View of the Dead Sea in Israel.
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Two Week Israel Itineraries

Design My Dream Trip
Verified Traveler Reviews

Your two-week Israel itinerary can give you an immersive look into the ancient wonders and natural splendor that spreads from the Red Sea to the Mediterranean Sea, the Negev Desert to the Golan Heights. Whether looking for adventure or romance, a unique trek through the rocky landscape or the luxuries of the Israeli Riviera, Israel is full of marvelous surprises and a rich heritage unlike anywhere else in the world. Use our sample itineraries to guide how you want to experience Israel before speaking with a Zicasso travel specialist to plan your perfect custom trip.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Sunset over Masada fortress in Judaea desert, Israel

14 Day Trip IdeaFrom $9,095

Two-Week Highlights of Israel Tour

Tel Aviv, Haifa, Safed, Negev Desert, Eilat +2 more
Wooden sailing ship on the coast of Eilat, Israel

14 Day Trip IdeaFrom $9,095

Romantic Getaway to Israel: 2 Week Tour of the Holy Land

Tel Aviv, Negev Desert, Eilat, Safed, Jerusalem +1 more
Old Jaffa in Tel Aviv, Israel

14 Day Trip IdeaFrom $9,095

14-Day Itinerary to Israel with Unfrequented Destinations

Jerusalem, Negev, Eilat, Tel Aviv, Dead Sea +3 more
Cobblestone alleyway in the Jewish Quarter Old City of Jerusalem

14 Day Trip IdeaFrom $9,095

Israel Tour for the Seasoned Traveler: Two-Week Israeli Delight

Tel Aviv, Haifa, Safed, Negev Desert, Jerusalem 
Family on a guided tour in Jerusalem, Israel

14 Day Trip IdeaFrom $9,095

Family Trip to Israel: Education Experience for Kids

Jerusalem, Negev Desert, Safed, Haifa, Tel Aviv +1 more
Jerusalem, Israel

14 Day Trip IdeaFrom $9,095

Israel Vacation: Historical Expedition of the Land of Milk & Honey

Haifa, Safed, Tel Aviv, Negev Desert, Jerusalem +1 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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4.8

Reviews of Zicasso's Two Week Israel Itineraries

Based on 158 verified traveler reviews.

Shandra M.
Israel, Jordan Tour Review: Jerusalem, Petra, Masada, Old City, Dead Sea, Local Cuisine, 7-Night Trip

The staff at Zicasso's tour agency were easy to work with. They really listened to what I wanted to achieve on my trip, were flexible, allowed me to voice my opinion, and were very respectful of my budget. The guides were very knowledgeable, friendly, and concerned. I would recommend them to anyone wanting to visit Israel and neighboring countries. They were very professional and personable.

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Randal C.
Greece Travel Review: Eight-Day Trip

Our travel agent was very attentive and prompt in helping us plan a trip to Israel. Sadly, we were unable to travel to the country because of the conflict in the region. She informed us of the cancellation while we were on the Nile River with another tour company.

In spite of very poor internet access, our travel agent helped us arrange a trip to Greece instead.

She has been very helpful in securing a refund for the canceled trip.

We highly recommend Zicasso’s company!

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aloma R.
Egypt, Jordan, Israel & Turkey Vacation Review: Pyramids, 16-Day Trip

Our organizer made the trip special and safe for us in countries with questionable safety. He was there every time we reached out and did all he could, from picking the best tour guides to ensuring we were comfortable.

We are so glad we did the trip, but cannot believe we visited Israel just before this horrible war.

We have recommended them to friends and family.

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JeffAnne P.
Greece, Israel, Turkey & Cyprus Luxury Family Vacation Review: 18-Day Trip

When I contacted Irene to plan my family vacation I had no idea what to really expect when we arrived in Athens. What we received was more than I could have possibly imagined. Irene and Odysseas met us at the airport with hugs and enthusiasm. Every detail of our trip was planned and printed out for us. We were given phones in case we needed to contact them. Everything was explained in detail --before we could think of it, it was already planned! The guides she chose for our excursions were on time, knowledgeable, and gave us the best tours we could have asked for. This was a trip of the lifetime and Irene and her team did not disappoint! When I plan a return trip to Greece, Irene will be the FIRST person I call!

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Deborah C.
Jordan, Israel & Egypt Luxury Trip Review: Wadi Rum, Cairo, Pyramids, 5-Day Travel

We had an amazing trip. Kirsty and the travel agency were a joy to work with and made the entire process of planning what was a complicated trip seem effortless. From the very beginning, Kirsty listened to our goals, understood our limitations, and was able to create an incredible itinerary. Even when we had an unexpected life event and had to pivot our trip slightly, she took it in her stride and made the necessary changes without hesitation. Trying to visit three countries in one trip seemed ambitious, but with Kirsty's oversight, it happened.

With the exception of the transfer from the Israeli border to the Jordan border, all were seamless. The people we interacted with through the arrangements made by the travel company were wonderful. We did not have a single negative interaction with any of our drivers, guides, or aides at the transfer points. I would highly recommend this travel company.

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Sharon A.
Israel Vacation Review: Tel Aviv, Haifa, Akko, Rosh HaNikra, Dead Sea, Museums, History, Culture, 8-Day Trip

We had a fantastic time exploring Israel with our guide from the travel agency, Nathan! We learned much about Israel's rich history, culture, and people. Our agent expertly planned our trip based on our requests and interests, and each day our itinerary included interesting and thoughtful sites and tours.

We were surprised to find out that Nathan would be with us on each of our guided days since that had not been our experience on other trips. We are so glad that he was. It felt like we were traveling with an old friend who wanted us to have the best time and knew all the best places to take us to, to be sure that we did not miss them. Nathan is an excellent, knowledgeable driver and guide! He is a true Israelite, eager to share his love of Israel, its people, and its history with us. He did so in a warm and inviting manner while also giving us time to explore on our own.

The travel agency helped to arrange each facet of our trip, including our arrival and departure from Israel, which were notably efficient and greatly appreciated.

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