14-Day Itinerary to Israel with Unfrequented Destinations

What to expect on this itinerary
On this luxurious 14-day tour of Israel, you will explore this diverse country on an adventure designed for you. From the trendy streets of Tel Aviv’s Florentin neighborhood to the fascinating religious controversy of Hebron, Israel is a country full of off-the-beaten-path destinations. Stroll through the Mea Shearim neighborhood, sample the finest Jewish cuisine, Indulge in an ATV ride through the desert, and be captivated by a riveting Bedouin performance of song and dance in the Negev Desert.
Customizable Itinerary
Tel Aviv – Dine in the Florentin
To begin your adventure through Israel, you will arrive at Ben Gurion International Airport, where you will be met at baggage claim by your private driver and transferred to your luxurious accommodation along the Mediterranean coast. You will settle in to your suite before meeting your private guide to begin your explorations of Tel Aviv. You will be transferred to Florentin, which is arguably Tel Aviv’s trendiest neighborhood. This evening, you will indulge in Israeli cuisine, and after dinner, you may explore the area’s lively nightlife, which includes live music bars, rooftop terraces, and more.
What's Included:
Tel Aviv – Levinsky Spice Market and City Tour
Tel Aviv – The Very Best of Jaffa
Jerusalem – Underground in the Western Wall Tunnels
Jerusalem – The Neighborhood of Mea Shearim
Jerusalem – Private Tour of Hebron
Negev – The Dead Sea and Glamping
Negev – ATVs through the Desert
Eilat – Experience Ein Gedi’s Natural Oasis
Eilat – Sailing on the Red Sea
Eilat – Full-Day Tour of Petra
Safed – Dine with a Local Israeli Family
Safed – Explore the Golan Heights
Safed – Farewell to Israel
Trip Highlights
- Stroll through the chic streets of Florentin, which is Tel Aviv’s trendiest neighborhood and enjoy a gourmet meal
- Explore Jerusalem’s extraordinary Western Wall Tunnels and uncover the secrets of the past
- Stroll through Jerusalem’s unique ultra-religious neighborhood during an exclusive tour
- Indulge in a visit to the controversial town of Hebron in the West Bank on a customized tour
- Delight in a thrilling ATV ride through the magnificent Negev and enjoy a wonderful desert picnic
- Embark on a full-day excursion from Eilat and visit the world-famous ancient stone city of Petra
- Partake in a special private lesson on the mystical Jewish teachings of Kabbalah in the spiritual city of Safed
- Dine with a local Jewish family in their home and experience the area Safed like a true local
Detailed Description
Immerse yourself in the buzz of Tel Aviv’s lively Jaffa Flea Market as you haggle among the locals for goods, both new and ancient. Marvel at the extraordinary stone city of Petra when you cross the border from Eilat into Jordan. You will also experience the mystic city of Safed like a local when you share a meal in the home of a local Jewish family and discover the lesser-known treasures of Tel Aviv’s exciting neighborhoods. On this luxurious 14-day journey through Israel, you will uncover the ancient secrets of this fantastic country.
Your tour will begin in the dynamic city of Tel Aviv, where you will explore the trendiest neighborhoods and sample the finest Israeli cuisine. From the Levinsky Spice Market to the timeworn streets of Jaffa, you will be delighted by the intriguing sites of Tel Aviv. You will then continue to Jerusalem, where you will be provided with the opportunity to tour the marvelous Western Wall Tunnels and to discover the unchanging neighborhood of Mea Shearim. You will also visit the West Bank for a riveting tour of the controversial town of Hebron. Afterward, you will venture to the Negev Desert, where you will indulge in a glamping experience. During your time in the desert, you will visit a local Bedouin tribe and enjoy a thrilling ATV ride through the desert.
When you make your way to the Dead Sea, you will be inspired by the illustrious Masada fortress. Soon, you will arrive in Eilat, where you will bathe in the Red Sea and enjoy a private snorkeling or diving tour. Eventually, you will cross the border into Jordan for an excursion to the ancient city of Petra before returning for your final evening in Eilat. You will then indulge in a quick flight to the mystical city of Safed, where you will join a local Jewish family for dinner in their home and traverse the Golan Heights. Most of this itinerary is entirely customizable, so you can adjust anything and everything to better suit your moods and interests.
Starting Price
$9,100 per person (excluding international flights)
Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.
What's Included
The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.
Verified Traveler Reviews
Based on 228 reviews
I think Zicasso’s travel specialist did a fantastic job and oversaw everything, so we felt comfortable. We had a few incidents that were not pleasant, as in Jordan, with security holding us up going in/out, as we had binoculars that were not in our checked bags. They were really snotty at the border when we were leaving.
We also had a problem in Abu Simbel when our greeter person took us to the site. The guide was late and, once he showed up, we knew he could not go into the monuments. When we came out the first time, he was nowhere to be seen. He showed up 10 minutes later. When we came out of the second monument, again he was nowhere to be seen. Then, before the departure, he disappeared again. When people tell me they will be at a certain location and they are not there, it is disturbing.
Our professional Egyptologists at the museum, pyramids, and on the Nile were all fantastic. The driver in Jordan was always on time and did a good job. The car was small and cramped, but we liked the driver and he did a good job. All went smoothly in Jordan.
We got out the day before the bombing and were in Cairo that morning, so we did not have to deal with the war. It did make us nervous being in Egypt and we left a day early, but got home safely.
Overall, the sites were amazing and it flowed pretty smoothly, but would not have done so without the travel specialist checking in with us each day, and especially after the bombing started. I have used Zicasso three or four times and will continue to do so.
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I cannot say enough good things about Zicasso’s tour company and its owner. He created a wonderful eight-day itinerary for us in Jordan. Everything was going perfectly, until March 1, 2026, when sudden bombings began in the Middle East during our trip.
He quickly and calmly walked us through our options and immediately began rearranging hotel rooms, transfers, and logistics to get us where we needed to be safely. What could have been a stressful and chaotic situation turned into a completely seamless experience because of his professionalism, connections, and quick thinking.
His support during those moments was truly priceless.
Six out of five stars, if that were possible.
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Every step was carefully curated. We felt safe and well cared for by our Zicasso travel specialist's team of expert guides. The itinerary was perfect.
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Our Treasures of Jordan journey (Feb 15 to 20, 2026) was truly an unforgettable experience from start to finish.
Despite the unexpected flight cancellation from Turkish Airlines and last-minute schedule adjustments, everything was handled with remarkable professionalism and calm.
Our guide was exceptional—knowledgeable, passionate, and deeply proud of his country. His warmth and storytelling brought Jordan’s rich history and culture vividly to life at every site we visited. Our driver was equally wonderful—always punctual, kind, and knowledgeable, making every journey comfortable and relaxed. Together, they showed incredible flexibility in rearranging the itinerary to accommodate our changed arrival, yet still ensured we experienced most of the important historical and cultural highlights.
Jordan itself was such a beautiful surprise. From the dramatic landscapes and historical sites of Jerash, Petra, and Wadi Rum to the serenity of the Dead Sea, every day revealed something breathtaking. The depth of history, the richness of culture, and most of all, the genuine warmth and hospitality of the people made this trip truly special.
We leave with grateful hearts, wonderful memories, and a deep appreciation for this extraordinary country and the amazing team of Zicasso’s travel company who made it all possible.
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Zicasso’s travel specialist did an amazing job working with us to put together an outstanding agenda and making all the arrangements on her end. The team delivered an absolutely outstanding experience in Egypt! Having one Egyptologist for the entire time was extremely helpful, and he was outstanding, making our time in Egypt extremely memorable.
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My husband and I were very pleased with our tour company. They delivered everything as promised and more. Our guide was thoughtful and knowledgeable, and our driver was also an expert.
My husband developed some medical issues and they could not have been more helpful and considerate. We highly recommend them.
By the way, this is the fourth trip we have made with a Zicasso agent and we have also recommended you to friends.
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