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Italy Trip: Rome, Florence & Venice

A 9-Day Journey Through Italy’s Icons - From Ancient Rome to Renaissance Florence Including Siena, San Gimignano, Pisa and the Romantic Canals of Venice.
Rome · Florence · Pisa · Siena · San Gimignano · Venice
Italy Italy
RomeFlorenceVenicePisaColosseumTuscanyFamily FriendlyArchitectureHistorical TourSienaSan GimignanoWinery

We created this 9-day Italy journey to bring you face to face with everything that makes the country unforgettable! We guide you through ancient Rome, take you into the heart of Tuscany with visits to Siena, San Gimignano, and Pisa, and drift you through the romantic canals of Venice. Along the way, we balance iconic landmarks with authentic local moments, scenic train rides, and time to explore on your own. This trip is designed so you can savor the culture, beauty, and magic of la dolce vita every step of the way!

What is included in this trip?

Flight to Rome
Hotels in all cities
All airport transfers
Trains: Rome to Florence; Florence to Venice
Activites
Flight from Venice

Itinerary

Trip itinerary map
Rome
Rome
Train
Florence
Florence
Train
Venice
Venice

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Book this trip as is — everything is ready, or customize it to make it truly yours.

Available options:

  • Add and remove days.
  • Change hotels.
  • Add activities.
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Flight to Rome

Depending on your flight schedule, you may arrive in Rome today or the following day. Either way, your hotel and planned experiences will be ready and waiting for you upon arrival. Read more →

Day 1: Welcome to Rome!

Your Italian adventure officially begins today! We will have a transfer waiting to meet you at the airport and take you straight to your hotel. You have plenty of time to check in, unwind, and settle in after your journey. Once you’re ready, we suggest heading out for an easy evening stroll through Piazza Navona, one of Rome’s most iconic...

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Hotel in Rome

Day 2: Ancient Rome

Today we take you on a guided tour straight into the heart of ancient Rome! You will start the morning with a tour of Colosseum and Ancient Rome, where we bring the stories of gladiators, emperors, and epic spectacles to life inside the legendary arena. From there, you will the explore Palatine Hill, where Rome was founded, and walk through the...

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Activities for this day
Included

Colosseum & Ancient Rome with Roman Forum & Palatine Hill Tour

3h

$22

Vatican Museums, Sistine Chapel & St Peter’s Basilica Guided Tour

3h

$29

Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica

3h

$70

3 in 1 Cooking Class near Navona: Fettuccine, Ravioli & Tiramisu

3h

$146

Pompeii and Mount Vesuvius Day Trip from Rome with Pizza Lunch

12h

$99

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

12h

$88

Expert Guided Tour of Colosseum Arena OR Underground, and Forum

3h

$65

The Original Roman Crypts and Catacombs Tour with Transfers

3h 30min

$128

Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe

4h

$87

Gladiator’s Gate: Special Access Colosseum Tour with Arena Floor

3h

$81

Rome Food Tour: Unlimited Tastings with Fine Wine & Barolo

4h


Day 3: Rome’s Hidden Gems

Today is completely free for you to spend however you’d like, so you can shape the day at your own pace. If you want to explore on your own, we suggest you start at the Campo de’ Fiori market, where local vendors and fresh produce give the area a lively morning feel! From there, you could head to the Pantheon and step inside to see one of...

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Activities available for this day
$22

Vatican Museums, Sistine Chapel & St Peter’s Basilica Guided Tour

3h

$29

Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peter's Basilica

3h

$70

3 in 1 Cooking Class near Navona: Fettuccine, Ravioli & Tiramisu

3h

$146

Pompeii and Mount Vesuvius Day Trip from Rome with Pizza Lunch

12h

$99

Rome: Tuscany & Montepulciano Day Trip with Lunch & Wine Tasting

12h

$88

Expert Guided Tour of Colosseum Arena OR Underground, and Forum

3h

$65

The Original Roman Crypts and Catacombs Tour with Transfers

3h 30min

$128

Winner 2025 Rome Twilight Trastevere Food Tour by Eating Europe

4h

$87

Gladiator’s Gate: Special Access Colosseum Tour with Arena Floor

3h

$81

Rome Food Tour: Unlimited Tastings with Fine Wine & Barolo

4h



Day 4: Rome To Florence

Today, we take you from Rome to Florence, stepping into the birthplace of the Renaissance! In the morning, we’ll have you board a scenic train north, watching the Italian countryside roll by along the way. Once you arrive, check into your hotel and take some time to settle in and get ready to explore the city.

In the afternoon, we suggest you...

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Hotel in Florence

Day 5: Renaissance Florence

Today is all about Florence’s greatest masterpiece! You will start the morning with a small-group guided tour of the Accademia Gallery, using skip-the-line access to see Michelangelo’s David up close. As you take it in, your guide will share fascinating stories and insights that bring both the sculpture and its history vividly to...

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Activities for this day
Included

Best of Florence: Small Group Tour Skip-the-Line David & Accademia with Duomo

3h

$39

Pisa and the Leaning Tower Afternoon Tour from Florence

6h

$3

The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER

2h 15min

$100

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

7h

$93

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

11h

$141

Francy's Pasta & Gnocchi on Top of Florence Hills

3h 15min

$146

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

3h 30min

$47

Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm

6h

$105

Small-Group Wine Tasting Experience in the Tuscan Countryside

4h 45min

$39

Accademia & Michelangelo's David with Florence Walking Tour

1h

$52

Florence: Pasta Cooking Class with Unlimited Wine

3h

$44

Florence Accademia Gallery Tour with Entrance Ticket Included

1h 15min


Day 6: Day Trip to Tuscany and Pisa

Today takes you deep into the heart of Tuscany! You will depart Florence in the morning by comfortable, air-conditioned coach and head to Siena, one of the region’s most beautiful medieval hill towns. With a local guide, walking you through Siena’s historic streets, explore the famous Piazza del Campo, and step inside the stunning Siena...

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Activities for this day
Included

Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

11h

$39

Pisa and the Leaning Tower Afternoon Tour from Florence

6h

$3

The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER

2h 15min

$100

SMALL-GROUP Wine Safaris: Tuscan Wine Tasting Tours from Florence

7h

$93

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

11h

$141

Francy's Pasta & Gnocchi on Top of Florence Hills

3h 15min

$146

Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe

3h 30min

$47

Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm

6h

$105

Small-Group Wine Tasting Experience in the Tuscan Countryside

4h 45min

$39

Accademia & Michelangelo's David with Florence Walking Tour

1h

$52

Florence: Pasta Cooking Class with Unlimited Wine

3h

$44

Florence Accademia Gallery Tour with Entrance Ticket Included

1h 15min



Day 7: Florence to Venice

Today, we travel from Florence to Venice, the enchanting city of canals! In the morning, you will board a scenic train north, watching the landscape change as you make your way toward this iconic destination. Once you arrive, we’ll get you checked into your hotel and give you time to settle in, soak up the atmosphere, and prepare for your first...

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Hotel in Venice

Day 8: Explore Venice

In the morning, you will join the “Skip-the-Line: Doge's Palace & St. Mark's Basilica Fully Guided Tour.” You’ll start at Doge’s Palace, once home to the Duke of Venice and the city’s courts, and explore its stunning rooms, frescoes, and art with your guide, who will bring the history and stories of Venice to life. From there, you’ll...

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Activities for this day
Included

Skip-the-Line: Doge's Palace & St. Mark's Basilica Fully Guided Tour

2h

$35

Murano & Burano Islands Guided Small-Group Tour by Private Boat

5h

$88

Legendary Venice St. Mark's Terrace & Doge's Skip the Line

3h

$174

Venice In a Day: St Mark's, Doges Palace Gondola Ride & City Tour

6h

$106

Eat Like a Local: 3-hour Venice Small-Group Food Tasting Walking Tour

2h 30min

$165

Venice's Best: Basilica, Doge's Palace, Gondola & History Gallery

3h 30min

$46

Tour of The Real Hidden Venice

2h

$129

Venice Like a Local: Venice Food, Wine & Spritz Tasting Tour

2h 30min

$218

Dolomites & Cortina Small Group Tour from Venice

10h

$41

I Musici Veneziani Concert: Vivaldi Four Seasons

1h 30min


Day 9: Arrivederci Venice!

At the scheduled time, we will have a transfer take you to Venice Marco Polo Airport for your journey home. As you say arrivederci to Italy, take a moment to reflect on the incredible places, flavors, and memories you experienced along the way. This may be the end of the trip, but the moments you made will stay with you long after!

Flight from Venice



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Florida Seller of Travel #ST44920
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Need help with your booking?
Contact us!
Florida Seller of Travel #ST44920
ARC Accreditation #10590086
ARC Accredited CLIA Certified
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