10-Day Italy Journey: Rome, Florence, Tuscany Wine Tour & Venice Exploration

Day 1: Ancient Rome Highlights

Rome, Italy on May 20, 2025

8:30am

Breakfast at Roscioli Caffè

Enjoy a traditional Italian breakfast with espresso and fresh pastries, a great way to start your Roman adventure.
EUR5, 0h30m

9:30am

Colosseum Tour

Explore the iconic amphitheater that once hosted gladiatorial games; book skip-the-line tickets to avoid delays.
EUR16, 2h0m

12:00pm

Lunch at Trattoria Luzzi

Savor authentic Roman pasta dishes like carbonara or cacio e pepe in this cozy trattoria near the Colosseum.
EUR20, 1h0m

1:30pm

Roman Forum and Palatine Hill

Walk through the ruins of ancient Roman government buildings and imperial palaces, seeing the heart of ancient Rome.
EUR16, 2h0m

4:00pm

Relax at Piazza Navona

Stroll around this lively square known for Baroque fountains, street artists, and cafes.
Free, 1h0m

6:30pm

Dinner at Ristorante Aroma

Dine with a spectacular view of the Colosseum, enjoying gourmet Italian cuisine and fine wines.
EUR70, 2h0m
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Day 2: Vatican City Exploration

Rome, Italy on May 21, 2025

7:30am

Breakfast at Passioni e Delizie

Grab fresh pastries and espresso to fuel up near Vatican City.
EUR6, 0h30m

8:30am

Vatican Museums and Sistine Chapel

Marvel at the extensive art collections and Michelangelo's fresco on the Sistine Chapel ceiling; book early entry tickets.
EUR30, 3h0m

12:00pm

St. Peter's Basilica

Visit the world's largest church, admire Michelangelo's Pietà, and climb to the dome for city views.
Free entry, EUR10 for dome climb, 2h0m

2:30pm

Lunch at Ristorante Arlù

Enjoy traditional Roman cuisine with a modern twist near Vatican, perfect for a midday break.
EUR25, 1h0m

4:00pm

Castel Sant’Angelo Walk

Walk along the Tiber River to Castel Sant’Angelo, see the historic fortress and enjoy river views.
EUR15, 1h30m

7:00pm

Dinner at Osteria dei Pazzi

Cozy spot serving authentic Roman dishes with excellent local wine selections.
EUR40, 1h30m
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Day 3: Rome Culture & Hidden Gems

Rome, Italy on May 22, 2025

8:00am

Breakfast at Caffè Sant’Eustachio

Taste one of Rome’s best espressos paired with freshly baked cornetti.
EUR5, 0h30m

9:00am

Pantheon and Trevi Fountain

Visit the ancient Pantheon and toss a coin at the iconic Trevi Fountain to ensure your return to Rome.
Free, 2h0m

11:30am

Villa Borghese Gardens

Relax in Rome’s largest public park, rent a bike or rowboat, and visit Galleria Borghese (reserve in advance).
EUR20 for gallery, 2h30m

2:30pm

Lunch at Piccolo Arancio

Small, traditional trattoria with excellent Roman specialties near Piazza Navona.
EUR18, 1h0m

4:00pm

Shopping and Strolling in Trastevere

Explore the charming cobblestone streets, artisan shops, and artisan gelato spots in this lively neighborhood.
Free, 2h0m

7:30pm

Dinner at Da Enzo al 29

Highly rated Roman trattoria in Trastevere known for classics like amatriciana and tiramisu.
EUR35, 2h0m
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Day 4: Travel to Tuscany & Wine Tasting

Chianti Region, Tuscany, Italy on May 23, 2025

7:00am

Breakfast at Hotel in Rome

Start early with a hearty breakfast before heading to Tuscany.
Included with hotel, 1h0m

8:30am

Travel Rome to Chianti Wine Region

Drive or take a train then rental car to the Chianti area, approximately 3-4 hours travel.
Variable, 4h0m

1:00pm

Lunch at La Cantina del Gallo Nero

Traditional Tuscan farmhouse restaurant paired with local Chianti wines.
EUR30, 1h30m

3:00pm

Castello di Ama Wine Tour and Tasting

Tour a renowned wine estate and enjoy tasting their famous Chianti Classico wines along with contemporary art installations on site.
EUR40, 2h0m

6:00pm

Check-in at Agriturismo

Stay overnight at a charming Tuscan farmstay in the Chianti region to experience rural Tuscany life.
EUR120, N/A

7:30pm

Dinner at Agriturismo

Enjoy a typical Tuscan meal prepared with local ingredients and paired with house wines.
EUR35, 2h0m
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Day 5: Tuscany to Florence

Florence, Italy on May 24, 2025

8:00am

Breakfast at Agriturismo

Enjoy a peaceful start with homemade local breakfast treats and fresh coffee.
Included, 1h0m

10:00am

Drive to Florence

Short drive (about 1 hour) to Florence, the cradle of the Renaissance.
Variable, 1h0m

11:30am

Lunch at Trattoria Mario

A beloved spot for traditional Tuscan dishes located close to the Mercato Centrale.
EUR25, 1h0m

1:00pm

Florence Cathedral & Baptistery

Visit the Duomo with its stunning dome, the Baptistery with its famous bronze doors, and surrounding Piazza del Duomo.
Free entry; dome climb EUR20, 2h0m

3:30pm

Uffizi Gallery

Explore one of the most important art museums in Italy, home to masterpieces by Botticelli, Michelangelo, and Leonardo da Vinci; pre-book tickets.
EUR24, 2h0m

6:00pm

Ponte Vecchio Stroll

Walk across Florence’s famous medieval bridge with shops selling gold and jewelry.
Free, 1h0m

7:30pm

Dinner at La Giostra

Enjoy refined Tuscan cuisine in a romantic setting, noted for its excellent wine list and dishes like pear ravioli.
EUR60, 2h0m
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Day 6: More Florence & Day Trip Wine

Florence & Chianti, Italy on May 25, 2025

7:30am

Breakfast at Caffè Gilli

Elegant Florentine café serving sweet and savory breakfast options.
EUR10, 0h45m

9:00am

Day Trip to Chianti Wine Region

Join a guided wine tour visiting a couple of vineyards near Florence for tastings and local food pairings.
EUR100, 6h0m

3:30pm

Return to Florence and Rest

After a day of wine tasting, relax at your hotel or explore local cafés.
Free, 2h0m

7:00pm

Dinner at Osteria Vini e Vecchi Sapori

Small traditional osteria known for authentic Tuscan home-style dishes and great wine selection.
EUR40, 2h0m
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Day 7: Florence to Venice

Venice, Italy on May 26, 2025

8:00am

Breakfast at Hotel

Enjoy breakfast in Florence before your train departure.
Included, 1h0m

9:00am

Train from Florence to Venice

High-speed train ride takes about 2 hours for a scenic journey north to Venice.
EUR45, 2h0m

11:30am

Lunch at Trattoria Al Gazzettino

Taste Venetian specialties like squid ink pasta in a welcoming atmosphere.
EUR30, 1h0m

1:00pm

St. Mark’s Basilica & Square

Explore the iconic basilica with its golden mosaics and the lively square full of cafés and historic architecture.
Free entry; museum EUR5, 2h0m

3:30pm

Doge’s Palace

Tour the sumptuous palace of Venetian rulers with grand halls and an eerie Bridge of Sighs.
EUR25, 2h0m

6:00pm

Evening Gondola Ride

Experience Venice’s canals at sunset on a romantic gondola ride.
EUR80, 0h30m

7:30pm

Dinner at Antiche Carampane

Renowned for fresh seafood dishes in a cozy Venetian setting, a favorite among locals.
EUR50, 2h0m
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Day 8: Venice Cultural Immersion

Venice, Italy on May 27, 2025

8:30am

Breakfast at Pasticceria Tonolo

A popular Venetian bakery offering a variety of pastries and excellent coffee.
EUR8, 0h30m

9:30am

Visit Rialto Market and Bridge

Explore the bustling fresh fish and produce market and see the historical Rialto Bridge nearby.
Free, 1h30m

11:00am

Peggy Guggenheim Collection

Modern art museum with works by Pollock, Picasso, and Dalí in Peggy Guggenheim’s former home.
EUR15, 2h0m

1:30pm

Lunch at Osteria Bancogiro

Traditional Venetian dishes served in a beautiful spot overlooking the Grand Canal near Rialto.
EUR30, 1h0m

3:00pm

Explore Dorsoduro Neighborhood

Wander this quieter district featuring art galleries, artisan shops, and charming canals.
Free, 2h0m

6:30pm

Dinner at Osteria alle Testiere

An intimate seafood-focused restaurant with excellent Venetian cuisine and wine pairing options.
EUR60, 2h0m
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Day 9: Venice Leisure & Islands

Venice, Italy on May 28, 2025

7:30am

Breakfast at Hotel

Start day with a relaxed breakfast at your accommodation.
Included, 1h0m

9:00am

Day Trip to Murano and Burano Islands

Take a vaporetto to Murano to see glassmaking, then to colorful Burano for lacework and pastel houses.
EUR20 for vaporetto pass, 5h0m

2:30pm

Light Lunch in Burano

Enjoy fresh seafood at a local trattoria while admiring Burano’s vibrant houses.
EUR25, 1h0m

4:30pm

Return to Venice and Rest

Relax back at your hotel or take a quiet stroll along the canals.
Free, 2h0m

7:30pm

Farewell Dinner at Quadri

Fine dining with Venetian specialties overlooking St. Mark’s Square, perfect for your final night.
EUR100, 2h0m
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Day 10: Departure

Venice, Italy on May 29, 2025

8:00am

Breakfast at Hotel

Enjoy your last Italian breakfast before departure.
Included, 1h0m

10:00am

Prepare and Depart

Check out and travel to Venice airport or train station for onward journey.
Variable, N/A
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