, Italy on June 14, 2025

7:30am

Breakfast at Hotel

Early breakfast to prepare for day trips ahead.
EUR0, 0h45m

8:30am

Train to Pisa

Short train ride (~1h) from Florence to Pisa for iconic sights.
EUR10, 1h0m

9:45am

Leaning Tower of Pisa & Cathedral

Visit the famous tower and cathedral; tower climb tickets require pre-booking. Site open till 8pm in June.
EUR20, 2h0m

12:00pm

Lunch at Osteria dei Cavalieri

Enjoy Tuscan specialties in Pisa’s historic center; open 12pm-3pm.
EUR25, 1h0m

1:30pm

Train to Siena

Travel by train and bus (approx. 2 hours) to reach Siena’s medieval city center.
EUR15, 2h0m

3:30pm

Piazza del Campo

Explore Siena's stunning main square famous for the Palio horse race.
EUR0, 1h0m

5:00pm

Duomo di Siena

Visit the impressive cathedral with detailed frescoes and art; opens until 7pm in summer.
EUR8, 1h0m

7:00pm

Dinner at La Taverna di San Giuseppe

Dine on traditional Sienese cuisine in a warm, rustic setting; open till 10:30pm.
EUR40, 2h0m

Day 6: Siena to Cinque Terre

Siena to Cinque Terre, Italy on June 15, 2025

7:30am

Breakfast at Hotel

Early breakfast before travel to the coast.
EUR0, 0h45m

8:30am

Train to Cinque Terre (Monterosso)

Journey through scenic Tuscan and Ligurian landscapes to Monterosso, approx 3.5 hours with transfers.
EUR30, 3h30m

12:15pm

Check-in & Lunch at Ristorante Miky

Enjoy fresh seafood specialties in Monterosso; open for lunch 12pm-3pm.
EUR35, 1h0m

2:00pm

Hiking the Cinque Terre Trail

Hike the scenic coastal trail between Monterosso and Vernazza; trail typically open 7am-7pm.
EUR7, 3h0m

6:00pm

Gelato by the Beach

Relax with artisanal gelato at Gelateria Vernazza as the sun sets.
EUR6, 0h45m

7:30pm

Dinner at Belforte

Dine on a terrace with sea views and Ligurian cuisine; open till 10:30pm.
EUR50, 2h0m

Day 7: Cinque Terre Exploration

Cinque Terre, Italy on June 16, 2025

8:00am

Breakfast at Hotel

Enjoy a morning breakfast with ocean vistas.
EUR0, 0h45m

9:00am

Visit Riomaggiore and Manarola

Explore the colorful villages by train or boat, both offer charming streets and harbors; boat tours run from 10am to 7pm.
EUR15, 3h0m

12:30pm

Lunch at Nessun Dorma

Famous for incredible views and light meals in Manarola; open 11am-7pm.
EUR22, 1h0m

2:00pm

Beach Time at Monterosso

Spend relaxing afternoon on the sandy beach and swim in the clear Ligurian Sea.
EUR0, 3h0m

6:00pm

Sunset Walk

Walk along the scenic waterfront promenade to admire the sunset.
EUR0, 1h0m

7:30pm

Dinner at L'Ancora della Tortuga

Enjoy fresh seafood pasta in Monterosso, open till 10:30pm.
EUR45, 2h0m

Day 8: Cinque Terre to Milan

Cinque Terre to Milan, Italy on June 17, 2025

7:30am

Breakfast at Hotel

Early breakfast before departure to Milan.
EUR0, 0h45m

8:30am

Train to Milan

Travel by train (~3 hours) to Milan, Italy’s global fashion capital.
EUR35, 3h0m

12:00pm

Check-in & Lunch at Luini

Try the famous panzerotti, a Milanese snack, open 10am-7pm near the Duomo.
EUR12, 1h0m

1:30pm

Visit Milan Cathedral (Duomo)

Explore this Gothic masterpiece and rooftop terrace open until 7pm in summer.
EUR15, 2h0m

4:00pm

Galleria Vittorio Emanuele II

Browse luxury shops and historic arcade, open till late.
EUR0, 1h0m

7:00pm

Dinner at Risoelatte

Enjoy classic Milanese dishes in a vintage atmosphere, open till 11pm.
EUR40, 2h0m

Day 9: Milan Culture & Fashion

Milan, Italy on June 18, 2025

8:00am

Breakfast at Pavé

Start with artisan pastries and coffee in this highly-rated bakery open from 7:30am.
EUR12, 0h45m

9:00am

Pinacoteca di Brera

Admire important artworks by artists such as Caravaggio; open 8:30am to 7:15pm on Wednesdays.
EUR15, 2h30m

12:00pm

Lunch at Eataly Smeraldo

Sample high-quality Italian food under one roof with various options, open till late.
EUR25, 1h0m

1:30pm

Visit Leonardo da Vinci’s Last Supper

See the iconic mural with pre-booked tickets, visit limited to 15 minutes, tours run 8:15am-7pm.
EUR15, 1h0m

3:00pm

Shopping in Quadrilatero d'Oro

Explore Milan’s luxury fashion district featuring top designer boutiques.
EUR0, 2h0m

7:00pm

Dinner at Osteria del Binari

Enjoy Milanese and Lombardy cuisine in a charming garden setting open till 11pm.
EUR50, 2h0m

Day 10: Milan to Venice

Milan to Venice, Italy on June 19, 2025

7:30am

Breakfast at Hotel

Breakfast before departure to Venice.
EUR0, 0h45m

8:30am

Train to Venice

Take a direct high-speed train from Milan to Venice Santa Lucia, around 2h30m.
EUR40, 2h30m

11:30am

Check-in & Lunch at Osteria alle Testiere

Savor Venetian seafood in this intimate and popular restaurant; open 12pm-3pm.
EUR45, 1h0m

1:30pm

St. Mark’s Basilica

Visit the stunning Byzantine basilica in Piazza San Marco; open 9:30am-5pm.
EUR0, 1h30m

3:30pm

Doge’s Palace

Explore Venice's historic political center featuring art and architecture; open until 7pm.
EUR25, 2h0m

6:00pm

Gondola Ride

Experience the romantic canals during a peaceful gondola ride, available till sunset.
EUR80, 0h30m

7:30pm

Dinner at Trattoria Antiche Carampane

Taste authentic Venetian dishes away from tourist crowds; open till 11pm.
EUR50, 2h0m

Day 11: Venice Islands Tour

Venice, Italy on June 20, 2025

8:00am

Breakfast at Pasticceria Tonolo

Enjoy coffee and pastries at this famed Venetian bakery open from 7am.
EUR10, 0h45m

9:00am

Murano and Burano Islands

Take vaporetto to visit famous glass-making island Murano and the colorful Burano; boats run 9am-6pm.
EUR20, 4h0m

1:00pm

Lunch on Burano at Trattoria al Gatto Nero

Known for fresh fish and local atmosphere; open till 3pm.
EUR40, 1h0m

2:30pm

Return to Venice & Relax

Enjoy some leisure time exploring Venice’s lesser-known neighborhoods.
EUR0, 2h0m

6:30pm

Dinner at Ristorante Quadri

Michelin-star dining overlooking St. Mark’s Square open till 11pm, reservations required.
EUR100, 2h0m

Day 12: Venice Art & Culture

Venice, Italy on June 21, 2025

8:00am

Breakfast at Café Florian

Historic café in St. Mark’s Square known for its atmosphere; opens from 9am but arrive early on a busy day.
EUR15, 1h0m

9:30am

Gallerie dell’Accademia

Explore Venetian Renaissance art collection; open till 7pm on Saturdays and Sundays.
EUR20, 3h0m

12:30pm

Lunch at Osteria Bancogiro

Dine overlooking the Grand Canal with fresh seafood specialties; open 12pm-3pm.
EUR35, 1h0m

2:00pm

Peggy Guggenheim Collection

Modern art museum featuring Picasso and Dali, open till 6pm on Sundays.
EUR15, 2h0m

5:00pm

Relax at Piazza San Marco

Enjoy live music and cafes in the evening ambiance.
EUR0, 1h0m

7:00pm

Dinner at Antico Martini

Historic Venetian restaurant with fine dining open till 11pm.
EUR60, 2h0m

Day 13: Venice Day Trip

Venice to Verona, Italy on June 22, 2025

7:30am

Breakfast at Hotel

Prepare for day trip with hearty breakfast.
EUR0, 0h45m

8:30am

Train to Verona

45-minute train ride to Verona, famous for Romeo and Juliet’s setting.
EUR15, 0h45m

9:30am

Verona Arena

Visit the well-preserved Roman amphitheater used for opera and concerts; open till 7pm.
EUR10, 1h30m

11:00am

Piazza delle Erbe

Explore beautiful market square with cafes and historic buildings.
EUR0, 1h0m

12:30pm

Lunch at Trattoria al Pompiere

Traditional Veronese cuisine; open 12pm-3pm.
EUR30, 1h0m

2:00pm

Casa di Giulietta

Visit the alleged home of Juliet and famous balcony; open till 7pm.
EUR6, 1h0m

3:30pm

Train back to Venice

Return to Venice to prepare for departure day.
EUR15, 0h45m

5:00pm

Evening leisure in Venice

Stroll the quiet streets or relax at your hotel after day trip.
EUR0, 2h0m

7:30pm

Dinner at Al Covo

Exceptional Venetian cuisine in a cozy atmosphere, open till 11pm.
EUR55, 2h0m

Day 14: Departure

Venice, Italy on June 23, 2025

7:00am

Breakfast at Hotel

Enjoy a peaceful breakfast before check-out and transfer to airport.
EUR0, 0h45m

9:00am

Transfer to Venice Marco Polo Airport

Take a water taxi or airport bus for timely arrival for your departure flight.
EUR25, 1h0m