Best Greek Island Hopping Vacation for Travelers Over 50

What to expect on this itinerary
Your relaxing 8-day Greece vacation for travelers over 50 takes you across the luxurious lifestyles and enchanting scenery of the Greek islands. The ancient wonders of Athens will emerge from the Acropolis while divine images continue to decorate the island of Delos. You can swim in hot springs inside Santorini’s caldera and delight in views of the famous windmills on Mykonos as you bask in Greece’s beauty, prestige, and majesty.
Customizable Itinerary
Athens – Introductory Tour of Athens
Your vacation to these idyllic islands will begin when you land at Athens International Airport. A private transfer will whisk you away to your centrally located hotel, and after checking in, you can begin to discover the sights and sounds of Athens at your own pace. One of the oldest parts of Athens, Plaka, will be an excellent place to spend the majority of the day. The streets of Plaka are filled with intriguing shops and restaurants, and with the absence of vehicles in this area, you will be able to freely explore the winding roads.
What's Included:
Athens – Explore the Sights of the Acropolis
Mykonos – Arrive in Mykonos for a Guided Tour
Mykonos – Catamaran Cruise and Visit to Delos
Santorini – Tour Naxos en Route to Santorini
Santorini – Explore the Island and Relax at the Beach
Santorini – Hot Springs of Nea Kameni and Wine Tasting
Santorini – Depart for Home
Trip Highlights
- Explore the wonderful shops and mouthwatering restaurants of Plaka, which is one of the oldest areas of Athens, during your two-night stay in the capital city
- Marvel at the landmarks of ancient Greece, including the iconic Parthenon
- Witness the magnificent windmills of Mykonos, which is a symbol of the island, during a privately guided tour
- Delight in a catamaran cruise across the Aegean Sea along with an exclusive tour of the ancient island of Delos
- Indulge in a visit to the beautiful island of Naxos, where you will explore its restored olive mills and handmade pottery
- Relax and unwind at Perivolos Beach, which is one of Santorini’s breathtaking beaches
- Swim in the amazing hot springs of Nea Kameni, which is a unique, volcanic island near Santorini
- Enjoy a private wine tour of Santorini to discover and taste the premier blends of the island
Detailed Description
The stunning islands of Greece exude luxury and beauty and are the ideal destination for a senior’s trip. The amazing journey will begin when you land at Athens International Airport, and a brief stay in Greece’s capital city will be the perfect way to begin your trip before transferring to the islands. After you check-in at your luxurious hotel, you can begin to discover Athens at your own pace. A trip to Plaka, which is one of Athens’ oldest areas, will be an excellent place to spend your first afternoon and evening. With many unique shops and savory restaurants, you can begin to immerse yourself in the culture of the city. A private tour of the iconic Acropolis will be the highlight of your next day. You will feel as though you are traveling back in time as you discover the remains of ancient theaters and temples before setting your eyes on the remarkable Parthenon. As the sun sets over Athens in the evening, excitement will mount as you prepare to venture to the first Greek Island of your trip in the morning.
In the morning, the landmarks of Athens will fade into the background as you depart the mainland of Greece via speed boat and begin the picturesque journey to Mykonos. The soft breeze from the Aegean Sea will guide your boat to this fantastic destination, and your afternoon will feature an exclusive tour of the island. Your expert guide will lead you to some of the best spots on Mykonos, including the Kato Milli area, to see the island’s ancient windmills and the village of Ano Mera. The majority of the day will be spent at your leisure as you continue to explore all Mykonos has to offer.
Day four will provide you with another immersive experience in the form of a private catamaran cruise and visit to the nearby island of Delos. Your surroundings will be breathtaking as you cruise over the peaceful waters, and upon your arrival in Delos, your expert guide will lead you on a private tour of the island. The luxurious ride back to Mykonos on your private catamaran will feature tasty snacks and a glass of champagne, which will set the tone for another wonderful evening on the island of Mykonos.
The following morning, you will set off in a private boat for your next amazing destination of Santorini. Along the way, Naxos will prove to be an ideal place to stop for a visit. From ancient attractions to a restored olive mill and a pottery workshop, you will explore much that Naxos has to offer during your excursion. Afterward, you will continue to the spectacular island of Santorini. The next two days will allow you to discover the best of the island through private tours, time at the beach, and exclusive experiences.
Your private tour of Santorini will lead you to the ancient settlement of Akrotiri and the premier village of Fira. Your time at the outstanding Perivolos Beach will be pure luxury, and a dip in the hot springs of the volcanic island of Nea Kameni and a private wine tour will culminate your stay on the island of Santorini. Private transfers will lead you back to Athens International Airport for the return flight on the final day of your vacation. You will return home from this trip with incredible memories, yearning for a return to Greece and its luxurious islands.
Starting Price
$3,400 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 2591 reviews
Everything was planned according to the itinerary set by Zicasso’s travel specialist and experienced to full pleasure. I cannot express how great of a time I had in Greece, even during the off-season.
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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!
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We highly recommend Zicasso’s tour operator. They were able to plan a tour for us around the dates we had available. They listened to what we were looking for in our travels and everything was spot-on. Many highlights were unanticipated. Everything was perfect, from our driver to our tour guides and our stay at an olive grove estate. We could not have asked for more. We will definitely use the travel company again.
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After planning a destination wedding, my husband and I were not looking forward to also planning our honeymoon. So we felt so fortunate to work with the lovely travel agents at Zicasso's tour operator.
Our agent and the team at the tour operator made this process so seamless and easy. We were able to clearly communicate our hopes and dreams for our honeymoon and our ideal budget, and she took that and created the most perfect itinerary. The thorough plan was perfect. We especially appreciated the 24-hour white-glove service, where we were able to ask any questions we wanted at any time and someone answered quickly.
I could not recommend them enough! We would not have had the honeymoon of our dreams without the travel company.
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If I could give 10 stars, I would. As an older woman traveling alone, I felt completely comfortable and well cared for throughout the trip, as if I were part of the family of the team at Zicasso's travel company. Every single detail of the complex and densely packed five days in Naxos and four in Athens unfolded perfectly. The travel specialist personally knew a number of the guides, drivers, and restaurateurs, and all spoke glowingly of this travel company.
From sharing honey with bees at a tiny apiary to touring the Acropolis with an archaeologist, to squeezing the whey out of cheese at a family farm and meeting the goats who provided the milk, to hiking from village to village with a guide who knew the name and medicinal use of every plant we passed, to learning to make phyllo dough, it was simply terrific! If you're thinking of visiting Greece, connect with this travel company and enjoy the trip of a lifetime.
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We had a fantastic trip, in large part because of the planning assistance and execution by Zicasso's travel company!
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