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Rome - Siena - Florence - Venice by Train
8 to 12+ nights from $1,014*Combine glorious cities in Italy with this fun vacation!. Visit Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) after that, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, to Fl ...
Rome - Siena - Florence - Venice by Train
8 to 12+ nights from $1,014 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-12T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 3 nights in Rome
- Train from Rome to Siena
- Hotel for 1 night in Siena
- Train from Siena to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Venice
- Hotel for 2 nights in Venice
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Florence - Siena - Rome by Train
8 to 12+ nights from $1,226*Wonderful cities in Italy, travelling by train!. Start your visit in Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) after that, continue to Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a year in Piazza del Campo) and f ...
Florence - Siena - Rome by Train
8 to 12+ nights from $1,226 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-31T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Rome
- Hotel for 3 nights in Florence
- Train from Florence to Siena
- Hotel for 2 nights in Siena
- Train from Siena to Rome
- Hotel for 3 nights in Rome
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Rome - Siena - Florence by Train
8 to 12+ nights from $1,200*Astound yourself visiting these cities in Italy!. Start in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) then, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and finally, to Florence ...
Rome - Siena - Florence by Train
8 to 12+ nights from $1,200 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-30T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Rome and out of Florence
- Hotel for 3 nights in Rome
- Train from Rome to Siena
- Hotel for 2 night in Siena
- Train from Siena to Florence
- Hotel for 3 nights in Florence
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Rome - Siena - Pisa - Florence - Assisi - Rome by Train
9 to 13+ nights from $1,270*Magical Italy by train!. Start in Rome (the Eternal City) then, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and after that, visit Pisa (home to the world-renowned Leaning Tower of Pisa and many other architectural wonders). Continue to Florence (ca ...
Rome - Siena - Pisa - Florence - Assisi - Rome by Train
9 to 13+ nights from $1,270 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-04T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into and out of Rome
- Hotel for 2 nights in Rome
- Train from Rome to Siena
- Hotel for 2 nights in Siena
- Train from Siena to Pisa
- Hotel for 1 night in Pisa
- Train from Pisa to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Assisi
- Hotel for 1 night in Assisi
- Train from Assisi to Rome
- Hotel for 1 night in Rome
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Florence - Siena - Assisi - Rome by Train
8 to 12+ nights from $1,468*Explore Italy!. Visit artistic Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture), continue to medieval Siena and to mystical Assisi (best known as the birthplace of St. Francis, Italy's patron saint, in Umbria's rolling hills). Finish with a stay in imperial Rome (the Eternal C ...
Florence - Siena - Assisi - Rome by Train
8 to 12+ nights from $1,468 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-10-08T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into Florence and out of Rome
- Hotel for 2 nights in Florence
- Train from Florence to Siena
- Hotel for 2 nights in Siena
- Train from Siena to Assisi
- Hotel for 2 nights Assisi
- Train from Assisi to Rome
- Hotel for 2 nights Rome
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Rome - Siena - Florence - Venice - Milan by Train
10 to 15+ nights from $1,548*Most popular cities in Italy with train service between all destinations!. Start in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) then, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) ...
Rome - Siena - Florence - Venice - Milan by Train
10 to 15+ nights from $1,548 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-10-18T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Rome and out of Milan
- Hotel for 2 nights in Rome
- Train from Rome to Siena
- Hotel for 2 nights in Siena
- Train from Siena to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Venice
- Hotel for 2 nights in Venice
- Train from Venice to Milan
- Hotel for 2 nights in Milan
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Florence - Siena - Pisa - Lucca by Train
6 to 9+ nights from $1,200*The Tuscan region of Italy is extremely famous, for its sunshine, friendly people, stunning vistas, food and wine. Explore the absolute best of this area with visits to Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture), then Siena, continue to Pisa (home to the world-renowned Le ...
Florence - Siena - Pisa - Lucca by Train
6 to 9+ nights from $1,200 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-16T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into and out of Florence
- Hotel for 2 nights in Florence
- Train from Florence and Siena
- Hotel for 1 night in Siena
- Train from Siena and Pisa (via Empoli)
- Hotel for 1 night in Pisa
- Train from Pisa and Lucca
- Hotel for 1 night in Lucca
- Train from Lucca and Florence
- Hotel for 1 night in Florence
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Tuscan Scenery (Florence - Siena - Pisa - Lucca - Self Drive)
6 to 9+ nights from $1,155*A perfect introduction to Italy`s Tuscany Region by Car!. Visit Florence (home to masterpieces of Renaissance art and architecture) and after that, drive along these charming cities in the Tucany Region, like: Siena (famous for its horse race held twice a year in Piazza del Campo), Pisa (home to the world-renowned Leaning Tower of Pisa ...
Tuscan Scenery (Florence - Siena - Pisa - Lucca - Self Drive)
6 to 9+ nights from $1,155 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-29T00:00:00. Choose your own departure city and dates.
This 6 night sample itinerary includes:
- Flight into and out of Florence
- Hotel for 2 nights in Florence
- Rental Car for 5 days
- Hotel for 1 night in Siena
- Hotel for 1 night in Pisa
- Hotel for 1 night in Lucca
- Hotel for 1 night in Florence
Driving Time
Florence -Siena: 1 hr. 15 mins. approx.
Siena - Pisa: 1 hr. 40 mins. approx.
Pisa - Lucca: 40 mins. approx.
Lucca - Florence: 1 hr. 20 mins. approx.
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Rome - Siena - Florence - Bologna - Milan - Verona - Padua - Venice (Self Drive)
12 to 18+ nights from $1,968*A fantastic chance to visit main cities of Italy, with this Self-Drive vacation package!. Begin with a stay in Rome (the Eternal City, with its stunning architecture like the Colosseum and the Roman Forum and delicious food) and after that, with your Rental Car, drive along the country visiting: Siena (famous for its cuisine, art, museum ...
Rome - Siena - Florence - Bologna - Milan - Verona - Padua - Venice (Self Drive)
12 to 18+ nights from $1,968 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-10T00:00:00. Choose your own departure city and dates.
This 12 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 3 nights in Rome
- Rental Car for 10 days
- Hotel for 1 night in Siena
- Hotel for 2 nights in Florence
- Hotel for 1 night in Bologna
- Hotel for 1 night in Milan
- Hotel for 1 night in Verona
- Hotel for 1 night in Padua (Padova)
- Hotel for 2 nights in Venice
Driving Time
Rome - Siena: 2 hrs. 50 mins. approx.
Siena - Florence: 2 hrs. approx.
Florence - Bologna: 1 hr. 45 mins. approx.
Bologna - Milan: 2 hrs. 30 mins. approx.
Milan - Verona: 2 hrs. 15 mins. approx.
Verona - Padua: 1 hr. 55 mins. approx.
Padua - Venice: 45 mins. approx.
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Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)
10 to 15+ nights from $1,704*Delight yourself in the charming Tuscany Region, during your vacations in Italy!. From Pisa (home to the world-renowned Leaning Tower of Pisa and many other architectural wonders), drive along the Tuscany visiting San Gimignano (famous for its medieval architecture, unique in the preservation of about a dozen of its tower houses) after th ...
Tuscan Journey (Pisa - San Gimignano - Siena - Florence - Rome)
10 to 15+ nights from $1,704 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-25T00:00:00. Choose your own departure city and dates.
This 10 night sample itinerary includes:
- Flight into Pisa and out of Rome
- Rental Car for 9 days
- Hotel for 2 nights in Pisa
- Hotel for 2 nights in San Gimignano
- Hotel for 2 nights in Siena
- Hotel for 2 nights in Florence
- Train from Florence to Rome
- Hotel for 2 nights in Rome
Driving Time
Pisa- San Gimignano: 1 hr. 25 mins. approx.
San Gimignano - Siena: 50 mins. approx.
Siena - Florence: 1 hr. 45 mins. approx.
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Rome - Siena - Pisa - Florence - Verona - Venice by Train
9 to 13+ nights from $1,737*A fantastic highlights of Italy travelling by train!. Discover Rome (the Eternal City) then, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, to Pisa (home to the world-renowned Leaning Tower of Pisa and many other architectural wonders). Con ...
Rome - Siena - Pisa - Florence - Verona - Venice by Train
9 to 13+ nights from $1,737 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-21T00:00:00. Choose your own departure city and dates.
This 9 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 2 nights in Rome
- Train from Rome to Siena
- Hotel for 1 night in Siena
- Train from Siena to Pisa
- Hotel for 1 night in Pisa
- Train from Pisa to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Verona
- Hotel for 1 night in Verona
- Train from Verona to Venice
- Hotel for 2 nights in Venice
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Journey through Tuscany and Umbria
8 to 12+ nights from $1,307*Combine several of the most popular cities in Italy! Rome (Italy`s treasure with two millennia of artistic achievement), Siena, Pisa (a city in Italy's Tuscany region best known for its iconic Leaning Tower), Florence (Michelangelo`s David, Botticelli`s Birth of Venus, and Raphael`s La Velata) and Assisi with a rent a car. This is a flexi ...
Journey through Tuscany and Umbria
8 to 12+ nights from $1,307 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-03T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Rome
- Hotel for 2 nights in Rome
- Rent a car for 7 days
- Hotel for 1 nights in Siena
- Hotel for 1 night in Pisa
- Hotel for 2 nights in Florence
- Hotel for 1 night in Assisi
- Hotel for 1 night in Rome
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Tuscan Highlights (Florence - Siena - San Gimignano - Self Drive)
7 to 11+ nights from $1,204*A unique trip to Italy's Tuscany Region by car! . Discover Florence (capital of Italy’s Tuscany region, is home to many masterpieces of Renaissance art and architecture) and from there, with Rental Car, main cities in Tuscany, like Siena (famous for its cuisine, art, museums, medieval cityscape and the Palio, a horse race held twice a ye ...
Tuscan Highlights (Florence - Siena - San Gimignano - Self Drive)
7 to 11+ nights from $1,204 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-05T00:00:00. Choose your own departure city and dates.
This 7 night sample itinerary includes:
- Flight into and out of Florence
- Hotel for 2 nights in Florence
- Rental Car for 6 days
- Hotel for 2 nights in Siena
- Hotel for 2 nights in San Gimignano
- Hotel for 1 night in Florence
Driving Time
Florence - Siena: 1 hr. 10 mins. approx.
Siena - San Gimignano: 1 hr. approx.
San Gimignano - Florence: 1 hr. 15 mins. approx.
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Heavenly Italy and Switzerland by Train (Rome - Florence - Siena - Venice - Lucerne - Zurich)
12 to 18+ nights from $1,551*This vacation package is a must-do list of all of the most idyllic cities that Italy and Switzerland offer. Combine Imperial Rome and all its treasures, artistic Florence, sunny Siena in the south of Tuscany and charming and sumptuous Venice in Italy,. Finally travel to swiss breathtaking Lucerne with its preserved medieval architecture, ...
Heavenly Italy and Switzerland by Train (Rome - Florence - Siena - Venice - Lucerne - Zurich)
12 to 18+ nights from $1,551 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-11-11T00:00:00. Choose your own departure city and dates.
This 12 night sample itinerary includes:
- Flight into Rome and out of Zurich
- Hotel for 2 nights in Rome
- Train from Rome to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Siena
- Hotel for 2 nights in Siena
- Train from Siena to Venice
- Hotel for 2 nights in Venice
- Train from Venice to Lucerne
- Hotel for 2 nights in Lucerne
- Train from Lucerne to Zurich
- Hotel for 2 nights in Zurich
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Rome - Tuscany - The Veneto - Lake Como - Milan by Train
13 to 19+ nights from $2,009*Sample Italy with this unique, customizable vacation package!. Travel by train between all these cities; begining in Rome (the eternal city). From there the train will allow to admire the beautiful tuscany countryside and its main cities, like: Siena (a distinctively medieval atmosphere, time has stood still in this quaint city), Pisa (fa ...
Rome - Tuscany - The Veneto - Lake Como - Milan by Train
13 to 19+ nights from $2,009 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-09-15T00:00:00. Choose your own departure city and dates.
This 13 night sample itinerary includes:
- Flight into Rome and out of Milan
- Hotel for 2 nights in Rome
- Train from Rome to Siena
- Hotel for 1 night in Siena
- Train from Siena to Pisa
- Hotel for 1 night in Pisa
- Train from Pisa to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Verona
- Hotel for 1 night in Verona
- Train from Verona to Venice
- Hotel for 2 nights in Venice
- Train from Venice to Lake Como
- Hotel for 2 nights in Lake Como
- Train from Lake Como to Milan
- Hotel for 2 nights in Milan
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Rome - Siena - Florence - Venice - Verona - Milan by Train
12 to 18+ nights from $1,518*Discover Italy`s greatest cities by train!. Start in Rome (the Eternal City) then, travel to Siena (a region halted in time, representing a quaint medieval time with gothic palaces and altarpieces, tasty pastry shops) and next, Florence (home to many masterpieces of Renaissance art and architecture). Continue to Venice (set on gorgeous c ...
Rome - Siena - Florence - Venice - Verona - Milan by Train
12 to 18+ nights from $1,518 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-04T00:00:00. Choose your own departure city and dates.
This 12 night sample itinerary includes:
- Flight into Rome and out of Milan
- Hotel for 2 nights in Rome
- Train from Rome to Siena
- Hotel for 2 nights in Siena
- Train from Siena to Florence
- Hotel for 2 nights in Florence
- Train from Florence to Venice
- Hotel for 2 nights in Venice
- Train from Venice to Verona
- Hotel for 2 nights in Verona
- Train from Verona to Milan
- Hotel for 2 nights in Milan
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The Best of Florence and Tuscany
8 to 12+ nights from $2,728*Under the Tuscany Sun in Italy!. Combine a stay in Florence (capital of Italy`s Tuscany region and home to many masterpieces of Renaissance Art and Architecture) with Day Trips to the dreamy Tuscan Countryside (from glorious landscapes, vast history, delicious cuisines and wines, to even artistic legacy along cities and small villages sca ...
The Best of Florence and Tuscany
8 to 12+ nights from $2,728 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-31T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Florence
- Hotel for 8 nights in Florence
Sample of Included Tours: - Guided City Tour
- Visit Uffizi and Accademia Museums
- Tuscan Cheese and Wine Tastings
- Day Trip to Lucca and Pisa
- Day Trip to Siena and San Gimignano
- Chianti Wine Tour (a Protected Designation of Origin
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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Rome - Siena - Florence - Venice for Foodies
15 to 23+ nights from $2,897*Get a taste of Italy!. During this trip visiting Rome (the Eternal City, with its stunning architecture), Siena (representing a quaint medieval time with gothic palaces and Tuscan altarpieces), Florence (capital of Italy’s Tuscany region) and Venice (gorgeous canals and intimate Gondola rides under sculpted bridges), discover all their fl ...
Rome - Siena - Florence - Venice for Foodies
15 to 23+ nights from $2,897 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-22T00:00:00. Choose your own departure city and dates.
This 15 night sample itinerary includes:
- Flight into Rome and out of Venice
- Hotel for 4 nights in Rome
- Train from Rome to Siena (via Florence)
- Hotel for 3 nights in Siena
- Train from Siena to Florence
- Hotel for 4 nights in Florence
- Train from Florence to Venice
- Hotel for 4 nights in Venice
Sample of Included Tours: - City Food Tour around Rome
- Pizza Making Class in Rome
- Sweet Eats Tour around Rome
- Dinner In Rome
- Italian Cooking Class in Siena
- Day Trip to Tuscan Winery from Siena
- Food and Markets Tour around Florence
- Italian Cooking Class in Florence
- Dinner Experience in Florence
- Food Tasting Tour around Venice
- Rialto Market Food Tour in Venice
- Italian Dining Experience in Venice
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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Italian UNESCO World Heritage Highlights
14 to 21+ nights from $2,909*Perhaps it is no surprise that Italy tops the list for UNESCO World Heritage Sites, with its wealth or history, culture, art ... etc. Discover the best of the best, from the ruins at Pompeii to medieval villages of Tuscany, to the romantic canals of Venice, the inspiring Last Supper at the Santa Maria delle Grazie in Milan and beyond... d ...
Italian UNESCO World Heritage Highlights
14 to 21+ nights from $2,909 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-07-21T00:00:00. Choose your own departure city and dates.
This 14 night sample itinerary includes:
- Flight into Rome and out of Milan
- Hotel for 4 nights in Rome
- Train from Rome to Florence
- Hotel for 4 nights in Florence
- Train from Florence to Venice
- Hotel for 3 nights in Venice
- Train from Venice to Milan
- Hotel for 3 nights in Milan
Sample of Included Tours: - See Rome in One Day Comprehensive Tour
- Day Trip to Pompeii UNESCO Heritage Site
- Day Trip to Tivoli w/ Hadrians and Villa Deste from Rome
- Night Time City Tour in Florence
- Day Trip to Lucca and Pisa from Florence
- Day Trip to Cinque Terre from Florence
- Day Trip to Siena and San Gimignano from Florence
- Night Tour of Venice
- Canal Cruise around Venice
- Guided City Tour plus The Last Supper by Da Vinci in Milan
- Visit the Duomo in Milan
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.
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The Best of Tuscany and Umbria
8 to 12+ nights from $2,994*If you are trying to see the best of these two popular Italian Regions, we recommend basing yourself in Florence and exploring from there. You will find it easy and accessible, especially because Day Trips are already included!. All you need to do is enjoy!. You`ll get to walk around Florence, visit Uffizi Museum and Accademia Museum. Yo ...
The Best of Tuscany and Umbria
8 to 12+ nights from $2,994 w/air, hotel & air taxes*This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2025-08-02T00:00:00. Choose your own departure city and dates.
This 8 night sample itinerary includes:
- Flight into and out of Florence
- Hotel for 8 nights in Florence
Sample of Included Tours: - Guided City Tour in Florence
- Day Trip to Siena and San Gimignano from Florence
- Day Trip to Umbria from Florence
- Visit Uffizi and Accademia Museums in Florence
- Day Trip to Lucca and Pisa from Florence
- Chianti Wine Tour (a Protected Designation of Origin) from Florence
Your price will only include confirmed available tours; some tours may collect for entrance fees or attraction tickets on site. If an included tour becomes unavailable, alternate options may be available at an additional cost.