Ultimate Greek Island Hopping Getaway for Seniors

Paros, a fishing village in Greece.

What to expect on this itinerary

This 8-day island-hopping tour of Greece has been handcrafted to allow you to partake in some of the most incredible experiences that an island-hopping excursion can afford. From the famed shores of Santorini and Paros to Naxos and Mykonos, this epic journey will immerse you in volcanic landscapes, natural hot springs, charming fishing villages, amazing cuisine, and much more.

Countries Visited

Greece

Places Visited

Mykonos, Santorini, Paros, Naxos, Rhenia, Delos

Suggested Duration

8 Days

Customizable Itinerary

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Day 1

Santorini – Arrival

When you land on Santorini, your private driver will greet and escort you to your accommodation in the heart of the city. You will have a moment to relax and refresh after your long flight. Nothing specific will be planned today, but your guide can provide you with excellent dining recommendations so that you can get a sample for the local culture. You can dine with the locals or from the respite of your accommodation.

What's Included:

Tour
Accommodation
Transfer
Day 2

Santorini – Santorini’s Highlights

Day 3

Santorini – Private Catamaran Cruise

Day 4

Paros – Volcano and Hot Springs

Day 5

Naxos – Sunset Dinner Sail

Day 6

Mykonos – Naxos & Mykonos

Day 7

Mykonos – Rhenia & Delos

Day 8

Mykonos – Departure

Trip Highlights

  • Witness the incredible sites of Santorini on a private tour
  • Receive your first impressions of Naxos on a sunset dinner sail
  • Discover the delights of Rhenia, Delos, and Mykonos
  • Rub elbows with friendly locals during a farm-to-table feast
  • Embark on a luxurious private catamaran cruise and sail along Santorini’s coast
  • Witness the wonders of Santorini’s volcanic landscapes and bask in the island’s natural thermal hot springs
  • Stroll around the Old Town on Paros and peruse the island’s most charming fishing villages

Detailed Description

This 8-day island escape will begin in Santorini. For your first evening in Greece, you will indulge in a meal of delicious Greek fare. It can also be complemented with a excellent glass of wine

The next day, your private guide will lead you on an exciting tour of the island’s most iconic landmarks. This adventure will include visits to Firostefani, Fira, the Blue Domed Church, Oia, and much more. Following your highlights tour, you will embark on a catamaran cruise. During your sail, gorgeous you will have the luxury to visit Red Beach, White Beach, and Palea Kammeni.

Day four will find you beginning the morning with a visit to Santorini’s volcano and thermal hot springs. Here, you will learn fascinating facts about the island and its  amazing landscape before indulging in a pampering session. Paros will be your next destination. Here, you can take a stroll around Parikia’s Old Town for your first evening.

The morning of day five will begin with your guide leading you to discover Paros’ charming fishing villages, including Naoussa and Lefkes. Following your tour, a ferry will whisk you to nearby Naxos, where you can indulge in a sunset dinner cruise.

Day six will begin with a private tour of Naxos’ most revered sites. Then, you will sail to Mykonos for an immersive tour. Your final full day in Greece will find you sailing away from Mykonos for a delightful day trip to Rhenia and Delos.

Starting Price

$2,800 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

The starting price is based on travel during the low season for a minimum of two travelers staying in shared 3-star accommodations. Please inquire for a custom trip quote based on your travel preferences and travel dates.

4.9

Verified Traveler Reviews

Based on 1209 reviews

Greece Travel Review: Luxury Family Cylclades Islands Tour, Sailboat Trip to Delia & Rhenia, Athens, Views & Olive Oil
Overall it was a relaxing trip very much needed and our travel agent did a splendid job of organizing a great trip. We visited 3 islands in the Cyclades, Mykonos, Santorini and Naxos. Spent a day in Athens. All of the accommodations were top notch! The hotels in Mykonos and Santorini had spectacular views from the rooms and it was well ventilated given the concerns of ventilation during the pandemic. The sail boat trip to Delia and Rhenia was excellent. It was a hot day in Delia but the overall trip made up for it. the trips were well organized given our family's needs and we were very pleased. Would certainly recommend this travel company to anyone else who is contemplating a trip to Greece.

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Luxury Vacation Review: Greece, Crete, Naxos Villages & Winery, Mykonos, Santorini, Athens, History
I consider myself a traveler but had never been to Greece before and wanted to ‘do it right’. I had a three week timeframe to spend in the islands.  Of course Mykonos and Santorini were on my list and I looked to this travel team for additional recommendations.  They suggested Crete and Naxos.  It was a wonderful and interesting mix.  From our Acropolis tour in Athens, authentic Naxos tour of villages and winery, every detail was meticulously tended to and this travel team checked in with me multiple times throughout my journey.  All transfers and guides were timely, knowledgeable and very nice people. Several of the guides felt like friends by the time we concluded.  The travel planner of this team was responsive to my inquiries and did a very good job of delivering the best Greece had to offer! 

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Review: Anniversary Vacation in Greece, Athens, Santorini, Mykonos, Crete, Delos, Knossos Palace, Acropolis Tour, Catamaran Cruise

We booked a 2 week vacation to Greece with this agent and travel company for the end of May.   Our travel agent helped us plan the perfect vacation for our 25th wedding anniversary. It was the most incredible trip, more than we could ever have imagined! She planned accommodations, excursions and tours at each place we visited that highlighted each place.  We started our trip in Athens for 3 nights, Crete 3 nights, Mykonos 3 nights and Santorini for 4 nights.

We were met promptly at the Athens airport by our driver taken to our Hotel in Athens where we were met by our agent personally to give us all of our tickets and instructions for our stay in Greece. As well she gave us a cell phone programmed with her number and the travel agency in case we had any issues during our time in Greece.

We stayed at the foot of the Acropolis in Athens at a wonderful boutique hotel. Our trip started with a private tour(highly recommend)  of the Archeological museum of Athens ,the Acropolis and the area surrounding. Truly specials and unforgettable! A romantic dinner at a beautiful restaurant in the center of Athens.  Watching the sun set on the Acropolis with all of Athens at our feet...stunning. A free day to explore a bit of the ancient and beautiful city then onto Crete.

We were met by a delightful young man, who was our guide for all 3 days on this amazing island. Wine tours, Palace of King Mynos at Knossos, ancient cities Rhethmynon and Chania, beautiful beaches and stunning views. We fell in love with Crete.

Then Mykonos. A beautiful little jewel of an island with beautiful beaches and ancient cities once attacked by pirates. A romantic dinner, tour of the island of Delos (incredible!) and getting lost in the maze of streets that make up Mykonos town.

Then onto Santorini. A jewel in the beauty of the Aegean Sea. Stunning hotel on the cliffs with a view that you never tired of, wine tours, a full day Catamaran sail to beaches and the Caldera ending with a magnificent sunset at Land's End. Santorini was the cherry on top of the trip. Truly a stunning island.

And everywhere we went the friendly, hospitable and welcoming Greek people.  We can't say enough on how well orchestrated this trip was. We had flawless connections, over-the-top accommodations, incredible guides, amazing excursions that did not disappoint at any of our island visits.  "More than we could have ever imagined" is how we describe this trip to friends and family.  We highly recommend this company and the travel agent who planned a trip exactly to fit us personally.

Thank you Zicasso for your stellar travel agents and fantastic job of Jackie who paired us up with such great agents to choose from.

Tanya and Ross

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Travel Review: Luxury Honeymoon in Greece, Naxos, Crete, Athens, Mykonos, Santorini, Archaeology, History, Food & Wine

This travel agent is fantastic! She was super friendly and extremely easy to work with. Using them again on our next trip is a no brainer. If you have the opportunity or interest, we strongly suggest visiting Greece, it was simply amazing and WAY better than we could have ever imagined. We visited Athens, Crete, Santorini, Naxos, and Mykonos. Each was awesome in their own right, Athens for the history and archeological sites. Crete, for the fresh food, wine, and olive oil. Santorini, for the amazing sunsets, villages, and the beautiful water. Naxos, for it's authenticity and beaches. Mykonos, for it's night life and entertainment.

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Luxury Greece Group Vacation Review: Athens, Greek Islands, Walking Tour, Markets, Olives
The trip planner was remarkable! Our 10 days met or exceeded our expectations. His intimate knowledge of the islands and tours available ensured we received outstanding service and interesting outings. We had a group of 6 adults - transportation was timely and comfortable. Tour guides in Athens, Santorini and Naxos were all wonderful. This was no cookie-cutter experience. Each guide asked questions and altered the tours to meet our needs. Our accommodations were excellent also. The hotel in Athens gave wonderful views and easy walks to Parliament, shopping/restaurants and the Acropolis. The vacation rental on Santorini was in the perfect location - central, excellent views of the sea and island. The staff was extremely helpful with reservations and local transportation. Our hotel in Mykonos was beautiful and walking distance from the port, windmills, etc. We all agreed the entire trip was great, but Naxos was our favorite part. We met locals, could drive freely/safely, and the beaches are beautiful. I must add that the customer service provided by our planner went way above the norm. When a member of our group left valuables in a room safe in Athens - not only did our trip planner coordinate pick up, he also arranged for the items to be hand delivered to Naxos. AMAZING! 

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Review: Luxury Greece Vacation, Mykonos, Crete, Santorini, Delos, Chania, Athens, Acropolis, Constitution Square, Knossos Palace

This Greece travel company did a great job setting us up at ideal locations in Athens, Mykonos and Santorini. All were located in the central area, right near the center of each town for shopping and restaurants. The people at the hotels were really nice and everything was very organized that we did not have to worry about anything.

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews