Riyadh to Jeddah Overlander

10 Days
from AUD$ 20,972


  • Experience Riyadh’s contemporary culture
  • Discover ancient desert civilizations near Al Ula
  • Enjoy the road less travelled: this road trip minimizes highways to take you into Saudi’s beautiful and remote interior
  • Catch some sea breeze at Jeddah: Saudi’s most liberal city
  • Take a private cruise on the Red Sea
  • Travel on Saudi Arabia’s new high speed trains

The birthplace and spiritual home of Islam, Saudi Arabia is rich in attractions and stirring symbolism.

As rich as it is vast, the country’s absorbing cities, remarkable culture, and breathtaking landscapes offer gloriously fresh experiences for adventurous travellers. Take in the two largest cities as well as the breathtaking region of Al Ula. From modern day sky scrappers to active reefs brimming with colourful marine life, to dusty desert landscapes with traditional storytellers sharing your journey at each site, this journey is perfect for those keen for a taste of Saudi Arabia to take in the main highlights as well as the historical city of Medina.

Journey map

Fitness level



Day 1 - Arrival in Riyadh

Welcome to the Kingdom of Saudi Arabia! On arrival, you will be met by our representative and transferred to your hotel (approx. 45 mins). One of the wealthiest cities in the world, Riyadh is a showcase for modern Saudi Arabia. Once a walled, mud-brick way station along desert trading routes, the capital is now a hyper-contemporary metropolis with the best hotels and restaurants in the country. Its organised grid layout is lined with more than 4,000 mosques, numerous busy shopping centres and traditional souks, public parks, and a diverse set of communities and neighbourhoods. On your first day in the Kingdom, you will check the pulse of the city by taking the high-speed lift to the 99 th floor of the iconic Kingdom Centre for access to Riyadh’s best urban panorama. Suspended 300 metres above the city, the tower’s curved Sky Bridge offers spectacular views across the Riyadh skyline and beyond, and is a must-do experience for all who pass through the capital. This evening, enjoy a welcome dinner which will be a representative embodiment of Riyadh’s spirit – traditional Saudi cuisine in a modern space. (D)

2 nights Joudyan Hotel by Elaf or similar

Day 2 - Riyadh

Discover the wealth of contrasts that distinguish Riyadh. Historical highlights here include Masmak Fort, Souq al Zel, and cultural centres such as the National Museum and the Murabba palace. And of course Ad Diriya, once the heart and start of the Kingdom. Whilst making your way across the city you will note the contrast between these local marketplaces and the city’s sparkling high rise. Begin the day with a visit to Ad Diriyah, the birthplace of the first Saudi state called At-Turaif which ruled between 1744 and 1818. The UNESCO World Heritage site has just been restored to its former glory and is poised to become a cornerstone of the Kingdom’s tourism offerings. Discover more about the architecture and heritage at the site. Find out how the mud-brick houses were built; how homes were cooled during the hot summer days; and how people lived without electricity and creature comforts It’s time to explore other pointers toward Saudi’s charismatic past. You’ll find Al Masmak Fortress in the heart of the old town. A large clay and mud-brick citadel that witnessed the birth of a kingdom, the 150-year-old edifice stands as a reminder of Saudi’s storied past. Justice Square is another reminder of the past. Roaming this ordinary neighbourhood on foot you discover mud houses, just like this morning, abandoned not long ago. You’ll learn more about Saudi history at Murabba palace and at the fantastic National Museum of Saudi Arabia. Towards the end of a busy day, you will head for Souq al Zel and Souq Bisht, two of the most characteristic traditional marketplaces in town and uniquely atmospheric hubs of Arabian commerce. This is the perfect place to purchase an Abaya for use during your travels if you wish to dress like a local. Naturally, as a foreigner the use of an Abaya is completely voluntary. Complete the Riaydh feeling by mingling with the locals in one of the city parks or squares that come alive with socializing activities once the sun rays disappear. (B,L)

Day 3 - Riyadh - Buraydah

Leaving Riyadh’s glittering skyscrapers and bustling streets behind, it’s time to experience the first of Saudi’s many wild and rugged landscapes. The plateau on which the capital sits ends abruptly, presenting you with a panoramic view over the ancient sea bed 300m below. The drop leaves the cars of today at a halt while the camels of yore find their way down a steep trail of switchbacks. Walk a short distance in their footsteps and marvel at this ancient caravan route and the talented camel riders who used it. Once at the bottom, travel through your first section of desert plain to the town of Ushaiger. Here, the ruins of an ancient mud village tell the tale of a Saudi very different from the one you’ve seen so far in Riyadh.

Wander the dusty alleys and visit a family-run museum to dig deeper into the town’s history. Continue your journey through time by taking the backroads to your next destination of Buraydah. Avoiding the highway, it is easy to imagine the hundreds of thousands of camels and traders that have made their way across these deserts for centuries. The dry desert dunes, as far as the eye can see, also hide a secret: this is one of the most important food-growing regions in the area. As you near the market town of Buraydah, the fascinating circular fields tell of the ingenuity of Saudi’s desert farmers. Passing Onaiza city together with Buraydah the twin capital of the Qassim region, stop by a local heritage museum where a fantastic VR experience can give you a glimpse directly into the past. (B,L)

Overnight in Buraydah Golden Tulip or similar 

Distances and journey time: Riyadh – Ushaiger (200km): 2.5 hrs Ushaiger – Buraydah (185 km): 2 hrs

Day 4 - Buraydah - Hail

Buraydah and Onaiza – the twin-capitals of Qassim province, also known as the ‘food basket’ of Saudi Arabia. Where better to understand this than at your first stop, a local wet market. Watch as the buyers and sellers do business by auctioning from the back of their trucks. Wander through what is probably the largest date market in the world. In season, the stalls are piled high with tropical fruits and vegetables and, if the time is right, don’t miss the opportunity to sample Qassim’s famously succulent dates. Even outside the season, the scale of this market is enough to realize that Saudi Arabia is not just about oil.

Swap four wheels for the local train to Hail, with magnificent views over the rocky desert landscape. Hail was an ancient Arab capital, and the hilltop A’arif Fort speaks of the city’s prominence in this desert region. From the top of the fort to the centre of the city, your next stop on the historic circuit of Hail is the Al Qishlah compound. Built with the same red mud as A’arif, the 8m high walls of this huge fort palace show the power of the local rulers. (B,L)

Overnight in Hail Holiday Villa or similar 

Distances and journey time: Buraydah – Hail (260km): 2 hrs by high-speed train

Day 5 - Hail - Al Ula

An hour north of Hail takes you into the Al Nafud desert, to the UNESCO World Heritage Site of Jubbah. Rising up from the windswept plains, these desert rocks feature some of the Arab World’s finest Neolithic rock inscriptions. The detailed drawings of people, animals, and daily activities are as visible today as they were when they were created over 9,000 years ago. Follow your knowledgeable guide as they take you on a tour of some of the best-preserved drawings.

Your next leg of the journey takes you west past the Sharaan nature reserve. Keep your eyes peeled for ostriches and Idmi gazelles among the dry desert grasses. Conservation efforts in this 1,500 square kilometre reserve have benefitted many native populations, including the elusive Arabian wolf.

As rich in natural beauty as it is in history and cultural heritage, Al Ula is a highlight of any trip to Saudi. The draw to Al Ula is its remarkable natural rock formations and canyons, extensive and varied pre-Arabic rock art, and immaculately preserved tombs built more than 2,000 years ago by the Nabataeans. Get in the mood with a sunset visit to Jabel Al Fil, or Elephant Rock, set in golden desert sands and climbing into the blue Arabian skies. Elephant Rock is one of Al Ula’s most easy to remember geological marvels. (B,L)

3 nights in Shaden Resort or similar 

Distances and journey time: Hail – Jubbah (125km): 1.5 hr Jubbah – Al Ula (500km): 5.5 hrs

Day 6 - Al Ula

You’ll start the day with a visit to the Nabataean site of Hegra, which was the southern capital of the Nabataean kingdom, dating back to the first century BCE. Follow your personal ‘rawee’ or storyteller in your own jeep, to explore several of the more than 100 well-preserved monumental tombs, most with elaborate facades carved from rock formations scattered around the desert. Head to Al Ula historic city, an ancient place that once sat at the crossroads of the Silk Road and the Incense Route, and one that rewards a leisurely sunset stroll. Recent renovations have turned it into a magical mix of ancient alleys and trendy restaurants and souvenirs shops. Next door, the area known as ‘the new city’ has a colourful vibe with street art and exhibits spread out in its walking streets, making for a great afternoon stroll with numerous options for a drink on a terrace, watching the world go by while the sun changes the colours of the towering cliffs around. (B,L)

Distances and journey time: Al Ula – Hegra (20 km): 20 mins Hegra – Al Ula ‘new town’ (20 km): 25 mins

Day 7 - Al Ula

No trip to Saudi Arabia is complete without a 4×4 excursion into the desert. And we start this day with an unforgettable sortie around the towering cliffs that surround Al Ula. Following the ups and downs of the morning four-wheel safari, settle down in the middle of the desert for a delicious Bedouin-style, sheltered picnic lunch, encompassing a traditional range of Saudi and other Middle Eastern delicacies. As true navigators of the deserts, we set up camp with protection from the sun and the finest of Arabian hospitality awaits. Enjoy your remaining afternoon at leisure. Enjoy the facilities of the hotel or continue your exploration of Al Ula’s landscapes with an optional activity: to name a few; see the sandstone mountains from above in a helicopter or hot air balloon, hop on a mountain bike and venture off the beaten path into desert dunes or climb the valley’s edge to better soak in Al Ula’s expansive vistas. (B,L)

Day 8 - Al Ula - Medina

Today you will travel through the desert and mountains to Medina along an ancient pilgrimage route passing the oasis of Khaybar. Don’t expect a desert filled with sand dunes; this is an area with black lava stone and mountain vistas and is rich in historical significance. Before the rise of Islam in the 7th century, this area was inhabited by Arabian Jewish tribes. In 628 AD, Muslims under the leadership of Prophet Muhammad took over the city during the Battle of Khaybar. Visit the remains of the mud city situated in a wadi or valley, with its fortress towering above it. The area has been recently reopened after renovations.

One of the two holiest cities in Islam (the other is Mecca), Medina is centred around Al Masjid an Nabawi, a 10-minaret giant that can accommodate 1 million people also known as the Prophet’s Mosque. For a primer on the amazing history of the destination, you will visit the Dar Al Medina Museum (closed on Friday), a private collection that documents the city’s history and heritage. Next, join the throngs of pilgrims in the heart of the city, it is hard to describe the vibe. Non-muslims are welcome to enjoy exterior views of the mosque from the edge of the square. When the sun sinks it is a great time to visit Mount Uhud, a major pilgrimage site and viewpoint across the Holy City. (B,L)

Overnight in Medina Millennium or similar

Distances and journey time: Al Ula – Khaybar (225 km): 2 hrs 25 mins Khaybar – Medina (175 km): 2 hrs

Day 9 - Medina - Jeddah

There’s much more to Medina than its primary holy site. You will have the chance to visit the terminus station of the Hijaz or Ottoman railway, which once brought pilgrims to Medina from as far away as Damascus in Syria. Round out your time in Medina with some browsing time at the city’s central market. Saudis are known for having a sweet tooth and the stalls at this bustling souk are ideal snaffling territory for goodies such as ma’amoul (butter cookies stuffed with pistachios, walnuts, almonds, or dates), luqaimat (hot, crispy dumplings drizzled in honey) and kunafa (a kind of sweet cheese pie made with semolina pastry and rose water syrup).

After lunch, guests will board one of Saudi Arabia’s state-of-the-art high-speed trains to make the short (under 2 hours) hop to the coastal city of Jeddah. Celebrate your arrival with sunset drinks on the city’s attractive corniche. Spread out your carpet and your ‘takwa’, the smart Saudi picnic seat. Join the locals when the sun sets, the call for prayer sounds and the world’s tallest fountain comes to life in front of the beachwalk.

2 nights in Shada Shate’a Boutique Hotel or similar 

Distances and journey time: Medina – Jeddah (420km): 2hrs by high-speed train Jeddah train station – Jeddah city centre (20km): 25 mins

Day 10 - Jeddah

Jeddah is a commercial hub sitting to the west along the Red Sea with the second busiest seaport in the Middle East. It’s the principal gateway to Mecca, the holiest city in Islam, and sees over a million pilgrims a year on their way to perform the Hajj. Despite this, Jeddah is perceived to be the most liberal city in Saudi Arabia and is a popular destination, offering the beauty of ancient architecture mixed with the latest luxuries.

Experience the Red Sea! Hop on a private cruise to enjoy the sea and sun. Snorkelling gear is packed to discover the wealth of underwater life the region is famous for. From Hawksbill turtles to lionfish, eels and even reef sharks, snorkelling along the coral sites will impress. The temperatures of the water are at least 21C and the high salinity is beneficial for your health. Top off your day with a seafood barbeque, skilfully prepared by your skipper. Find out that things are equally convivial on dry land in the atmospheric old town, Al Balad, which achieved UNESCO World Heritage status in 2014. Its traditional multi storey buildings and merchant houses are an architectural treasure trove. It is a dive back in time with the buzz of trading, pilgrims shopping and the occasional tourist mixed in. The roshan or wooden window covers are the ancient way to create shade and cool in this hot and humid climate, and they make these alleys especially picturesque. Have your guide take you out for one final taste of Saudi cuisine before you can say ‘hay alsalama, goodbye, until next time.’ (B,L,D)

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What’s included

  • Return airport transfers
  • 10 nights accommodation
  • Meals as per the itinerary
  • Services of English speaking local guides
  • Private transportation
  • Entrance fees as per the itinerary
  • International & domestic flights
  • Visas
  • Travel and medical insurance
  • All services, meals other than those indicated above
  • Any changes to the proposed and confirmed program.
  • All items of a personal nature e.g. drinks, laundry, telephone calls, tips etc

**Please note that this tour can be organised on request for private departures.

* Pricing is subject to change at anytime until full payment has been received.

* A minimum of 2 adults is required to guarantee this departure.

A non-refundable deposit of $1000 AUD per person is required to secure your place. Final payment is due no later than 60 days prior to departure. Travel insurance is mandatory for travelling with Crooked Compass. For full terms and conditions, please click here.



Start Date
End Date
Start Date
09th Nov 2024
End Date
18th Nov 2024
10 Days
$20,972 AUD
Start Date
09th Nov 2025
End Date
18th Nov 2025
10 Days
$22,020 AUD
Start Date
09th Nov 2026
End Date
18th Nov 2026
10 Days
$23,561 AUD