The Cyclades Uncovered

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Price
from $3,725
Duration
12 days
Destinations
Athens, Milos, Naxos, Santorini

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Route for Athens, Milos, Naxos, Santorini tour

Spend 12 days exploring the treasures of some of the most incredible Greek Islands. After a short stay in Athens, during which you'll check the city's highlights off your list, your Cyclades adventure begins in quaint Milos, an island with authentic vibes and spectacular scenery. Your journey continues in Naxos, the largest of the Cyclades Islands, renowned for its history and gastronomy. Before you leave Greece behind, head to Santorini for unique moments in the most gorgeous setting. After this first taste of the Cyclades, you'll certainly be coming back for more.

One of our team members in Greece 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 SIM card or eSIM with data that you can use to reach your local JayWay contact throughout your trip. In all of our destinations, we offer a variety of memorable 3-5 star accommodation options, including boutique hotels and charming B&Bs. With our firsthand experience, we can ensure they are all clean, comfortable, and centrally located, with local ambiance.

Itinerary

  1. Day 1 Arrival in Athens

    Although it's hard to not keep craning your head to take in the spectacle of the Acropolis at the center of town (especially when it's lit up at night), there's more to Athens than its dense concentration of ancient ruins. Athens is a center for contemporary art, with modern galleries sitting beside museums stuffed with art dating back millennia. This combination of the old and new is especially clear at the Odeon of Herodes Atticus, a spectacular open-air theater that has hosted concerts and plays for nearly 2,000 years. The city's culture is also reflected in its diverse food and drink, which combines traditional Greek favorites with influences from across the Mediterranean, and the world, as fitting Athens' deep history as a humming harbor hub. While Athens' variety is enough to keep you busy, from the hidden back alleys of the center, to the city's showy coast, the city works well as a base for day trips, whether down the coast, or to the Peloponnese. Head to oracular Delphi, or hunt for where Lord Byron's carved his name into the monumental Temple of Poseidon at the tip of Cape Sounion.
    Upon your arrival in Athens, a driver will meet you and drive you to your centrally located accommodation. The drive takes about 45 minutes, depending on traffic.
  2. Day 2 Your First Full Day in Athens

    Athens Highlights Mythology Group Tour

    Athens Highlights Mythology Small Group Tour

    Discover the myths behind the greatest landmarks in Athens. Learn about Greek gods and heroes, and discover what really hides behind ancient myths. At the same time visit the best landmarks and sites in Athens, such as the Acropolis (Parthenon, theater of Dionysus, temple of Athena Nike, temple of Erechtheion, and the sanctuary of Asclepius), Olympian Zeus’ temple, the Ancient Agora, and the temple of Hephaestus.
    • Activity Level : Moderate
    • Duration : 4 hours

    Included in your vacation package price

  3. Day 3 Traveling to Milos by Ferry / Arrival in Milos

    Milos by Ferry
    Milos awaits you today! A driver will pick you up from your accommodation to take you to the port of Piraeus, where you'll catch the ferry to Milos. The journey takes about three hours and 30 minutes.
    Tucked away in the Western Cyclades subgroup, Milos Island owes its otherworldly lunar landscapes to its volcanic past. Alongside its dramatic rock formations, Milos is known for its crystal-clear turquoise waters, century-old catacombs, and easy-going vibes. Unlike other Greek Islands, Milos remains irresistibly unspoiled, a haven of insanely blue waters, whitewashed villages, and cotton candy sunsets. With several remote beaches and sea caves to explore, Milos is also the ideal destination for sailing and cruising enthusiasts.
    Upon your arrival to Milos Port, a driver will wait for you to take you to your accommodation.
  4. Day 4 Your First Full Day in Milos

    East Milos Jeep Safari Private Tour

    East Milos Jeep Safari Private Tour

    On this off-road journey from the bustling port of Adamas, trace a southern route away from the stunning expanse of the Mediterranean's second-largest gulf. You will navigate along a rugged path to the dormant Kalamos Volcano Crater, featuring remarkable fumaroles atop Agia Kyriaki Hill. Explore the historic sulfur mines of Milos, situated within the expansive Paliorema region, before continuing towards the tranquil shores of Kastanas, a secluded beach nestled amidst vibrant rock formations on the northeastern coast of Milos Island.
    • Activity Level : Moderate
    • Duration : 4 hours

    Included in your vacation package price

  5. Day 5 Your Second Full Day in Milos

    Adamantas, Kleftiko, Agia Kiriaki Private Cruise

    Adamantas, Kleftiko, Agia Kiriaki Private Morning Cruise

    A half-day private cruise during which you'll marvel at traditional fishing villages with colorful houses, lava rocks, and stunning sea caves. Enjoy swimming in crystal clear waters and a full traditional lunch with local products on board.
    • Activity Level : Light
    • Duration : 6 hours

    Please ask your travel advisor for the cost to add this to your package

  6. Day 6 Traveling to Naxos by Ferry / Arrival in Naxos

    Naxos by Ferry (Adamas Port)
    Today you will travel from Milos to Naxos by ferry. A driver will pick you up at your accommodation to take you to the port. Then, you will take the ferry to Naxos. The ferry ride takes up to four hours.
    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.
    Upon arriving at the port, you'll be taken to your accommodations in Naxos.
  7. Day 7 Your First Full Day in Naxos

    Naxos Old Town Castle & Portara Private Walking Tour

    Naxos Old Town and Castle Private Walking Tour

    Choose between morning or afternoon for your tour, starting respectively at the Portara or the Sphinx by the Town Hall and concluding at the Portara. Experience Naxos's rich history amidst breathtaking vistas, from ancient Greek ruins to medieval fortresses, and explore the Old Town's captivating streets, adorned with tales and treasures like the Byzantine icon in the Catholic Cathedral and the Cycladic figurine collection at the former Ursuline School.
    • Activity Level : Moderate
    • Duration : 3 hours

    Included in your vacation package price

  8. Day 8 Your Second Full Day in Naxos

    The Best of Naxos Private Tour

    The Best of Naxos Private Tour

    Experience the highlights of Naxos on this full-day tour, from the ancient temple of Demetra amidst vast wheat fields to the discovery of the colossal archaic statue of Apollo. Explore the island's historical past, including a visit to the 6th-century frescoes at the Early-Christian church of Virgin Mary Drosiani. This is followed by a delightful tasting of local cheeses and Naxian flavors in Apeiranthos. Conclude your journey with a visit to Chalki, the old island capital, where you'll savor the traditional "kitron" digestive liquor at a century-old distillery.
    • Activity Level : Moderate
    • Duration : 7 hours

    Included in your vacation package price

    Naxos Rugged Landscapes Private Hike

    Naxos Rugged Landscapes Private Hike

    Without any doubt, hiking on Naxos is a fantastic “all five senses” experience! You will experience the rich and magnificient nature of the island and learn about the history and traditions, plants and herbs and their healing powers. And of course, you will enjoy the local cuisine

    • Activity Level : Moderate
    • Duration : 5 hours

    Please ask your travel advisor for the cost to add this to your package

  9. Day 9 Traveling to Santorini by Ferry / Arrival in Santorini

    Santorini by Ferry
    Today you will travel from Naxos to Santorini by ferry. A driver will pick you up at your accommodations and take you to the port. Then you will take the ferry to Santorini, which takes around 1 hour 30 minutes / 3 hours based on your preferred departure time.
    “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.
    Upon arrival to Santorini's port, you'll be taken to your hotel in Fira.
  10. Day 10 Your First Full Day in Santorini

    Santorini Sunset Group Food Adventure

    Santorini Sunset Group Food Adventure

    The best way to get to know a place is through its food and you will be taken on an unforgettable tasty journey through the scenic footpaths perched at the Caldera’s cliffs from Firostefani to Fira. On this Santorini tour, you’ll immerse yourself in the yummy local culinary culture, admire some of the island’s best sights, visit a mix of famous spots, historic haunts, and hidden gems.
    • Activity Level : Light
    • Duration : 4 hours

    Included in your vacation package price

  11. Day 11 Your Second Full Day in Santorini

    Premium Group Catamaran Cruise

    Premium Group Catamaran Cruise

    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

    Included in your vacation package price

    Straight From the Sea

    Straight From the Sea

    Some of Santorini's best gastronomic experiences can be found in Ormos Armeni, the small fishing village below Oia on Amoudi Bay. This humble seaside settlement is home to several taverns and restaurants serving fresh fried calamari or catch-of-the-day seafood platters with zesty Greek salads, grilled halloumi cheese, and chilled wine. Sit on the waterfront terrace and enjoy lunch, or reserve a top terrace table for one of the island's best sunsets. If you'd like to take a dip, follow the path from Oia beyond the restaurants to a nice spot to swim and dive.

    Suggestion to explore on your own

  12. Day 12 Departure Day

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

Ideas to customize your trip further

  • Acropolis & Parthenon E-Bike Group Tour

    Activity level : Moderate
    Duration : 4 hours 30 minutes

  • Acropolis for Families Private Tour

    Activity level : Moderate
    Duration : 2 hours

  • Ancient Corinth Tour & Nemea Wine-Tasting Private Tour

    Activity level : Moderate
    Duration : 9 hours

  • Athens E-Bike Group Tour

    Activity level : Moderate
    Duration : 2 hours 30 minutes

  • Athens E-Bike Private Tour

    Activity level : Moderate
    Duration : 2 hours 30 minutes

  • Athens Highlights Mythology Private Tour

    Activity level : Moderate
    Duration : 4 hours

  • Athens Markets and Chronicles Group Tour

    Activity level : Light
    Duration : 4 hours

  • Athens Myths & Tales Group Walking Tour

    Activity level : Light
    Duration : 4 hours

  • Athens Riviera Sunset Group Cruise

    Activity level : Easy
    Duration : 3 hours

  • Athens Sea Kayaking Small Group Tour

    Activity level : Moderate
    Duration : 8 hours

  • Athens by Night Food and Wine Tasting Private Tour

    Activity level : Easy
    Duration : 4 hours

  • Athens by Night Food and Wine Tasting Small Group Tour

    Activity level : Easy
    Duration : 4 hours

  • Athens by Tuk-Tuk Afternoon or Evening 2-Hour Private Tour

    Activity level : Easy
    Duration : 2 hours

  • Athens by Tuk-Tuk Morning or Afternoon 3-Hour Private Tour

    Activity level : Easy
    Duration : 3 hours

  • Beat the Heat Acropolis Group Tour

    Activity level : Moderate
    Duration : 2 hours

  • Best of Ancient and Modern Athens Private Tour

    Activity level : Moderate
    Duration : 6 hours

  • Best of Athens in a Day Private Walking and Driving Tour

    Activity level : Moderate
    Duration : 7 hours

  • Delicious Athens Food Group Tour

    Activity level : Light
    Duration : 3 hours 30 minutes

  • Delphi Full-Day Group Tour

    Activity level : Strenuous
    Duration : 9 hours

  • Delphi Private Day Trip

    Activity level : Moderate
    Duration : 11 hours

  • Fast Track Arrival Services at Athens Airport

  • Greek Dance Private Lesson

    Activity level : Moderate
    Duration : 2 hours

  • Half-Day Morning Athens Group Cruise

    Activity level : Light
    Duration : 5 hours

  • Hiking Sounio National Forest Private Tour

    Activity level : Moderate
    Duration : 3 hours

  • Hydra Island Private Day Trip with Horse Ride

    Activity level : Moderate
    Duration : 11 hours

  • Inspiring Sounio - Temple of Poseidon Sunset Private Trip

    Activity level : Moderate
    Duration : 5 - 6 hours

  • Meteora Group Day Trip from Athens

    Activity level : Light
    Duration : 13 hours

  • Museum of Acropolis Private Tour

    Activity level : Easy
    Duration : 2 hours

  • Mycenae and Nafplio Private Day Trip

    Activity level : Moderate
    Duration : 11 hours

  • Sculpt a Mythical Creature from Greek Myths Small Group Tour

    Activity level : Easy
    Duration : 2 hours

  • Sounio Half-Day Private Tour

    Activity level : Easy
    Duration : 5 hours

  • The Bohemian Side of Athens Group Tour

    Activity level : Light
    Duration : 4 hours

  • The Great Eats and Streets Private Tour

    Activity level : Light
    Duration : 5 hours

  • The Three Island Group Cruise

    Activity level : Light
    Duration : 11-12 hours

  • Trace the Footsteps of Saint Paul - A Private Biblical Tour of Athens and Corinth

    Activity level : Moderate
    Duration : 9 hours

  • Wine Tasting with Acropolis Views Group Experience

    Activity level : Easy
    Duration : 2 hours

Athens, Milos, Naxos and Santorini

What's Included in your trip

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.

Included

  • 2 nights accommodation in Athens
    3 nights accommodation in Milos
    3 nights accommodation in Naxos
    3 nights accommodation in Santorini
  • Breakfast (hotels only)
  • Athens Airport Transfer
    Piraeus Port Departure Transfer
    Athens (Piraues) - Milos Ferry
    Adamas Port Transfer
    Adamas Port Transfer
    Milos - Naxos Ferry
    Naxos Port Transfer
    Naxos Port Transfer
    Naxos - Santorini Ferry
    Santorini Fira Port Transfer
    Santorini Fira Airport Transfer
  • Athens Highlights Mythology Small Group Tour
    East Milos Jeep Safari Private Tour
    Naxos Old Town and Castle Private Walking Tour
    The Best of Naxos Private Tour
    Santorini Sunset Group Food Adventure
    Premium Group Catamaran Cruise

What's excluded in your package

  • 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.

  • 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.

  • 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.

  • 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.

  • On-trip concierge service to smooth out any bumps in the road

    Your tour manager is at your service throughout your journey. We'll provide a local SIM so you can stay connected.

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