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    Cyclades Hiking Tours

    Walking and trekking tours in the Cyclades Islands offer breathtaking views of Greece's most stunning archipelago, creating an adventure travel experience that will stay with you forever. From the ancient trails of Naxos to the scenic paths of Santorini, planning a trekking tour in the Cyclades promises an unforgettable journey.

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    Displaying 10 of 10 tours

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      Displaying 10 of 10 tours

      Open details for Amorgos Island Walking Tour
      Lifetime Deposit

      Greek Islands

      Amorgos Island Walking Tour

      This week-long tour of Amorgos will bring you a string of tranquil moments day after day. Amorgos is a lesser-known destination in the Cycladic Islands in Greece, but nonetheless impressive. On this tour, you’ll experience authentic Greek hospitality in your two B&Bs and get to walk almost the entire length of the narrow island. Be prepared for a few challenging ascents, but you are never too far from the beach if you need to cool off!

      Walking
      Self-Guided
      Apr-Oct
      7 days from $395USDDetails
      Open details for Walking Tinos Island Tour
      Lifetime Deposit

      Greek Islands

      Walking Tinos Island Tour

      Spend a week in tranquillity, walking around the teeny tiny island of Tinos. This lesser-known island is part of Greece’s famous Cycladic Islands, renowned for their classic white houses with deep blue doors and shutters. And, of course, the sparkling Aegean Sea surrounds you at every step. After a week walking on Tinos Island, you will know it like the back of your hand. Only sleeping in two towns, you’ll get familiar with two villages, meeting locals, and finding your favourite restaurants, viewpoints, and alleyways.

      Walking
      Self-Guided
      Apr-Oct
      7 days from $425USDDetails
      Open details for Andros Hiking Tour
      Lifetime Deposit

      Greek Islands

      Andros Hiking Tour

      Andros island is waiting to be discovered on foot! The island has a network of old trails running across the island, leading to secret quays, hidden monasteries, beautiful agricultural land, and a handful of hamlets, each with individual charm. Spend 9 memorable days choosing your routes to explore this gem in the middle of the Aegean Sea.

      Walking
      Self-Guided
      Apr-Oct
      9 days from $575USDDetails
      Open details for Kythnos Island Walking Holiday

      Greek Islands

      Kythnos Island Walking Holiday

      Despite being close to Athens, Kythnos island remains a relatively secluded and quiet spot where you can have an authentic Greek Island experience. The Kythnos Island Walking Holiday takes you on daily hikes where you can explore traditional villages, ancient sites, and spectacular coastline.

      Walking
      Guided
      Apr-May, Sep-Oct
      5 days from $695USDDetails
      Open details for Walking Athens and Kea Island Tour
      Lifetime Deposit

      Greek Islands

      Walking Athens and Kea Island Tour

      Discover the cradle of western civilization on this self-guided walking holiday in Greece. You’ll have two days to explore the incredible sights of Athens before leaving for the tranquil shores of the island of Kea.

      Walking
      Self-Guided
      Jan-Oct
      8 days from $725USDDetails
      Open details for Island Walking on Naxos and Santorini Tour
      Lifetime Deposit

      Greek Islands

      Island Walking on Naxos and Santorini Tour

      Spend 8 magical days exploring the Greek islands of Naxos and Santorini. This self-guided walking holiday takes you from the cliffs on the spectacular coastline to the ancient mountains.

      Walking
      Self-Guided
      Apr-Oct
      8 days from $795USDDetails
      Open details for Authentic Greek Islands Hiking on Andros & Tinos

      Greek Islands

      Authentic Greek Islands Hiking on Andros & Tinos

      This Greek hiking tour can be done as a guided or a self-guided tour and is perfect for people that want a trekking tour where they can spend time exploring local villages, learning about Greek history and having time to relax in the famous Greek sunshine.

      Walking
      Guided
      May-Oct
      8 days from $1,250USDDetails
      Open details for Cyclades Island Hopping and Hiking Tour

      Greek Islands

      Cyclades Island Hopping and Hiking Tour

      Embark on a blissful journey through the enchanting Cyclades on the 10-Day Self-Guided Cyclades Island Hopping and Hiking Tour. A ferry ride immerses you in the local atmosphere, seamlessly connecting islands. Wander scenic trails amid fragrant Mediterranean flora, traverse historic villages, and discover serene beaches and secluded coves. This voyage offers a perfect blend of leisure and exploration, allowing you to savor Greece’s warm culture, indulge in delectable cuisine, and relish the heartfelt hospitality of the locals. Experience the beauty of life in Greece like never before, and enjoy it at your own self-guided pace!

      Walking
      Self-Guided
      Apr-Oct
      10 days from $1,425USDDetails
      Open details for Naxos and Santorini Island Adventure

      Greek Islands

      Naxos and Santorini Island Adventure

      The beautiful beaches and sapphire waters of Greece are the perfect setting for a holiday full of sun and adventure. The Naxos and Santorini Island Adventure is a guided walking holiday that follows the ancient pathways of the Cyclades.

      Walking
      Guided
      Mar-May, Sep-Oct
      7 days from $1,675USDDetails
      Open details for Greek Sailing Adventure

      Greek Islands

      Greek Sailing Adventure

      Set sail for adventure in the Aegean Sea on this Western Cyclades sailing adventure! Imagine waking up on your sailboat, with the sunshine on the sparkling water greeting you each morning. Best of all, you don’t need any experience, as each boat comes with an experienced skipper, who will also be your tour guide as you explore the best of Greece.

      Sailing
      Partially Guided
      May-Oct
      8 days from $2,150USDDetails

      1-10 of 10 tours

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      Cyclades General Information

      Where to Trek in the Cyclades Islands

      When planning where to trek in the Cyclades Islands, consider your preferred island or a central hub to explore from. Naxos is an excellent starting point for trails like the Naxos Ancient Trails, while Santorini offers spectacular views and volcanic landscapes to discover on foot.

      What Makes Trekking in the Cyclades Islands Special?

      Trekking in the Cyclades Islands is a unique experience due to the captivating combination of stunning seascapes and rich cultural heritage. The region boasts remarkable trails such as the Tinos Island Walking Tour and the Cyclades Sailing Adventure, offering trekkers a journey that is both challenging and rewarding.

      When to Go Trekking in the Cyclades Islands

      If you are wondering when to go trekking in the Cyclades Islands, the best time is between April and October. The summer months (June to September) are ideal, offering warm weather and clear skies, while spring and autumn provide milder temperatures and fewer crowds.

      Top 5 Walks or Treks in the Cyclades Islands

      1. Naxos Ancient Trails: Trek the ancient trails of Naxos, discovering a rich tapestry of history and natural beauty as you hike through picturesque villages, past historic ruins, and across diverse landscapes offering stunning panoramic views.
      2. Tinos Island Walking Tour: Explore the cultural and natural wonders of Tinos on a walking tour, navigating through traditional villages, historic monasteries, and scenic trails that showcase the island's unique charm and heritage.
      3. Santorini Caldera Hike: Experience the iconic beauty of Santorini by hiking along the caldera rim, where you’ll be treated to spectacular views of volcanic landscapes, whitewashed villages, and breathtaking sunsets over the Aegean Sea.
      4. Amorgos Hiking Tour: Discover the rugged beauty of Amorgos, hiking along trails that offer dramatic coastal views, ancient monasteries like the Panagia Hozoviotissa, and unspoiled natural landscapes perfect for adventurous explorers.
      5. Folegandros Cliffside Walk: Enjoy a scenic hike on Folegandros, following cliffside paths that provide awe-inspiring views of the deep blue sea, charming hilltop villages, and the island’s serene, untouched beauty.

      Travel tips for Cyclades Islands Hiking Tours

      What to pack when trekking in the Cyclades Islands?

      Are luggage transfers available on treks in the Cyclades Islands?

      How long do I need to trek in the Cyclades Islands?

      Are there family-friendly treks in the Cyclades Islands?

      What are the accommodations when trekking in the Cyclades Islands?

      Can I do a self-guided trek in the Cyclades Islands?

      Can I do a guided trek in the Cyclades Islands?

      What is the best time of year to trek in the Cyclades Islands?

      Are there any cultural sites to visit while trekking in the Cyclades Islands?

      Is it safe to hike in the Cyclades Islands?

      What type of terrain can I expect when trekking in the Cyclades Islands?

      Are there any special permits required for trekking in the Cyclades Islands?

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