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Cyclades islands hopping adventure

Tour Overview

When you think about Greece, the first things that come to your mind are white – cub houses, deep blue crystal clear waters, sandy beaches and sun? Are you looking for an unforgettable summer getaway with an authentic touch of culture and adventure? If the answer is yes, then this is the right exploration for you!
Join us to explore the hidden side of the Cyclades islands… go trekking in ancient paths, kayaking inside Santorini’s caldera, sailing or horseback riding among Naxos’ white sand beaches, go for wine testing, 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…

Tour Highlights

  • 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
  • Sail inside Santorini’s caldera and swim in the hot springs!
  • Enjoy the worldwide renown sunset in Oia
  • Discover the archaeological site of Akrotiri, also known as the “Greek Pompeii”
  • Explore the south coast of Santorini on an unforgettable sea kayak adventure!
  • Take a wine tour and taste the marvellous Santorini wines

Day to Day Itinerary

Day 1: Arrival in Athens – Explore Athens

Upon arrival in Athens International Airport, you are met and welcomed by our team. You transfer to your hotel and you have the day free to explore the city of Athens and its major archaeological sites, such as the Acropolis, the Ancient and Roman Agora and the Acropolis museum. We also recommend you to take a walk through the pedestrian Dionysiou Aeropagitou street all the way towards Monastiraki and Thiseio, where you can find many cafes, local taverns and shops for all tastes! In the evening, you will enjoy a welcome dinner at a restaurant in the city of Athens, so that you meet and get to know your fellow travel companions!

Day 2: Athens – Naxos

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. Upon arrival and check in at the hotel, we will enjoy lunch all together in one of the numerous restaurants alongside the port and then you have the afternoon 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. Early in the evening, 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, do 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.

Day 3: Naxos inland hiking

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 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 4: Daily Sailing to Small Cyclades

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 5: Naxos – 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 evening in Santorini includes a wine tour in 3 local wineries and wine tasting, while enjoying the sunset…
*Horseback riding is an optional activity, not included in the price, so you can decide on your own if you wish to experience this.

Day 6: Santorini Discovery

Today we will enjoy a fantastic day in Santorini, discovering its natural and historical beauty on a full day private tour! In the morning, we will visit the monastery of Prophet Elias, located on the highest hill of Santorini, offering 360 panoramic views of the island!
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.
The unique Red Beach comes next… You can relax there and enjoy swimming and snorkeling! You can optionally enjoy an unforgettable sea kayak* experience starting from the Red Beach and discover the south coast of the island beyond the ordinary way! Views of the spectacular rock formations, snorkeling in crystal waters, beautiful beaches and a light picnic are all part of this amazing adventure! Alternatively, you can visit the black sand beaches of Perissa and Kamari, relax at one of the seaside beach bars, swim and enjoy lunch. Evening return back to our hotel, free time for relaxation and dinner.
*Optional sea kayak experience: 85 euro per person net

 Day 7: Hike Fira to Oia & Sailing cruise

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. Once in the picturesque village of Oia, we will enjoy pic nic lunch and then you are free to walk around its picturesque streets, visit the tiny beautiful shops or relax in one of the numerous cafes with roof top terraces offering fantastic caldera views.
Later on we’ll follow the steps down to Ammoudi bay, where we’ll board a beautiful 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 8: Santorini – Athens
This is the last day of our weekly adventure in the Cyclades islands. You have the morning free to explore the town of Fira, before we take the ferry back to Athens

 Important Tips

  • Travel Bite date and/or time might be modified or cancelled due to weather conditions and in this event the option of an alternative date or full refund will be given.
  • We would recommend to bring with you good walking (closed toes) shoes with non-slippery soles (trekking shoes), a camera, hat, sunscreen, swimming suit & towel, comfortable clothes, windproof jacket, small backpack for the daily activities.
  • Single occupancy with extra charge 250 euro per person (in case of interest please send email from contact us section or here)

Tips & Useful Info

Starting point: Athens International Airport Eleftherios Venizelos, Attiki Odos, Spata-Artemida, Greece
Languages: English, Greek
Included Amenities: Public Liability Insurance, seven nights' accommodation at a local 3-star hotel and traditional guesthouses based on double occupancy, meals for 6 breakfasts, 4 lunches and 3 dinners, Transfer from/to Athens International airport to your hotel, tour leader for the whole trip), local guides & activity instructors, local guides & activity instructors, car rental for the whole trip, driver, fuel consumption and tolls, Entrance fees to Meteora monasteries , cost for all activities included in the tour program and all the necessary equipment, all local taxes, All Ferry tickets (Athens to Naxos, Naxos to Santorini and Santorini to Athens), All necessary ground transfers on the islands, Entrance fees to Akrotiri archaeological site, Cost for all activities included in the tour program (2 sailing cruises, 3 hiking tours, 1 discovery tour and 1 wine tour)
Excluded Amenities: Personal Travel & Health Insurance, personal expenses, gratuities, meals not mentioned in inclusions, Airplane (international and domestic) tickets, single room supplement, Sea view supplement, Regional Flight supplement (if needed), Meals other than those stated, Hotel transfers to/from airports other than Athens airport, meals not specified in the inclusions, Beverages and alcoholic drinks during meals (except for house wine), optional activities that are not included in the day-to-day itinerary, Transfers to/from Piraeus port
Minimum number of guests needed: 4
Maximum number of guests: 12
Physical Level: No difficulty. Previous experience is not required. Basic level of agility and fitness is needed.

Reviews & Comments (1)

Athens , 10
5 out of 5

We wanted to spend our holidays in the Cyclades islands but we were looking for someone to show us the secret paths, beyond the tourism masses. We really enjoyed our time in Naxos and Santorini, 2 very beautiful islands, and especially the hiking trails both islands, the daily sailing cruise to Small Cyclades and the wine tour in Santorini. If you ever want to discover the Greek islands off the beaten track, join this tour

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