Santorini Sailing Tour

The Santorini private sailing cruise is a good combination of crowded islands with some quite, small places at the Small Cyclades.

  • The cosmopolitan island of Santorini is in the higher priority in all of our guests mind. Everybody loves and for sure it’s worth, to visit this unique place with a private yacht.

  • For those who will chose this itinerary we have to mention that because the north winds are dominant in the area, you will have a very easy downwind sailing leg up to Santorini but on your way back you will have to motor a lot against the wind in order to get again at the protected area south of Naxos.

    Furthermore, especially from mid-June to mid-September, anchoring in Santorini is almost impossible due to lack of space in the marinas and due to congestion. Our opinion is that if you especially sail out of the high season its worth to try it. You are not going to find something similar on the whole planet.

  • Islands hopping: The following Cycladic islands, Paros – Ios – Santorini – Koufonisia –  Iraklia – Antiparos – Paros
  • Duration: 7 days
  • Suggested for: Couples ,  honeymoon
  • Dates for this trip: May, June, July, August, September, October
  • Max sailing time per day: 5-6 hours
  • Miles in total: 130 – 150
  • Sailboats you can pick:
  1. Beneteau40 sailboat(2 – 4 guests)
  2. Sun Odyssey 440 sailboat for rent (up to 6 guests)
  3. Lagoon39 Catamaran(up to 8 guests)

2020 Prices:

Discount up to 300€ for week charters on certain dates. Contact us

Prices in €/week for skippered charter October May, June, July & September August
For 2 people 2700 3250 3550
For 3 or 4 people 3100 3550 3850
Departure / Arrival Paros/Paros
What the package includes VAT 24%, the sailing yacht with all her equipment, skipper’s fee, taxes, insurance, credit card commission
What is not included food & drinks, the diesel, the marina’s fees at the islands that you are going to visit and the end cleaning.This amount is 260€ in total.
Prices in €/week for this skippered charter(boat + skipper included) before May 23 May 23 - June 20 June 20 - Aug 1 Aug 1 - Aug 15 Aug 15 - Aug 29 Aug 29 - Sep 26 after Sep 26
Up to 6 persons 3678 4453 4820 5575 4820 4453 3496
Departure / Arrival Paros only Saturdays 17:00 Check outs Paros only Saturdays 09:00 (return to Paros Friday afternoon)
What is included yacht, skipper, 24% VAT, insurance, taxes, bedding, linen & towels, cooking fuel, AC current for charging your small devices, CD & MP3 sound system.
What is not included 1. food & drinks for you and the skipper
2.the diesel(depends on the consumption), the marina’s fees at the islands that you are going to visit.From our experience for one week charter this amount is about 150€ in total.
3. end cleaning & outboard 150€ fixed at the beginning

Discount up to 500€ for week charters on certain dates. Contact us!

Prices in €/week for skippered catamaran charter May & Oct June & Sep July Aug
Up to 6 guests 4600 5600 6100 6400
For 7 & 8 guests add 5% for each person
Check in / Check out Paros at 17:00 / Paros at 09:00
What is included catamaran Lagoon 39, skipper, insurance, VAT, taxes, bedding, linen & towels, motorised tender, AC current for charging your small devices, end cleaning.
What is not included 1. your food as well as your skipper's is at your charge.
2.fuel-water-port taxes (in total approximately 400 € per week depending on the fuel consumption) card commision 2%




Sailing the Cyclades


Greek Water Yachts

Interactive Map for Your Sailing Vacations in Santorini sailing route


Route info

The check-in at 11:00 and check out at 17:00 is for the Beneteau40 and Beneteau50. The Lagoon39 check-in is at 17:00 and the check out at 09:00

Day 1: Meet your skipper at Marina cafe at 11:00 and board the yacht. After the briefing set sail for our first island, Ios. The sailing time is going to be 4-5 hours depending on the weather conditions. Ios is the party island for all the young Europeans but don’t be afraid if you don’t belong to this category. The parties are taking place in the town of Ios 2 km away from the place we are going. The area offers some nice restaurants, a wonderful beach to swim and rentals in case that you prefer to explore the beauty of the island.

Day 2: Today we will continue further south to the famous island of Santorini. We will enter the bay of Thira from the north and get ready to take as many pictures as you can of Oia, Fira town, and the volcano islands. We are going to sail around Nea Kameni(volcano) which is unbelievably unique and beautiful. Finally, we will head for the marina at Vlihada, very close to Perisa. The marina is on the south coast of Santorini and is the only place for yachts. It is about eight miles from Nea Kameni to reach the area, that means about one and a half hours more sailing. A rental is going to wait for you at the marina arranged by us in order not to waste your time and be on time in the town for your sunset photos.

Day 3: One day at Santorini is not enough. So we think it would be better to spend the whole day exploring the island with your rental. There are hundreds of beaches with black sand. Interesting wineries and archeological sites which worth to be visited. Watch the sunset from Oia and experience the nightlife at Fira town.

Day 4: Today we will start early this morning heading north for Koufonisi. It’s a long day trip but it’s worth it. A refreshing stop for swimming at Kato Koufonisi, before entering the marina in the afternoon. Rent a bicycle to visit the amazing sandy beaches.  On the island, you will find the best taverna of the Cyclades, Capitan Nicolas, excellent recommendations from all the tourist guides. Wander in the small streets of the tiny island and finish your day at the windmill bar for a drink, enjoying the view of the nearby islands.

Day 5: Iraklia is another island of the “Small Cyclades” which is worth to be visited especially for those who want to experience tiny, quiet, cute and isolated places representative of the greek spirit. So after a short stop for swimming at Schinousa on our way from Koufonisi to Iraklia, we will end up at the picturesque port of the island. Here you can swim to the nearby beach, diving from the yacht and hiking around enjoying the pure nature. Dinner at Iraklia means fresh fishes and the local tavernas more hospitable than anywhere else are ready to fulfill your expectations.

Day 6: Antiparos is the last island of our Cyclades sailing cruise. After a 4-5 hours sailing trip and of course after the oblate stop for lunch and swimming, we will end up at Antiparos late in the afternoon. Wandering around the small streets of the beautiful village, have dinner in one of the hundreds of restaurants and continue with a drink at one of the local bars. Nightlife here, especially in high season is a must for everyone.

Day 7: We strongly recommend you before setting sail for our final destination, to visit the cave of Antiparos. Buses are operating just 100 meters away from the yacht. On your return on board, we will leave immediately for a nice anchorage on a small island north of Antiparos with crystal clear water. The afternoon has already come as well as the farewell time at Paros port.

Meet the islands

Paros in a few words: For most travelers at Cyclades, Paros is the most beautiful island of the area. Once you visit the island you fall in love with it and promise to come back again. Paros can satisfy the most demanding traveler. Gorgeous golden beaches all around the coast, traditional settlements, sports activities, nightlife for all interests are some of its characteristics.

Location:The location of the island in center of Cyclades and near Naxos, Ios, Sifnos, Mykonos, Santorini and Syros is ideal for sailing excursions at the nearby islands and the connection with the mainland.


  • Panagia Ekatontapiliani  in Parikia.
  • Naousa (Greek: Νάουσα) is a village in the north eastern corner of the island.
  •  Lefkes village is in the middle of the island with many nice tavernas, and beautiful alleys.


  • Visit as many beaches as you can, don’t stay in one every day.
  • take a very nice walk at the old stones of the Byzantine Route down to Prodromos.

Eat – Drink:

Select a place you like and taste: Gouna fish, Local cheese ,Kapari ,Souma ,Ntakos ,Octapus

Alternatively you can arrange with the crew of the boat a Greek dish with local products

Read More:

Find more information about Paros at wikipedia, wikitravel 

Ios in a few words: For some people, Ios is the home country of Homer and for some others, it is only the place where Homer died. Anyway, nowadays Ios is well known for the thousands of bars and for the all day and night parties at the famous beach of Milopotas.

Location: Between Naxos and Sikinos


  • The tomb of Homer in Plakoto.
  • The imposing church of Panagia Gremniotissa.


  • Swim in the fabulous beaches of the island such as Magganari beach, Mylopotas, Koumbara beach and Psathi and discover the small bays all around the