Book with Tripmasters.com to enjoy mobile app during your trip.

Call US 7 days a week

from 8AM to Midnight ET

1-800-430-0484

Announcement

Europeandestinations.com is Tripmasters.com now.
Ownership, management, and activity remain the same. All existing bookings will be serviced as always.

Rome - Florence - Southern Tuscany and Venice
22 Customer Feedbacks
11 to 16+ Nigths from $1,224*
This sample price: priced within the past 7 days for arrival on 11/10/2025, departure from New York City NYC (All Airports) (NY), US. Choose your own departure city, cabin type and dates.
Overview
Itinerary
Hotels
Tours
Map
Country Info
Feedbacks
Price Guidance
Click for larger image or other views
See all the images
22 Customer Feedbacks We were very pleased with all of the hotels except the Arizona Hotel in Florence. We only ... more
This is a suggested independent itinerary that you customize. Please select the best flights, hotels, trains, activities, transportation and number of nights in each destination to fit your needs.
Enchanting landscapes, magical hilltop hamlets and vineyars in The Southern Tuscany, in addition to cities with rich history in Italy. Start in Rome (the Eternal City, with the Colosseum, Roman Forum and delicious food), after that, catch a train to Florence (Italy’s Tuscany region, is home to Renaissance art and architecture). From there, with a Rental Car, leap up to Southern Tuscany (captivating countryside and vineyards that produce Tuscany's mightiest red wines in cities like: Montepulciano, San Gimignano, Pienza and Volterra). Drive back to Florence to drop off the car and finisht this trip, travelling by train to Venice (set on gorgeous canals, intimate Gondola rides under sculpted bridges).

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

This 11 night sample itinerary includes:
  • Flight into Rome and out of Venice
  • Hotel for 3 nights in Rome
  • Train from Rome to Florence
  • Hotel for 2 nights in Florence
  • Rental Car for 4 nights
  • Hotel for 3 nights in Southern Tuscany
  • Hotel for 1 night in Florence
  • Train from Florence to Venice
  • Hotel for 2 nights in Venice
  • Driving Time
    Florence - Southern Tuscany: 1 hr./ 1 hr. 20 mins. approx.
    Southern Tuscany - Florence: 1 hr. /1 hr. 20 mins. approx.


Price history for this itinerary (past 7 days):
From Atlanta ATL (GA), US for 11 nights
1599.72 * incl.tax
From Chicago CHI (All Airports)(IL), US for 11 nights
1280.36 * incl.tax
From Cincinnati CVG (OH), US for 11 nights
1615.63 * incl.tax
From Houston HOU (Hobby) (TX), US for 11 nights
1254.41 * incl.tax
From Miami MIA (FL), US for 11 nights
1812.66 * incl.tax
From Milwaukee MKE (WI), US for 11 nights
7740.31 * incl.tax
From New York City NYC (All Airports) (NY), US for 11 nights
1223.27 * incl.tax
From Pensacola PNS (FL), US for 11 nights
1352.74 * incl.tax
From Salt Lake City SLC (UT), US for 11 nights
1668.34 * incl.tax
From West Palm Beach PBI (FL), US for 11 nights
1947.69 * incl.tax
Related Cities:
Rome (400)     Venice (218)     Florence (230)     Southern Tuscany (13)    
Customize and Book
With Int'l Flight     Without Int'l Flight
From:
Cabin:
Destination
Arrival date
Stay
1. Rome
  646 hotels
2. Florence
   (286 hotels)
3. Southern Tuscany
   (144 hotels)
4. Florence
   (286 hotels)
5. Venice
   (233 hotels)
Guest:
Please contact us for any special arrangements such as more than three rooms and partial stays.
View Price

Trip Summary
3 nights in Rome

Rome is undeniably stunning, from its rich ancient culture, delectable cuisine and coffees to its uniquely European experiences. This city is packed full of sights; with thousands of years of history layered upon itself - you'll find everything from Roman ruins to Renaissance art. It's also home to Vatican City, and sights galore.

Explore and discover the Roman Colosseum and the Arch of Constantine, discover the Vatican, the smallest independent state in the world; throw a coin in the Trevi Fountain, marvel at the Pantheon, sit on the Spanish Steps, wander the Piazzas, eat the best gelato, climb Palatine Hill, walk the Ancient Appian Way and so much more!



2 nights in Florence

The city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.



3 nights in Southern Tuscany

The hill towns and valleys south of Siena comprise what is perhaps Tuscany's most captivating and picturesque region. Much of the area is filled with the expansive and beautiful Val d'Orcia (most people's idealized picture of Tuscany). It is a land of medieval castles guarding narrow passes, isolated farm houses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from times long ago. Most of the region has been landscaped over thousands of years, turning the low, rolling hills into farmlands and vineyards that produce Tuscany's mightiest red wines.

Visit and discover Montepulciano, Pienza, Chianciano Terme, Terme di Petriolo, and Bagno Vignoni, the necropolis near Sovana, thermal spas, and vineyards that produce two of Italy's top red wines.



1 nights in Florence

The city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.



2 nights in Venice

With sumptuous palaces and romantic waterways, Venice is straight out of an 18th-century Canaletto masterpiece. No matter how many times you have seen it in movies or on TV, the real thing is more surreal and dreamlike than you ever imagined. Its landmarks, the Basilica di San Marco and the Palazzo Ducale are exotic melanges of Byzantine, Gothic, and Renaissance styles. It is full of secrets, ineffably romantic, and - at times - given over entirely to pleasure. You must walk everywhere in Venice; and where you cannot walk, you go by water.

Explore Piazza San Marco, stroll across the Rialto Bridge, get lost in the endless canals, admire the Basilica Santa Maria della Salute, visit the San Giorgio dei Greci, walk around the Jewish Ghetto, learn about Venice's musical history, tour Venice's unique architecture at Campo Santa Maria Formosa, celebrate one of Venice's many festivals, go window shopping, and so much more!




Book This Package
Flexible Itinerary
Rome
Day 1
Arrive to Rome
Overnight in Rome   646 hotels offered
Optional   728 Things to do
Day 2
Overnight in Rome   646 hotels offered
Optional   728 Things to do
Day 3
Overnight in Rome   646 hotels offered
Optional   728 Things to do
Day 4
Departing from Rome
Transportation to next city by: Train - Rome to Florence
Florence
Day 4
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 5
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 6
Departing from Florence
Transportation to next city by: Regional Air
Southern Tuscany
Day 6
Arrive to Southern Tuscany
Overnight in Southern Tuscany   144 hotels offered
Day 7
Overnight in Southern Tuscany   144 hotels offered
Day 8
Overnight in Southern Tuscany   144 hotels offered
Day 9
Departing from Southern Tuscany
Transportation to next city by: Regional Air
Florence
Day 9
Arrive to Florence
Overnight in Florence   286 hotels offered
Optional   1338 Things to do
Day 10
Departing from Florence
Transportation to next city by: Train - Florence to Venice
Venice
Day 10
Arrive to Venice
Overnight in Venice   233 hotels offered
Optional   615 Things to do
Day 11
Overnight in Venice   233 hotels offered
Optional   615 Things to do
Day 12
Departing from Venice

Book This Package


Loading ...
Rome Hotels (646 total)
Florence Hotels (286 total)
Southern Tuscany Hotels (144 total)
Venice Hotels (233 total)


Loading ..
Tours in Rome (728 total)
Tours in Florence (1338 total)
Tours in Venice (615 total)


Loading ...
Package Map Picture
Italy

For centuries <b>Italy</b> has drawn foreign visitors - mostly for its architectural, artistic, and scenic splendors. Italy can truly be all things to all people. From the passion and excitement of noisy urban crowds to the quiet, rural idyll where the traditional life can be experienced, Italy's great cities are replete with rich attractions and culture alongside some of the most pristine beaches and spectacular mountains in the world.
This package
22 Customer Feedbacks
Italy
20165 Customer Feedbacks
Customer Reviews
Share your thoughts with other travelers
Write a Review
Share your thoughts with other travelersWrite a Review
Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

*Sample prices on display include ALL taxes & fuel surcharges... read more
Close [x]
Photo
Rome - Florence - Southern Tuscany and Venice
Photos
Map
Rome
Rome is undeniably stunning, from its rich ancient culture, delectable cuisine and coffees to its uniquely European experiences. This city is packed full of sights; with thousands of years of history layered upon itself - you'll find everything from Roman ruins to Renaissance art. It's also home to Vatican City, and sights galore.

Explore and discover the Roman Colosseum and the Arch of Constantine, discover the Vatican, the smallest independent state in the world; throw a coin in the Trevi Fountain, marvel at the Pantheon, sit on the Spanish Steps, wander the Piazzas, eat the best gelato, climb Palatine Hill, walk the Ancient Appian Way and so much more!
Florence
The city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.
Southern Tuscany
The hill towns and valleys south of Siena comprise what is perhaps Tuscany's most captivating and picturesque region. Much of the area is filled with the expansive and beautiful Val d'Orcia (most people's idealized picture of Tuscany). It is a land of medieval castles guarding narrow passes, isolated farm houses sitting atop long, eroded limestone ridges, clusters of cypress and ribbons of plane trees against a rural setting, and thermal spas dating from times long ago. Most of the region has been landscaped over thousands of years, turning the low, rolling hills into farmlands and vineyards that produce Tuscany's mightiest red wines.

Visit and discover Montepulciano, Pienza, Chianciano Terme, Terme di Petriolo, and Bagno Vignoni, the necropolis near Sovana, thermal spas, and vineyards that produce two of Italy's top red wines.
Florence
The city of Florence sits nestled among the rolling Tuscan hills, with an unmistakable skyline dominated by the fabulous Duomo. With so much Renaissance art and culture, shopping opportunities, and incredible culinary delights, you will be spoiled for choices in what to do and see in this exciting capital city of Tuscany. Florence's museums, palaces, and churches house some of the greatest artistic treasures in the world.

Visit The Duomo Complex, Church of Santa Croce, The Cathedral, The Uffizi Gallery, Galleria dell'Accademia, Ponte Vecchio, Palazzo Vecchio, Pitti Palace, Boboli Gardens and so much more.
Venice
With sumptuous palaces and romantic waterways, Venice is straight out of an 18th-century Canaletto masterpiece. No matter how many times you have seen it in movies or on TV, the real thing is more surreal and dreamlike than you ever imagined. Its landmarks, the Basilica di San Marco and the Palazzo Ducale are exotic melanges of Byzantine, Gothic, and Renaissance styles. It is full of secrets, ineffably romantic, and - at times - given over entirely to pleasure. You must walk everywhere in Venice; and where you cannot walk, you go by water.

Explore Piazza San Marco, stroll across the Rialto Bridge, get lost in the endless canals, admire the Basilica Santa Maria della Salute, visit the San Giorgio dei Greci, walk around the Jewish Ghetto, learn about Venice's musical history, tour Venice's unique architecture at Campo Santa Maria Formosa, celebrate one of Venice's many festivals, go window shopping, and so much more!

close [X]

close [X]

close [X]