Ultimate Greek Island Hopping Getaway for Seniors

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.
Customizable Itinerary
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:
Santorini – Santorini’s Highlights
Santorini – Private Catamaran Cruise
Paros – Volcano and Hot Springs
Naxos – Sunset Dinner Sail
Mykonos – Naxos & Mykonos
Mykonos – Rhenia & Delos
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.
Verified Traveler Reviews
Based on 616 reviews
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!
See more
See more
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.
See more
Zicasso's travel planner and her company gave me one of the most phenomenal vacations I have ever had. This trip can be labelled as the trip of a lifetime. She had every detail completed.
Our flights, our transfers, and our ferry tickets were waiting for us at the hotel front desk on every island. We had incredible tours set up, with the most incredible tour guides. We laughed, drank, ate, and celebrated in the most decadent locations in Naxos, Santorini, Crete, and Athens.
We encountered only one hiccup and she was on it within minutes of receiving my email. She stood by her word and solved my issue with professionalism and expedited the correction. I cannot emphasize enough how awesome she is. I cannot wait to plan my trip for next year. I highly recommend her and her company. Thank you for the lifelong memories!!!! You're the best!!
See more
Our trip was incredible! We were so impressed with the professionalism of Zicasso’s travel agent and the guides we had during our tours. Greece has been a long-dreamed-of destination and our time in Naxos, Santorini, and Athens exceeded our expectations. It was an easy process to give some guidance on what we liked to do and have a curated trip for our preferences. We would recommend the travel company to anyone needing help planning a trip!
See more
We had a wonderful experience with our Zicasso travel specialist while planning our vacation in Greece. We had a group that consisted of two families; in total, eight people. Our travel specialist gave us recommendations based on the types of activities we wanted to do and the types of islands we were hoping to experience.
We stayed two nights in Athens, three nights on Naxos, and three nights in Santorini. The accommodations were fantastic! Every tour guide and driver was helpful and so kind.
When we wanted to add a stop in Naxos for an impromptu lunch, our guide was happy to detour and bring us to a place with the best gyros that the locals really enjoy! Everyone made us feel at home. Thank you for a beautiful trip and all the lovely memories!
See more





