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.

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Verified Traveler Reviews

Based on 709 reviews

Greece Vacation Review: Naxos, Athens, Cuisine, Walking Tour, 10 Nights

Zicasso's travel company made our bucket-list trip to Greece come to life! They organised all our tours and transportation, worked with us to provide activities that were in line with our interests, and even gave detailed information on suggested itineraries for our free days.

Some highlights included the walking tour(s) of Athens, our trip to see Santorini, and the best steak I have ever had at a beach hotel in Naxos! Our only suggestion is that we went on a day tour to Delos which was self-guided. There is so much history there though that a guided tour would have been helpful. I would definitely recommend booking your tour with them!

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Greece Tour Review: Athens, Santorini, Mykonos, History, Culture, Tradition, Local Cuisine, Shopping, 8 Nights

If you're considering a trip to Greece, look no further than Zicasso. Our travel expert planned an unforgettable journey for our family; Athens, Mykonos, and Santorini, and every detail was executed with care, expertise, and passion. 

From the moment we arrived in Athens, we were immersed in the country’s warm hospitality. Our agent made sure we had the perfect balance of sightseeing and relaxation. The historical sites in Athens, like the Acropolis and the ancient Agora, were must-sees.

Mykonos is vibrant yet relaxed. The beaches were beautiful. Every meal on this trip was a highlight. Fresh seafood, local cheeses, olive oil, and delicious pastries—each bite told a story of Greece’s deep culinary heritage.

In Santorini, we were captivated by the island’s charm—whitewashed buildings, breathtaking sunsets, and the deep blue Aegean Sea. We visited traditional villages, giving us a glimpse into the rich cultural traditions that are still very much alive.

Throughout the trip, what stood out most—beyond the stunning landscapes and ancient history—was the friendliness of the Greek people. Their warmth and pride in their culture made every moment feel welcoming and genuine.

Our agent didn’t just plan a vacation—he created an experience rooted in history, tradition, and hospitality. I can’t recommend him and Zicasso highly enough.

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Greece Luxury Tour Review: Athens, Crete, Santorini, Mykonos, Delos, Historical Sites, Local Cuisine, Sunset Catamaran Cruise
"Zicasso’s trip planner and her company provided my wife and me with the ultimate Greek vacation. I would definitely recommend her and her company."

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Greece Tour Review: Athens, Naxos, Santorini, Crete, Cuisine, RIB Experience, Cooking Class. 10 Nights

Fabulous, Fantastic, Fun! We had an absolutely amazing 10 days traveling in Athens, Naxos, Santorini, and Crete. We were traveling with four 20somethings with varied interests. Zicasso's tour planner listened to my description of what we were looking for and created a masterpiece of a trip!

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Greece Tour Review: Athens, Mykonos, Santorini, Horseback Riding, Food Tours, 10 Days

We had a wonderful time in Greece. We spent 10 days there and went to Athens, Mykonos, and Santorini. The accommodations were great and the planned excursions were fantastic. The weather was perfect.

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Greece Luxury Travel Review: Athens, Mykonos, Naxos, Santorini, Acropolis, Sunset Catamaran Cruise, 10 Nights
"We had the most amazing trip. The Zicasso travel agency was top-notch, with every detail meticulously planned and implemented flawlessly."

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Customizable Itinerary

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

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