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Compare Walking on the Greek Islands by Exodus Travels vs Cyclades Islands Adventure by Trails Beyond

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Duration 8 days 7 days
Price From $ 2,175 $ 1,232
Price Per Day $ 272 $ 176
Highlights
  • Discover the three islands of Naxos, Santorini and Paros
  • Gentle walks through idyllic scenery and remote villages
  • Enjoy delicious local Greek cuisine
  • Explore the largest of the Cyclades islands, Naxos
  • Visit Venetian castles and traditional villages in Naxos
  • Visit the traditional citrus distillery in Naxos and sample their famous locally produced liqueurs
  • Sail, swim, dive and go kayaking in the crystal clear waters of Small Cyclades islands on a daily sailing adventure
  • Enjoy the worldwide renown sunset in Oia
  • Discover the archaeological site of Akrotiri, also known as the “Greek Pompeii”
  • Sail inside Santorini’s caldera and swim in the hot springs!
  • Take a wine tour and taste the marvelous Santorini wines
Trip Style Small group tour Group tour
Lodging Level Standard Premium
Physical Level
  • 3- Moderate
  • 3- Moderate
Travel Themes
  • Cultural
  • Hiking & Walking
  • Nature & Wildlife
  • Hiking & Walking
  • Sailing
  • National Parks
  • High Adventure
Countries Visited
Cities and Attractions
  • Athens
  • Santorini
  • Santorini
Flights & Transport Ground transport included Ground transport included
Activities
  • Culture
  • Hiking
  • History
  • Adventure & Adrenaline
  • Culture
  • Hiking
  • History
  • Kayaking
  • Kid-friendly activities
  • Nature
  • Ruins & Archaeology
  • Sailing
  • Snorkeling
  • Winetasting
Meals Included All breakfasts included. In Santorini it is a basket breakfast in the room. Simple buffet-style Greek breakfast consists of bread/toast, butter, jam, fresh juice, milk, local yoghurt, eggs and honey, and coffee/tea. For lunch and dinner, we normally go to different local tavernas and restaurants (at times, picnics of locally sourced food will be suggested for lunch instead), where we can sample some typical Greek meze dishes, olives, fresh fish, vegetables and much more.

6 Breakfasts and 2 Dinners

Description

The Greek islands have much to offer: archeological treasures, history, culture, dramatic landscapes, azure seas, and, of course, delicious food. Our week starts on the beautiful island of Santorini, before heading to Naxos and Paros. Exploring the irresistible island of Santorini on foot will certainly be the highlight of our week. Hopping from one wonderful island to the other, we enjoy a relaxed week of gentle walks through picturesque villages, lush valleys and sandy beaches.Enjoy walks on Santorini, Naxos and Paros

When you think about Greece, the first things that come to your mind are white – cub houses, blue crystal clear waters, sandy beaches and sun? Are you looking for an unforgettable summer holiday with an authentic touch of culture and adventure? If yes, then this is the right exploration for you!

Join us and explore the hidden side of two Greek islands, Naxos & Santorini… go trekking in ancient trails, sea kayaking in Santorini’s caldera, sailing or horseback riding among Naxos’ white sand beaches, enjoy a wine tour in Santorini's volcanic vineyards, visit traditional villages and Venetian castles, monasteries and important archaeological sites, taste some delicious Greek food and of course, meet the local people and immerse yourself in their slow pace way of life!

Whether you are a couple, group of friends, solo traveler or family, this exploration is ideal if you want to enjoy a unique experience in the Aegean Sea, beyond the beaten path…

Itinerary: Walking on the Greek Islands

Day 1 Start Athens; to Rafina and overnight

We gather at our hotel and have our first meeting as a group at 8pm – a good chance to get to know your leader and fellow group members. Rest well tonight; tomorrow we wake early to catch a ferry. Accommodation: Avra Hotel (or similar)

Day 2 Morning ferry to Santorini; then explore the town of Fira

In the morning, we take the ferry to Santorini (approximately eight hours). There’s a selection of restaurants and cafes on board, serving food and drinks throughout the journey. Santorini (known locally as Thira) is one of the most famous islands in the world. Known mainly for its beautiful beaches, it is a remnant of a volcanic cone whose top was blown off. A huge eruption (estimated 1650 BCE) gave it its crescent shape and many speculate that it was the location of the legendary lost Atlantis. This beautiful island has a lot to offer to walkers, including magnificent views of the Mediterranean. In the late afternoon, we walk around the town of Fira on a flat paved path to enjoy the stunning views of the caldera. Accommodation: Hotel Golden Star (or similar)

Day 3 Walk along the caldera from Fira to Oia

The 6mi (10km) Cliff Trail is a spectacular walk 1,310ft (400m) high above the volcanic caldera, a photographer’s delight and not too challenging. Half the path is pathed, while the other is a mix of volcanic soil, pumice and lava. Views of the Aegean are virtually ever present as we wind gently up and down to the pretty village of Oia, home to artists, galleries, boutiques and cafes. There’s time to explore, relax and soak up the culture before we transfer back to Fira. Accommodation: Hotel Golden Star (or similar)

Day 4 Free time in Santorini; afternoon ferry to Naxos

This morning, we have free time in Santorini. Optional extras include a visit by bus to the buried city of Acrotiri, time at the black beaches of Kamari and/or a visit to the prehistoric museum of Thero in town. Leaving Santorini in the afternoon, we board the ferry to Naxos, the journey is approximately two hours. Accommodation: Hotel Aeolis (or similar)

Day 5 Walk the ravine of Potamia villages in Tragea Valley, visiting the ancient statue of Kouros

Today we transfer for one hour to trek the lush valley of Tragea, best known for its ancient olive and citrus groves. It is a great opportunity to discover the most authentic part of Naxos, where picturesque villages and churches punctuate our walk. We wander along the ancient stoney path in the middle of the Naxian marble quarries until we reach Kouros, a gigantic statue from the fifth century BCE, which was damaged during transportation and then abandoned ever since, lying under trees in the Melanes Valley. Our transfer back is approximately one hour. Accommodation: Hotel Aeolis (or similar)

Day 6 Morning ferry to Paros; hike the 1000 years old Byzantine path from Lefkes; evening ferry back to Naxos

In the morning, we take a one-hour ferry to Paros, then a 20-minute bus to the heart of the island and Lefkes village, where we join an Old Byzantine path that runs all the way to the east coast of Paros. The route, which is on paved path and over small hills, is believed to be about 1,000 years old and used to traverse the entire island. Today’s trail passes through beautiful Cycladic villages and medieval villages. Then we explore the town, the castle and Byzantine Cathedral of Ekatontapyliani before we take a ferry back to Naxos in the evening. Accommodation: Hotel Aeolis (or similar)

Day 7 Explore the town and visit the Temple of Apollo

Today, we take a walk to explore the main town, Hora, a Venetian Castello town. The market area is a delight to wander through, with its craft shops, chapels and quaint restaurants. On the islet of Palatia stands the impressive Portara, an ancient marble gateway and the entrance to the remains of the Temple of Apollo. Accommodation: Hotel Aeolis (or similar)

Day 8 Ferry transfer to Piraeus; end Athens

We take the ferry back to Piraeus or Rafina (approximately six hours) and transfer to Athens airport where the trip ends. Those on the group flights will be transferred to the airport for the return flight to London. Please note: the ferry port can change depending on the season and you might return to Rafina.

Itinerary: Cyclades Islands Adventure

Day 1: Athens – Naxos 

Meals: Dinner

Accommodation: 3* Hotel in Naxos

Walking duration: 1 – 1.5 hours

Distance: 2 – 2.5 km

Level of difficulty: easy

Early in the morning, we meet at Piraeus port, where you will be welcomed by your tour leader! We board the ferry to Naxos island, the largest of the Cyclades islands (approx. 5 hrs by ferry).  Upon arrival and check in at the hotel, you will have free to relax at your hotel, spend some time at the beach or enjoy a cup of coffee in one of the front side cafes. In the afternoon, we will enjoy a welcome tour in Naxos town (Chora). We will visit the Venetian castle and the old town, while our guide will give us a good insight on the history and culture of the island.  Before dinner, when the sun goes down, we will not miss the chance to walk through the paved footpath towards the islet of Palatia and admire the impressive marble gate of Portara and the stunning sunset views it offers. In the evening, we will enjoy a welcome dinner during our first day all together!

Day 2: Naxos inland hiking 

Meals: Breakfast

Accommodation: 3* Hotel in Naxos

Hike duration: 3.5 – 4 hours

Distance: 6.5 km

Level of difficulty: easy to moderate

Enjoy a good breakfast today, as we will explore hiking the best of Naxos inland, with its fertile valley, olive groves, vineyards and traditional villages.

Starting from the village of Moni, crossing old marble paths and the Tragea plateau, we will end up in the picturesque village of Chalki after approx. 3.5 hours and we’ll visit the traditional citrus distillery, where will be able to sample their famous locally produced liqueurs.

After lunch, we will visit the picturesque villages of Filoti and Apeiranthos, the most well – known and traditional villages of mountainous Naxos.

Day 3: Daily sailing to Small Cyclades

Meals: Breakfast

Accommodation: 3* Hotel in Naxos

Today we will set off on a daily sailing tour with destination Iraklia and Schinousa islands, two secluded earthly paradises in the Aegean Sea that will captivate you for their crystal clear, turquoise waters and their calmness! A day full of surprises, fun and adventure! Snorkeling, diving with a sea scooter, kayaking and much more will definitely give you an unforgettable experience!

Day 4: Naxos – Santorini

Meals: Breakfast

Accommodation:  3* Hotel in Santorini

Nobody can resist the charm of the never-ending, golden Naxos beaches and its clean, greenish blue waters. So today get ready to explore some of them on a horse ride*!  Depending on the season and the weather, we will also have plenty of time to enjoy swimming and snorkeling in the crystal clear waters of the Aegean Sea. Alternatively, you can enjoy your last morning in Naxos leisurely, go to Chora for shopping or simply walk around the narrow alleys and enjoy your coffee in one of the charming cafes across the side front.

 In the afternoon, we will take the ferry to Santorini. Prepare yourself for this striking, magical, volcanic island and feel its unique and inspiring aura! The views from the boat once we enter the caldera are simply stunning and captivating…

Our first day in Santorini includes a wine tasting experience of signature local wines and a walk around the capital city of the island, Fira.

*Horseback riding/ mountain biking are optional activities. You may consult your tour leader for options, prices and availability.

Day 5: Hike Fira to Oia & Sunset Sailing cruise

Meals: Breakfast and Dinner (BBQ on board)

Accommodation:  3* Hotel in Santorini

Hike duration: 3 – 4 hours

Distance: 9 km

Level of difficulty: easy to moderate

Today we will take the hiking trail that leads from Fira to Oia, all the way along the Caldera cliff edge. It is a scenic route with no particular difficulties, offering spectacular views over the caldera. Passing by Firostefani, Imerovigli and Skaros, we will finally reach the picturesque settlement of Oia in approx. 3 hours. Once in the picturesque village of Oia, you will have free time to walk around its picturesque streets, visit the tiny beautiful shops or relax in one of the numerous cafes/restaurants with roof top terraces offering fantastic caldera views and enjoy your lunch.

Later on we’ll follow the steps down to Ammoudi bay, where we’ll board a beautiful catamaran yacht and enjoy a memorable sailing cruise inside the caldera. You will have the chance to swim in the Hot Springs, discover more of Santorini’s beauties and enjoy BBQ dinner on board, prepared by the crew.  On top of that, you will enjoy Oia’s famous sunset right from the deck!

Day 6: Santorini South Discovery

Meals: Breakfast

Accommodation:  3* Hotel in Santorini

Today we will enjoy a fantastic day in Santorini, discovering the natural and historical beauty of the south! In the morning, we will first visit the traditional village of Pyrgos, which was declared as a “protected settlement” in 1955. Pyrgos is a typical Fortress Settlement of the Cyclades islands and on its hilltop you can find ruins of Kasteli Castle, one of the five 'kasteli castles' on the island. We will afterwards head towards the monastery of Prophet Elias, located on the highest hill of Santorini, offering 360 panoramic views of the island! From there a breathtaking, yet slightly rough, descending trail begins that will take us to the archaeological site of Ancient Thera. Located at 360m height, on Messavouno mountain, it was named after the mythical king of the island, Theras, and was inhabited since the 9th BC century.

From there, we will follow the descending hiking path towards Perissa. Once there, you will have free time to relax, enjoy swimming, water sports, scuba diving or a walk along the long black sandy beaches of Perissa and Perivolos and lunch in one of the seaside restaurants.

We will afterwards head south and visit the archaeological site of Akrotiri, also known as the “Greek Pompeii”, one of the most important prehistoric settlements of the Aegean*. Unique findings, two-storey prehistoric buildings and houses, dated back to the Bronze Age, will definitely amaze you! 

*For those of you who love sea kayak, we can arrange an unforgettable sea kayak experience, instead of visiting Perivolos beach. Starting from Akrotiri, you will paddle by the Red and White beaches, discovering the south coast of the island beyond the ordinary way! Views of the spectacular rock formations, swimming and snorkeling in crystal waters, beautiful beaches and a light picnic are all part of this amazing adventure!

Day 7: Santorini – Athens

Meals: Breakfast

This is the last day of our weekly adventure in the Cyclades islands. You have the morning free to explore the town of Fira, purchase any souvenirs you may want, before we take the ferry back to Athens. Depends on your schedule

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