ADULT
Activity Level 4
Be prepared for some serious physical activity on our Level 4 trips. The fitter you are, the more you'll enjoy it, as most hikes will be challenging.
Read more about the Active Range
Price (Includes taxes and fees)
from USD 6199/per adult
Activity Level 1
Suitable for most fitness levels, our Level 1 adventures are the perfect introduction to adventure travel.
You'll typically experience two half day activities per day, done at an easygoing pace.
Activity Level 2
Hikes on our Level 2 adventures are considered easy to moderate in difficulty.
Those who enjoy half-day hikes with enough elevation gain to elevate their heart rate will enjoy these adventures.
Activity Level 3
Those who take on our Level 3 tours are looking for more challenging hikes that will raise their heart rate.
While not our most strenuous trips, you'll definitely feel accomplished after a day on the trails. A solid base of fitness is advised.
Activity Level 4
Be prepared for some serious physical activity on our Level 4 trips. The fitter you are, the more you'll enjoy it, as most hikes will be challenging.
Hikes may include rock scrambling, river crossings, and off trail adventures.
Activity Level 5
On our Level 5 trips get ready to conquer back-to-back days of long hikes or summitting peaks at altitude.
We require a high level of fitness as adventurers will be met with plenty of challenges and sometimes extreme conditions.
Experience the very best iconic Greece has to offer on this 11-day hiking adventure. Starting in the rugged White Mountains of Crete, you will hike parts of the E4 (the European Trail) staying in the mountaintop village of Omalos, before making your way down to pristine beaches, stopping for lunch at charming Tavernas along the way. Skipping over to the beautiful island of Santorini with its breathtaking sunsets and whitewashed villages perched atop dramatic rock faces, you will hike coastal tracks, explore ruins from the Bronze Age, and swim and sea kayak the iconic turquoise waters. The journey doesn’t stop there! Next, it’s a flight up to the mainland to the city of Thessaloniki, a fascinating blend of Roman, Byzantine, and Ottoman influences. The adventure reaches its pinnacle (literally!) hiking amidst the home of the Greek Gods, the legendary Mount Olympus, to conquer Greece’s highest peaks.
Our Trip Itinerary contains all the exciting details you can expect to do on our trips. Get a clear picture of the adventures on this trip.
DOWNLOAD ITINERARY PDFDay 1
We’ll meet in the lobby of our hotel early in the evening in Chania, on the west part of the island of Crete. Our adventure begins with an orientation evening stroll around charming old Chania town before stopping for dinner at a traditional Cretan tavern.
Accommodation: Kriti Hotel, Chania
Meals: Dinner
Day 2
Today we will tour two of the oldest monasteries of Chania in the area of Akrotiri, just 6 miles (10 kilometers) outside the centre of Chania. This is a very unique experience that combines history and culture with wonderful nature and wine tasting. The starting point for the hike is Gouverneto Monastery, where you will be privately transferred.
From there, we will take a stone-built trail down past Arkoudiotissa Cave and Katholiko Monastery. Eventually, we reach the shore where you will find a beautiful fjord-like little cove, Avlaki. Here, you can see old ruins of the Monastery just beside the blue-green waters that will entice you to jump right in! The tour continues at the Monastery of Agia Triada Tzagarolon, located in the charming Akrotiri peninsula of Chania. This stunning monastery boasts Byzantine architecture, a museum, a cellar, vineyards, and an ancient library of rarities. We'll have the opportunity to sample four wines from the monastery's production while learning about the past wine equipment on display.
Accommodation: Kydon Hotel, Chania
Meals: Breakfast, Lunch, Dinner
Hiking: 3 miles (9 kilometers), 3 hours (plus 1 hour wine tasting)
Day 3
“Kalimera!” Enjoy a traditional Cretan breakfast, and set off to hike the longest gorge in Europe, the Samaria Gorge. Hiking through forests of scented pines, we reach the narrowest point, the "Iron Gates", where the rocks on each side reach an altitude of 1,969 feet (600 meters).
After our descent, we’ll reach the welcoming seaside resort of Agia Roumeli on the South Coast, with its fine pebble beach and sparkling turquoise sea - perfect for a refreshing dip!
Accommodation: Pachnes B&B, Agia Roumeli
Meals: Breakfast, Lunch, Dinner
Hiking: 9.9 miles (16 kilometers), 6.5 hours
Day 4
A wonderful coastal hike awaits us! After an early rise, we leave the peaceful village in the cool morning breeze, walking on sand and shingle up to the picturesque chapel of St Pavlos (Paul), said to mark the place Saint Paul landed on Crete. A freshwater spring flows out of the pebbles right next to the chapel!
We will pause for a refreshing swim before hiking on to the mesmerizing Marmara Beach. Here we will take another dip in the clear blue water before enjoying a superb lunch at a local taverna overlooking the azure sea.
After lunch we will travel by water taxi to the tiny and remote seaside settlement of Loutro.
Accommodation: Kyma Hotel
Meals: Breakfast, Lunch, Dinner
Hiking: 6.8 miles (11 kilometers), 4-5 hours
Day 5
Today we will follow the coastal path to Chora Sfakion, stopping for a swim at quite possibly Crete’s best beach, Freshwater Beach. Also known as Sweetwater Beach, its water is impossibly deep blue due to the clear freshwater springs flowing through the small pebbles and into the sea. From Chora Sfakion we will drive to the port city of Heraklion, the capital of Crete.
In the evening we’ll explore this historic city by foot before a dinner of delicious Greek cuisine.
Accommodation: Olive Green Hotel, Heraklion
Meals: Breakfast, Lunch, Dinner
Hiking: 4.1 miles (6.6 kilometers), 3 hours
Day 6
It’s just a 2-hour ferry ride to arrive in Santorini. We will drop our luggage at the hotel and set off for a wander around the streets of Fira. After lunch our expert local guide will show us around the Archaeological Museum of Thira and the Bronze Age site of Akrotiri, where the Minoan empire flourished. Their frescos and architectural styles are astonishing even today.
Hikers across the globe dub this popular hiking trail as the Earth’s most beautiful hike and for good reasons. While walking along the rim of the volcanic Caldera, you’ll experience the breathtaking, panoramic views of the Aegean Sea, the Mediterranean islands and whitewashed, blue-topped Cycladic chapels. Your epic Caldera Trail hike will start with a hotel pickup. Enjoy a scenic ride with your guide to the old mule path that connects Santorini’s capital city of Fira to the coastal village of Oia.
The path takes you past the village of Imerovigli, which features Cycladic-built homes and structures and the monastery of St. Nicholas–the Firostefani. Then you’ll take a break in the square of Imerovigli with your group, to enjoy a delicious light lunch. Continue your tour passing the iconic Prophet Elias chapel–an Orthodox chapel that sits atop a mountain and offers picturesque views of the surrounding villages and skyline. Continue your hike down the path and get your camera ready for Insta-worthy pictures of the views of Thirasia island afar as you approach Oia. Soak up the 360-degree views of the nearby villages, seaside, and more as you watch the spectacular sunset from the hilltop.
Accommodation: El Greco Resort & Spa, Fira, Santorini
Meals: Breakfast, Lunch, Dinner
Hiking: 6.4 miles (10.5 kilometers), 4 hours
Elevation Gain/Loss: 1,614 feet (492 meters) ascent, 2,020 feet (619 meters) descent
Day 7
Sea Kayaking at Santorini
Now to view Santorini from a different perspective – by sea kayak! We’ll paddle past beautiful cave houses carved into the coastal rock and explore amazing sea caves. To the east we’ll kayak past the aptly named White Beach, with its dazzling white rock cliffs, before reaching the vivid russet rock formations of Red Beach (also aptly named!) We will take time out at Kampia Beach to snorkel and explore the marine life of the crystalline Aegean Sea.
Our epic day will end with a delicious meal of traditional Greek fare in a local taverna.
Accommodation: El Greco Resort & Spa, Fira, Santorini
Meals: Breakfast, Lunch, Dinner
Kayaking: 5 hours
Day 8
Today, we leave the islands and fly to Thessaloniki on mainland Greece. From here, we will drive through picturesque vineyards, stopping for some wine tasting and to enjoy lunch among the vines. We’ll stop off at the beautiful Agia Kori waterfalls before arriving at Litochoro in the foothills of Mt Olympus. After checking into our guesthouse, we’ll take an orientation walk around quaint Litochoro and enjoy dinner at a local taverna.
Accommodation: Papanikolaou Guesthouse, Litochoro
Meals: Breakfast, Lunch, Dinner
Day 9
This morning we’ll transfer to Prionia at an altitude of 3,609 feet (1,100 meters), from where we begin our hike up to the ‘Home of the Gods’. The route from Prionia to the Spilios Agapitos mountain hut is the most widely used hiking trail on Mount Olympus and part of the E4 European Path. For the most part we’ll be hiking through thick forests of pine, beech and fir trees. We continue to climb and make our way up to reach the mountain hut to overnight at Spilios Agapitos at an altitude of 6,890 feet (2,100 meters).
Accommodation: Refuge A, Spilios Agapitos
Meals: Breakfast, Lunch, Dinner
Hiking: 3.1 miles (5 kilometers), 4 hours
Elevation Gain/Loss: 3,281 feet (1,000 meters) ascent
Day 10
After an early morning rise and breakfast, we follow the European path E4 until we reach Skala Peak at 9,403 feet (2,866 meters). We will then hike to reach Skolio at 9,551 feet (2,911 meters), the second highest peak in Greece (only 26 feet (8 meters) less than Mytikas). This is 4-5 hours hiking (and/or scramble!) on narrow paths with an altitude gain of 800 meters.
After summitting we’ll head back, following the same path towards the Agapitos Mountain Hut, and transfer back to the village of Litochoro for our well-earned farewell feast.
Accommodation: Papanikolaou Guesthouse, Litochoro
Meals: Breakfast, Lunch, Dinner
Hiking: 6.8 miles (11 kilometers), 9 hours
Elevation Gain/Loss: 2,660 feet (811 meters) ascent, 2,660 feet (811 meters) descent
Day 11
After a mighty Mediterranean breakfast, and a “Greek” coffee, we’ll travel back to the center of the lively city of Thessaloniki to say goodbye “Adio”!
Accommodation: Not applicable
Meals: Breakfast
By paying in full we are able to pass on savings to our guests, but please note that by opting for this payment plan, your booking becomes non-refundable, non-cancellable, and non-changeable. This offer is only valid for reservations where the trip is no sooner than 180 days from the departure date at time of booking.
We highly recommend that you purchase Cancel For Any Reason (CFAR) insurance. We recommend Redpoint Insurance - you can find details here.
*Terms and conditions apply - read more here
Our passion for exploration is rooted in a strong connection to the natural beauty of our home, New Zealand, and the drive to venture beyond its shores to discover a world different to our own.
We bring your adventure dreams to life. The best journeys don’t just take you places; they inspire you to be curious, ignite your spirit, and find a new sense of freedom – they can even change your life!
Feel the heart and soul of each place you visit with our local people on the ground and knowledgeable guides, who take great care to ensure a truly authentic and immersive experience. This is the real deal.
Feel like you're in a world of your own, with unique itineraries to take you away from the usual tourist traps. Enjoy exhilarating activities like hiking, biking, rafting, and kayaking, to explore the very best of each destination.
We take the time to get to know you to ensure you have the very best experience on our trips. Our small group adventures are big on flexibility — no matter what your version of "active" is, we have options on each trip to suit every individual.
Imagine a vacation that's fully guided, and everything is taken care of and included in the trip price — all accommodations, activities, transport on-trip, most meals, and more! Effortless and value-packed.
