White buildings and jagged rocks on the coast of a Cyclades island surrounded by blue water with boats

Adventure Tours in Cyclades Islands

Looking for your next adventure? If you’re craving a high-adrenaline activity holiday, or want to visit remote and unusual locations, book yourself on an adventure tour today!

Adventure travel and tours have never been so popular, and it’s easy to see why. Traveling with an experienced guide can open up many new possibilities, allowing you to reach far-flung locations that are impossible to find without local know-how. What’s more, tour operators take the burden off travelers, by providing support with logistics and administration, leaving you completely free to enjoy the pleasures of the trip. Adventure travel is about creating meaningful experiences, whether that’s through a physical challenge, a cultural encounter or simply getting back to basics and reconnecting with nature.

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Showing 1 to 13 of 13 adventure tours

Open details for Walking Tinos Island Tour

Walking Tinos Island Tour

Greece
Walking
Self-Guided
7 days
From US $275
Months Tour Operates
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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.

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Open details for Amorgos Island Walking Tour

Amorgos Island Walking Tour

Greece
Walking
Self-Guided
7 days
From US $325
Months Tour Operates
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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!

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Open details for Andros Hiking Tour

Andros Hiking Tour

Greece
Walking
Self-Guided
9 days
From US $450
Months Tour Operates
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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.

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Open details for Andros Island Pilgrimage Tour

Andros Island Pilgrimage Tour

Greece
Pilgrimage
Self-Guided
8 days
From US $450
Months Tour Operates
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Find yourself, lose yourself, and find yourself again on this 8-day pilgrimage across Andros in Greek’s famous Cycladic Islands. During the tour, you’ll get acquainted with both seaside and mountain villages with undeniably Greek hospitality everywhere you go. This is a self-guided exploration, but you’ll be provided with a detailed map and guidebook, and your accommodation in B&Bs will be organized for you. All you have to do is walk!

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Open details for Andros and Tinos Islands Walking Tour

Andros and Tinos Islands Walking Tour

Greece
Walking
Self-Guided
8 days
From US $450
Months Tour Operates
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Two is better than one, right? This 8-day tour offers double the charm with stays on two separate islands, Andros and Tinos. Both will take your breath away with the classic Greek-style white houses and blue accents. Over 8 days, you’ll have the chance to explore many well-walked trails to secluded beaches, immense gorges, and peaks that offer magnificent views of the Aegean Sea. And, of course, you’ll have your pick of taverns to indulge in Greek cuisine at.

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Open details for Walking Athens and Kea Island Tour

Walking Athens and Kea Island Tour

Greece
Walking
Self-Guided
8 days
From US $450
Months Tour Operates
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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.

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Open details for Island Walking on Naxos and Santorini Tour

Island Walking on Naxos and Santorini Tour

8 days
From US $495
Months Tour Operates
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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.

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Open details for Kythnos Island Walking Holiday

Kythnos Island Walking Holiday

5 days
From US $575
Months Tour Operates
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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.

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Open details for Authentic Greek Islands Hiking on Andros & Tinos

Authentic Greek Islands Hiking on Andros & Tinos

8 days
From US $1,125
Months Tour Operates
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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.

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Open details for Greek Sailing Adventure

Greek Sailing Adventure

Greece
Sailing
Partially Guided
8 days
From US $1,350
Months Tour Operates
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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.

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Open details for Naxos and Santorini Island Adventure

Naxos and Santorini Island Adventure

7 days
From US $1,395
Months Tour Operates
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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.

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Open details for Cyclades Islands Sailing Adventure

Cyclades Islands Sailing Adventure

Greece
Sailing
Partially Guided
8 days
From US $1,395
Months Tour Operates
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The shining sapphire waters of the Aegean sea invite you to come and explore on the exciting Cyclades Islands Sailing Adventure. Board the sailing yacht that you’ll call home for the week and discover the freedom of boat life!

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Open details for Greek Islands Multisport (Paros, Naxos, Santorini)

Greek Islands Multisport (Paros, Naxos, Santorini)

9 days
From US $1,495
Months Tour Operates
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If you are looking for a family-friendly tour that takes in the best of Greek culture, beauty, and stunning islands, then this may be it. This tour explores the Cycladic Islands of Paros, Naxos and Santorini.

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Personal Adventure Travel Concierge

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Vetted Local Guides

Book with confidence, knowing that our team has carefully hand-picked each tour operator and they use local, experienced guides.