Walk Tbilisi’s Old Town, Narikala Fortress, and the sulphur bath district
Svaneti trekking: Ushba waterfalls, Ushguli, and the Shkhara Glacier
Explore Georgia’s great cave cities: Vardzia and Uplistsikhe
UNESCO monastic Armenia: Haghpat, Sanahin, Geghard, and Echmiadzin
Ride the Wings of Tatev to Armenia’s clifftop Tatev Monastery, with Areni wine tasting en route
A compelling journey through the South Caucasus, where Georgia’s vineyard valleys and medieval watchtowers rise beneath the high peaks of the Caucasus, and Armenia’s ancient monasteries overlook alpine lakes and dramatic canyon landscapes.
Begin in Tbilisi, wandering its layered old town of terraced streets, fortress walls, and carved wooden balconies. Travel west to rock-hewn cave cities, deep river gorges, and the striking mountain region of Svaneti, where multi-day walks lead to Ushguli and the Shkhara Glacier beneath some of Europe’s highest summits.
Cross into Armenia to explore UNESCO-listed monasteries perched above the Debed Canyon, the forested hills of Dilijan, and the vast blue waters of Lake Sevan. Follow historic Silk Road routes past caravanserais and ancient stone monuments to the clifftop Tatev Monastery, reached by the Wings of Tatev tramway, before concluding in Yerevan with landmark churches, culinary masterclasses, and the rock-carved sanctuary of Geghard.
Download this tour’s PDF brochure and start your planning offline!
Welcome to Georgia! Upon arrival in Tbilisi, you will be met at the airport and transferred to your hotel. The remainder of the day is yours at leisure.
Tbilisi’s cobblestoned old town reflects a long, complicated history, with periods under Persian and Russian rule. Its diverse architecture encompasses Eastern Orthodox churches, art nouveau buildings, and Soviet Modernist structures. Looming over the city are Narikala Fortress, a reconstructed 4th-century citadel, and Kartlis Deda, the iconic “Mother of Georgia” statue.
Overnight – Stamba Hotel Tbilisi or similar
Today, you’ll set out on a walking tour to explore the lively capital of Georgia, Tbilisi. First, your private vehicle will take you to the starting point, where you’ll set off on a walking tour wandering through the old districts, structured like terraces, and stroll along narrow streets lined with colourful houses, patterned balconies, and striking examples of modern architecture. Begin at Metekhi Church (13th century), which offers magnificent views over old Tbilisi. A walk through the city’s winding streets will lead you to its main landmarks.
Afterwards, take a cable car up to the ancient Narikala fortress (4th century) to enjoy the panoramic views of the whole town and then walk down to the historical domed sulphur bath area.
(Note: The cable car may be closed for maintenance on certain days. If so, walking or a taxi will be the alternative.)
Finally, visit the Golden Fund of the Historical Museum (closed on Mondays), showcasing treasures that confirm Georgia’s legacy as the legendary Land of the Golden Fleece. After a day of discovery, you’ll be driven back to your hotel. (B)
Overnight – Stamba Hotel Tbilisi or similar
This morning, drive to Mtskheta, the ancient capital and religious centre of Georgia, dating back 3,000 years. Explore its historical landmarks, including Jvari Church (6th century) and Svetitskhoveli Cathedral (11th century), where the Robe of Christ is said to be buried. Both Jvari and Svetitskhoveli are UNESCO World Heritage Sites. It is important to note that Mtskheta is a major pilgrimage site, so it can be crowded, particularly on weekends and religious holidays.
Next, head to Borjomi Spa Resort, renowned for its famous mineral water, Borjomi. Visit the small park and taste the fresh mineral water straight from the source. Continue to Akhaltsikhe to visit the multicultural fortress complex of Rabath (closed on Mondays). Total driving time for today is 4-5hrs (235km). (B)
Overnight – Hotel Lomsia or similar
Today, you travel to Vardzia, and along the way, visit Khertvisi Fortress (10th century). Continue on to Vardzia, a magnificent cave town from the 12th century and one of the highlights of the trip. It stretches over half a kilometre along the river Mtkvari and has 19 tiers and is used to house around 3,000 caves. The complex also includes dwelling quarters, small hall-type churches, refectories, wine cellars, and pharmacies. There is also a church hewn out of rock with amazing 12th-century frescoes.
You will enjoy lunch with a local family and then continue to Kutaisi (228km, 4hr). (B,L)
Overnight – Local Hotel (3-star)
In the morning, you will visit a local farmers market and then continue to Okatse Canyon (closed on Mondays), which involves a 2–3-hour pedestrian route passing through Dadiani Historical Forest, a 780 m hanging trail, and ending with a panoramic viewpoint. Here, you can explore Okatse Waterfall, the Dadiani Forest, and the Satsiskvilo River Valley.
Afterwards, get ready for the most exciting part of your trip – a journey to Svaneti, the region of the highest mountains and glaciers and the most abiding ancient traditions. Arrive in Becho Village. Total driving time for today is 6- 7 hours (240km). (B,D)
Overnight – Guesthouse or similar
Today, an unforgettable adventure awaits. After breakfast, you will drive to Shikhra village, where your hike to the Ushba Waterfalls begins. The trail first leads through a muddy forest, followed by the roar of the Dolra River, which originates from the Ushba Glacier. As you continue, the first waterfall comes into view – several cascades of water flowing down the mountain slope, creating a breathtaking panorama.
From here, you can either head to the base of the large waterfall, where the powerful spray fills the air, or take a higher route for a stunning view of the Dolra River Valley. The total walking time to the first waterfall is approximately 3-4 hours, with an elevation gain of 450m. If you find the hike too challenging, there is a café close to the walking track where you can take a break and relax while the rest of the group finishes. After completing the hike, you will drive to Mestia, where you will check into your hotel. You’ll then have the opportunity to take part in a traditional Kubdari and Chvishtari-making experience before enjoying a well-earned dinner. (B,Packed Lunch,D)
Overnight – Gistola Hotel or similar
Today, you will walk from Mestia to the enchanting village of Mulakhi, following a scenic route through meadows and forested landscapes for around 4 to 5 hours. As you approach, the village’s historic towers come into view, their centuries-old structures shrouded in mystery, giving Mulakhi the appearance of a picturesque drawing. The Svans chose a truly ideal location for this village, nestled in a breathtaking mountain setting. Upon arrival, you will have the chance to savour some of the finest Svanetian cuisine, a well-earned reward after your journey.
After our visit, we’ll drive to Ushguli for dinner and an overnight stay at a guesthouse. Ushguli is declared a World Heritage Site by UNESCO. The village is located at 2200m and is the highest continuously inhabited village in Europe. The village is most famous for its abundance of watchtowers, and this is where you get the view of the highest mountain in Georgia – Mt. Shkhara (5068m). (B,Packed Lunch,D)
Overnight – Guesthouse or similar (basic)
This morning, you will set out from your guesthouse in Ushguli for a 5-6 hour trek to the base of Georgia’s highest mountain, Shkhara (5,068m), and the Shkhara Glacier, the main source of the Enguri River, which flows through the heart of Svaneti.
The route takes you through lush alpine meadows, where you’ll have the chance to admire a stunning variety of wildflowers set against the dramatic backdrop of the towering Caucasus peaks. As you make your way to the glacier at 2,500m, you’ll witness the powerful forces of nature that have shaped this
rugged landscape. After reaching the glacier, you will retrace your steps back to Ushguli before continuing to Mestia (42km, 2hr). (B,Packed Lunch,D)
Overnight – Gistola Hotel or similar
Today, you will leave the beautiful Svaneti region and drive back to Zugdidi (220km, 5-6hr). Here you will visit Dadiani’s Palace (closed Mondays), where the culture of the Dadiani Dynasty is on display, and 41,000 museum objects are held. Most of them are unique and invaluable examples of Georgian and foreign art.
Afterwards, visit Gelati Cathedral (12th century) – one of the earliest academies in Europe and a UNESCO World Heritage Site, and then drive to Kutaisi. (B)
Overnight – Local Hotel (3-star)
In the morning, drive to Gori and visit the historical site of Uplistsikhe Cave Town (1st millennium BC). Uplistsikhe is the place where the Great Silk Road used to pass. This is an old and interesting complex with dwelling quarters, wine cellars, bakeries, a three-nave basilica church carved into the rock, and even an antique theatre. There will be a photo stop at Stalin’s house and museum, but you will not be going inside.
Afterwards, drive towards Tbilisi. On the way, you will stop to visit a wine cellar in the village of Kaspi, where you will enjoy a guided tour of the winery and taste three wines produced by the traditional Georgian Kvevri method (this method is inscribed in the UNESCO Intangible Heritage List). Light snacks will be served with the wine. It’s noteworthy that this wine can be found on the list of unique wines of the Ritz Hotel in London. Arrive in Tbilisi. Total driving time for today will be around 4-5 hours (250km). (B)
Overnight – Stamba Hotel or similar
This morning, you’ll head to the Georgian-Armenian border at Bagratashen. Once you’ve cleared passport control, you’ll meet your Armenian guide and driver. Our journey begins with a scenic drive to the historic Haghpat Monastery, a UNESCO World Heritage site known for its architectural brilliance and serene surroundings.
From here, stretch your legs with a scenic to Debed Canyon (approx. 2 hours). At the conclusion of your hike, you will drive to Sanahin Monastery (10th century), a UNESCO-listed complex perched above the canyon. One of Armenia’s oldest and most significant monastic centres, Sanahin, played a vital role in medieval education and spiritual life. Explore its impressive, vaulted halls, ancient libraries, and finely carved stone reliefs that reflect the depth of Armenian religious and architectural tradition.
Arrive in Avan Dzoraget, a village nestled in the Debed Canyon, by early evening. Surrounded by dramatic gorges and forested mountains, this peaceful riverside setting offers a perfect retreat. Dinner will be served at the Avan Dzoraget Hotel, where local flavours are paired with sweeping views of the Debed River. (B, L, D)
Overnight – Avan Dzoraget or similar
Following breakfast at your hotel, you will start the day with a tour of Sharambeyan Street, a beautifully restored section of Dilijan. Stroll along its cobbled path, where traditional wooden balconies overlook artisan workshops, galleries, and cozy cafés. Watch craftsmen at work, browse handmade souvenirs, and soak in the town’s rich cultural heritage in this vibrant, historic setting.
Lunch today will be at Armenia Guesthouse, where you’ll participate in a Gata and pork BBQ masterclass, learning how to prepare pork the Armenian way! Gata is one of Armenia’s most beloved traditional pastries, and each region of the country has it’s own style. Pork BBQ is also a cherished tradition in Armenian culture, and involves wrapping the meat in lavash (bread), known as Khorovats – a dish that remains popular today. Whether served with tomatoes, eggplant, and bell peppers baked on skewers over hot coals in the summertime, or enjoyed in any season, Khorovats embodies the flavours of Armenia.
Continue onto the 13th-century Haghartsin Monastery, a stunning example of medieval Armenian architecture, nestled in lush forests near Dilijan. This well-preserved complex features St. Astvatsatsin Church, intricate khachkars, and a remarkable 1248 refectory.
Arrive in Dilijan, often referred to as the “Switzerland of Armenia,” by early evening. This picturesque
town, surrounded by verdant forests and rolling hills, will be our base for the night. Dinner tonight will
be either at your hotel or a local restaurant. (B, L, D)
Overnight – Tufenkian Old Dilijan Complex or similar
After breakfast, drive to Lake Sevan, the second largest alpine lake in the world and known as the ‘Emerald of Armenia’. You will visit Sevanavank, a beautiful monastery on the peninsula, once a strategic shelter for Armenian Kings and then continue to Noratus Village to visit Noratus Cemetery, known as the ‘Forest of Khachkars’. ‘Khachkar’ (cross-stone) is a typical monument of Armenian sculpture representing an ornamented stone with a cross in the centre.
Continue to the southern town of Goris via Selim Caravanserai, an important trading post on the Great Silk Road that has welcomed travellers along the highway through the mountains of Selim (Sulema). You will then travel to Karahunj (Armenia’s Stonehenge – also known as Carahunge), an ancient observatory from 6,000 B.C. The site is rich with stone settings, burial cists and standing stones, consisting of around 223 stone basalt slabs.
Have lunch at a local restaurant before journeying to Zorats Karer (110km 2hr), also known as the Armenian Stonehenge, located 110 kilometres away, which will take approximately 2 hours to reach. Explore this intriguing archaeological site, believed to be an ancient astronomical observatory, and marvel at the arrangement of the massive stones. You will then drive to Goris.
Arrive in the picturesque town of Goris, known for its unique rock formations, charming old houses, and stunning natural beauty. (B, L, D)
Overnight – Mirhav Hotel or similar
You will start your day exploring the complex of Tatev Monastery, which is an architectural masterpiece dating from the 10th century and is often referred to as a ‘monastery built on the edge of nothing’. You will reach the Monastery via the world’s longest aerial tramway called ‘Wings of Tatev’.
From the monastery, drive for approx. 2hrs 15m to either a local home or restaurant where you will have a cheese masterclass followed by lunch.
After lunch, you will visit Noravank Monastery – a great religious and cultural centre of the 12th century, which is located in a seemingly inaccessible location amidst impressive red cliffs and stunning mountains.
Finally, you will be driven to the Vayots Dzor region, the agricultural heart of the country, inhabited since the Bronze Age. The region also prides its old wine-making traditions with a history starting from the times of Noah. You will visit Areni Winery for a wine degustation with Armenia’s best wines coming from this region. You will then continue to the capital city of Yerevan (110km, 2hr). (B,L)
Overnight – Historic Yerevan Hotel or similar
Your day will begin with exploring the vibrant city of Yerevan with your guide. Originally established in 782 BC, Yerevan is a thriving city with the excitement, hustle and bustle of a modern capital. You will start your exploration from Republic Square, the masterpiece of architect Alexander Tamanian, known for its grand neoclassical buildings and central musical fountains. Continue to the Opera House, a stunning architectural gem and the cultural hub of Yerevan, hosting world-class performances. Visit the Cascade Complex, an open-air museum of modern art featuring a massive stairway adorned with sculptures and fountains. This striking complex connects the city’s historic residential and cultural districts with terraced gardens and panoramic views. Next, stroll along Northern Avenue, a lively pedestrian street lined with shops, cafés, and restaurants.
Next, drive to the ruins of Zvartnots (21km, 35m) – the pearl of 7th-century architecture, inscribed in UNESCO’s World Heritage list. Continue to Echmiadzin (10min drive), the spiritual centre of all Armenians and the seat of the Armenian Catholicos. Echmiadzin Cathedral is the oldest standing church in Christendom, built in 303 AD over a pagan fire altar. This landmark is protected by UNESCO as a World Heritage Site.
You will then enjoy lunch at the Tasty Gastro Yard, where you will have a Tolma master class followed by lunch. Tolma is a traditional Armenian dish, featuring a filling such as meat or rice wrapped in grape leaves.
On your return to Yerevan, you will visit the History Museum of Armenia. (B, L)
Overnight – Historic Yerevan Hotel or similar
This morning, depart for Geghard Monastery. The spectacular towering cliffs surrounding the monastery is part of the Azat River Gorge and are included together with the monastery in the UNESCO World Heritage Site listing. Some of the chambers within the monastery complex are entirely dug out of the cliff rocks, others are little more than caves, while others are elaborate structures, with both architecturally complex walled sections and rooms deep inside the cliff.
Next, enjoy some like hiking in Garni Gorge where you will see the Symphony of Stones, a striking natural formation of vertical basalt columns along the cliff face. Continue to lunch at a local restaurant where you will have a Lavash making demonstration. The demonstration takes place in the yard, where a special area has been built around the ‘tonir’, an underground clay oven used for baking this iconic Armenian flatbread.
After lunch, proceed to Garni Village to visit Garni Temple (39km/1hr), dating back to the 1st century. The citadel and pagan temple of Garni are a picturesque monument of the Hellenistic period and an impressive piece of ancient Armenian architecture. Here you will have an opportunity to enjoy the charming melodies of the Armenian ‘duduk’ by a local performer. Duduk and its music are inscribed in the list of Intangible Cultural Heritage of Humanity. The architectural peculiarities of the temple were designed in a way to produce an authentically holy and mysterious reverberation of sound, almost a divine echo.
You will then return to Yerevan, where the remainder of the day is at leisure. (B,L)
Overnight – Historic Yerevan Hotel or similar
Today is yours at leisure until it is time to transfer to the airport for your onward flight. (B)
Download this tour’s PDF brochure and start your planning offline!
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**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.
Small group tours providing intimate connections to gain a deeper understanding and emotional connection to the community, tribes, cultures and lands explored.
Exploring the world’s most remote reaches and challenging destinations requires a high level of expertise which can only be learned from first-hand experience. We know because we go.
In an ever-changing global landscape of rules, regulations and restrictions, rest-assured you are being looked after by those in the know. Given the remote regions that we explore, our passengers safety is our top priority.
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This category of tours involves light trekking, walking, cycling, rafting or kayaking for a few hours each day with a small amount of inclines and declines. You will require a reasonable level of fitness and good health to participate. It is important to note that due to the nature of some of our trips, they may take place in remote areas (with basic facilities) and can involve long travelling days on various modes of transport.
Suggested preparation : At least 3 months prior to departure, it is recommended that you undertake aerobic exercise (this may include jogging, cycling or fast walking) for 30 minutes, three times a week. It is also advised to walk on variable terrain and in variable weather conditions. For a cycling adventure, road cycling twice a week is recommended and for adventures which involve paddling and kayaking, it is important to gain confidence and rhythm rather than speed prior to departure.
This category of tours involve trekking, kayaking and cycling for period of 6 to 8 hours a day at a fairly consistent pace. Ideal for people looking to slightly increase the heart rate. For our moderately rated tours, you must have a good level of fitness and also be in good health. It is also important to be prepared for variable weather conditions. Altitude may also come into play. This category of tours may involve visiting remote areas where facilities can be quite basic. Accommodation may also involve camping, homestays or basic accommodation where facilities may not be considered of western standards. To enjoy this style of travel, it is suggested for travellers to have a reasonable level of fitness and health, a positive attitude, as well as a fairly active lifestyle. An open mind is also required.
Suggested preparation: At least 3 months prior to departure, it is recommended that you undertake 45mins – 1 hour of aerobic exercise, three to four times a week. Some potential exercises that could be beneficial include hill walking with a backpack on over variable terrain and weather conditions, as well as running and cycling dependent on the activity you plan on undertaking.
This category of tours involves trekking, kayaking, cycling or other adventure activities in remote areas for up to 8 to 10 hours a day. It is important to note that with the remoteness of some regions comes a variety of other challenges such as variable weather conditions, accommodation as well as facilities. You must have an excellent level of fitness and good health to be able to partake in this category of tour. You must have confidence in your own ability and be in good physical condition. Includes extended periods of endurance.
Suggested preparation: At least 3 to 4 months of strenuous exercise, four times a week. When preparing for treks it would be beneficial to participate in hill walks with a weighted day pack (approximately 5-8 kg) once a week for aerobic fitness and strengthening of leg muscles. It is also important to do this on variable terrain to prepare for challenging adventures. When preparing for cycling adventures, regular bike riding (at least 4 to 5 times a week for 1-4 hours is essential). It is also important to cycle on uneven surfaces or even participate in other aerobic exercises such as running or swimming to build up strength and stamina. Altitude may also be a factor in these tours.
This category of tour often involves extreme trekking, cycling or other extreme adventure activities. It is important to expect remote and poorly defined tracks and to be prepared for variable weather conditions for 10 to 12 hours per day (may sometimes be more depending on weather and altitude). These adventures are suitable for travellers who have prior experience in strenuous travel and activities, are extremely fit and have excellent health. It is also important to note that some of the terrain on these adventures will involve trekking in snow, at high attitude levels and may require technical equipment.
Suggested preparation: It is important to note that physical fitness should be an ongoing activity, commencing around 5-6 months prior to departure, or even before if you have no prior fitness. Exercise should focus on building maximum endurance and stamina. Four to five hard sessions of 40-60 mins per week should be completed and can include exercises such as going to the gym, running, swimming or cycling to focus on building aerobic stamina. It could also be beneficial to prepare by hiking on rough terrain, in extreme weather conditions or partake in altitude training.
Our Signature Tours are the cornerstone of the Crooked Compass journey: meticulously designed small-group itineraries that balance authenticity, comfort, and ease. These are destinations where travel can be complex—from navigating evolving logistics to reaching places far from the usual tourist path—yet our expertise ensures your experience feels smooth, effortless, and deeply rewarding.
From the moment you arrive, every detail is handled with care. You’re welcomed personally on arrival and met for a private transfer to your accommodation, where you’ll join the rest of your group. Your guide will walk you through an orientation, helping you understand the rhythm of the journey ahead and settling you in with clear, practical insights from the very start.
Accommodation is selected for both comfort and character, reflecting the richness of its locality through thoughtful design, creative ingenuity, and a genuine sense of place. Whether it’s a boutique property, a sustainable lodge or a homestay, each choice is made to connect you meaningfully with the destination.
Cultural integration sits at the heart of our approach. Every itinerary is crafted with respect for local communities, aligning sensitively with their values and protecting the authenticity of their culture. Through this, travellers experience a deeper connection —stories shared firsthand, traditions encountered in their true context, and moments that shift perspectives long after returning home.
With a maximum of 12 travellers and our most trusted local partners, you explore with confidence, guided by teams who combine deep regional knowledge with an intuitive understanding of Western traveller expectations. Through the powerful medium of storytelling, our journeys inspire personal reflection and spark genuine emotion, turning travel into something transformative.
For travellers seeking even more flexibility or personalisation, our Tours By Design journeys are crafted with the same care — mindfully designed around your interests for a more tailored experience.
Why travellers love our Signature Tours:
More about our Tour Styles.
Our Founders Tours are rare, one-of-a-kind journeys personally hosted by Crooked Compass founder, Lisa Pagotto. Designed for the traveller who seeks more than just adventure, these exclusive small-group expeditions uncover places few have ever seen – experiences not featured in our regular collection, chosen for their depth, beauty, and story.
Each itinerary is hand-crafted by Lisa to offer meaningful connection and unique access built through years of trust and collaboration with local communities. Travelling alongside her gives you an unparalleled perspective into the world of ethical exploration – from the behind-the-scenes partnerships that shape our journeys, to the human stories that inspire them.
With an intimate group size and seamless support from our expert team, a Founders Tour is less a trip, and more a masterclass in discovery.
Why travellers love Founders Tours:
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Set sail on a rare journey across remote islands, wild coastlines, and untouched ecosystems aboard a small, luxury expedition vessel. Travelling by sea unlocks access to places few travellers ever reach – from isolated villages and pristine reefs to dramatic landscapes that can’t be accessed by land – while each evening, you return to the comfort of your beautifully appointed cabin.
These voyages blend adventure with refinement. Expert-led excursions bring you face-to-face with raw nature and vibrant cultures, while exceptional onboard dining, service, and comfort allow time to unwind and reflect.
To complete your experience, Crooked Compass can seamlessly craft pre- or post-cruise land extensions, ensuring your journey flows effortlessly from sea to shore.
Why travellers love our Expedition Cruises:
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Our Tours by Design experiences are private journeys curated exclusively for you by the Crooked Compass team. Whether you’re drawn to one of our existing itineraries, wish to adapt a small-group tour for private travel, or want to design something entirely new, we’ll craft a journey that reflects your pace, passions, and sense of discovery.
Why pay for inclusions that don’t fit? With Tours by Design, every detail is intentional – from the destinations and experiences to your style of travel and choice of accommodation. Each itinerary is hand-built through our deep local partnerships and expertise, ensuring authenticity, comfort, and connection in every moment.
Why travellers love Tours by Design:
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Our Partner Tours are carefully chosen group journeys operated by our long-standing, in-country partners — experts who share our values of authenticity, cultural respect, and meaningful connection. These departures, averaging between 17 and 22 travellers, are designed and delivered by our partners, while Crooked Compass manages your booking and provides full support from start to finish.
Enjoy the reassurance of booking through an Australian-based company, delivering our same personalised service and attention to detail you expect from Crooked Compass. We take care of the logistics, so you can focus on what matters most – the journey itself.
Why travellers love our Partner Tours:
More about our Tour Styles.