Ultimate 15 Day Italy & Israel Tour Package

Starts in MilanAvailable Every Monday and Thursday (varies seasonally)
Tour Package
Air Conditioned Transport
Accommodation Included
Expert Tour Guide
15 day package
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$1,840per person

Our Ultimate 15 Day Italy & Israel Tour Package is a wonderful way to experience the highlights in two incredible destinations, with local expert guides leading the way. Incredible yet distinct art, architecture, history, and cuisine tie these two countries together, as well as their shared Roman past, showcased by stories and ancient ruins.

Starting in Milan, you’ll see the city’s architectural wonders like the Duomo, Navigli, Scala Opera House, and more, and sample Milanese wines and appetizers at a cozy bar with a local sommelier. See Rialto Bridge, sail down the canals in a gondola, behold beautiful Piazza San Marco and the Basilica, and explore the Doge’s palace in unforgettable Venice. Enjoy a day under the Tuscan sun with a breathtaking tour of Siena, San Gimignano, and Pisa, followed by a day filled with Rennaisance beauty in Florence. In Rome, you’ll see all the highlights like the Colosseum, Vatican, Sistine Chapel, and St. Peter’s Basilica in one action-packed day.

Then you’ll head to Israel, where you’ll start the tour with architecture, local cuisine in the Carmel Market, and street art in the Meditteranean metropolis of Tel Aviv. You’ll get an inside tour of Jerusalem both old and new, stopping at iconic religious sites of the Via Dolorosa, Church of the Holy Sepulchre, the Dome of the Rock, the Western Wall, and more. You’ll also get a taste of modern Jerusalem as you walk from the Old City to the vibrant Mahane Yehuda market. The tour finishes off with a day in the desert to see the ancient fortress ruins at Masada, the waterfall-filled oasis at Ein Gedi, and the unforgettable Dead Sea. This is the ultimate adventure for anyone who wants to get a taste of Italy and Israel, and get expert insights into all the places they visit with a local guide! It will be an adventure you’ll never forget.

Explore more of our Italy package tours to see all the experiences in this fascinating country.

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Ultimate 15 Day Italy & Israel Tour Package Highlights

  1. Float your way on a gondola between the stunning sights of Venice.
  2. Every tour and experience is led by a different handpicked local guide.
  3. Scale the top of Masada, soak in the nature at Ein Gedi, and float in the Dead Sea.
  4. Walk through the history of the Roman Empire and see artistic and architectural masterpieces in Rome
  5. Choose your accommodations from our curated selection of well located, excellent hotels.
  6. Taste history, culture and fashion along with local wines in Milan
  7. Explore three scenic towns Siena, San Gimignano and Pisa in Tuscany
  8. Tour all the Old City's iconic religious sites along with the markets and history of modern Jerusalem
  9. Enjoy modern architecture, local cuisine and street art in hip Tel Aviv
  10. Soak in art and architecture in gorgeous Renaissance capital Florence
Why Tourist Israel?
Book Direct with Israel's Largest Travel Company
Friendly Customer Service 7 Days a Week
Hand Picked Guides & Tour Leaders
The Best Price Guaranteed
Fully Flexible and Easy Cancellation

Ultimate 15 Day Italy & Israel Tour Package Itinerary

Day 1 - Arrival in Milan
  • Arrive in Milan and make your way to your hotel independently
  • Overnight in Milan
Day 2 - Milan and Wine Tasting Tour
  • Kick off your 15-day adventure in beautiful Milan with a local guide, who will tell you about the history of culture in the city as you take in its highlights.
  • Admire the Darsena River from Navigli, then continue on to the San Lorenzo columns, one of the city's last remaining Roman archaeological sites.
  • Continue on to Piazza Affari and its iconic statue, then move on to the hidden gem of Piazza Mercanti before arriving at the world-famous Scala Opera House.
  • Admire the breathtaking Galleria Vittorio Emanuele II shopping mall, with impressive architecture and world-class designer boutiques.
  • The tour ends at the architectural masterpiece of the Duomo, Europe's fifth-largest cathedral.
  • Continue your explorations solo, find a spot for lunch or make your way back to the hotel to rest.
  • In the evening, you'll reconvene at a local wine bar to learn all about local wines from a sommelier, and sample wine and appetizer pairings.
  • Overnight in Milan
Day 3 - Free Day in Milan
  • Take a free day in Milan to explore the city solo. We recommend going to see Leonard da Vinci’s famous work The Last Supper at Santa Maria delle Grazie, checking out Sforzesco Castle and the beautiful adjacent Sempione Park, or go luxury fashion shopping - or window shopping - in the so-called “Golden Triangle,” of Via della Spiga, Via Sant’Andrea and Via Montenapoleone.
  • Overnight in Milan
Day 4 - Transfer from Milan to Venice
  • Today is reserved for your independent transfer from Milan to your hotel in Venice.
  • Overnight in Venice
Day 5 - Venice Walking Tour, Gondola Ride & St Mark Cathedral and Doge’s Palace
  • Your day in Venice will start with an expert guide, who will take you on an insider walking tour of this unforgettable city.
  • Start at the Rialto Bridge, the oldest of four connecting the Grand Canal, and admire the views as your guide introduces you to the city's history.
  • Make your way past canals and alleyways to Piazza San Marco to explore the beautiful Basilica.
  • Experience authentic Venetian transportation with a long gondola ride through the canals.
  • Enjoy some free time for an independent lunch break, and meet back at the Doge's Palace.
  • Enjoy a comprehensive tour of the Palace and its grounds with your expert guide.
  • Enjoy views of Piazza San Marco from the terrace, then head back inside to learn about Venice's famous painters.
  • Conclude the tour with a visit to the prisons, then enjoy the rest of the day and evening independently.
  • Overnight in Venice
Day 6 - Transfer from Venice to Florence
  • Today is reserved for your independent transfer from Venice to your hotel in Florence.
  • Overnight in Florence.
Day 7- Siena, San Gimignano and Pisa
  • Kick off your scenic trip through the Tuscan landscape with a trip to beautiful Siena.
  • Take in the medieval architecture, terracotta rooftops, and unique history of Siena.
  • Learn about the world's oldest bank, see the remarkable Piazza del Campo and the remarkable art collection at the Duomo.
  • After touring the city, enjoy a traditional Tuscan lunch of homemade pasta, local cured meats and cheeses, a salad, and Tuscan biscotti.
  • Sample organic wine with an informal tasting lesson at a family-run estate.
  • After lunch, the day continues with a drive through the Tuscan countryside to the hilltop town of San Gimignano to wander freely and peruse local shops.
  • Lastly, you'll head to Pisa to sample local gelato, learn about the town's history, and get an iconic photo touching the famous Leaning Tower before returning to Florence.
  • Overnight in Florence
Day 8 - Florence
  • Enjoy a date immersed in the sites and artistic treasures of Florence.
  • See Florence's landmarks including Piazza Duomo, Piazza della Signoria, Ponte Vecchio, the famous Uffizi courtyard, the spectacular Brunelleschi Dome, and the Baptistery's golden ‘Gates of Paradise’.
  • Entertaining and informative guides will weave facts and tales of two thousand years of Florentine history throughout the tour, from its Roman origins to 15th century palaces and artworks.
  • Overnight in Florence
Day 9 - Transfer Florence to Rome
  • Transfer independently from Florence to your hotel in Rome.
  • Overnight in Rome
Day 10 - Rome
  • Meet your local guide at a centralized location in Rome. Please be there 15 minutes before the tour starts
  • Explore the Colosseum with skip-the-line access, delving into its rich history and archaeological wonders
  • Gain insights into the architecture and captivating past of this colossal amphitheater, which once hosted ancient Romans, emperors, senators, gladiators, and exotic animals
  • Next, enjoy a seamless transfer to the Vatican Museums, where you'll encounter a treasure trove of artistry. These museums comprise 54 diverse galleries, including the Museo Pio-Clementino, Museo Chiaramonti, Museo Gregoriano Etrusco, and Museo Gregoriano Egiziano. Here, you'll encounter masterpieces by renowned artists like Leonardo Da Vinci, Michelangelo, Caravaggio, Raphael, and Giotto
  • The Vatican Museums culminate in the illustrious Sistine Chapel, adorned with Michelangelo's iconic frescoes. Completed around 1483, this chapel is globally celebrated for its artistic heritage. Witness some of the world's most renowned frescoes, including the iconic ceiling and The Last Judgement
  • The Sistine Chapel, not only a repository of precious art, also serves religious purposes, notably hosting the Papal conclave for the selection of new Popes
  • Concluding your journey, visit the awe-inspiring St. Peter's Basilica, a colossal Renaissance masterpiece and one of the world's largest basilicas
  • Overnight in Rome
Day 11 -Flight to Tel Aviv
  • Today you will continue your journey to Israel!
  • Independent transfer to the airport, flight to Ben Gurion.
  • You will be picked up from Ben Gurion airport for your transfer to your hotel in Tel Aviv.
  • Overnight in Tel Aviv
Day 12 - Tel Aviv
  • Your whirlwind tour of Israel kicks off with the ultimate insider tour of Tel Aviv.
  • Meet your guide to starting off the tour with a look at Tel Aviv's fascinating architectural patchwork.
  • Compare the different styles and learn the history of the city's development.
  • After a short break, meet up with your guide for a delicious tour of the Carmel Market.
  • Learn about Tel Aviv's food culture as you pass through this atmospheric market and enjoy tastings of delicious street foods.
  • Take a quick break for lunch or shopping around on Nahalat Binyamin street.
  • Then, meet your guide once more in Florentin for a tour of Tel Aviv's legendary street art.
  • You'll learn about the messages behind the artworks and the artists behind them.
  • The tour ends in the trendy Florentin neighborhood, the perfect place for finding a great place for dinner and drinks.
  • Overnight in Tel Aviv
Day 13 - Jerusalem
  • Wake up early for a trip to the Holy City of Jerusalem!
  • Arrive in the Old City and enjoy a walking tour of its fascinating quarters. See holy sites including the Western Wall, Dome of the Rock, Via Dolorosa, Church of the Holy Sepulcher, the Byzantine Cardo plus the amazing market in the Muslim Quarter, and more.
  • From the old city, you'll exit to modern-day Jerusalem, walking up buzzing Jaffa road. Pass the Jerusalem Municipality Complex, and stop at the Davidkah Square before reaching atmospheric Nahlaot.
  • Finish the tour of Jerusalem at the vibrant Mahane Yehuda Market, with delicious food around every corner and an authentic patchwork of locals.
  • Return to the David Citadel Hotel to return to Tel Aviv, or stay on in Jerusalem.
  • Overnight in Tel Aviv or Jerusalem
Day 14 - Masada, Ein Gedi and the Dead Sea
  • After being picked up from a central location in Tel Aviv or Jerusalem, head out to the desert to experience some of Israel's most riveting landscapes.
  • You will meet your guide and ascend Mt. Masada in a cable car. Then you'll enjoy a guided tour of the archaeological ruins atop the mountain and here the riveting history of the ancient fortress.
  • Then you'll head to the desert oasis of Ein Gedi Nature Reserve, taking an easy hike through lunch landscapes, waterfalls, and wildlife.
  • This whirlwind adventure comes to its conclusion at the starkly beautiful Dead Sea, where you will have the opportunity to float in the salty, healing waters and slather yourself in its therapeutic muds.
  • Then there will be a break for lunch, and the opportunity to buy Dead Sea products to take home with you.
  • You will be dropped off at the same location you were picked up from in Jerusalem or Tel Aviv.
  • Overnight in Tel Aviv or Jerusalem
Day 15 - Departure
  • The last day of the tour is reserved for your independent departure, or stay on to discover more of Israel.
  • Bon Voyage!
NB - all timings on Ultimate 15 Day Italy & Israel Tour Package are approximate
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Available dates are shown in green along with the starting price for that date based on recent searches. Click on a date to move to the next step and customize your trip such as adding airport transfers, choosing your hotel, and adding extra nights.

Important Details

All touring and accommodation
Airport transfer Ben Gurion to Tel Aviv Hotel Day 11
Milan Wine Tasting Tour: Alcoholic beverages - bottled wine, explanations by a professional sommelier, water, appetizers and bread
Venice: Gondola ride in Venice, St. Mark and Doge's Palace fast-track ticket
Tuscany Tour Day 7: 3-course lunch, wine tasting Entrance fees of Siena’s Duomo included
Rome: Skip the line entrance: Colosseum & Vatican Museum
Tel Aviv: Food Tasting at the Carmel Market
Anything not mentioned above
Entrance fees: Masada, Masada cable car, Ein Gedi and the Dead Sea Beach
Airport transfers not mentioned & Independent city transfers
Personal travel insurance
Essential Information
Each day will be led by an expert guide to provide an enhanced experience along Tourist Journey's values.
You can choose your hotel from our hand-picked selection during the booking process.
The order of the days might change because we optimize the itinerary to provide the best experience.
When the Duomo of Siena is closed for religious services, Santa Maria della Scala museum will be visited instead
VATICAN DRESS CODE: Shoulders and knees must be covered for both men, women, and children. Short pants are permitted as long as the above requirements are met. No refunds will be given if entry is refused due to lack of appropriate dress. No knives, weapons, or sharp objects will be permitted inside
Jerusalem: Please note on Saturdays, the tour will visit the Friends of Zion Museum instead of Machane Yehuda Market Modest dress is obligatory for visits to holy sites; this includes covered knees and shoulders
Cancellation Policy
Please note: From October 18, 2023, it is mandatory to provide a first and last name during the Colosseum ticket booking process. Upon issuing, the ticket becomes non-refundable. Guest must ensure they have their passport with them on the day of the tour to guarantee entry. In case of incorrect personal data, access to the Colosseum will be denied
As a result of the above policy, the Rome tour component of this package (DAY 10) is also non-refundable
The remaining tours are subject to the general cancellation policy and can be canceled up to 4 weeks before the start of the package with a 95% refund (5% handling fee)