Sailing and Hiking in the Cyclades

1 Reviews
| Adventure, Local experience, Nature, Sailing
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  • 7 days
  • 4 destinations
  • From 2.400€ pp
  • 10 group activities
  • Expert travel guides
  • Endless photo-worthy locations

Brace yourself for a sea and land adventure! This is a 7-day sailing trip to the Cyclades for thrill-seekers! A combination of sailing and hiking will take you to the most breathtaking spots and offer you an unforgettable and ultra-adventurous holiday experience.
  • Day 1 Athens
    Arrival in Athens and private pick-up from Athens International Airport. You will be transferred to the hotel of your choice, where you’re going to rest after your trip. Optional afternoon tour to Athens city center and dinner at a central
  • Day 2 Athens-Naxos
    After breakfast, you’ll be transferred to Athens International Airport, where you’ll catch your flight to Naxos, the starting point of this sailing trip. After settling in, you’ll set off on your first hike in Naxos. Starting from the archaeological site
  • Day 3 Naxos
    Today, you’re going to hike to one of the most mythical places in Naxos: Mount Zas. This mountain is the highest peak of the Cyclades and the place where, according to mythology, Zeus was raised. Starting from Filoti village, you’re
  • Day 4 Naxos-Paros
    After breakfast, you’re going to sail to the second Cycladic island of this trip: Paros. After you arrive in Paros, you can enjoy a refreshing dip in the sea or try watersports. Then, it’s time for a hike! Starting from
  • Day 5 Paros-Santorini
    After a hearty breakfast and a last refreshing swim in Paros, you’re going to depart to Santorini, where, for two days, you’ll be surrounded by breathtaking caldera views from all sides. After arriving in Santorini, you’re going to enjoy a
  • Day 6 Santorini
    On your second day in Santorini, you’re free to spend a leisurely day until the afternoon, when you’re going to go on a sunset boat tour to the volcano. Starting from the old port of Santorini, you’ll sail to the
  • Day 7 Santorini-Athens
    After breakfast, you can enjoy a last swim in Santorini or a quick stroll in Fira. Then, you will be transferred to the airport, where you’re going to catch a flight back to Athens. If you’re planning to go to

This is a sample itinerary and can be fully customized according to your travel plans and needs. The price of this trip is indicative, given that it can change depending on several factors, including the season, activities, etc. In every case, our savvy travel experts will create a travel plan based on your budget and your bucket list! The travel planning service is free of charge and includes as many changes and customizations as you wish, until you’re fully satisfied with the result.


What's included?
  • Accommodation
  • In-country transportation
  • Activities and tours
  • Trip planning by our travel experts
  • 24×7 support during your trip
What's not included?
  • Meals & Drinks
  • International flights
Reviews: 1

Satisfaction: 5.0

An unforgettable week full of activities in the Cyclades.

  • by traveler: John K.

Whether you’re into sailing or it’s your first time going on a sailing trip, you’re going to love this itinerary through the most popular Cyclades islands. The best part is that you get to visit some of the busiest islands in the Cyclades (like Santorini), but you don’t have to put up with the crowds, as you’re staying in the boat. We loved this combination of entertainment and isolation. We can’t wait to be back!

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