
Greek Island Hopping Itineraries & Vacation Packages
The Aegean Sea holds a wealth of treasures. Enjoy serene beaches that look out upon azure waters, an ancient history that harkens back to the roots of Western Civilization, and unforgettable cuisine full of tantalizing flavors. From the most popular destinations to lesser-known gems, an island-hopping itinerary from Zicasso will provide you with the perfect Greece vacation.
Explore Our Trip Ideas
Let these itineraries inspire your personalized travel experience

8 Day Trip IdeaFrom $3,400
Island-Hopping Tour of Naxos & Santorini With Athens

12 Day Trip IdeaFrom $10,600
Glamorous 12-Day Getaway to Athens, Naxos, Milos, and Santorini

9 Day Trip IdeaFrom $3,900
Spectacular Island Tour of Greece's Charm

13 Day Trip IdeaFrom $5,800
Greek Island Itinerary for the Ages: Crete, Santorini, Milos & More

9 Day Trip IdeaFrom $3,700
Family Friendly Greek Island Hopping Vacation

9 Day Trip IdeaFrom $3,700
A Perfect Greece Vacation Package: Mykonos, Santorini, and More
How Zicasso Works
Here's how we create life-enriching, luxury travel experiences
1.Share Your Travel Dreams
Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.
2.Meet Your Travel Specialists
To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.
3.Design Your Perfect Journey
Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

9 Day Trip IdeaFrom $3,900
Island Hop Through History: Unique Greek Island Hopping Itinerary

7 Day Trip IdeaFrom $3,000
Greek Island Paradise and Gourmet Gastronomy Tour

12 Day Trip IdeaFrom $5,100
Essential Aegean Gems: Athens, Santorini, Crete and Naxos

8 Day Trip IdeaFrom $3,300
Romantic Greece Vacation: Athens & Island Hopping
More Popular Greek Island Vacations
Reviews of Zicasso's Greek Island Hopping Itineraries & Vacation Packages
Based on 2436 verified traveler reviews.
Zicasso’s travel agent created an itinerary that was perfect for Bob, me, and our three grandsons. We hit traditional high points in Greece, but also lots of gems off the beaten trail. All the guides were so enjoyable and really helped make the experience so memorable for our grandsons. We stayed at very exceptional places and there was no worry about transportation or any safety issues!
See more
From the moment we walked off the plane, everything was planned seamlessly! Drivers, hotels, tours, and transfers! Zicasso’s travel agent did an amazing job listening to the types of activities we like to do and was able to put together an itinerary that was amazing! The people we met, the sites we were able to see, and the food were fantastic. She also checked in with us to make sure everything was going well. If we needed her, she was easy to reach out to. She planned the perfect balance of guided activities along with some self-exploration! We cannot thank her enough for planning this vacation!
See more
Zicasso’s travel specialist, from the beginning planning stages of our trip to Greece to the end, was exceptional. He listened carefully to our interests and tailored our trip accordingly. He was available as we requested changes and immediately responded, and this continued throughout the trip.
Each tour in Crete and Athens went without a hitch. Guides were highly knowledgeable and friendly. He is very invested in you having a wonderful experience and goes the extra mile. I would highly recommend the travel company.
See more
Everything was well planned and coordinated. All of the drivers and tour guides were on time and did a fine job! The hotels were very nice and the restaurant suggestions were very helpful. It was also a pleasure getting to meet Zicasso’s travel specialist in person when we arrived in Athens!
See more
Zicasso’s travel specialist was a fantastic travel agent. She was organized, professional, responsive, and thorough. She curated a travel experience that was just what we were looking for. We would highly recommend her to anyone looking for a great vacation experience.
See more
Our travel company and Zicasso were truly excellent trip resources and designers of our two-week vacation to Greece. They arranged every detail. We had transportation prearranged, lodging that was extraordinary, and food that was unforgettable.
Our guides for various day tours in each location were phenomenal. They were never rushed and seemed to give us limitless time. They made arrangements for us that were not part of their paid services, just because they were so welcoming. The guides were all graduates of universities who had completed months of additional studies to become certified as guides. We learned so much from our trip about the places, but also about the culture and what it's like to actually live in Greece. Bravo!
See more







