Cyclades Island Hopping, June & September 2024

Cyclades Island Hopping, June & September 2024

Cyclades Islands Hopping is an unforgettable active exploration of the famous Greek islands.

April - October
Fixed Departures: June 10-18 & September 16-24
9 days
Cyclades Island Hopping, June & September 2024
Price from €2420


Cyclades Islands Hopping is an unforgettable active exploration of the famous Greek islands.

The iconic Cycladic Islands are what Greece is all about. Traditional fishing villages, whitewashed flat-roofed houses and narrow streets, hundreds of beautiful little chapels, rugged, sun-drenched landscapes contrasting with the deep blue sea, and spectacular bays with powdery white sand beaches.

Travel to where few visitors ever do by boat, bike, on foot, or sea kayak.

Discover Cycladic’s island’s best spots, tradition, culture, and take a peek at the everyday life of its people. 9 days full of adventure in one of the most stunning areas of this country.

See the itinerary map here.

Day 1
Arrival in Paros Island
Day 2
Paros Byzantine Trail Hike
Day 3
Paros Day Cruise on a traditional fishing boat
Day 4
Paros to Naxos
Day 5
Naxos Hiking & Cultural Tour
Day 6
Naxos Biking
Day 7
Naxos to Santorini & Hike the Caldera Trail
Day 8
Sea Kayaking Santorini
Day 9
End of Trip

Activities / Schedule

Arrival in Paros Island

Our trip starts in Paros.

You can arrive in Paros either by plane or by ferry. Depending on the season, there are different boat itineraries from Athens available: the boat ride lasts from 3 hours – 5 hours. Short transfer to your hotel in the picturesque and typical sea side town of Naousa.

Overnight in Paros.

Paros Byzantine Trail Hike

Our day starts with a stroll in the traditional village of Lefkes from where we will start our hike in the byzantine trail, enjoying the scents and aromas of herbs and plants and enjoying the views of olive trees and vineyards. The hike is easy going and ends in a beautiful beach where we can enjoy a swim.

Overnight in Paros

Paros Day Cruise on a traditional fishing boat

A great day full of fun and swimming on a traditional boat waits for us. Our captain will welcome us on his boat and depending on the weather we will either sail to the tiny islet of Antiparos or in the south coast of Paros. Our day will be full of swimming, cliff jumping, visiting caves and remote beaches accompanied by freshly made Greek food and cold drinks. A day to be remembered!

Overnight in Paros

Paros to Naxos

After breakfast, short transfer from the hotel to Paroikia and embark the ferry from to Naxos. Arrival in Naxos, the biggest and most fertile of the cycladic islands. Transfer and settle to your hotel. Overnight in Naxos

Naxos hiking & cultural tour (2 1/2 hours trekking, 4 hours duration with stops for rest and lunch)

Today’s hike starts from Kouros statues.

These larger-than-life statues of young men, predestined to hold on to a temple roof, were abandoned incomplete by the ancient sculptors, when they discovered faults in the marble. 

Then we follow the path to Ano Potamia picturesque village.

After a short refreshing stop at the village’s spring, we hike to Apano Kastro (Upper Castle), to enjoy the spectacular panoramic view of Naxos town, port and the surrounding villages.

We continue onwards via Tsikalario little village to Halki, where we visit Valindras small distillery that produces Kitron (the local alcohol drink of Naxos). Overnight in Naxos

Naxos Biking Duration: 4-5 hours (altitude upwards 600 meters)

We cycle on streets and paths without traffic through typical Naxian villages, while experiencing the rich vegetation this Cycladic Island has to offer.

Small tracks lead us through farmland, to enjoy beautiful views over mountains and some of the best coastline in the Cyclades.

Through little stony roads, we reach the beautiful beach of Mikri Vigla, with its stretch of finest white sand and blue sea. There we stop to swim or enjoy a small food bite or drink. We return along stretches of sandy beach to our base. Overnight in Naxos

Naxos to Santorini - Santorini Hiking Fira - Oia (Estimated walking time: 4 hours with stops, approx. 11 km)

After breakfast, we relax and enjoy swimming or strolling in the picturesque port of Naxos. Around mid-day we take the boat to the fairest island of the Cyclades, Santorini. The breathtaking view, upon arrival with the boat, will give us an idea of this volcanic island’s spectacular beauty. We arrive in port and transfer to the hotel. After we settle down, we depart for a walk that takes us from the town of Fira to Oia. Overnight in Santorini

Sea Kayaking in Santorini

After breakfast, transfer to the starting point of today’s activity. We enjoy a morning of sea-kayaking, exploring the South coast of the island. We enjoy views of the spectacular rock formations, crystal waters, and the beautiful beaches in the south part of the island. En route, we stop for snorkelling.

After lunch, we return to our hotel and have a free afternoon to visit the archaeological museum and shop. Overnight in Santorini.

End of Tour

Transfer to airport

Important Info

In a glance

euro (€)
UTC+02:00 (EET)


  • Paros is renowned for its superb sandy beaches, great beach bars, and the lovely town of Naousa.
  • Naxos, the biggest and most fertile of the Cycladic islands, has some amazing inland villages and important cultural sites like the impressive Portara and the kouros statues which we will see while hiking.
  • Last but not least, Santorini, the princess of the Greek islands, is where we choose hiking and paddling to experience the authentic and less touristy side of this truly unique landscape!

Fixed Departures


  • April 22-30 (Fully booked)

  • May 20-28 (Fully booked)

  • June 10-18

  • September 16-24

  • October 14-22 (Fully booked)


Price/person Fixed Guaranteed Dates: 3.030€ (fully guided - accommodation in 3-star hotels)


Semi-Guided Mode (3-star hotels):

  • 2.420€ for 4-6 participants
  • 2.600€ for 2-3 participants

Semi-Guided Mode (4-star hotels):

  • 3.230€ for 4-6 participants
  • 3.410€ for 2-3 participants

 Fully Guided Mode (3-star hotels):

  • 3.030€/pp for 4-6 participants
  • 4.570€/pp for 2-3 participants

Fully Guided Mode (4-star hotels):

  • 3.900€/pp for 4-6 participants
  • 5.710€/pp for 2-3 participants

Single supplement: 500€ pp (3-star)/600€/pp (4-star)

Triple reduction: 250€/pp

Rates during high season (Mid July – End August) may vary subject to hotel availability

General Information

Discover Cycladic’s island’s best spots, tradition, culture, and take a peek at the everyday life of its people. 9 days full of adventure in one of the most stunning areas of this country.

Our Islands Hopping tour will take you to ParosNaxos, and Santorini.


Please consider taking along the following items on your trip. This is not a fixed list, but more of a guideline, so feel free to add and remove items as you see fit.
Greece has a temperate climate. Base your clothing on the “layering system”, if it is hot you can “peel off” layers quickly, if it is cooler and windy you can quickly “dress up”.


  • Duffel bag or rolling luggage
  • Day pack to carry a camera, water bottle, and snacks, etc.
  • Luggage locks and tags


  • Mid-weight polar fleece sweater
  • Rain jacket and rain pants, or poncho


  • Hiking shorts
  • Casual clothing made of light-weight fabrics
  • T-shirts
  • Long-sleeve shirt
  • Hiking pants, loose and easy to move in
  • Underwear
  • Swimsuit

Clothing Accessories

  • Sun hat or baseball cap


  • Lightweight and supportive hiking boots, broken-in with good ankle support
  • Beach sandals
  • Casual, comfortable shoes for evening


  • Sunscreen and lip protection
  • Sunglasses and retainer strap
  • Beach towel

Optional Accessories

  • Security pouch or money belt
  • Trekking poles or walking staff
  • Camera, memory, and batteries
  • Reading and writing materials
  • Watch with alarm or travel alarm
  • Travel pillow
  • Motion sickness remedies
  • Personal first-aid kit
  • Insect repellent (low risk)
  • Electrical adapter plug/converter
  • Your own personal water bottle. As part of our environmental policy and actions, we are committed to eliminating the use of plastic water bottles.

The lighter you travel, the easier you travel. Use your best judgment and pack as lightly as possible. You will appreciate light luggage towards the end of your trip.


Cyclades Island Hopping, June & September 2024

Cyclades Islands Hopping is an unforgettable active exploration of the famous Greek islands.

Price from €2420



What should I bring with me?

  • What is listed above in Equipment section

What's the meeting point & time?

Meeting Point: At your hotel in Paros

Time: 05:00pm

When is the activity available?

The activity is available from March to November.

What weather can be expected?

During spring and autumn, there is a possibility of rain, so it is recommended to pack a raincoat or waterproof poncho. In the summer period, temperatures can range between 30 and 40 degrees Celsius during the daytime.

What type of accommodations are used in the itinerary?

3 or 4-star hotels with double/twin sharing rooms and private bathrooms are used in the itinerary.

How are meals described if they are included?

If meals are included, they are served family-style. Vegan/vegetarian meals can be provided if needed.

Are there any extra services provided, such as transfers or additional stays?

Transfers from/to airports and ports, as well as additional stay, can be provided upon request.

Is the activity suitable for children/families and/or elders?

The activity is suitable for children above 14 years old.

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