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Sailing Greece: Santorini to Santorini

10 days/9 nights

Guided Small Group Adventure Tour
Guide Price €1,899 per person (based on 2 adults sharing)

What better way to experience the beautiful islands of Greece than from a sailing yacht? Explore ancient archaeological sites, harbours lined with al fresco dining restaurants, and indulge in fresh seafood and ouzo.  

Highlights:
  • Sail the pristine waters of the Greek islands aboard a yacht
  • Wander through whitewashed villages on Paros
  • Discover Venetian architecture on Naxos
  • Admire the beauty of Mykonos
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Itinerary

Day 1  Santorini  
Arrive in Santorini and join your fellow adventurers for a briefing before setting off on your journey through the Cyclades.  

Days 2-4  Santorini to Lesser Cyclades  
In the coming days your route will be tailored to meet the desires of the group and weather conditions. Sail around the scenic Lesser Cyclades whilst soaking up the sun. You may stop at Ios, where you can relax on famous Magganari beach and visit Homer’s tomb. Perhaps head to Naxos and opt for an all-day adventure discovering the Temple of Dimitra, a microbrewery, and admire views of Mount Zeus.  

Day 5  Lesser Cyclades to Mykonos  
Sail to Mykonos and explore Greece’s most famous cosmopolitan island. With its picturesque beaches, historical sites, and vibrant nightlife, it is clear to see why visiting Mykonos is on many people’s bucket list. You may wish to visit the local windmills and perhaps enjoy a cocktail on a veranda overlooking Little Venice.

Days 6-9  Mykonos to Cyclades  
Spend the next few days sailing around more of the Cyclades. Depending on where the wind takes you, stroll through the bustling markets of Syros, uncover the beauty of the Venetian ruins in Paros, and hike the scenic trails of Sifnos. Wander the enchanting cliffside city of Hora or enjoy cocktails at sunset, watching the colours scatter over the whitewashed buildings.

Day 10  Cyclades to Santorini  
Your sailing adventure comes to an end after breakfast today.  

Departs: Selected departures, Apr - Sep  

Map

Sailing Greece: Santorini to Santorini

Price & Inclusions

Guide Price €1,899 per person (based on 2 adults sharing)

Inclusions
  • Shared transport, tour leader & shared sightseeing excursions
  • 9 nights onboard a sailing yacht
Not Included
  • International flights
New offers every day!

We negotiate new offers daily from discounted flights, tours and vehicle hire to free upgrades, added value and unique inclusions. Please call for our latest offers.

The tour itinerary, inclusions and departures are based on travel from 01/10/2024 to 31/12/2025. Guide prices are based on twn/dbl share, are subject to availability and may vary by departure date. For travel outside of these dates, the itinerary and inclusions may vary to that shown above - please ask for details.
Offers are subject to availability and restrictions may apply.

Flights

As we can offer you such a flexible choice of flights, we don't include international airfares with our tour prices. The price you pay will be determined by the time of year you travel, your departure airport, airline and availability.

Your Trailfinders Travel Consultant will be able to find the best flights to suit you and your choice of tour. Contact us for our latest flight offers or take a look at our flights pages for a general idea of prices.

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