14-Day Itinerary to Israel with Unfrequented Destinations

Old Jaffa in Tel Aviv, Israel

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.

Countries Visited

Israel, Jordan

Places Visited

Jerusalem, Negev, Eilat, Tel Aviv, Dead Sea, Petra, Wadi Rum, Safed

Suggested Duration

14 Days

Customizable Itinerary

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Day 1

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:

Transfer
Accommodation
Tour
Day 2

Tel Aviv – Levinsky Spice Market and City Tour

Day 3

Tel Aviv – The Very Best of Jaffa

Day 4

Jerusalem – Underground in the Western Wall Tunnels

Day 5

Jerusalem – The Neighborhood of Mea Shearim

Day 6

Jerusalem – Private Tour of Hebron

Day 7

Negev – The Dead Sea and Glamping

Day 8

Negev – ATVs through the Desert

Day 9

Eilat – Experience Ein Gedi’s Natural Oasis

Day 10

Eilat – Sailing on the Red Sea

Day 11

Eilat – Full-Day Tour of Petra

Day 12

Safed – Dine with a Local Israeli Family

Day 13

Safed – Explore the Golan Heights

Day 14

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.

4.9

Verified Traveler Reviews

Based on 224 reviews

Jordan Vacation Review: Jerash, Petra, Wadi Rum, Dead Sea, 5 Nights

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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Egypt, Jordan Vacation Review: Nile Cruise, Sphinx, Pyramids, Tombs, Bethany Beyond the Jordan, Wadi Rum, Petra, 3 Weeks

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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Jordan Vacation Review: Wadi Rum, Petra, Jerash, 6 Days

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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Egypt, Jordan Trip Review: Cairo, Giza, Aswan, Luxor, Abu Simbel, Hurghada, Amman, Petra, Hot-Air Balloon Ride, Nile River Cruise, 2 Weeks

Our experience with Zicasso’s travel company was fantastic. When I started planning our trip, Zicasso’s travel specialist was very helpful in giving me ideas on putting together an itinerary to cover the historic sites of Egypt, as well as Petra in Jordan. He sent a detailed proposal with hotels, inter-country flights, tours, and optional activities. He made himself available to answer any questions via WhatsApp during the planning process.

When we arrived at and departed from various airports (Amman, Cairo, Aswan, Abu Simbel, and Hurghada), we were met by company representatives to ensure everything went smoothly. We were also given WhatsApp contacts for the operations team while in-country in case we had any questions.

Our three guides in Jordan, on our Nile River cruise from Aswan to Luxor, and in Cairo were all excellent. They were very knowledgeable and made our trip logistically stress free. All of our drivers got us where we needed to be on time. All of the hotels, as well as our Nile River cruise, were excellent.

Everyone at the travel company really wanted to ensure we enjoyed ourselves and all our needs were taken care of. We decided to do a hot-air balloon ride in Luxor last minute and switch from a horse-drawn carriage to a boat ride, and they made it happen. Our two-week trip was relaxing, enjoyable, and stress free.

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Egypt, Jordan Vacation Review: River Cruise, 2 Weeks

Zicasso’s travel specialist more than lived up to the many favorable reviews the company has earned. He was receptive and responsive to my requests and used the considerable input I offered to create an itinerary that translated my goals into an itinerary that was flawlessly executed. The drivers and guides assigned all were excellent, and the pampering we received from our arrival to our departure made all of our travel comfortable and seamless.

We were treated to some VIP extras that elevated our experiences and when we encountered a problem onboard the river cruise part of our trip, he and his staff were able to address them on short notice and on a weekend. It is perhaps conventional to tell a customer one is available 24/7, but that truly was the case with the travel company. When circumstances warranted altering the planned itinerary, it was accomplished deftly. This flexibility was much appreciated and truly helped make our trip even more memorable than initially anticipated.

We have friends who expressed their envy at our trip plans and their desire to visit Egypt. My wife and I certainly will share with them our thoughts and views about the wonderful services the travel company provides.

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Egypt, Jordan Trip Review: Giza, Valley of the Kings, Abu Simbel Temple, Petra, 11 Nights

Our recent trip to Egypt and Jordan with Zicasso's tour operator was extraordinary! From start to finish, every aspect of the journey was meticulously planned and executed, leaving us with a wealth of cherished memories and deep appreciation for the cultures and historic sites in these incredible places!

The quality of our guides made for a very special experience. Each guide was passionate in sharing their knowledge. The itinerary was well crafted, balancing sightseeing and cultural experiences. Our transportation was seamless and accommodations were conveniently located and impressive. Our trip with this tour operator exceeded our expectations.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

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