Sailing Greece - Santorini to Santorini
Greece
10 days / 9 nights
Guided Small Group Sailing Tour





Guide Price €1,999 per person (based on 2 people sharing)
Guided Small Group Sailing Tour
Duration: 10 days/9 nights
A yacht adventure is the ideal way to experience what many consider the world’s most beautiful islands in Greece. Sail aboard our all-new, state-of-the-art 57 ft yachts, with time for hiking, snorkelling, and relaxing. Explore ancient archaeological sites and taverna-lined harbours, dine on fresh seafood and don’t forget to try the Ouzo! This 10-day round trip from Santorini will give you the chance to explore some of the treasures of the Greek Islands.
from €1,999
per person (based on 2 people sharing)
Interested in this holiday? Call and speak to one of our travel experts.
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Itinerary
Day 1 - Santorini
Arrival day. Join the group at 11am for a welcome meeting and a short water-taxi to Thirassia to start your journey through the Cyclades.
Days 2-4 - Cyclades - Ios/Small Cyclades/Naxos
Spend time in the Greek Isles with experienced skippers and a flexible schedule. The coming days will be tailored to meet the desires of the group and weather conditions. Stops might include Ios, the Small Cyclades and Naxos.
Day 5 - Mykonos
Arrive to Mykonos and opt to visit the local windmills and enjoy a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to this picturesque island.
Days 6-9 - Cyclades - Syros/Paros/Sifnos/Folegandros
Spend the next few days enjoying more of the Cyclades. Depending on where the wind will take us, stroll through the markets of Syros, uncover the beauty of the Venetian ruins in Paros and walk and hike through the trails and paths of Sifnos. Wander the breathtaking cliffside city of Hora or enjoy cocktails at sunset.
Day 10 - Santorini
Depart after breakfast. Depending on weather conditions and access, the drop-off location may vary. A shuttle transfer will take you from Thirassia to Santorini Island, where you can explore or relax before your onward journey.
Departs: Selected departures April - September
Map
Price & Inclusions
- 5 twin/double bed cabins with en suite or shared facilities
- No meals included
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 07/02/2025 to 31/12/2036. For holiday guide price terms and conditions, click here.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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