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An Odyssey in the Cyclades

This sample 11-day itinerary focuses on the highlights of Greece's most beloved islands, the Cyclades. Touch down in Mykonos and see why it has attracted jetsetters for decades and before you leave, you'll enjoy the extraordinarily dramatic scenery and charming architecture of Santorini. You'll also enjoy the rural authenticity of Naxos (the ancient world's favorite source of marble) and quiet, paradisiacal Paros. If you have some time to spare, we recommend adding Crete to this trip. Greece's largest island, Crete has retained its own culture, as well as the ruined palaces of the Minoans, who flourished in the Bronze Age, when the Greeks were still obscure.


The services we provide as part of our comprehensive packages include accommodations, private door-to-door long-distance transfers, city tours, and day trips. In addition to the tours included we can arrange a number of excursions based on your own interests. All of our tours are custom, and this is just a sample meant to give an idea of what our trips are like, and the opportunities our destinations provide.

One of our team members in the region will be available to you leading up to and during your trip to answer any questions and arrange local services. You will receive access to your Guest Page, with its information on the best these destinations have to offer, including things to see and do, and other inside tips from restaurant recommendations to tipping advice. Upon arrival, we will provide you with a local cell phone that you can use to reach your local JayWay contact (who you will meet in person) throughout your trip. In all of our destinations, we offer a variety of memorable 2-5 star accommodation options, including boutique hotels, charming B&Bs, and spacious apartments. With our firsthand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambience.

Route for Mykonos, Naxos, Paros, Santorini tour

3 Nights in Mykonos

3 Nights in Mykonos

4 days in Mykonos
4 days in Mykonos

3 Nights in Mykonos

Although Mykonos is mainly known for its glamorous nightlife and summer beach party scene, which has made it the center of attention among the world’s most affluent travelers and celebrities, who come to the island to enjoy its nights, the island has managed to preserve its historical charm. Mykonos’s unique architecture has long been a source of inspiration for architects, photographers and designers across the globe. The island’s architectural diversity and history are reflected in the hundreds of whitewashed churches and monasteries which are scattered across its barren landscape, the imposing windmills that once played a crucial role in the island’s economy, and its colorful pirate houses, which point to its turbulent past. Apart from the famed beaches that make headlines for their extravagant champagne parties and prices, there are plenty of natural, quieter beaches to savor and explore. Those looking to escape crowds can also find their paradise on Mykonos. Foodies find much to adore in the island's flavors, aromas, and sights. The island caters to the most discerning palates -- from dining in family-owned beach tavernas with your toes touching the sand, to renowned international establishments serving award-winning cuisine, or indulging on freshly grilled seafood prepared by a private chef on a secluded beach.

Although Mykonos is mainly known for its glamorous nightlife and summer beach party scene, which has made it the center of attention among the world’s most affluent travelers and celebrities, who come to the island to enjoy its nights, the island has managed to preserve its historical charm. Mykonos’s unique architecture has long been a source of inspiration for architects, photographers and designers across the globe. The island’s architectural diversity and history are reflected in the hundreds of whitewashed churches and monasteries which are scattered across its barren landscape, the imposing windmills that once played a crucial role in the island’s economy, and its colorful pirate houses, which point to its turbulent past. Apart from the famed beaches that make headlines for their extravagant champagne parties and prices, there are plenty of natural, quieter beaches to savor and explore. Those looking to escape crowds can also find their paradise on Mykonos. Foodies find much to adore in the island's flavors, aromas, and sights. The island caters to the most discerning palates -- from dining in family-owned beach tavernas with your toes touching the sand, to renowned international establishments serving award-winning cuisine, or indulging on freshly grilled seafood prepared by a private chef on a secluded beach.

Day 1

Day 1 - Arrival in Mykonos

Upon arrival to Mykonos' airport, a driver will meet you and take you to your accommodations.

Sunset Armenistis Visit

Sunset Armenistis Visit

Included in your vacation package price.

If you are looking for spots to photograph, watch the sunset with a loved one, somewhere remote and lovely, then you need look no further than Armenistis Lighthouse. You'll find beautiful scenery and breathtaking views of Mykonos and the neighboring island of Tinos.


Activity Level : Light
Duration : 2 hours

Day 2

Day 2 - Your First Full Day in Mykonos

Catch a Sunset at the Windmills

Suggestion to explore on your own

Stroll around the little streets of the Mykonos Chora (Old Town) and enjoy the sunset from the windmills with a romantic view of the Little Venice district. A few of the ancient mills still exist as a testament to the rich past and history of the island. In use for centuries, the windmills ceased to mill grain during the 20th century, and now mostly contribute to the island's economy by helping create a special atmosphere, especially during sunset. On your way back into town, have a drink at one of the bars in the lively Little Venice.

Authentic Mykonos in a Nutshell Bike Group Tour

Authentic Mykonos in a Nutshell Group Tour

Included in your vacation package price.

This is an excellent introduction to the island of Mykonos itself, offering a fascinating mixture of its religious traditions, easy off-roading, a pristine beach and a rural, wild landscape. This tour is ideal for those who wish to explore Mykonos’ cultural and natural heritage. A short portion of this trip takes place on busy roads.


Activity Level : Strenuous
Duration : 4 hours

Day 3

Day 3 - Your Second Full Day in Mykonos

Half-Day Small Group Sail to Delos and Rhenia

Half-Day Small Group Sail to Delos and Rhenia

Spend half a day away from the crowds by joining this sailing excursion to the islands of Rhenia and Delos. You will receive personalized attention from your captain and crew in a small group limited to 10 people, and enjoy free time at multiple swimming and snorkeling spots. You will also savor a Greek meal cooked for you on the boat.


Activity Level : Easy
Duration : 5 hours

Day 4

Day 4 - Traveling to Naxos by Ferry

Naxos awaits you today! A driver will pick you up from from your accommodations and take you to Mykonos' port where you'll catch your ferry to Naxos. The ferry journey itself takes between 30 minutes and an hour and a half depending on which departure you choose. There are several ferry departures every day from morning to late afternoon.

We also offer the following excursions in Mykonos

Ancient Delos Small Group Tour
Light5 hours
Fokos Beach Private Hiking Tour
Light3 hours
Mykonos Island Private Tour
Light4 hours
Mykonos Town Group Walking Tour
Light3 hours

2 Nights in Naxos

2 Nights in Naxos

3 days in Naxos
3 days in Naxos

2 Nights in Naxos

The largest island in the Cyclades, Naxos frequently appears lists of the most authentic Greek islands and for good reason, as it is large enough to not rely solely on tourism. Gracefully lying in the heart of the Aegean, this dazzling Greek jewel is an ideal destination for those who wish to indulge in life's simple pleasures, great food, and gorgeous sandy beaches. What visitors love most about Naxos is the genuine rural charm found in the island’s picturesque mountainous villages, which dot the rugged landscape. Naxos has been the source of quality marble for centuries, and its ancient marble quarries, and their products, are some of the island's many highlights. Naxian marble was used to create the extraordinary sculptures that can be admired on the island of Delos and the archaeological site of Delphi. At sunset, enjoy a leisurely walk along the harbor of Chora (Naxos' old town) towards the island's most imposing landmark: the Portara. This massive marble doorway dates back to 530 B.C. and was built to honor the god of light, Apollo, although it was never fully completed. The myths and legends surrounding the island of Naxos are worth the trip alone. After sunset, head to one of the local tavernas found inside the fortified walls of the Venetian castle, the Kastro.

The largest island in the Cyclades, Naxos frequently appears lists of the most authentic Greek islands and for good reason, as it is large enough to not rely solely on tourism. Gracefully lying in the heart of the Aegean, this dazzling Greek jewel is an ideal destination for those who wish to indulge in life's simple pleasures, great food, and gorgeous sandy beaches. What visitors love most about Naxos is the genuine rural charm found in the island’s picturesque mountainous villages, which dot the rugged landscape. Naxos has been the source of quality marble for centuries, and its ancient marble quarries, and their products, are some of the island's many highlights. Naxian marble was used to create the extraordinary sculptures that can be admired on the island of Delos and the archaeological site of Delphi. At sunset, enjoy a leisurely walk along the harbor of Chora (Naxos' old town) towards the island's most imposing landmark: the Portara. This massive marble doorway dates back to 530 B.C. and was built to honor the god of light, Apollo, although it was never fully completed. The myths and legends surrounding the island of Naxos are worth the trip alone. After sunset, head to one of the local tavernas found inside the fortified walls of the Venetian castle, the Kastro.

Day 4

Day 4 - Arrival in Naxos

Upon arrival to the port, you'll be taken to your accommodation in Naxos.

Portara, the Great Door of Naxos

Suggestion to explore on your own

Portara is the symbol of the island. If you come to Naxos by ferry, it's is one of the first things you see as you approach the island. This marvelous, massive marble door frame is what’s left of a portal to an Ionic temple devoted to Apollo, started in the 6th century BC but never finished. It's located on a small promontory overlooking the island of Delos, the mythological birthplace of Apollo and Artemis. A memorable location, we find it especially photogenic at sunset, so we recommend visiting after your first dinner on the island.

Day 5

Day 5 - Your First Full Day in Naxos

Cheese, Wine, and Sightseeing Private Tour

Cheese, Wine, and Sightseeing Private Tour

Included in your vacation package price.

This tour is ideal especially for those that wish to make the most out of their stay and see more of the island, as well as getting to know its cuisine and culture. Enjoy the best of both worlds with an in-depth, exclusive and off the beaten path experience. This tour is a great opportunity to meet locals, immerse yourself in authentic Naxian life, make cheese, taste homemade delicacies, go on a vineyard tour, taste delicious local wines, and learn about wine-making on this island devoted to Dionysus, the God of wine! 


Activity Level : Light
Duration : 9 hours

Dine Like a God

Suggestion to explore on your own

According to Greek mythology, Dionysus, the god of wine, blessed the island of Naxos with fertility. Unique among the dry Cyclades, Naxos produces a rich harvest of cheeses, meats, butter, potatoes, oil, honey, spices, and Kitron, a local spirit made from the citron tree. Cows graze coastal fields, free-roaming goats and sheep gnaw wild oregano and thyme, and roosters and rabbits help themselves to locals’ veggie-heavy compost. It’s easy to find superb traditional dishes in the town of Naxos, but we highly recommend enjoying dinner in the mountain villages, exploring their culture and culinary favorites such as "kokoras me makaronia" (rooster braised in red sauce), "kouneli riganato" (wild rabbit), or goat stew.

Day 6

Day 6 - Traveling to Paros by Ferry

Today, the island of Paros awaits! The ferry ride is fairly brief, 30-60 minutes, depending on which departure you take. We've included a port transfer to get you to the port of Naxos in comfort.

We also offer the following excursions in Naxos

All the Marble Private Tour
Moderate8 hours
Cheese and Wine Trails Private Half-Day Tour
Light5 hours 30 minutes
Delos and Mykonos Group Cruise
Light10 hours
Group Day Cruise
Easy8 hours

2 Nights in Paros

2 Nights in Paros

3 days in Paros
3 days in Paros

2 Nights in Paros

Paros offers a quintessential Greek island experience. Located in the heart of the Cyclades, this fisherman's paradise historically famed for its marble now attracts landlubbers. Paros combines all the necessary elements for a memorable vacation: captivating landscapes, heavenly beaches with turquoise waters, picturesque villages with whitewashed cube houses and colorful shutters framed with beautiful bougainvillea, traditional island flair, and a distinctive character. The town of Parikia is home to the impressive church of Panagia Ekatontapiliani (the Church of a Hundred Doors), one of Greece's main pilgrimage points. Once a quaint fisherman's village, Naoussa is the place to be, offering a more laidback and affordable take on neighboring Mykonos. Naoussa houses narrow maze-like alleyways, cute shops, and a plethora of fish taverns serving fresh food. At night, the picturesque harbor, with its traditional fishing boats, offers a new side, thanks to its bustling nightlife.

Paros offers a quintessential Greek island experience. Located in the heart of the Cyclades, this fisherman's paradise historically famed for its marble now attracts landlubbers. Paros combines all the necessary elements for a memorable vacation: captivating landscapes, heavenly beaches with turquoise waters, picturesque villages with whitewashed cube houses and colorful shutters framed with beautiful bougainvillea, traditional island flair, and a distinctive character. The town of Parikia is home to the impressive church of Panagia Ekatontapiliani (the Church of a Hundred Doors), one of Greece's main pilgrimage points. Once a quaint fisherman's village, Naoussa is the place to be, offering a more laidback and affordable take on neighboring Mykonos. Naoussa houses narrow maze-like alleyways, cute shops, and a plethora of fish taverns serving fresh food. At night, the picturesque harbor, with its traditional fishing boats, offers a new side, thanks to its bustling nightlife.

Day 6

Day 6 - Arrival in Paros

Upon arrival to Paros island you'll be met in the port by our driver who will take you to your accommodation.

Naoussa's Peaceful Atmosphere

Suggestion to explore on your own

If you haven't walked the white-washed cobblestone alleys of Naoussa's Old Town, you haven't seen the true Paros. The town's narrow maze-like passages may be peaceful and quiet during the hot summer mornings, but as soon as night comes, they're teaming with people and life. Take the opportunity to sit in one of the numerous bars and restaurants that set tables outside to enjoy the island's vibes.

Day 7

Day 7 - Your First Full Day in Paros

Paros, Panteronisia, and Antiparos Private Half-Day Cruise

Paros, Panteronisia, and Antiparos Private Half-Day Cruise

Included in your vacation package price.

Embark on a four-hour cruise of sheer relaxation and discovery. Time slows down to only sun, sea and serenity in the oasis of the mesmerizing “Blue Lagoon” off Panteronisia. Beneath this blue haven, lies hidden the cave of Amphitrite, the queen of the sea and wife of Poseidon. You will also discover the cave of Tripiti and the serene waters of Fira.


Activity Level : Easy
Duration : 4 hours

Keep Active by the Beach

Paros has an ideal location, and weather, for water sports, whether relaxing or adrenaline-pumping. Golden Beach held the Windsurfing World Championships for years, and still attracts windsurfing aficionados, but the island is also great for surfing, kiteboarding, kayaking, waterskiing, and scuba diving, with certified trainers and rental available from Golden Beach and New Golden Beach, to Santa Maria.

Day 8

Day 8 - Traveling to Santorini by Ferry

Today our driver will take you to the port for your departing ferry. You'll speed across the Aegean for a couple of hours before reaching your destination, spectacular Santorini.

We also offer the following excursions in Paros

Antiparos Island Private Full Day Tour
Light7 hours
Antiparos and Despotiko Group Cruise
Easy7 hours
Byzantine Way Private Hiking Tour with Transfer
Moderate3 hours 30 minutes
Delos and Mykonos Private Day Trip
Easy8 hours

3 Nights in Santorini

3 Nights in Santorini

4 days in Santorini
4 days in Santorini

3 Nights in Santorini

“Intelligent adults come here and turn into infants,” Craig Walzer, owner of the Atlantis Bookstore. Santorini is every traveler's dream. The whitewashed houses and blue domed churches perched atop of soaring cliffs, the narrow cobblestone streets and unsurpassed views of crystal-clear blue waters -- these all greet you as you step foot on this fairytale land. Intertwining myth and reality, Santorini is every bit as beautiful as the countless postcards, magazine covers, and Instagram photos claim. The village of Oia is world-famous for its sunset, where thousands of spectators line up every evening to witness the magic as the sun bids farewell to the sky and the canvas lights up in fierce hues. Fortunately, the sunset can be enjoyed from much of the rest of this crescent-shaped island. Santorini is also home to Akrotiri, the Greek take on Pompeii. Inhabited since Neolithic times, this city was built up by the Minoans, a seafaring civilization that predated the ancient Greeks, only to be destroyed in the catastrophic eruption that shaped Santorini, which forms part of a massive volcanic caldera. Covered in ashes for millennia, Akrotiri is still being uncovered. We suggest visiting the neighboring center of the caldera, where you can enjoy hot springs, visit the volcanic crater, and enjoy stunning views of Santorini itself. Santorini’s unique ecology, climate and volcanic ash soil paved the way for a flourishing wine industry. Its indigenous varietals will make your stay even more enjoyable.

“Intelligent adults come here and turn into infants,” Craig Walzer, owner of the Atlantis Bookstore. Santorini is every traveler's dream. The whitewashed houses and blue domed churches perched atop of soaring cliffs, the narrow cobblestone streets and unsurpassed views of crystal-clear blue waters -- these all greet you as you step foot on this fairytale land. Intertwining myth and reality, Santorini is every bit as beautiful as the countless postcards, magazine covers, and Instagram photos claim. The village of Oia is world-famous for its sunset, where thousands of spectators line up every evening to witness the magic as the sun bids farewell to the sky and the canvas lights up in fierce hues. Fortunately, the sunset can be enjoyed from much of the rest of this crescent-shaped island. Santorini is also home to Akrotiri, the Greek take on Pompeii. Inhabited since Neolithic times, this city was built up by the Minoans, a seafaring civilization that predated the ancient Greeks, only to be destroyed in the catastrophic eruption that shaped Santorini, which forms part of a massive volcanic caldera. Covered in ashes for millennia, Akrotiri is still being uncovered. We suggest visiting the neighboring center of the caldera, where you can enjoy hot springs, visit the volcanic crater, and enjoy stunning views of Santorini itself. Santorini’s unique ecology, climate and volcanic ash soil paved the way for a flourishing wine industry. Its indigenous varietals will make your stay even more enjoyable.

Day 8

Day 8 - Arrival in Santorini

Upon arrival to the port, you'll be taken to your hotel in either Fira or Oia.

Santorini Sunset Small Group Food Adventure

Group Santorini Sunset Food Adventure

Included in your vacation package price.

See Santorini at its tastiest, glitziest best with a local guide by your side! On this food-focused sunset adventure, you’ll spend the evening enjoying some of the best local dishes and drinks the island has to offer while walking along the beautiful Santorini caldera. Learn about the culinary culture, admire some of the island's best sights, and visit a mix of famous spots, historic haunts, and hidden gems as you eat and sip your way through Santorini.


Activity Level : Light
Duration : 4 hours

Day 9

Day 9 - Your First Full Day in Santorini

Santorini in a Nutshell Private Tour

Santorini in a Nutshell Private Tour

Santorini is a place like no other, full of hidden gems and wonders that are hard to find without a local by your side. Explore off the beaten path, as you visit traditional villages, discover whitewashed back alleys, visit Greece’s Pompeii, the Akrotiria archaeological site, and end on a delicious note by tasting local wines and seasonal tapas.


Activity Level : Light
Duration : 8 hours

Day 10

Day 10 - Your Second Full Day in Santorini

Catamaran Premium Small Group Cruise

Semi Private Catamaran Premium Cruise

Included in your vacation package price.

Santorini’s volcanic landscape is best explored from the water, so set sail on this top-rated catamaran cruise, which will bring you to the island’s best beaches, viewpoints, and even directly inside the caldera, with a small group of fellow travelers. Along the way, you'll soak in natural hot springs, swim and snorkel off the Red Beach, and take in views of nearby Cyclades islands. An open bar and buffet lunch served right onboard keep you refreshed and energized throughout the voyage.


Activity Level : Easy
Duration : 5 hours

Day 11

Day 11 - Departure Day

Today a driver will pick you up from your accommodations and take you straight to Santorini's airport.

We also offer the following excursions in Santorini

Caldera Private Hike
Strenuous4 hours 30 minutes
Oia’s Hidden Treasures Private Tour
Light4 hours
Private Fira Culture Tour
Light3 hours 30 minutes
Santorini Private Tour
Light6 hours
What's Included

Here are all the services provided as part of your complete vacation package. See what every JayWay trip includes.
Please let us know if you'd like to upgrade any transfers or add any additional tours or excursions to your itinerary.

Mykonos

3 Nights Accommodation
Breakfast (hotels only)
Mykonos Airport Transfer
Sunset Armenistis Visit
Authentic Mykonos in a Nutshell Group Tour
Mykonos Port Transfer (Zone B)
Mykonos - Naxos Ferry

Naxos

2 Nights Accommodation
Breakfast (hotels only)
Naxos Port Transfer
Cheese, Wine, and Sightseeing Private Tour
Naxos Port Transfer
Naxos - Paros Ferry

Paros

2 Nights Accommodation
Breakfast (hotels only)
Parikia Port - Naoussa Private Transfer
Paros, Panteronisia, and Antiparos Private Half-Day Cruise
Naoussa - Parikia Port Private Transfer
Paros - Mykonos Ferry

Santorini

3 Nights Accommodation
Breakfast (hotels only)
Santorini Port Transfer
Group Santorini Sunset Food Adventure
Semi Private Catamaran Premium Cruise
Santorini Airport Transfer
The package excludes:

  • Flights to and from Europe.
  • Tips for Tour Guides, Drivers and Local Reps.
  • Meals (other than breakfast if included in room rate and meals listed as included in food tours and excursions, unless explicitly stated otherwise).
  • Parking fees for your Rental Car (if you are booking one with us) unless otherwise indicated. Some hotels provide free parking facilities.
  • Travel Insurance. See the insurance link on our website
Benefits of Traveling with JayWay

A JayWay vacation is more than the sum of its parts. Our team work tirelessly to ensure your experience is memorable for all the right reasons. Your trip is personalized to maximize your enjoyment. You're taken care of every step of the way.

A Travel Advisor who speaks your language
We will make sure that all your requirements and interests are taken into account in preparing your itinerary.
A totally tailored itinerary for your vacation
Your trip is customized for you by  an experienced trip planner and an expert on the region.
A choice of hand-picked hotels and excursions
We've personally inspected and tested all the hotels and local tour providers we work with to ensure quality.
Detailed pre-trip preparation to make the most of every day
Your Europe-based Tour Manager will be in touch by email and phone a month before you arrive to finalize timings.
On-trip Concierge Service to smooth out any bumps in the road
Our local staff are at your service throughout your journey via the local prepaid cellphone which we provide.
Personalized Guest Page to make sure you're not missing out
Packed with detailed information and recommendations curated by locals on the best things to do, see and eat.
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