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Cyclades Highlights Tour

This is a sample 8-day private Greece tour combining the historic wonders of Athens, including the Acropolis and Parthenon, with time exploring the beautiful and contrasting Cycladic Islands of Milos and Santorini.

Trip Highlights 2 featured moments
Athens City Tour including the Acropolis & Parthenon
Free time to explore the beautiful islands of Milos and Santorini.

Itinerary

This is a sample 8-day private Greece tour combining the historic wonders of Athens, including the Acropolis and Parthen...

DAY 1 Your Greek adventure begi...
DAY 2 Exploring Athens
DAY 3 From Athens to Milos
DAY 4 Free time to explore the...
DAY 5 From Milos to Santorini
DAY 6 Exploring Santorini
DAY 7 Back to Athens
DAY 8 Your Greek adventure ends...
DAY 1

Your Greek adventure begins. Airport to hotel transfers included

Day 1 Meals TBC

Upon arrival in the city of Athens, you will be picked up by our transfer and dropped off at your 4-star hotel. The hotel is set in the heart of the city centre and ensures a comfortable stay to the start of your Greece tour.

The rest of the day is then free for you to relax after your flight, explore the area or take in the impressive vista of the Parthenon from the hotel's restaurant.

OPTIONAL EXTRAS

Extra day in Athens - pre-tour
Single room supplement
Your Greek adventure begins. Airport to hotel transfers included
DAY 2

Exploring Athens

Day 2 Breakfast

The Athens city tour will kick off from the Panathenaic Stadium - an iconic structure that held the first Olympic Games of modern times in 1896. The tour will then continue to tick off the Temple of Olympian Zeus, the memorial to the Unknown Soldier, the Parliament, Hadrian's Arch, the University, the Academy, the Constitution Square (Syntagma) and the National Library.

Stopping off at the Acropolis - an ancient citadel set on a rocky hill above the city - your guide will inform you of the ancient building's history and the significance of the Parthenon.

Please note that the sightseeing included today is a shared city tour - if you would like a private tour, this can be arranged at an additional cost. 

From here, you can enjoy beautiful views over the historical metropolis. After spending the day exploring Athens, you will return to hotel and relax for the rest of the evening.

Exploring Athens
DAY 3

From Athens to Milos

Day 3 Breakfast

Early this morning, we depart for the island of Milos situated in the Aegean Sea, located north of the Sea of Crete. Part of the Cyclades group of islands, this unique horse-shoe-shaped destination is often referred to as 'the island of colours' given its surrounding emerald waters and pastel-painted buildings.

You will be taken to your 4-star hotel and get the chance to find an idyllic spot to watch the sun sink behind the shimmering sea.

From Athens to Milos
DAY 4

Free time to explore the island of Milos

Day 4 Breakfast

Today you are free to venture around the island by yourself or join the optional photography safari tour. Milos has many picture-perfect wonders to be found - and we recommend seeking out the ancient theatre, the windmills in the Tripti village and the vast collection of sandy and pebbled beaches.

Your guide will also take you to marvel at the volcanic cave of Papafragas and the lunar landscape of Sarakiniko - the point where volcanic white stone meets the sunlight. In the evening, we'll take you to the cobbled streets of a nearby village, tucking into a seafood feast under the stars.

Free time to explore the island of Milos
DAY 5

From Milos to Santorini

Day 5 Breakfast

We say goodbye to Milos as hop in a ferry to the equally enchanting island of Santorini. This very distinguishable bucket list location is sure to impress with its soaring precipice of white houses jutting out over the sea.

You will be dropped off at your hotel, which is within walking distance of some of the best volcanic-sand beaches and the capital of Fira. We'll visit the Greek Orthodox Cathedral, the old port and the Archeological Museum. Bustling bars and restaurants spill out onto leveled patios and boast dreamy vistas of the water below.

Those looking for the best place to view the sunset should visit Oia - a small coastal town where crowds gather to cheer as the sky changes from vivid shades of orange and pink to dark velvet.

From Milos to Santorini
DAY 6

Exploring Santorini

Day 6 Breakfast

If you want to get closer to the world's biggest volcanic crater above sea level, then take the optional tour to witness this impressive sight. This volcano is still active and you are able to swim in the steamy thermal waters as well as take a therapeutic mud bath.

After this excursion, you can continue wandering around the island or pick a lounger and relax by the hotel's pool. If you are after further activities, be sure to visit the microbreweries, wine caverns, cooking schools and the open-air cinema.

Exploring Santorini
DAY 7

Back to Athens

Day 7 Breakfast

Leaving Santorini behind, this tour will return back to mainland and drive you to the port for your ferry to Athens. Once in Athens, you will be dropped at your hotel and have another day to get better acquainted with the city.

To escape the heat, there are plenty of museums to visit as well as shopping options to pick up gifts and souvenirs. Your guide will be on hand for any questions or arrangements.

Back to Athens
DAY 8

Your Greek adventure ends. Hotel to airport transfers included

Day 8 Breakfast

If you have some free time before your flight, feel free to do some last minute shopping. You will be transferred from your hotel to the airport to board your flight back home.

OPTIONAL EXTRAS

Extra day in Athens - post-tour
Your Greek adventure ends. Hotel to airport transfers included

Included and Excluded

Included

  • All accommodation as stated in the itinerary in approx. 4-star level hotels & boutique guesthouses
  • All transport and transfers
  • Greek island ferry crossings as per itinerary
  • Port-hotel-port transfers on Greek islands
  • 24-hour airport arrival & departure transfer service
  • Services of a professional local tour guide for mainland tours
  • Services of a local tour leader on the islands
  • Meals as indicated in the itinerary
  • Tipping kitty

Excluded

  • International flights (available on request)
  • Visa fees (see tour notes)
  • Travel insurance (compulsory, available on request)
  • Meals not indicated in the itinerary
  • Entrance fees to sites visited (allow approx. EUR 23)
  • Hotel residence tax (see tour notes)
  • Drinks, snacks and other personal expenses (e.g. laundry)
  • Tips for guide & driver
  • Optional tours
  • Any other items not mentioned above

Notes

The itinerary above is subject to change based on the Greek island ferry schedules. While it does not happen often, sometimes ferry schedules are changed without notice and ferries may also be cancelled completely due to poor weather conditions. In this event the program may need to be adjusted and you may end up spending more or less time in one location than originally planned. This is the nature of travel between the islands and we thank you for your patience and understanding in the rare event of this occurring.

Unlike many of the Greek islands, Santorini is an all year round destination, and remains a very attractive and interesting place to visit whatever time of year it may be. However, some hotels, shops, restaurants and attractions do close during the winter months (November to March). During this time we may use boutique style guesthouses located closer to the centre of Fira so that you are as close as possible to what is still open.

Departure Dates

Guaranteed departures with confirmed dates. Book early to secure your preferred date.

Departure Date Return Date Availability From price Notes
No departure dates currently available.
No departure dates currently available.
Private Tours

Private Tailor-Made

Travel exclusively with your family or friends on a private tour tailored to your pace and preferences.

  • Flexible dates
  • Personalized experience
  • Premium comfort

Frequently Asked Questions

Frequently asked questions for this tour are being updated. Please contact our team if you need help before booking.

Still have questions?

Contact our travel team.

Contact our team

Traveler Reviews

4.7
Excellent
Based on 1,738 reviews
5
80.9%
4
12.6%
3
3%
2
2.2%
1
1.3%
92% of travelers recommend this tour
AB
Angela B
Egypt
Aug 01, 2023
Our recent Discover Egypt tour was just magic! A brilliant tour of Egypt's amazing ancient History. With a few extra excursions, we added the Roman and Greek history and more 'recent' Christian and Islamic time. The reps in the cities were beyond amazing. They made themselves available 24/7 and would move Heaven and Earth to make us happy! I particularly need to mention Hassan in Cairo and Mohammed in Hurghada. They looked after us as if we were their family.
Also our tour guide from Aswan to Luxor, Emad Aiad, was brilliant! Hilarious and so knowledgeable. He tailored the days to work for our family and we have learnt things we will never forget. Fayid in Cairo, was also exceptional and also arranged the tour to work for us best.

In addition, we were expecting a big group but ended up having a private tour around Egypt. This was so special. Fantastic holiday. It made travelling easy!!
LM
Lakisha M
Egypt
Jul 01, 2023
My husband and I previously used Encounters Travel for a vacation to Egypt and Greece and therefore jumped at the opportunity to use them for our journey to Jordan. The expectations bar was high given our previous trips being absolutely amazing and something we wanted to replicate in many areas. Our trip to Jordan delivered on those expectations! From the encyclopedic knowledge of our guide, Omar, who explained the historical significance of various sites encompassing the folklore of the civilizations responsible for such wonders as the temples, amphitheaters around Amman, As-Salt, Jerash, all the way to the remoteness of Wadi Rum. Plus, who could forget the marvels of Petra with its Hellenistic design. The highlights were many. One of which was floating on the waters of the Dead Sea being magical. Omar also kept the entire group updated via What's App.

One improvement or thing to note is the preservation of water in Jordan might mean if you're taking a shower at a particular hour expect it to be freezing cold. During the trip, we were provided bottled water; however, the water was never cold. It would have been nice if the refrigerated unit used to hold the water on the coach bus worked and would keep the water cold.

The expectations for the culinary choices were something my husband and I were particularly thrilled with offerings such as Makloubeh. Nothing could beat the desert item called Kanafeh which was scrumptious and if you're into Baklava, there is no shortage of places to purchase.

Encounters Travel gets both thumbs up for the trips and locations they put together and we will definitely use them for future travel adventures.
C
Coachman16
Italy
Oct 01, 2019
We just returned from our Oct 6 - Oct 20 Encounter Tours Best of Italy and Greece. What a FANTASTIC experience! Every aspect of the trip was exceptional. The hotels were all as advertised, 4 Star and centrally located. The transportation was always on time, in a nice vehicle and with a pleasant driver. The food at each breakfast was plentiful, full of choices and very tasty. All tours were “Skip the Line” so we never had to wait. The groups were very small and the tour guides were very polite, knowledgeable and spoke excellent English (our language). We were allowed to make trip modifications at very nominal cost. For example, our trips to Florence and Venice were on a fast train instead of a bus. We flew to Greece from Venice rather than take the ferry. Chevy was always available. I had a few questions and he responded within a few hours and answered our questions perfectly. We will definitely consider working with Encounter Tours and Chevy again. We expected a glitch or two over the 2 weeks, but experienced a 100% perfect experience. Thanks for everything and memories we will never forget.
L
L5985SDpeterc
Egypt
Oct 01, 2018
I have had the pleasure of experiencing many of the Mayan, Greek and Roman architectural monuments around the world. So I was quite keen on experiencing first-hand the Egyptian treasures. No photo or HD documentary can do justice to what you witness in Cairo, Luxor or Aswan! I convinced two good friends to tag along for this journey (we also added Israel with a very easy Air Sinai 45 minute flight to Tel Aviv!) and had the time of our lives. Mind you---this is not a "sit in the sun trip" ---this is getting up early to hop on early flights at the airport or getting to the hot air balloon launching pads before the sun rises----its a true Egyptian ADVENTURE. Comfy sneaks are imperative because there is lots of rigorous walking over uneven terrain in very warm conditions. Only casual wardrobe is necessary. Encounters made is all very easy ---with very organized/professional transfer agents on the ground, hotels and guides. We NEVER felt unsafe or uncomfortable. The Egyptian people have an amazing twinkle in their eye and can be unabashedly warm-hearted. For most of our trip we had Housam as our trusted guide----he is very knowledgeable and has a great sense of humor----so much fun to be in his company. There is a lot of history to be covered on this trip---and he makes it an enjoyable lesson. Jump at the chance to take advantage of this marvelous journey thru Encounters!----now with all that said----please keep the following in mind:
- We visited in early October and it was still over 100 degrees on some days
- Drinks LOTS of water---I had a kidney stone attack--which can come from dehydration----Experiencing the local hospital was another "adventure" ---Housam and the doctors at Aswan's Mission Hospital were TERRIFIC. Just keep in mind that the local ambulances don't have any equipment on them---so get doctor's care first!
- Le Meridian Hotel--best to ask for the upgrade room. Spa services great and inexpensive. The DOLLAR goes very far in Egypt!
- TIPPING is part of the culture--take this very seriously and keep small bills ALWAYS handy--ATM's only dispense big bills---and difficult to find ATM that would allow credit cards.
- The local merchants can BADGER you to death--you MUST not give them any attention---which can be sometimes difficult to do.
-If at all possible--I would try to research hieroglyphics---to have some basic knowledge--it would so increase your interpretative skills at the historic sites.
- Luxor's Winter Palace Hotel and Aswan's Cataract Hotel (both Sofitel properties) were great places for lunch and wonderful old world glamorous hospitality.

Happy travels-------peter
2
212joan
Egypt
Oct 01, 2017
Waleed guides us through limestone, alabaster, and marble antiquities.
And in a short time we forget present day iniquities.

We follow the route of the Pharaohs and Nile.
While listening to his stories, we are left beguiled.

Greece has its athenaeum, and Rome its Coliseum.
Now we stand awed before pyramids and mausoleums.

Through a Nubian dinner and a felucca cruise,
This exceptional man becomes our muse.

We discover Aswan, Abu Simbel, and Luxor,
And we take from our guide his wisdom and more.

The kings and the pharaohs become our best friends,
As we all point at Ramses with our zoom lens.

Constantly with us are the desert and Red Sea.
We swim and absorb, and converse over tea.

In only nine days there are so many sights,
As Waleed encourages us to climb to new heights.

We have been blessed with this brilliant and exceptional guide.
Whose country and history energize him with pride.

We thank the heavens for his skills and enthusiasm.
For Waleed has indeed found his guiding passion.

Accommodation

The hotels and accommodations listed below are the ones we most often use on this tour. From time to time we may exchange these for similar properties at the same level.

Options

Our tours are designed to include all that you need to enjoy a really special time in the country you're visiting. However, we do also offer some extra options to complement the tour and add some additional sightseeing or activities, or some extra time at either end of the tour.

All accommodation based options (e.g. Single supplements, extra nights, upgrades) should be booked and paid for in advance so that we can make the appropriate arrangements. Most other options can be booked and paid for in advance or while you are on the tour, though we recommend booking in advance to ensure there are no issues with availability.

Most options are priced the same throughout the year, though some may have seasonal pricing or minimum number requirements - our sales team will advise the final pricing based on your travel date and number of passengers on your booking.

No optional extras are currently listed for this tour.

Tour Notes

The detailed Tour Notes below provide important practical information about how the tour runs, what to expect, and how to prepare for your holiday.

1. Group Size / Tour Leaders / Guides

This tour is offered as a private tour starting on any dates. The Athens sightseeing tours are arranged on a sharing basis, though they can be converted into private tours as well if you wish. Please contact us for details and prices.

In Greece we provide a fully trained, local English-speaking guide for the sightseeing tours in Athens. Our local representatives on the Greek islands visited are also at your service and will be happy to give you information about their island and help you to arrange any optional tours or excursions during your stay.
At Encounters Travel we try to use local Greek guides and reps as much as possible. We feel this gives you the best experience of the country and the sites you are seeing.

2. Transport
3. Accommodation
4. Tipping
5. Health and Vaccinations
6. Entrance fees, Hotel fees & permits
7. Time
8. Language - Greece
9. Passports and Visas
10. Money
11. What to take
12. Transfers
13. International flights
14. Booking & Payment
15. Financial Security
16. Responsible Tourism
17. Follow Us Online
18. Travel Insurance
19. Before you travel
20. Reduce Plastic Waste with Water-to-Go Filter bottles
21. Private & Tailor-made Tours
22. Voltage

Travel Inspiration

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