
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 2586 verified traveler reviews.
We had a fantastic trip, in large part because of the planning assistance and execution by Zicasso's travel company!
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We have used Zicasso twice to find local travel agents in Greece. Two different trips, the first to island hop and the second to concentrate on Crete. Both agencies we ended up working with were excellent! We could not have been more pleased.
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Working with Zicasso’s travel company was a wonderful experience, from the initial intake of my request to brainstorming ideas to fit my budget and itinerary, and prepping us for every day of our honeymoon. Every single guide and vendor they booked for us was absolutely wonderful. I would recommend them without hesitation!
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If I could give them more than five stars, I would. I cannot recommend Zicasso's tour operator enough!!! Our agents were amazing and created the most perfect honeymoon for my husband and I!! We went to Paros, Santorini, Crete, and Athens and loved them all. It was amazing not to have to worry about a thing. We had zero issues and we had the best time.
We went to wonderful restaurants and beautiful hotels, had two fun boat trips, a beautiful tour throughout Kissamos, Crete, and the best tour guide for the Acropolis/Athens.
If you want an amazing trip with beautiful memories and zero worries, I would absolutely use this tour operator!!!
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Our trip was wonderful!!! I can't say enough about Zicasso and our travel specialist. She planned our trip so perfectly, based on our interests and requests. She had so many useful tips and suggestions that helped us tremendously throughout the trip! Everything went very smoothly and according to plan, right down to the last detail. There was not one issue or hiccup; something I have never been able to say very often after travel! The accommodations, tours, tour guides, transportation arrangements, drivers, etc., were all amazing.
My family and I are beyond pleased with everything and would not hesitate to use Zicasso or the travel company for any future travel plans. Thank you so much to our travel specialist!!!
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This trip was amazing! Zicasso's travel company took care of every detail. They created a wonderful itinerary and coordinated it seamlessly. They communicated with us all along the way; there was absolutely nothing amiss from the first day to the last.
Our accommodations were wonderful. Our guides were top-notch, incredibly experienced and knowledgeable, and all very enjoyable people. They felt like friends almost immediately! Each of them went above and beyond to make sure our experiences were everything we hoped for and more! Our drivers were attentive and professional as well.
We're seasoned travelers, but we couldn't possibly have planned and executed this trip on our own. We're so appreciative of the travel company's excellent staff and services. They created a trip that we'll remember forever.
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