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2026

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Western Cyclades & Santorini Sailing Week

7 days
•
Start and end in Paros
4.5 (3 reviews)

No departure dates available

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Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Fully Guided
An experienced guide will be with you for the entire tour
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 2 - 8
Ages 6+
Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Paros to Ios

    Paros to Ios
    Meals
    Breakfast, Light Lunch

    Included Activities

    • Meet captain and crew at Paros Marina
    • Late afternoon sailing to Ios
    • Explore Ios main village
    Landmarks
    Ios Main Village
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 2

    Ios to Santorini to Thirasia

    Ios to Santorini to Thirasia
    Meals
    Breakfast, Light Lunch

    Included Activities

    • Long leg sailing to Santorini
    • Drop off at Ammoudi Bay
    • Explore Santorini island
    • Sailing to Thirasia
    • Optional visit to western cape of Santorini

    Optional Activities

    • Visit the western cape of Santorini
    Landmarks
    Ammoudi Bay
    Santorini Caldera
    Thirasia
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 3

    Thirasia to Folegandros

    Thirasia to Folegandros
    Meals
    Breakfast, Light Lunch

    Included Activities

    • Breakfast on board
    • Sailing to Folegandros
    • Visit Chora village

    Optional Activities

    • Romantic walks through Chora's cobblestone alleys
    • Sunset viewing from Chora
    Landmarks
    Chora, Folegandros
  5. Day 4

    Folegandros to Kimolos

    Folegandros to Kimolos
    Meals
    Breakfast, Light Lunch (Lunch stop at Polyaigos)

    Included Activities

    • Breakfast on board
    • Sailing to Kimolos
    • Lunch stop at Polyaigos
    • Explore Kimolos

    Optional Activities

    • Swimming in Kimolos coves
    • Mingle with locals
    • Try local honey
    Landmarks
    Polyaigos
    Kimolos
  6. Day 5

    Kimolos to Milos

    Kimolos to Milos
    Meals
    Breakfast, Light Lunch

    Included Activities

    • Sailing to Milos
    • Swim stop at Milos harbor entrance
    • Lunch on board

    Optional Activities

    • Explore Milos's 90+ beaches
    • View white cliff formations
    Landmarks
    Adamas Harbor, Milos
    Milos Beaches
    Itinerary Image 1Itinerary Image 2
  7. Day 6

    Milos to Sifnos

    Milos to Sifnos
    Meals
    Breakfast, Light Lunch

    Included Activities

    • Sailing across Aegean to Sifnos
    • Arrival at southern Sifnos
    • Lunch at Platys Gialos

    Optional Activities

    • Dining options at Platys Gialos
    • Drinking options at Platys Gialos
    Landmarks
    Platys Gialos, Sifnos
  8. Day 7

    Sifnos to Paros

    Sifnos to Paros
    Meals
    Breakfast, Light Lunch

    Included Activities

    • Breakfast at port
    • Sailing to Antiparos
    • Swimming at Antiparos
    • Lunch at Antiparos
    • Final sail to Parikia port, Paros
    Landmarks
    Antiparos
    Parikia Port, Paros

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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services
  • Transport

Operated by

YachtHop

Rating
4.5 (3 reviews)
Response time
less than 1 hour
Cancellation policy
Learn more

Traveler Reviews

4.5
Overall rating based on 3 Reviews
  • Itinerary
    4.7
  • Transport
    4.7
  • Guide
    4.7
  • Accommodation
    4.7
  • Food
    3.7
  • 4.5

Sort by

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Sort by

Most Recent
Most Popular
Highest First
Lowest First
  • William4.0•October 2022
    We enjoyed the tour overall but were very disappointed that we did not get to sail to Santorini due to melteme winds...
    Show more
    Traveled in September 2022
  • Joan4.5•September 2018
    Great skipper excellent choice of islands
    Traveled in September 2018
  • Kimberly5.0•July 2018
    We had a lovely time and Petros made everything extra special. His knowledge of the areas, the meals and the...
    Show more
    Traveled in June 2018

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What our customers ask about this tour

The content in our FAQ section is subject to change.
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  • A

    Antonio

    Asked on May 3rd, 2023

    Will we be joining a group or need to be a group? What is the age of the boat and what kind?

    Group size
    Tour Details
    • YachtHopOperator•Written May 2023

      On our Weekly Cabin Charter you will have the opportunity to reserve a cabin onboard and not a whole boat. We operate our Cabin Charters with a sailing catamaran Lagoon 42 of 2020.

  • S

    Stacey

    Asked on March 12th, 2023

    can you book two cabins if two singles are travelling together or are there twin beds

    Accommodation
    • S

      Stacey

      Traveler•Written March 2023

      what time we must be there at port and what is the time it arrives at port

    • YachtHopOperator•Written March 2023

      Our Sailing Catamaran has 4 double cabins. You could share a double cabin or you could have a cabin per person. In that case there is an additional single supplement of 1.790,00 Euro per person

    • YachtHopOperator•Written March 2023

      The embarkation on Saturday is at 17:00 and our disembarkation on Friday is at 19:00. Although, we arrive in Paros at around 16:00

    • 2 more answers
Can’t find the answer to your question?
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Trip essentials

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Tour ID: 109216

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      Used in Greece

    • Type F

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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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Dec