Ultimate 3-Week Italy Itinerary: Rome, Florence, Venice & Amalfi Coast

Day 1: Explore Ancient Rome

Rome, Italy on May 26, 2025

8:00am

Breakfast at Roscioli Caffè

Start your day with authentic Italian coffee and freshly baked pastries at this popular Roman café, open from 7am to 11pm.
EUR10, 0h30m

9:00am

Colosseum and Roman Forum Tour

Explore these iconic ancient landmarks with a guided tour to immerse yourself in Rome's imperial history. Open 8:30am to 7pm.
EUR18, 3h0m

12:30pm

Lunch at Trattoria Luzzi

Enjoy traditional Roman dishes like carbonara and cacio e pepe at this cozy trattoria near the Colosseum, open 12pm-3pm.
EUR25, 1h0m

2:00pm

Visit the Pantheon

Marvel at the perfectly preserved ancient Roman temple known for its giant dome and oculus, open 9am to 7pm.
Free, 1h0m

3:30pm

Stroll Piazza Navona

Enjoy the elegant fountains and lively atmosphere of this historic square, ideal for people watching and street art. Open all day.
Free, 1h0m

7:00pm

Dinner at Ristorante Aroma

Dine with a stunning Colosseum view while savoring gourmet Italian cuisine at this Michelin-starred restaurant, open 7pm-11pm.
EUR70, 2h0m
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Day 2: Vatican City Visit

Rome, Italy on May 27, 2025

7:30am

Breakfast at Pasticceria Regoli

Grab delightful Italian pastries and espresso at this traditional bakery, open from 7am to 8pm.
EUR8, 0h30m

8:30am

Vatican Museums & Sistine Chapel

Experience one of the world’s greatest art collections and Michelangelo’s Sistine Chapel ceiling frescoes. Tickets must be booked in advance. Open 9am to 6pm.
EUR30, 3h0m

12:00pm

Lunch at Borgo Pio

Enjoy Roman-style pizza and pasta just a short walk from the Vatican, with several options open from 12pm to 3pm.
EUR20, 1h0m

1:30pm

St. Peter’s Basilica

Visit the grand basilica featuring Renaissance architecture and climb to the dome for panoramic city views. Open 7am to 7pm.
Free (Dome climb EUR10), 2h0m

4:00pm

Leisurely walk at St. Peter’s Square

Admire Bernini’s impressive colonnades and people-watch in this historic square outside the basilica. Open all day.
Free, 1h0m

7:30pm

Dinner at Osteria dell’Angelo

Savor authentic Roman dishes in a casual setting, open from 7pm to 11pm.
EUR35, 1h30m
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Day 3: Rome to Florence

Florence, Italy on May 28, 2025

7:30am

Breakfast at hotel

Enjoy a light breakfast before your train departure, typically offered between 7am and 9am.
Included, 0h30m

9:00am

Train from Rome to Florence

Take the high-speed train (about 1h30m) for a comfortable journey to Florence, departing regularly from Roma Termini.
EUR45, 1h30m

11:00am

Check-in and freshen up

Settle in your Florence accommodation and prepare for afternoon exploration.
Variable, 1h0m

12:30pm

Lunch at Trattoria Mario

Taste classic Tuscan specialties like ribollita and florentine steak in this bustling trattoria, open 12pm to 3pm.
EUR30, 1h0m

2:00pm

Explore Florence Cathedral (Duomo)

Visit the iconic cathedral and climb its terracotta dome for breathtaking views. Open 10am to 5pm.
EUR20, 2h0m

4:30pm

Walk across Ponte Vecchio

Enjoy the views and browse jewelry shops on this historic medieval bridge.
Free, 30m

6:00pm

Dinner at La Giostra

Dine on refined Tuscan dishes in a cozy, romantic setting, open 7pm to 11pm.
EUR60, 2h0m
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Day 4: Florence Art & Gardens

Florence, Italy on May 29, 2025

8:00am

Breakfast at Caffè Gilli

Start with a classic Italian breakfast of cappuccino and pastries at this historic café, open 7am to 11pm.
EUR12, 0h45m

9:00am

Uffizi Gallery

Visit one of the world’s most important art museums, featuring Renaissance masterpieces. Open 8:15am to 6:50pm. Book tickets in advance.
EUR20, 3h0m

12:30pm

Lunch at Mercato Centrale

Sample a variety of Tuscan street foods in this vibrant market that closes at 3pm.
EUR15, 1h0m

2:00pm

Boboli Gardens

Relax and admire sculptures and fountains in this historic garden behind Pitti Palace. Open 8:15am to 7:30pm.
EUR10, 2h0m

5:00pm

Piazzale Michelangelo

End your day with panoramic sunset views of Florence from this famous viewpoint.
Free, 1h0m

7:30pm

Dinner at Trattoria Cammillo

Enjoy classic Tuscan dishes made from local ingredients in a lively atmosphere, open 7pm to 11pm.
EUR40, 1h30m
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Day 5: Tuscany Day Trip

Chianti, Italy on May 30, 2025

7:30am

Breakfast at hotel

Fuel up for a day of wine and countryside exploration.
Included, 0h30m

8:30am

Drive to Chianti wine region

Travel approximately 1 hour southeast of Florence to the beautiful Chianti area, known for its vineyards and olive groves.
EUR50 car rental, 1h0m

10:00am

Castello di Verrazzano Wine Tour

Tour this historic winery and enjoy tastings of Chianti Classico wines. Tours start at 10am; book in advance.
EUR35, 2h0m

12:30pm

Lunch at Ristoro di Lamole

Dine with views of vineyards while savoring regional specialties, open from 12pm to 3pm.
EUR40, 1h30m

2:30pm

Visit Greve in Chianti

Explore this charming town square filled with artisan shops and a traditional market on some days.
Free, 1h0m

4:00pm

Return to Florence

Drive back to Florence in time to relax before dinner.
Included in rental, 1h0m

7:00pm

Dinner at Il Latini

Experience lively atmosphere and Tuscan comfort food in this popular trattoria, open evenings 7pm to midnight.
EUR50, 2h0m
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Day 6: Travel to Venice

Venice, Italy on May 31, 2025

7:30am

Breakfast at hotel

Enjoy a final Tuscan breakfast before your move to Venice.
Included, 0h30m

9:00am

Train Florence to Venice

Travel on the high-speed train to Venice, journey lasts about 2 hours.
EUR50, 2h0m

11:30am

Hotel check-in and freshen up

Settle in at your centrally-located Venice hotel.
Variable, 1h0m

1:00pm

Lunch at Osteria alle Testiere

Enjoy Venetian seafood dishes in an intimate setting, open 12pm to 3pm.
EUR50, 1h0m

2:30pm

St. Mark’s Basilica & Square

Visit the stunning basilica and soak in the lively atmosphere of Venice’s iconic piazza. Basilica open 9:30am to 5pm.
Free (museum EUR5), 2h0m

5:00pm

Visit Doge’s Palace

Explore the seat of Venetian power featuring magnificent halls and the famous Bridge of Sighs, open 9am to 7pm.
EUR25, 2h0m

7:30pm

Dinner at Antiche Carampane

Savor traditional Venetian cuisine away from tourist crowds, open 7pm to 11pm.
EUR60, 2h0m
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Day 7: Venetian Islands

Venice, Italy on June 1, 2025

8:00am

Breakfast at Pasticceria Tonolo

Start with delicious pastries and coffee at this popular bakery, open 7:30am to 8pm.
EUR10, 0h30m

9:00am

Day trip to Murano, Burano, and Torcello Islands

Take a vaporetto to explore these colorful islands famous for glassmaking, lace, and historical sites. Catch the boat starting at 9am.
EUR20, 6h0m

3:30pm

Return to Venice and rest

Recharge after your island tour in your hotel or nearby café.
Free, 1h0m

7:00pm

Dinner at Al Covo

End the day with refined Venetian cuisine emphasizing seafood, open 7pm to 11pm.
EUR70, 2h0m
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Day 8: Venice to Cinque Terre

Cinque Terre, Italy on June 2, 2025

7:00am

Breakfast at hotel

Enjoy an early breakfast before travel to Cinque Terre region.
Included, 0h30m

8:00am

Train Venice to La Spezia

Take a fast train to La Spezia (approx. 4 hours), gateway to Cinque Terre.
EUR60, 4h0m

12:30pm

Lunch in La Spezia

Have a quick seafood lunch at Ristorante 5 Terre, open 12pm to 3pm.
EUR25, 1h0m

2:00pm

Train to Monterosso al Mare

Short train ride to the first Cinque Terre village.
EUR5, 0h30m

3:00pm

Explore Monterosso Beaches

Relax on the sandy beaches and stroll the old town, open all day.
Free, 2h0m

7:00pm

Dinner at Ristorante Miky

Enjoy fresh Ligurian seafood specialties, open 7pm to 11pm.
EUR50, 2h0m
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Day 9: Cinque Terre Hiking

Cinque Terre, Italy on June 3, 2025

8:00am

Breakfast at Panificio Rosi

Grab fresh pastries and coffee to start hiking, open from 7am.
EUR8, 0h30m

9:00am

Hike Monterosso to Vernazza

Take the scenic coastal trail between these two villages. Trail opens early, takes approx. 2 hours.
EUR7 (park entrance), 2h0m

12:00pm

Lunch in Vernazza at Belforte

Dine with sea views on the clifftop terrace, open 12pm to 3pm.
EUR40, 1h0m

1:30pm

Explore Vernazza

Walk the harbor and narrow streets of the colorful village.
Free, 1h0m

3:00pm

Train to Manarola

Short train ride to another village known for its vineyards and coastline.
EUR5, 30m

3:45pm

Visit Manarola

Explore and relax with scenic views of the harbor and vineyards.
Free, 1h15m

6:00pm

Return to Monterosso

Train back to your base village to refresh.
EUR5, 30m

7:30pm

Dinner at L’Ancora della Tortuga

Enjoy locally sourced Ligurian seafood in a warm atmosphere, open 7pm to 10:30pm.
EUR50, 2h0m
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Day 10: Cinque Terre to Amalfi Coast

Amalfi Coast, Italy on June 4, 2025

7:00am

Breakfast at hotel

Have an early breakfast before traveling south.
Included, 0h30m

8:00am

Train La Spezia to Naples

Train journey approx. 5 hours to Naples. Book direct high-speed trains for comfort.
EUR70, 5h0m

1:00pm

Lunch in Naples at Pizzeria da Michele

Try legendary Neapolitan pizza at this historic and beloved spot, open 11am to 11pm.
EUR15, 1h0m

2:30pm

Transfer to Amalfi Coast (Positano)

Take a bus or private transfer (1.5 hours) to Positano, the jewel of the Amalfi Coast.
EUR20 bus, 1h30m

4:00pm

Check-in and relax

Check in at your Positano hotel and relax by the sea.
Variable, 2h0m

7:00pm

Dinner at La Tagliata

Enjoy hearty local dishes in family-run setting with panoramic views, open 7pm to 10:30pm.
EUR55, 2h0m
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Day 11: Explore Amalfi Coast

Positano, Italy on June 5, 2025

8:00am

Breakfast at hotel

Enjoy breakfast with stunning sea views at your hotel.
Included, 0h30m

9:00am

Boat tour along Amalfi Coast

Take a 3-hour boat tour visiting Amalfi, Ravello, and hidden coves. Tours typically start at 9am.
EUR50, 3h0m

12:30pm

Lunch in Amalfi at Trattoria Eolo

Savor fresh seafood and pasta overlooking the waterfront, open 12pm to 3pm.
EUR40, 1h0m

2:00pm

Visit Ravello Gardens

Explore Villa Rufolo and Villa Cimbrone’s beautiful gardens and views. Open 9am to 7pm.
EUR10, 2h0m

5:00pm

Return to Positano

Relax back at your hotel or explore Positano's charming streets.
Free, 1h30m

7:30pm

Dinner at Chez Black

Dine at this beachfront restaurant famous for pizza and pasta, open 7pm to 11pm.
EUR50, 2h0m
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Day 12: Relax & Beach Day

Positano, Italy on June 6, 2025

8:30am

Breakfast at hotel

Leisurely breakfast with beautiful views.
Included, 0h30m

10:00am

Spend the day at Spiaggia Grande Beach

Relax on Positano’s main beach with crystal clear waters and rent a sunbed for maximum comfort.
EUR20, 5h0m

3:30pm

Gelato break at Collina Bakery

Cool down with artisan gelato in the old town, open 12pm to 8pm.
EUR6, 0h30m

4:00pm

Wander Positano streets

Shop and admire colorful houses climbing the cliffside.
Free, 1h0m

7:00pm

Dinner at Zass

Enjoy a Michelin-starred dining experience with spectacular views at this luxury restaurant, open 7:30pm to 11pm.
EUR90, 2h0m
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Day 13: Day Trip Pompeii & Naples

Pompeii / Naples, Italy on June 7, 2025

7:00am

Early breakfast at hotel

Prepare for a full day exploring ancient ruins and the city.
Included, 0h30m

8:00am

Travel to Pompeii

Take a 1-hour train ride from Positano (via Naples or Sorrento) to the archaeological site.
EUR15, 1h0m

9:30am

Pompeii Ruins Tour

Tour this vast UNESCO site to see remarkably preserved Roman city ruins. Site open 9am to 7:30pm.
EUR18, 3h0m

1:00pm

Lunch in Pompeii town

Try traditional Neapolitan cuisine at Caupona Pompeii Restaurant, open 12pm to 3pm.
EUR30, 1h0m

2:30pm

Travel to Naples

Short train ride to Naples city center (approx 30 minutes).
EUR5, 0h30m

3:00pm

Visit Naples National Archaeological Museum

See famous Roman artifacts from Pompeii and Herculaneum. Open 9am to 7pm.
EUR15, 2h0m

5:30pm

Evening stroll and coffee at Piazza del Plebiscito

Relax in this grand square surrounded by historic buildings.
Free, 1h0m

7:00pm

Dinner at Sorbillo

Indulge in authentic Neapolitan pizza at this famous pizzeria open until 11pm.
EUR20, 1h30m

8:30pm

Return to Positano

Travel back to your hotel after a full day.
Included in transport, 2h0m
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Day 14: Departure or Extra Day

Positano, Italy on June 8, 2025

8:00am

Final breakfast at hotel

Enjoy your last Italian breakfast with ocean views.
Included, 0h30m

10:00am

Leisure day or travel preparations

Spend your remaining time relaxing or shopping before departure.
Free, Variable
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