Cyclades Bike & Boat Tour

7 days / 6 nights

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Discover the magic of Greece by bike and boat – explore the best of the Cyclades Islands, where history, culture, and stunning landscapes converge.

Starting point

Athens

Finish point

Athens

Fitness level

2/5

Tour type

Gravel / E-bike

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  • 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

What’s included in the price?

Self-guided

6 nights in 3-star hotels with breakfast
Digital guidebook with itinerary, route instructions, and practical information
GPS navigation with an easy-to-use app
Tour design and organization
Service and support during your tour

NOT INCLUDED

Tourist tax

OPTIONAL EXTRAS

Airport transfer
E-bike
E-road bike
Gravel bike
MTB
Regular bike
Road bike
Single supplement

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.

Frequently Asked Questions

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.

Addressing specific dietary needs can depend on their complexity. In Greece, vegetarian dishes are commonly available, but sourcing vegan meals may be more challenging in rural regions or smaller towns. It’s important to note that lunch stops typically occur at traditional restaurants, where the ability to accommodate special dietary requirements beyond their regular menu might be limited. Please consider this when planning your cycling tour.

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.

On cycling trips, luggage transfer allows you to ride without carrying heavy bags. Each morning, you leave your luggage at the designated spot—often the hotel reception—and it’s transported to your next overnight stop. Your bags are usually waiting for you when you arrive. Weight limits and pickup times can vary slightly depending on the service provider.

Ratings & Reviews

Google Reviews

5.0 average rating

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Greg Thomas

Verified customer · 10 days ago

A wonderful self-guided bike tour through the Fjords of South Norway, the app and planning support was Fabolous. Highly recommend this trip.

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Peter Georgiadis

Verified customer · 1 month ago

The Sparta self guided tour was the best cycle tour I’ve ever done. Everything from the apps and their ease of use, routes, sights, places of interest, places to eat and accommodation selection was absolutely sensational. A credit to Timotej, Janez and Klemen for their skill in preparing such a journey and incredible experience for us. Already thinking about the next one!!

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drewbob

Verified customer · 9 months ago

We had a wonderful tour of Greece on bikes. All of the hotels and towns were unique and wonderful, the rides were a reasonable length for my wife and we had a great time on our own without guides. Thank you very much and I would do the exact trip again.

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Greg Martin

Verified customer · 10 months ago

Great holiday. Really easy to follow routes, good choice of hotels and the en route places to eat and visit was really helpful. Super responsive to questions during my holiday. Would definitely use them again.

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Steve G

Verified customer · 1 month ago

I completed the self guided Cycladic and Sparta tours. The itinerary put together included breathtaking bike routes, excellent hotel stops, top recommendations for places to visit and eat. Using the Trip app to manage the entire tour by phone was seamless and effortless. Logistics in Greece, like transporting luggage, can be difficult and the team worked well with the local providers to overcome all of these challengers.

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Katja Bobik

Verified customer · 1 month ago

My self-guided cycling trip in southern Portugal was the perfect way to explore the Algarve. The routes were expertly planned, guiding me along dramatic cliffs, quiet beaches, and through charming inland villages. The provided GPS was easy to use, and I loved being able to stop whenever I wanted to enjoy a view or take a refreshing swim. Accommodations were comfortable and conveniently located, and luggage transfers made it all so simple. Timotej and the team were incredibly helpful, always checking in to make sure I had everything I needed for a smooth and enjoyable trip. This was an unforgettable adventure!

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All available guidance options

Self-guided

Those who like a good adventure and limitless flexibility should go on a self-guided cycling holiday. We prepare the itinerary and book your accommodations; You enjoy the journey without our guide, being fully in charge of all the daily decisions. While you’ll have the full support of our team in case of any emergencies or concerns, a certain level of self-reliance is required.

Hassle-Free

Hassle-Free

We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.

Completely Customizable

Completely Customizable

Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.

Book with confidence

Book with confidence

We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.

Unbeatable support

Unbeatable support

Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.

from 1.820 € /person
Discover unforgettable cycling holidays in Greece with our self-guided Bike Tours. Explore scenic landscapes and rich culture on our bespoke Greece bicycle tours.

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Lan Lajovic
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