Italy

Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)

4.7 out of 5 stars

55 Customer Feedbacks 55 Customer Feedbacks

11 Nights from $1,649*

* Sample price: priced within the past 7 days for a 8/17/2026 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

Customize and Book

Add Outbound & Return Flights

Yes No

›

Leaving from location_on

Arrival date on your first city today

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

No of nights schedule

›

Guest: hotel

›

This 11 night sample itinerary includes:

Flight into Venice and out of Rome
Hotel for 2 nights in Venice
Rent a car for 7 days
Hotel for 2 nights in Pisa
Hotel for 2 nights in Florence
Hotel for 1 night in Assisi
Hotel for 2 nights in Sorrento
Hotel for 2 nights in Rome
Driving Time
Venice - Pisa: 4 hrs. 30 mins. approx.
Pisa - Florence: 1 hr. 20 mins. approx.
Florence - Assisi: 2 hrs. 5 mins. approx.
Assisi - Sorrento: 4 hrs. 30 mins. approx.
Sorrento - Rome: 3 hrs. 5 mins. approx.

Sample all that Italy has to offer from north to south, with a Rental Car!. Start in Venice (charming canals, gorgeous palaces) and from there, with your Rental Car drive to discover Pisa (famous for its leaning Tower); continue to Florence (home to many masterpieces of Renaissance art and architecture). Afterwards, is Assisi (birthplace of Saint Francis and a UNESCO World Heritage Site), then Sorrento (overlooking the Bay of Naples, this coastal town is famous for its Limoncello liquor), and finally Rome (the Eternal City).

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

Italy

For centuries Italy 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.

Customer Reviews

4.7 out of 5 stars

Share your thoughts with other travelers

Write a Review

Share your thoughts with other travelers

Write a Review

Customer Reviews

You can now

Stagger

your payment!

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!

Pisa

Pisa is a legendary city and one of the most famous in this region of Italy. Although best known for the world famous Leaning Tower, there are many other architectural and artistic marvels worth seeing in this beautiful city. Pisa is located on the western coast only 20 minutes from the Ligurian Sea and has great transport links to Florence, Livorno and La Spezia. It is one of the smaller cities in Tuscany, but has historically been one of the most important and influential.

Visit and explore the Cathedral of Santa Maria Assunta, Leaning Tower of Pisa, The Baptistery, Campo Santo, Museo Nazionale, Santa Maria della Spina, Palazzo dei Cavalieri, Museo dell’Opera del Duomo, Borgo Stretto, Guelph Tower 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.

Assisi

Assisi is a medieval hill town, known for being the birthplace of Saint Francis, and a UNESCO World Heritage Site. The town represents 'a series of masterpieces of man's creative spirit,' and everything revolves around its most renowned citizen, St. Francis, Patron Saint of Italy, from the Basilica, which is dedicated to the Saint and contains his tomb, to the hermitage (Eremo delle Carceri), located a few miles outside the town walls, where St. Francis used to retreat in prayer.

Visit and explore the Basilica of Saint Francis (UNESCO World Heritage Site from the 13th century), the Church of Santa Chiara (houses the San Damiano Crucifix which spoke to Francis in 1206), San Rufino Cathedral (12th century Romanesque facade), Rocca Maggiore Castle, a Roman Amphitheater from the first century surrounded by medieval houses, and so much more.

Sorrento

Sorrento is the best known town on the Neapolitan Riviera. It's situated in a stunning location on a long cliff overlooking the sea, and surrounded by lemon and olive groves. Sorrento offers charming cobblestone streets, alluring lungomare (seafront promenades), colorful and fragrant flowers, and a lively cultural scene. The old town still retains its Roman grid of narrow streets and its centro storico (historic center) is alive with cafes, clubs, and restaurants, which become an exciting atmosphere during the sweet nights of summer.

Visit and discover Marina Grande and Marina Piccola, Cloister of San Francesco, Bagni della Regina Giovanna, Cathedral and Bell Tower, Basilica of Sant'Antonino, Villa Comunale, Correale di Terranova Museum, Museo-Bottega della Tarsia Lignea (Wooden Marquetry Shop-Museum), and so much more.

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!

Destinations

Most Popular Packages

Manage Bookings

Additional Information

Recently Viewed

Who We Are

Destinations

My Booking

About Us

Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)

Customize and Book

This 11 night sample itinerary includes:

Italy

Customer Reviews

Customer Reviews

Stagger

Venice - Pisa - Florence - Assisi - Sorrento - Rome (Self Drive)