Welcome to Romania, a land of enchanting castles, picturesque villages, and breathtaking natural beauty waiting to be explored.
Our immersive tour takes you on a captivating journey through this diverse and vibrant country, where ancient history and timeless traditions converge to create an unforgettable experience. From the iconic Bran Castle, often associated with the legendary Dracula, to the charming villages nestled in the Transylvanian countryside, where time seems to stand still, we showcase the best of Romania’s cultural and architectural treasures. Prepare to indulge your senses with a unique wine-tasting experience inside the walls of Dracula’s Castle, where history and legend intertwine in a truly unforgettable setting. Walk through the majestic Carpathian Mountains, where stunning vistas and traditional life await at every turn. But perhaps the most memorable aspect of our tour is the opportunity to engage with the locals, as we visit small villages and interact with villagers, gaining insight into their way of life and sharing in their warm hospitality.
Download this tour’s PDF brochure and start your planning offline!
Signature Tour 
Welcome to Romania! Upon arrival, you will be met and transferred to your hotel in Bucharest.
The rest of the day is yours at leisure to explore the city. Bucharest, Romania’s lively capital is known for its diverse histories and cultures. Enjoy the blend of old-world charm and modern vitality found in its grand architecture and bustling streets.
Overnight – Epoque Hotel Relais Chateaux or similar
Today, you will explore the captivating region of Transylvania, known for its rich history, stunning landscapes, and intriguing folklore.
Begin your day with a visit to Peleș Castle in Sinaia (120 km, 2 hrs.). Nestled in the scenic Carpathian Mountains of Sinaia, Peleș Castle is a masterpiece of Neo-Renaissance architecture. This former royal residence boasts ornate facades and lush gardens, serving as a testament to Romania’s rich heritage. Explore its lavishly decorated rooms and be transported to an era of opulence and romance, making it a highlight of the Romanian tour.
Continue to Cantacuzino Castle in Bușteni, set against the backdrop of the Bucegi Mountains. Once the grand residence of the Cantacuzino family, this historic castle boasts intricate designs and lavish interiors that echo tales of aristocratic grandeur. Indulge in a sumptuous lunch featuring Transylvanian delicacies followed by a wine-tasting session, where you’ll sample and savour the region’s finest wines, offering a delightful fusion of local history and gastronomy.
Next, drive to Brașov, renowned for its medieval Saxon walls and the Gothic-style Black Church, is nestled at the foot of the Carpathian Mountains. As you stroll through its Old Town, you’ll be transported to a bygone era. Cobbled streets, lined with colourful baroque buildings and medieval Saxon architecture, lead to the bustling Council Square, the heart of the city. The towering Black Church stands as a testament to Brașov’s storied past, while the charmingly narrow Rope Street, one of Europe’s narrowest, adds to the town’s unique character. Experience a delightful blend of history, culture, and urban legends as you explore this captivating gem of Transylvania.
In the evening, head to the serene Magura village, just 50 minutes from Brasov. Nestled amidst rolling hills and picturesque landscapes, Samedru offers an authentic Transylvanian experience, blending traditional design with modern comfort. Here, indulge in a traditional dinner, savouring authentic Romanian cuisine in a cosy, rustic ambience. (B,L)
Overnight – Samedru Guesthouse or similar
After breakfast, explore the rustic charm of Magura village and the captivating mystique of Bran Castle. You will then visit a local sheepfold and delve into Romania’s timeless pastoral traditions. Discover the ancient practice of Transhumance as shepherds lead their flocks between highland and lowland pastures. Indulge in a cheese-tasting session, savouring the authentic flavours of the region. Next, take a leisurely hike in the serene beauty of the Carpathian Mountains. Enjoy the tranquil surroundings as you connect with nature amidst the rolling hills and lush landscapes.
In the evening, experience the legendary Bran Castle, famously known as Dracula’s Castle. As the sun sets and the castle is illuminated by enchanting lamplight, explore its dark and mysterious corners. Unveil the secrets hidden within as you venture through the Torture Room and take a mesmerising journey through the Time Tunnel. Indulge in a wine-tasting session, perfectly complementing the haunting ambience of this legendary place. Let the eerie allure of this legendary place enhance your experience as you savour each sip, adding an extra layer of enchantment to your exploration. (B,D)
Overnight – Samedru Guesthouse or similar
This morning, drive for around an hour to explore Viscri in a rustic horse-drawn cart, providing an authentic glimpse into rural Transylvanian life. Along the way, you’ll encounter skilled local craftsmen, masters of traditional arts, who will showcase their talents and introduce you to their time-honored crafts.
Indulge in a traditional lunch that will transport your taste buds to another era. Savour local delicacies and enjoy the warm hospitality of the villagers as you dine. Afterwards, get ready for an extraordinary wildlife encounter at a hidden wild observatory. Keep your eyes peeled and your senses alert, as you might spot bears and other fascinating creatures native to the region.
Finally, retreat to the welcoming embrace of Crit. Indulge in a dining experience fit for royalty in one of King Charles’ preferred areas. Relish a delicious dinner, enveloped by the charm and history of this extraordinary destination. It’s the perfect end to a day that combines Transylvania’s culture, nature, and culinary delights into one unforgettable experience. (B,L,D)
Overnight – Casa Schmidt or similar
After breakfast, explore Sighișoara, a UNESCO World Heritage Site, where every cobblestone and tower echoes tales of medieval times. Wander its narrow streets and marvel at the city’s citadel, a testament to its rich history. Climb the Clock Tower for breathtaking views of the surrounding landscapes.
Next, embark on an eco-friendly adventure through the picturesque Transylvanian hills surrounding Sighisoara and the charming Apold village. Explore this enchanting region with ease by hopping on an electric bike. As you cycle along, soak in the stunning landscapes and tranquil countryside, experiencing a perfect blend of nature and culture.
Indulge in a delightful cooking class, delving into the heart of Romanian cuisine. Craft traditional dishes using fresh, local ingredients, and as the aromas waft through the air, feel a palpable connection to the land, the ingredients, and the centuries-old culinary traditions. (B,D)
Overnight – Casa Schmidt or similar
After breakfast, head to the imposing walls of Biertan Fortified Church. As one of Transylvania’s largest and most well-preserved, its robust fortifications and Gothic detailing echo stories of communities that sought refuge within its embrace.
Next, explore Brateiu village, where you’ll discover a realm of dazzling metals and artistic excellence. Welcomed by a family of Gypsy metal craftsmen, their workshops buzz with narratives of skillful artistry. Witness the melding and shaping of metal, each piece reflects stories of heritage, dedication, and an art form passed down through generations.
Afterwards, head to Sibiu (40 km, 1 hr.), a city nestled in the heart of Transylvania. Here, you’ll encounter grand squares, bridged alleys, and baroque buildings seamlessly intertwining to create a vibrant tapestry of Romanian heritage. As the sun sets over Sibiu, every corner embodies the essence of bygone eras. (B)
Overnight – Hilton Hotel or similar
After breakfast, you’ll be dropped off at the Bulgarian border or you can finish your journey in Bucharest (280 km, 4.5 hrs.). (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 4 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.
Stay up to date with the latest travel trends and new destinations opening up. To be the first to go, you need to be the first to know.
Travel professionals are welcome. For partnerships or agent enquiries, we recommend contacting us directly.
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:
More about our Tour Styles.
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:
More about out Tour Styles.
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:
More about our Tour Styles.
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.
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