Romantic Greek Trip: Island-Hopping Getaway

What to expect on this itinerary
Beautiful sunsets, captivating landscapes, delicious cuisine, and enchanting panoramas will provide you with endless memories during your 10-day romantic Greece vacation. You will bask in the luxuries of the idyllic Greek islands of Mykonos, Naxos, and Santorini where you can embrace ancient history and enjoy local culture. With private sailing excursions, exceptional seaside dining, and luxurious accommodations, your island-hopping gateway will reveal the best of Greece's passionate spirit.
Customizable Itinerary
Athens – Romantic Dinner in Athens
This adventure will have you visiting some of the best and most romantic Greek Islands. Your journey will begin when you land at Athens International Airport. A brief stay in the capital city will be the perfect beginning to your trip, and your private transfer will greet you upon your arrival at the airport and lead you to your luxurious accommodation. You can have some time to get acquainted with your new surroundings before setting out to begin your discovery of the city. Later today, you will be able to enjoy the first of many delectable, Greek dinners. Your meal will also be paired perfectly with a glass of local wine.
What's Included:
Athens – Traverse and Tour the Acropolis
Mykonos – Arrive in Mykonos for a Private Tour
Mykonos – Excursion to Tinos
Naxos – Private Sailing Excursion in Naxos
Naxos – Exclusive Tour of Naxos
Santorini – Exclusive Tour and Dinner in Santorini
Santorini – Hot Springs and Volcano of Nea Kameni
Santorini – Explore the Beach and Wine Tour
Santorini – Depart for Home
Trip Highlights
- Discover the sights of the Acropolis during a private tour of Athens, such as the Parthenon
- Admire the ancient windmills of Mykonos, which are a symbol of the island, during an exclusive tour
- Feel the romance of the Little Venice neighborhood of Mykonos, which is known for its ideal location and wonderful restaurants
- Explore the history and attractions of the island of Tinos, including some of the most visited churches in Greece
- Delight in a private sailing trip around Naxos, where you will witness gorgeous landscapes and intriguing caves
- Venture on a guided tour of Santorini that will have you exploring the Villages of Fira and Oia before indulging in a sunset meal
- Journey around the unique island of Nea Kameni, which is known for its hot springs and volcano
- Savor the delicious wines of Santorini during a private winery tour to three of the island’s premier wineries
Detailed Description
The beautiful islands of Greece are the perfect destination for a vacation. The relaxing, 10-day journey will begin when you arrive at Athens International Airport. Two nights in the capital city will begin your journey. Upon your arrival, your private transfer will lead you to your luxurious accommodation. Once you have settled in, you can begin to discover all that Athens has to offer at your own pace. Later in the evening, you will transfer to an authentic Greek restaurant, which will is ideally situated on a hilltop and where you will enjoy a delicious meal for two in addition to some spectacular views of the city. The next day will feature a guided tour of the Acropolis and Acropolis Museum, where you can explore the remains of ancient Greek temples and witness the Parthenon during the tour.
After breakfast at the hotel on day three, it will be time to head to the port to board a speed boat that will take you to your first Greek Island of Mykonos. The cool breeze from the sea will guide the boat to the gorgeous island, which will be your home for the next two nights. A private tour of the island will highlight your afternoon, and as you admire the sights, you will easily become captivated by Mykonos and its beautiful landscape. The following day will feature an excursion to the nearby island of Tinos, where a guided tour will immerse you in the history and culture of the island. On day five, you will cruise across the Aegean Sea to reach your next destination of Naxos. An exclusive sailing trip around the island and private tour with your expert guide will allow you to discover the intriguing landscape, refreshing waters, and iconic attractions of the island. Feelings of romance will be in the air as you enjoy this special location, and a visit to one of Naxos’ restored olive mills and unique pottery workshops will also be unforgettable.
After a tasty breakfast on day seven, you will board a speed boat to jet off for your final island destination of Santorini. The next three nights on this gorgeous island will be relaxing, exciting, and luxurious, and you can discover the attractions of the island on a private tour that will include the Villages of Fira and Oia. A delicious dinner in Oia with the sunset in the background will be the ideal way to conclude day seven. The following day will feature a private, sightseeing cruise to the nearby island of Nea Kameni. Known for its amazing hot springs and volcanic crater, your visit to this unique location will be absolutely memorable. On day nine, you can relax in luxury on Perivolos Beach during the morning before venturing on a private winery tour. The tour will feature visits to three local wineries, where you will explore the vineyards and cellars while you learn about the history of Santorini’s wine and sip on multiple varieties. On the morning of day ten, your private transfers will lead you back to Athens International Airport for your return flight.
Starting Price
$4,300 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 511 reviews
We recently returned from an incredible two-week Coral Anniversary trip to Greece and it exceeded every expectation. From the ancient wonders of Athens to the whitewashed villages of Mykonos, the dramatic cliffs of Santorini, and the authentic traditions of Crete, every stop offered something unique and unforgettable. Most importantly, the people we met along the way transformed a beautiful vacation into a truly special experience. The journey took us through Athens, Mykonos, Santorini, and Crete.
Outstanding Planning and Service
Every transfer, hotel, tour, ferry, flight, restaurant reservation, and activity was flawlessly coordinated by Zicasso's travel partner. The itinerary struck a perfect balance between guided experiences and personal exploration, allowing us to enjoy Greece without ever worrying about logistics.
Athens – History, Culture, and Exceptional Hospitality
Our stay at our hotel in Athens gave us incredible Acropolis views and a perfect base for exploring the city. Walking through the Acropolis with our guide and standing before the Parthenon was breathtaking. The Acropolis Museum and city highlights tour helped bring thousands of years of history to life.
One of the highlights of our anniversary celebration was dinner at a restaurant atop Lycabettus Hill. Watching the sun set behind the Acropolis while enjoying excellent Greek cuisine and wine was a magical experience and one we'll never forget.
We would especially like to recognize our driver in Athens. He was professional, knowledgeable, and genuinely invested in making our trip memorable. During our day exploring the Argolis region, Epidaurus, Mycenae, and the Nemea wine country, he provided insights that helped us better appreciate the history and culture of Greece.
What truly distinguished our driver was his attention to detail. While we were traveling along the Athenian Riviera toward Cape Sounion and the Temple of Poseidon, he realized we were hoping for a true seaside lunch experience. Without being asked, he contacted the travel company and coordinated everything to make a last-minute adjustment so we could enjoy lunch by the sea. That thoughtful gesture perfectly reflects the level of service he provided throughout our stay. It turned a wonderful day into one of our favorite memories of Athens.
Mykonos – Relaxation and the Beauty of the Aegean
Mykonos provided the perfect contrast to the historical focus of Athens. Staying at our hotel in Mykonos overlooking the Aegean Sea allowed us to fully appreciate the island's beauty.
We spent time exploring the charming streets of Mykonos Town, admiring the famous windmills, and enjoying the relaxed island atmosphere. A major highlight was our private catamaran cruise to Delos and Rhenia. Sailing through the crystal-clear waters of the Aegean while visiting the UNESCO World Heritage Site of Delos gave us a fascinating glimpse into one of the ancient world's most important religious centers. The secluded waters around Rhenia were stunning and provided some of the most beautiful scenery of our trip.
Santorini – Spectacular Views and Unforgettable Sunsets
Santorini is every bit as beautiful as the photographs suggest and somehow even more impressive in person. Our stay in Oia overlooking the caldera was breathtaking. Whether enjoying breakfast with panoramic views or simply walking through the village, every moment felt special.
The wine-tasting experiences at a winery were outstanding. Sampling the island's distinctive Assyrtiko wines while learning about Santorini's unique volcanic terroir gave us a new appreciation for Greek winemaking. The carefully paired food-and-wine experiences were among the culinary highlights of the entire trip.
Our private sunset catamaran cruise around the caldera, White Beach, Red Beach, Black Beach, hot springs, and the volcano was another unforgettable experience. Watching the sunset from the water while enjoying dinner and local wine created one of the most memorable evenings of our anniversary trip.
Crete – The Heart of Greece
As amazing as Athens, Mykonos, and Santorini were, Crete became our favorite part of the journey.
Our quick stop at Knossos Palace and the historic city of Rethymnon allowed us to learn about the Minoan civilization and experience the rich blend of Venetian and Ottoman influences that define the island. The old Venetian harbor in Chania was equally impressive and provided a spectacular setting for our stay.
Samaria Gorge
One of the most rewarding experiences of our entire trip was hiking the Samaria Gorge. Covering 11 miles through one of Europe's most spectacular natural settings was challenging and incredibly rewarding. The dramatic cliffs, pristine landscape, and sheer scale of the gorge were unlike anything we had experienced before.
A tremendous part of that experience was our guide. Our guide brought expertise, enthusiasm, and a genuine passion for Crete that elevated the hike far beyond a typical excursion. His knowledge of the region, local culture, and natural environment made every step more meaningful.
Kissamos Villages and Cooking Class
Our final full day in Crete may have been the most authentic and memorable day of the entire trip.
The tour of the traditional villages of Kissamos provided a fascinating look at everyday Cretan life. Learning about olive oil production, tasting regional products, and experiencing rural villages gave us a perspective on Crete that most visitors never see.
The cooking class that followed was exceptional. Our host created an atmosphere that felt less like a tour and more like spending a day with friends. Together with his mother, he shared not only recipes, but the stories, traditions, and values that make Cretan culture so special.
For anyone traveling to Crete, we cannot recommend this tour company highly enough. Their commitment to authentic local experiences is truly outstanding.
This trip exceeded our expectations in every possible way. We experienced world-famous historical sites, breathtaking landscapes, incredible food and wine, beautiful hotels, and unforgettable adventures. Yet what we will remember most are the people who made the experience so special.
We returned home with wonderful memories, a deeper appreciation for Greek culture, and gratitude for everyone who helped make our anniversary celebration the trip of a lifetime.
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Excellent! Everything was meticulously planned. All of our tours were very interesting and the drivers were courteous. We went to Athens, Naxos, and Santorini during our 11-day trip. Overall, I think our favorite place was Naxos, with Athens and the Acropolis being second, although the weather that morning was not the best. But our guide was excellent and kept us engaged while fighting rain and wind. As I mentioned, all the drivers and guides were excellent and I would highly recommend this trip. Santorini was beautiful too and the wine tour was extremely interesting. We highly recommend Zicasso.
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We had a wonderful and memorable trip to Greece, thanks to the Zicasso travel specialist’s excellent planning. In addition to exploring Athens, she designed a seamless road trip across the Peloponnese Peninsula that took us to beautiful beaches and ancient castles in Messinia, Voidokilia, Pylos, Methoni, Monemvasia, and Nafplio. She also provided clear directions and recommended great stops to break up our drives, including Mystras Castle and the beautiful Polylimnio Waterfalls.
Our hotel accommodations were excellent throughout the trip and we really enjoyed our stay in beautiful Santorini. We also appreciated her restaurant recommendations, which saved us from having to search for places to eat and always led us to great food. She stayed in touch via WhatsApp the entire time, checking in on us and answering our questions whenever they came up. There is so much to see in Greece that we’ll definitely need to go back for another visit.
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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.
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We loved our trip! My recent trip to Greece was truly unforgettable and I cannot say enough good things about the Zicasso travel company that helped make it happen.
From the moment we arrived in Athens until our final day, every detail was thoughtfully planned and organized. The itinerary was the perfect balance of sightseeing, relaxation, and experiencing the local culture. We visited incredible destinations, including Athens, Mykonos, and Santorini, and each stop offered something unique and memorable.
The accommodations were excellent, transportation between islands was seamless, and the recommendations for restaurants, activities, and attractions were outstanding. Having everything arranged ahead of time allowed us to fully enjoy the experience without worrying about logistics.
One of the things I appreciated most was how responsive and helpful the team was throughout the planning process. They made the trip feel personalized to our interests and ensured everything ran smoothly.
Greece exceeded every expectation and I am so grateful for the expertise and attention to detail that went into planning this adventure. I would highly recommend this company to anyone looking for a stress-free, well-organized, and unforgettable travel experience. We made memories that will last a lifetime!
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We had a very good trip to Greece with Zicasso's travel specialist. We traveled to Athens, Mykonos, and Santorini with a group of six (three couples). They did a good job of finding nice and convenient hotels in each location, and we were also pleased with the Acropolis tour, food tours, and catamaran trip we took during the week.
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