Idyllic Greek Islands Itinerary for Seniors

Famous windmills of Mykonos town at romantic sunset, Greece

What to expect on this itinerary

Experience much of the best that Greece has to offer and more during this immersive 10-day getaway to the idyllic haven of the Greek Isles. The Greek Islands are imbued with beautiful landscapes, delicious food, intriguing history, and a captivating culture. Explore famous such like the Acropolis, bask in the relaxing hot springs of Nea Kameni, and immerse yourself in the region’s delicious food and wine.

Countries Visited

Greece

Places Visited

Athens, Mykonos, Paros, Santorini, Tinos

Suggested Duration

10 Days

Customizable Itinerary

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Day 1

Athens – Introductory Tour of Monastiraki

This relaxing 10-day journey will begin when you land at Athens International Airport. When you land, a private driver will be waiting to greet and transfer you to your luxurious accommodation in the heart of the city. With two days in Athens, you will have plenty of time to recover from jet lag, to settle in, and to explore the city. Your guide will escort you around some of the stores to admire the jewelry and other custom items on display. Once you are finished shopping, you will transfer to Tzistarakis Mosque, which was built in 1759 by the Ottomans. Finally, your tour will lead you to the remains of Hadrian’s Library, which will provide you with a fascinating view of Greece’s history.

What's Included:

Transfer
Accommodation
Tour
Day 2

Athens – Uncover the Temples and Ruins of the Acropolis and Acropolis Museum

Day 3

Mykonos – Intriguing Historical Tour of Mykonos

Day 4

Mykonos – Visit the Greek Island of Tinos

Day 5

Paros – Sail to Paros

Day 6

Paros – Stroll through Paros’ Museums

Day 7

Santorini – Venture to the Volcanic Island of Santorini with Visits to the Idyllic Villages of Fira and Oia

Day 8

Santorini – Discover the Splendor of Nea Kameni

Day 9

Santorini – Private Winery Tour

Day 10

Santorini – Depart for Home

Trip Highlights

  • Marvel at the historic attractions of Athens, including the many ancient temples and ruins of the Acropolis and Acropolis Museum
  • Witness the age-old windmills of Mykonos, which are known as a symbol of the island with a visit to the Kato Milli area
  • Explore the island of Tinos, which is considered one of the holiest Greek Islands and where you will tour many religious sites
  • Indulge in a tour of the charming town of Parikia, which is knowns for its custom boutiques of artisan goods
  • Stroll through some of the amazing museums of Paros, where you will see fascinating art and sculptures that allude to day’s that have long past
  • Travel the roads of Fira and Oia, which are two of Santorini’s most popular villages, to bask in their peaceful nature
  • Bask in the relaxing hot springs of Nea Kameni and explore the volcanic island and its caldera
  • Immerse yourself in the delicious wines of Santorini, which are appreciated around the world, with a private tour and tasting

Detailed Description

The islands of Greece are beautiful and luxurious, making them the ideal destination for a relaxing vacation. Your amazing journey will begin when you land at Athens International Airport, where you will spend two nights in the capital city. As you explore the lively neighborhood of Monastiraki during your first afternoon, you will begin your cultural immersion. The following day, your tour will lead you to the historical sites of the Acropolis and Acropolis Museum, where, from the Theatre of Dionysus to the Parthenon, you will uncover endless relics from Ancient Greece. On the morning of day three, your sights will be set on the Aegean Sea and the island of Mykonos. Two nights on the island will allow you to discover its beauty and unique attractions. During a private tour, you will journey to most iconic areas of the island, including the locations of its age-old windmills. Day four will feature an exclusive cruise and day trip to the nearby island of Tinos. Known as one of the holiest of Greek Islands, Tinos will present you with an endless variety of attractions that will further immerse you in the luxury of the Greek Isles.

After breakfast at your hotel on the morning of day five, you will board a private boat and set off for the island of Paros. An introductory tour will immerse you in the lifestyle of the island, from the popular town of Parikia to the charming village of Lefkes. The following day, your exploration of Paros will lead you to Monastiri Beach, where hours will easily pass as you bask in the sun, golden sands, and sparkling water. Later in the day, you will dive deeper into the culture of Paros with private tours to two of the island’s museums: The Sculpture Museum of Nikos Perantinos and the Folklore Art Museum. From breathtaking Greek sculptures to ancient tools and fabrics, you will witness it all during your visit.

On the morning of day seven, you will cruise across the Aegean Sea for the unparalleled island of Santorini. The final three nights of your trip will be spent on this remarkable island, and you will uncover the best areas and experiences that it has to offer. During your initial tour of the island, you will journey to the villages of Fira and Oia, which are known for their unique shops and spectacular views. The following day, another intriguing day trip will lead you to the volcanic island of Nea Kameni, where you will enjoy a swim in its sought-after hot springs. The warm and soothing waters, along with the beautiful backdrop, will make for a perfect day.

On day nine, your luxurious getaway will continue as you spend the morning relaxing at Perissa Beach, which is known for its black lava sand and crystal water. Later in the day, you will enjoy a private tour of three of Santorini’s premier wineries. Santorini’s wines are known and appreciated around the world, and you will be provided with the exclusive opportunity to tour and sip your way from one location to the next. This exclusive experience will be the perfect way to culminate your final day in Greece.

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.

4.9

Verified Traveler Reviews

Based on 3157 reviews

Lori W.
Greece Tour Review: Athens, Naxos, Santorini, Akrotiri, Winery, Volcano, Walking Food Tour, 8 Nights

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!

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Gus V.
Greece Travel Review: Paros, Santorini, Private Sailing Experience, 9 Nights

Zicasso's travel expert was very professional. She answered all my questions promptly and made sure to book the tours and hotels that fit our needs. Highly recommend.

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Shaun B.
Greece Honeymoon Review: 11 Days

Our 11-day honeymoon in Greece was nothing short of magical—and we owe so much of that to our Zicasso travel specialist and the entire team at her company. From the very start, they worked within our budget and offered a flexible payment plan that made planning feel manageable and stress-free.

As our trip approached, we had a thorough planning call with our specialist. She walked us through every detail of our itinerary, which completely put us at ease. That level of preparation meant we could focus on enjoying the moment instead of worrying about logistics.

Once we landed in Athens, the travel company was just a WhatsApp message away. Anytime we had a question—no matter how small—they responded within minutes. That kind of real-time support made us feel cared for the entire time.

The accommodations they booked were absolutely out of this world. Each hotel felt handpicked just for us—luxurious, romantic, and incredibly welcoming. It was clear the company has strong relationships with local vendors because we were treated like royalty everywhere we went.

As a gay couple, we also appreciated how safe, inclusive, and celebrated we felt throughout the trip. Every detail was thoughtfully planned with us in mind.

We’d recommend our travel company 1,000 times out of 10. If you're planning a gay honeymoon—or any trip to Greece—look no further. This was truly the trip of a lifetime.

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Shilpa M.
Greece Trip Review: History, Local Cuisine, Scenery, 2 Weeks

Zicasso's travel specialist and her company did an amazing job of planning the most incredible and memorable trip for my family of five.

Every detail was meticulously thought out and perfectly executed. Every transfer was spacious and, thankfully, air conditioned. Each boutique hotel booked was unique and beautiful, with stunning views and amenities offered. Every excursion with English-speaking guides was incredible. The guides were knowledgeable and super-friendly.

We can't thank our travel specialist and her team enough for this amazing trip. We have memories for a lifetime!! I highly recommend using her for your next trip to Greece or Europe.

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Khristine A.
Greece Family Vacation Review: Santorini, Athens, Chania, Skiathos, Acropolis, Catamaran Sunset Cruise, Boat Ride, Private Tour, Old Town, Culture, 13 Days

It was our family's first time visiting Greece. We've always wanted to see the country and there were so many good things we'd heard about Greece.

There were a couple of things that made this trip very special. First, our youngest daughter's request for her 16th birthday was to go as a family and celebrate it in Greece. Second, none of us had ever been to Greece (on our previous trips, either my husband and/or I had been there or it was our family's second time there), so experiencing it together for the first time was really special.

Zicasso gave us two very good Greek travel companies. Both presented interesting itineraries to us. It was a year of planning and I'd gone back and forth with both travel companies with revisions of itineraries and, of course, the cost.

What made us choose this travel company was that the specialist was very honest, upfront, and very accommodating. He gave his honest opinion when I asked him about certain excursion activities or even restaurants (social media makes it really look good, especially for people who have not been there), and he did not pressure or force us into doing activities that did not interest us. He wanted to make sure we got to experience the best, but he was also very mindful of the costs. I had many back and forth conversations with him via texts, emails, or phone calls. He wanted to get to know our family. When I told him about our daughter's 16th birthday requests, he made sure he got every detail of what would make her birthday special. He also asked me about the interests of our eldest daughter because he wanted to surprise her with something special from Greece. That says a lot about the travel specialist and his company; they are personal and it's not just pure business for them.

A few days before we left the US, he called us so we could reschedule our flights (Santorini to Athens) to an earlier time going back home because he was concerned we may miss our connecting flights. Who does that? This just shows he checks every detail and wanted to make sure that even before we left the US, up to the time we arrived back home, everything was taken care of.

We had the best vacation in Greece. We did not worry about anything the entire time. The travel company was in constant communication with us. They created a WhatsApp group chat which made it so much easier. They gave us daily reminders and they arranged everything for us. We felt that the entire trip was customized for our family. The "Mamma Mia" island tour and birthday celebration for our daughter was perfect. The restaurant in Kolios was a great recommendation, and when I asked him to reserve the specific table and have a little birthday decoration for my daughter, it was accomplished.

Chania was amazing; both me and my husband loved this place. The view from our hotel room on Zampeliou Street, overlooking the old harbour and the Cretan Sea with the lighthouse, was breathtaking. We enjoyed walking through the streets of the Old Town of Chania.

We thought Santorini would be overcrowded, but we had a great tour guide who knew where to take us first to avoid crowds, and he gave us really helpful advice to go around the island. He took us to the little hidden alleys and showed how locals live. We ended up really loving the island.

We enjoyed every activity planned for us. We enjoyed our stay at our hotels. Mine and my husband's favorite were the hotel in Kalamata and the one in Chania. We really liked the view of the Acropolis from our rooms at the hotel in Athina, and that hotel was very convenient. We also enjoyed their breakfast there. The girls enjoyed the hotel in Skiathos because of how close it was to the beach, and they loved the "Mamma Mia" boat tour.

We each have our own favorite activities/tour/tour guides, but overall, our family had an amazing time in Greece – the way the travel agent and the entire team did a phenomenal job. The way the itinerary was put together and the timing for each place/island was just perfect for us. They exceeded our expectations. We fell in love with Greece, the culture, and the people, who were all so kind, nice, and very hospitable (not once did we have a bad encounter). We will definitely go back; there is so much more to explore and we'll definitely be working with this travel company in the future.

We only have good things to say about our Greece vacation and we highly recommend this travel agency. We've been to other countries and worked with other travel companies. In our opinion, this one was the best travel company we've ever worked with.

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Kerry R.
Greece Trip Review: Athens, Naxos, Acropolis, Delphi, Meteora, 10-Day Tour

Zicasso's travel agent took great care of my family, planning an excellent trip, with revisions based on our interests, and was quick to respond to my emails. He took care of the necessary arrangements when the ferry was unexpectedly cancelled.

We stayed in beautiful hotels and enjoyed our tours with knowledgeable guides and drivers. Our trip to Delphi and Meteora was a highlight of our trip. We had a great driver there.

Highly recommend!

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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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