Panoramic view Santorini with blue domed church
Sunrise over Oia Santorini
Livadi Town, Mykonos

One Week Sailing the Cyclades from Paros

One Week Cyclades Paros

Exciting Sailing for Experienced Sailors

With over 220 islands to explore in the Cyclades there’s almost too much to see and do! The most commonly known are the famous Santorini with its blue domed churches and Mykonos for its party lifestyle.

This area is for the keener sailors, with the Meltimi blowing heavily during the summer season, it makes for some exciting sailing for an experienced crew.

We think starting in Paros is a great option, if you only have one week you can then go either north or south and see how far you get.

This is without a doubt the windiest area in Greece to sail during the height of summer, July/August and also the beginning of September. This area is very open to the Meltimi, which can blow a force 6 and above during the summer. We would only recommend this sailing ground to very experienced sailors, or if you were looking out of season in May or October.

Typical Itinerary & Highlights

Days 1 - 2, Arriving in Paros

Paros is one of the most popular islands in the Cyclades and a great place to begin your sailing holiday. Famous for its traditional Greek architecture, stunning beaches and lively nightlife this island is the perfect spot for all.

After checking in with the local charter company and enjoying your first night queyside in Paros you are free to start your sailing holiday. As you set off East from Paros you will sail by two fairly big islands, Naxos and Armorgos. We recommend Armorgos as a base for the night. Armorgos is covered in natural beauty and is one of the most beautiful Greek islands. The island has lots of traditional Greek architecture and fabulous beaches with crystal clear waters. 

  • Naousa Paros Fishing Boat and cute quay Paros
  • Katapola church view, Paros Armorgos

Days 3 - 6, Creating Memories in the Cyclades

As you sail around the Cyclades you will never forget the beauty of each individual island, lined with traditional Greek houses and stunning beaches.

Visit Santorini in the South and Folegandros or Sifnos in the West. Santorini is one of the most photographed Greek islands, and it's not hard to see why with its blue domed churches, white washed iconic houses and mesmerising views out over the Aegean. Nestled away from all the package tours and holiday makers is Folegandros. It is one of the smaller Cyclades Islands and truly stunning with its rugged cliffs and white washed houses.

Sifnos is a very popular island in the Cyclades and is a favourite ferry stop, with ferries arriving from all over the Cyclades. It is also a favourite stop for sailors as the port is lovely and there is lots going on in the island.

  • Panoramic view Santorini with blue domed church Santorini
  • Folegandros landscape greece Folegandros
  • Sifnos church, Paros Sifnos

Days 7 - 8, Stunning Sights Sailing to Paros

As you sail back to Paros from your last port it's a great idea to visit some of the bays on AntiParos or moor up in Paroikia for a lunch time treat before heading back to Paros main port. Make sure you give yourself lots of time to get back to base so you can enjoy your final night at one of the delicious local restaurants that line the harbour in Paros town.

  • Naousa Paros Fishing Boat and cute quay Paros


What's Included

    • Return flights
    • Transfers
    • Diesel
    • Linen & Towels
    • Dinghy
    • Harbour Guide
    • Starter Pack
    • Full Financial Protection

What's not Included

- Yacht Security Waiver (£80-£270)
- Mooring Fees (£40-£120)
- Food & Drink
- Personal Holiday Insurance
- Child Discount -£65 for one week 
- Child Discount -£115 for two weeks
- Infants travel for just £50

One & Two Week Optional Extras - South Ionian Highlights, Paxos, Whole and South Ionian Flotillas

  • Manchester Flights £25
  • Brimingham Flights £25
  • Stansted Flights £25
  • SUP (paddleboard):
  • One Week £95
  • - Two Weeks £155
  • Dinghy Outboard:
  • - One Week £70
  • - Two Weeks £95
  • Cruising Chute



One & Two Week Optional Extras - Corfu, Paxos & North Ionian

  • Manchester Flights £25
  • Birmingham Flights £25
  • SUP (paddleboard):
  • One Week £95
  • - Two Weeks £155
  • Dinghy Outboard:
  • - One Week £70
  • - Two Weeks £95
  • Cruising Chute


Two Week Optional Extras - Saronic Islands & Sporades Flotillas

  • SUP (paddleboard) £155
  • Dinghy Outboard £95
  • Cruising Chute

Quick Yacht Price Search - For prices simply select party size and date

Below is an indication of the yachts that will sail on this flotilla. Please call us on 020 8459 8787 to check live availability.

Our Shore to Sail holidays are a combination of a one or two week flotilla sailing holiday with another relaxing week or two ashore.

These holidays will appeal to those who enjoy sailing but have family or friends who are not quite so enthusiastic about sailing - a compromise can now be made!

Most people opt for a week of sailing followed by a week of winding down on shore. However it is entirely up to you to do what you want to do (and when!)

Iris Hotel and Apartments

The Iris Hotel has been a popular choice for flotilla sailors for many years. This accommodation option will fit in with any of our flotillas starting and finishing on Lefkas Island. The hotel itself is a small family run hotel located close to Nidri Town. It has a combination of studio rooms for two or three people and apartments that can sleep up to 4.

Salvator Spa Hotel & Villas

The Salvator Spa Hotel is perched in the hills above Parga town and is a slightly more luxurious offering. The rooms on offer range from the Deluxe Room for two people, up to the Superior 2 Room Villa for up to 6 people. The hotel itself has an excellent restaurant, pool and spa facilities and all villas come with their own private pool.


Villa MeandrosDJI 0202 copy

Our brand new villa in Sivota on Lefkas is exclusive to Sailing Holidays Ltd. Built with families and groups in mind, the 3 double bedrooms all feature en-suite bathrooms. Built into the hill the ground floor level comprises of the master bedroom, a large kitchen and living space. On the same level you will find a huge outdoor seating area and a private pool. 

Images from Flotilla


  • Paros

  • Armorgos

  • Santorini

  • Folegandros

  • Sifnos

  • Paros


Tell us about your holiday


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New to Sailing?

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Yacht Charter

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Shore to Sail

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