Journey to Masada and the Dead Sea with Shai Shai led us on an informative journey through some of the most interesting Holy Land sites. His enthusiasm for Israel and telling the story of its history and people is both insightful and educational. The colorful way he weaves the narrative parts of the tour leaves a real impression, and we left with more knowledge of the Israeli experience than we ever could have hoped to gain. Shai is the consummate professional. If our travels bring us to Israel in the future, he’d be our go to guide.
Very knowledgable and helpful My friend and I booked a trip with Shai from Tel Aviv to Jerusalem. He picked us up from our hotel, entertained us with history during the drive, and then prepared a great day for us while in Jerusalem. Where i think Shai went above was in honoring request we had during the day, and leading us to have the experiences we wanted to have. For example he arranged for my friend, who is Muslim, to get someone to take him to the temple mount and a day that non-muslims were not allowed, he took us to areas to get the food we wanted, and was quick to leave areas we were not interested in when we indicated so. Lots of tour guides take you on their tours, but shai made it our tour, which was cool. Totally recommended.
Incredibly amazing experience with our tour guide Chai I just can't express how fulfilling our experience in Israel was with Chai as our tour guide. He customized our tour to see some of the most meaningful locations to us by getting to know us and our interests. Amazingly, he knew dates, names, events and historical happenings from each location we went to, and was also able to give us both Hebraic and evangelical significance of the sites we were at. He was like a walking encyclopedia, in the best way possible. I would highly recommend him and Know the Land. Chai LOVES what he does! He is passionate about it and it doesn't appear to be "work" to him. He genuinely loves the land, the history, the people and those who come to visit as well! May Hashem continue to bless Chai, his family, and the land of Israel and all who pray for her peace. Shalom!!
Julio M
Julio M
Amazing journey in Jerusalem Shai was an kind, accommodating and knowledgeable tour guide and teacher. He has a board understanding of religious theology for Judaism, Christianity and Islam. Specifically he arranged a separate guide for Masjid Al-Aqsa, since non-Muslims cannot go. I was a rewarding experience and I never imagined myself able to perform Friday prayer at Al-Aqsa.Shai is the person you want to your journey in Jerusalem, since the historical sites require a polyglot understanding of religion.He is also a kind and warm person and I certainly enjoyed his company. 10/10!
Nabib E
Nabib E
Amazing adventure with Mr. Shai It was my first trip to Israel, Telaviv and I was looking for a day trip tour to the Dead sea. I was so lucky to find a local tour guide - Mr. Shai .Mr.Shai is very polite, positive, friendly person and as a guide very knowledgeable.We’ve learned the whole history about Masada while climbing and observing the territory of Masada fortress. He also made sure we drink enough water 🙂 Just felt as if my dad is taking me and my friends for a trip, no crowds - private trip, nice adventure.Highly recommend ☺️
3 days in the Israel If you want an exceptional professional choose Shai. If you want an exceptionally knowledgeable historian choose Shai. If you want an exceptional expert on social and cultural Jewish life choose Shai. If you want someone who is able to tie Jewish and Christian history together and have it make sense in the current context choose Shai. If you want a flexible guide whose motto is “your wish is my command” choose Shai. If you want a fun and humorous human being choose Shai. Most important if you want a friend when your experience is over choose this talented and compassionate man. HE IS WONDERFUL!
Robert G
Robert G
Jerusalem Guide Shai is an incredible guide. He is warm and engaging. We laughed, we learned and we enjoyed every minute of Jerusalem. We look forward to returning to Israel and having Shai guide us again.
Alissa L
Alissa L
Great guide, great person! So happy to have been with Shai. We have been to Israel many times escorted by excellent guides but we think Shai the best. Always prompt, very comfortable new car, and great English and a wonderful sense of humor. And of course most knowledgeable
A wealth of knowledge, 10/10! Shai gave my partner and I a private tour around the Old City of Jerusalem and we could not have asked for a better experience. Shai is extremely knowledgeable, thorough, and most importantly, fun to be around. He gave us the flexibility to customize our day how we saw fit, and made all of the planning very simple. I would highly recommend Shai for any of your needs in Israel, 10/10 A+!
Luke P
Luke P
Touring Israel with a friend Had a wonderful day touring Masada, Ein Gedi & the Dead Sea with Shai. He was punctual, prepared, engaging and incredibly knowledgeable and proud of his country's history and culture. He provided detailed and pertinent historical information regarding the places we visited and he made it all very interesting. He mixed in current affairs with his commentary and was frank and candid and did not shy away from answering any questions. It was like spending the day with an old friend. Highly recommended Shai!

A Private Tour in Jewish Old Jerusalem

Private tour of Old Jerusalem from a Jewish perspective

I will pick you up from our meeting point – in Jerusalem or Tel Aviv.

We start our tour of the Holy City of Jerusalem with a panoramic viewpoint from the top of Mount of Olives or Mount Scopus, telling the history of Jerusalem while relating to the three monotheistic religions: Judaism, Christianity, and Islam.

Enter the Old City of Jerusalem and visit:

Ramparts Walk – climb the Ottoman walls near Jaffa Gate and walk to Zion Gate. Enjoy a spectacular view of modern West Jerusalem and the ancient Old City of Jerusalem from above.

Visit King David’s Tomb at Mt. Zion.

In the Jewish Quarter, visit the Cardo-the Roman/Byzantine marketplace revived after 1967 and became an active hub of Jewish shops. Visit the Hurvah Synagogue, located in the center of the Jewish Quarter. Climb the terrace surrounding the synagogue’s dome, allowing us to see most of the Old City. Visit the “Burnt House”, a residential building from the Second Temple period. Hear about the divide and hostility among the Jewish community, the war against the Roman conquerors, and the complex moral questions that troubled the people at the time.

The Western Wall, or the Wailing Wall, is part of the retaining walls of the Second Temple on Mt. Moriah.

We finish our tour and drive back to the meeting point.


Meeting point according to your preferences (In Tel Aviv or Jerusalem area)
Viewpoint from the top of Mount of Olives or Mount Scopus
Ramparts Walk
King David’s Tomb
The Cardo
The Hurvah Synagogue
The "Burnt House"
The Western Wall
drive back to the starting point.


Meeting Point Options: Pick-up can be anywhere in the Greater Tel-Aviv Area or Jerusalem. Drop-off can be either at the pick-up point or at TLV airport at no additional cost.

Duration: 9 hours


I am a driver-guide. In the tours I guide, we will use my comfortable touring car (2022 A/C Kia Sorento), which can fit up to 3 passengers + me. For larger groups, I will rent a bigger A/C touring vehicle.

I can accommodate groups ranging in size from 1 to 10. If your party is bigger than 3-please text me, and I will price your tour accordingly and send you a custom tour.


Guiding Services

Private Transportation

While in the car, clients can enjoy complimentary mineral water and sugar-free candies.


Personal Expenses

Food, Drinks, Snacks

Admission tickets to sites 


Don't hesitate to get in touch with me for a customized tour. (-:

Interested in details about this trip?

Send me an email or call me, and I’ll be happy to assist you!