Istanbul To Ashgabat (44 Days) The Caucasus Region & Beyond Uncovered (Caia44)

Our trip starts in Istanbul. Today a modern metropolis and one of the world's liveliest cities, it is a place full of history and rich in culture. Our first day is free, which you can choose to spend visiting one of the many famous sights such as the iconic Hagia Sophia and stunning Blue Mosque, or strolling around the Grand Bazaar on the lookout for some bargains. During the evening be sure to try some of the wonderful local cuisine, such as authentic kebabs, baklava or any of the many other treats on offer.

Many of our travellers starting their trips in Istanbul choose to arrive early to make the most out of the city. Please note that if your trip takes you further across Asia you may need to arrive in time to pick up some visas. If you are thinking of doing this be aware that consulates are closed at weekends.

Leaving Istanbul, we embark on a half day drive through olive groves and rural settlements to Gallipoli and the Straits of the Dardanelles. In World War I, on this blustery and exposed peninsula, ANZAC and British Forces struggled unsuccessfully for nine horrendous months to dislodge Turkish troops from the hills above the beaches. It is a moving experience to visit the war graves and battlegrounds where so much suffering and unnecessary loss of life took place.

We then drive to Ephesus. Built by the Greeks a thousand years before Christ and then rebuilt by the Romans, this immense ancient city boasts an amphitheatre that can seat 24000 and a harbour with no water - still in good condition after all these years. Reaching Selcuk we then drive inland towards Pamukkale where you can swim in warm, mineral-rich waters.

Our next stop is Cappadoccia, where we stay for a few nights. Here, over the centuries, houses, churches, fortresses and even underground cities have been carved into this eerily eroded volcanic rock. The Goreme Valley provides us with an astonishing setting in which to spend a few days investigating the region. Why not take in the scenery from the skies in a Hot Air Balloon flight (optional). We will take you to one of the underground cities where you can explore alone or with a guide this ancient and mysterious area!

After a busy few days in Goreme we again hit the road to cover some more miles as we travel towards Georgia. Crossing rural Turkey, we head towards the Black Sea before following the coast east. This captures the essence of an overland adventure expedition, as we stop for bush camps in the evening and are able to watch as the stunning and varied scenery of this rarely-vested part of the country rolls past, stopping off to meet locals and buy food and drinks as we go.

Our first destination in Georgia is the port city of Batumi. Here we spend some time to check out the city with its modern and often bizarre architecture and enjoy our first taste of Georgia's famous warm hospitality. A walk along the waterfront promenade is always popular, especially at night when the buildings are lit up in bright neon colours.

We spend the next two days exploring the Svaneti region. This mountainous area is beautiful and untamed, and offer fantastic hiking options with the mighty Caucasus mountain range as a stunning backdrop. Using our overland truck as our base we will bush camp and spend some time travelling around, including a visit to Mestia, a pretty small town that forms the centre of the region. Weather and climate can be unpredictable so this part of the trip is kept quite loose to allow for itinerary changes, depending on what is our best option at the time, but with the truck carrying all of our camping and cooking gear we are free to travel almost anywhere!

Returning to civilisaton following our time in rural Georgia we visit Kutaisi¸ the country's second largest city and home to a buzzing fruit and vegetable market where you can barter for goods with the local traders. Kutaisi offers a glimpse of what modern day life in urban Georgia is like, and the real joy of the city is found in simply wandering the streets and observing the locals go about their routine.

We then travel east towards the capital to Georgia, Tbilisi. On the way we visit Gori the birthplace of Georgia's most infamous son, Josef Stalin and we have time to visit the museum dedicated to him which is built alongside the house where he was born, which still stands today. Here you will find many items from Stalin's reign, and also his bullet-proof train carriage, in which he travelled across the Soviet Union. There may also be the chance to stop at Uplistsikhe, an ancient cave city built into the mountains not far from Tbilisi. Dating from the early Iron Age, this historic site says much about Georgia's long and often turbulent past at the crossroads of a number of might empires throughout the centuries.

We arrive in Tbilisi where we spend a couple of days, and there is no shortage of things to do. There are countless bars and restaurants offering tasty local dishes and Georgian wine, and exploring the Old Town you are rewarded with a huge range of bohemian-style buildings housing anything from private homes through to art galleries. There is a famous flea market, which sells items as diverse as household furniture to Soviet-era memorabilia, and a number of different museums to check out.

The Old Town of Tbilisi has much to offer. Here you can take a stroll along narrow cobbled streets, past traditional old houses with carved wooden balconies, relax in the warm waters of the historic sulphur baths and visit some of the city’s key historical sites; Metekhi Church, Narikala Fortress, Sioni Cathedral and Anchiskhati Church.

Upon leaving Tbilisi is Telavi, the principal town of the Kakheti region, famous for its vineyards and wineries. Wine has been produced in Georgia since 4000BC and the industry has played a small but significant role in the country's history ever since, as winemaking (and its consumption) has enjoyed an important role in Georgian culture and society. Here we have the option of taking a wine tour to find out more about the history of the area, why wine production has been so important, and of course to try some ourselves!

Telavi itself is a fascinating and relaxing place to spend a couple of nights with many good restaurants and cafes, and not far from the town there are other sites well worth a visit, such as the monastery of Akhali Shuamta, and the small village of Ikalta and its Church of the Transfiguration which dates from the 8th Century BC.

We depart Telavi embark on a border crossing to Armenia and on to the ancient town of Dilijan, famous for its hiking, food and arts.

From Dilijan we will head down to high altitude Lake Sevan with the possibility to visit the Hayravank Monastery that overlooks the lake. Leaving the Lake Sevan area, we make our way via the Geghard Monastery and Garni Temple to one of the oldest continually inhabited cities in the world that is Yerevan where we will be based for the next couple of days and where there is plenty to see and do.

From Yerevan we head south to Tatev, and at 5.7km long, the longest cable tramway in the world the "Wings of Tatev" that whisks you up into the mountains where there are lots of additional activities to take part in. From Tatev we head north, and cross the border into our new destination of Azerbaijan!

On arrival in Azerbaijan we get to visit the 18th Century UNESCO town of Sheki and continue on to the the picturesque ancient village of Lahich with its copper beaters and ancient crafts.

Heading south we visit the mud volcanoes of Qobustan before arriving in the capital of Azerbaijan, Baku.

Baku has an amazing blend of the old city and the ultra-modern and I am sure it will be fascinating and enjoyable addition to the itinerary.

From Baku, we take the ferry across the Caspian Sea to our next country, Turkmenistan.

On arrival in Turkmenbashi, we will be collected by off road jeeps and head off for our desert adventure. This will be a truly unique experience as we get to visit the Yangikala Canyons via the Balkan Mountains, then on past the white cliffs of Koymat, and along the banks of the dried up Uzboy River before reaching the desert settlement of Melegoch. We will pass several traditional villages on the way before setting up camp near the dunes of Melegoch. Much of this trip will be off road, and totally remote and will truly be a new experience.

Finally, we head towards Ashgabat and arrive at our hotel for a city tour and a well-earned rest!

We have some free time and enjoy a city tour of Ashgabat. Turkmenistan’s capital, founded in the 1880s by the Russian Tsarist government, sits between the foothills of the Koptedag mountains to the south, and the vast Karakum Desert to the north. The city was almost entirely destroyed following an earthquake in 1948 and rebuilt in the Soviet style. Following independence in 1991 the city has been transformed into a futuristic, and in many ways bizarre collection of unique structures and wide streets lined with marble. For many travellers, Ashgabat is one of the most mystifying and unusual cities they will ever experience.

On the city tour we visit Independence Park, the Ertogrul Gazi Mozque, the Arch of Neutrality, the Turkmenbashi Mosque Mauasoleum and many other sites throughout the city. There are plenty of fantastic photo opportunities, and we will have the chance to explore some of the markets and meet the locals.

The trip ends after breakfast. Additional nights in Ashgabat must be booked in advance, through your Oasis Overland account, and we recommend leaving no later than the day after your trip ends. Departure airport transfers are included in the trip price, and you will be taken straight from the hotel to Ashgabat’s futuristic, falcon-shaped airport to catch your flight.