Cyclades Bike & Boat Tour
Island-hop through the Aegean by bike
Cycle Sifnos’s quiet trails and whitewashed chapels
Explore Paros’s breezy coastal loops and fishing harbors
Ascend through Naxos’s mythic heartland
Experience the lesser-seen side of Mykonos
Wind through narrow streets, uncover timeless tavernas, and savor regional specialties
Explore hidden villages on Paros Island
Experience the unique charm of each island on two wheels
Pedal at your own pace along Naxos beaches
Explore ancient ruins and historical sites along your route
Uncover the quieter side of Mykonos
Revel in the picturesque beauty of Aegean villages
Itinerary
You will begin your Greek island cycling adventure in Athens, the cradle of Western civilization. This vibrant city greets you with its ancient landmarks and lively atmosphere. As night falls, settle into your accommodation and prepare for an unforgettable journey through the Cyclades Islands.
Hotel in Athens
In the morning, you will travel by ferry to Sifnos, an island known for its calm charm and elegant simplicity. Upon arrival, you will begin your first cycling loop, passing hillside chapels, stone-paved trails, and terraced farmlands. The ride will offer glimpses of daily island life and panoramic sea views. Later, you will enjoy a relaxed evening in one of the island’s harborside tavernas.
30 km
Hotel on Sifnos Island
You will continue to Paros, where the day’s ride will lead you along the coastline and through sunlit villages. You’ll cycle past windmills and vineyards, with stops to admire fishing boats bobbing in quiet bays. In the village of Lefkes, traditional whitewashed houses and cobbled lanes will offer a picture of timeless Cycladic life. As evening arrives, you will unwind over local dishes and coastal views.
30 km
Hotel on Paros Island
Your next island will be Naxos, the largest in the Cyclades and one of the greenest. You will ride a loop that climbs gently into the interior, revealing olive groves, ancient temples, and views of rugged peaks. The villages of Halki and Filoti will welcome you with shaded courtyards and rustic charm. Along the way, you might pause at a family-run bakery or an archaeological site nestled in the hills.
50 km
Hotel on Naxos Island
You will arrive in Mykonos, but rather than the bustling party scene, you’ll explore the island’s quieter inland routes. Cycling through farmland and alongside stone walls, you’ll experience a peaceful side of this iconic destination. Your route will offer sea views and the chance to pass tiny chapels tucked into hillsides. In the evening, you may find yourself wandering the whitewashed maze of Mykonos Town as twilight settles over the Aegean.
30 km
Hotel on Mykonos Island
Today, you will ferry back to the mainland and return to Athens for your final night. You’ll have time to revisit a favorite café, pick up a few souvenirs, or relax in one of the city’s leafy squares. With your cycling journey complete, the city will feel familiar now, a fitting place to reflect on a week of discovery.
Hotel in Athens
Your trip will come to an end after breakfast. Whether you continue exploring or begin your journey home, you’ll carry with you the rhythm of the islands, the taste of Greek sunshine, and the quiet thrill of having seen it all by bike.
35 km
Not enough? Why not spend a few more days here! Extend your holidays with a pre- or post-holiday extension. Accommodation, sightseeing, and activities can be arranged. Add as many extra days to your holiday as you wish.
Not enough? Why not spend a few more days here! Extend your holidays with a pre- or post-holiday extension. Accommodation, sightseeing, and activities can be arranged. Add as many extra days to your holiday as you wish.
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Self guided
Included in price
Optional Extras
Description
Pedal your way through paradise on this unforgettable island-hopping cycling adventure across the Cyclades!
This 7-day self-guided cycling holiday takes you on a sun-soaked journey through Greece’s most captivating islands: Sifnos, Paros, Naxos, and Mykonos.
Each day offers a new island to explore by bike, with thoughtfully crafted loop routes that reveal local culture, hidden beaches, ancient ruins, and mouthwatering cuisine.
On Sifnos, you will ride through peaceful landscapes of terraced hills and hidden chapels. In Paros, you’ll follow coastal roads and discover charming harbors and hillside villages. Naxos will reward your efforts with sweeping mountain views and routes lined with olive groves and ancient ruins.
Even glamorous Mykonos will reveal its quiet, rustic side as you cycle past traditional farms and seaside chapels.
With booked accommodations, GPS routes at your fingertips and a comprehensive digital guidebook to lead the way, this tour will ensure you’ll experience Greece as few ever do – up close, at your own pace, and always with the Aegean by your side.
Map
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Things to know
Self-guided cycling tours are crafted for a personalized and flexible experience on two wheels. Discover wonders at your leisure, with the liberty to modify your route or itinerary as you wish. Our committed team meticulously takes care of all aspects, including accommodation arrangements, comprehensive planning, GPS navigation assistance, and ongoing support, to ensure a peaceful and captivating trip. This journey celebrates independence, personal discovery, and authentic cultural encounters.
Our tours are divided into three levels of difficulty: Leisurely, Moderate, and Challenging, defined by the typical daily itinerary, though there can be variations in challenge during the trip.
Leisurely tours are perfect for those looking for a relaxed journey amidst beautiful landscapes, without the need for long-distance cycling or navigating difficult terrains. Typically, these tours cover 30-50 km per day, with an elevation gain of up to 500m. This allows for numerous opportunities to enjoy the scenery, sample local cuisine, and visit quaint villages and towns along the route.
Moderate bike tours cater to those who desire a combination of picturesque routes and a bit of a challenge. Covering 50-80 km per day with an elevation gain of up to 1000m, these tours take you through beautiful landscapes and charming villages, featuring both flat and hilly terrains. They provide plenty of chances for exploration and also offer a rewarding cycling experience.
Challenging bike tours are designed for seasoned cyclists looking to challenge themselves. These tours cover 80-120 km daily with an elevation gain of up to 2000m and involve steep climbs and challenging routes. Suitable for those with a high level of fitness and stamina, they offer a sense of achievement and stunning views, making the effort worthwhile.
We are dedicated to finding the ideal match for your cycling journey. We work closely with a range of accommodation providers, all of whom adhere to our quality criteria, though their availability might change, particularly during high-demand seasons. Moreover, we offer the flexibility to customize your trip according to your personal tastes and budget, guaranteeing that we find the accommodation that best suits your needs.
We recommend booking your tour as soon as possible, particularly for sought-after tourist destinations where accommodation options are limited. Top choices tend to be reserved quickly, often getting fully booked for the summer season well before the arrival of spring.
The optimal cycling season in Greece extends from mid-April to mid-October. In higher elevation areas, such as the mountainous regions, it’s best to plan your cycling trips from mid-May to September.
Tours in Greece are feasible in light rain, provided you have suitable attire. Summer often brings afternoon thunderstorms, so starting your tours early in the day is advisable. Should challenging weather conditions be anticipated, we will endeavour to adapt the tour schedule accordingly.
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Hassle-Free
Completely Customizable
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