Five Days in Israel & the Palestinian Territories

03/07/2023 through 11/10/2024
03/07/2023 through 11/13/2024
Intrepid Travel

Five Days in Israel & the Palestinian Territories

As one of the holiest – and most contested – regions on earth, Israel and the Palestinian Territories has a long and complex history. But here’s one simple truth: there’s nowhere quite like it.

Kick off your five-day adventure by eating your way around Jerusalem’s lively Machane Yehuda Market, then survey the Old City from different perspectives (literal and figurative) on a walking tour. Hike through enchanting desertscapes and soak in the Dead Sea. Visit Bethlehem and discover thought-provoking street art along the West Bank Barrier. Finally, arrive in the seaside party town of Tel Aviv for a night to remember.


  • Jerusalem – Machane Yehuda Market & Bite Card
  • Jerusalem – Walk on the Ramparts of the Old City
  • Jerusalem – Western Wall (Wailing Wall)
  • Jerusalem – Church of the Holy Sepulchre
  • Dead Sea – Visit and float
  • Masada – Entrance & Cable Car one-way
  • Masada – Snake Path Hike
  • Jaffa – Town Visit
  • Jerusalem – Mount of Olives
  • Bethlehem – Separation Barrier Graffiti Tour
  • Bethlehem – Church of the Nativity & Shepherds’ Field


  • Visit ancient sites that have underpinned the religious beliefs of billions for millennia and see today’s political tensions writ large upon the West Bank Barrier in the form of street art in Bethlehem.
  • Linger at iconic locations such as the sacred Western Wall and stations of the cross in Jerusalem and bathe in the briny (but rapidly shrinking) Dead Sea.
  • Tuck into silky-smooth hummus, stuffed pita sandwiches and traditional dumpling soups with a Bite Card – your passport to Machane Yehuda Market’s tastiest local dishes.
  • Rise early to beat the heat and hike the Masada Snake Path, which winds its way up to a World Heritage-listed clifftop fortress infused with Jewish history.
  • Travel with a local leader who will share valuable insights into the complexities of the region’s past, present and future – and introduce you to characters and communities otherwise out of reach.


Day 1 Jerusalem
Day 2 Jerusalem
Day 3 Jerusalem
Day 4 Tel Aviv
Day 5 Tel Aviv

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