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YOLO Cruises - Santorini to Mykonos

Spend a week with Sail in Greece island hopping around the most spectacular islands in Europe discovering tiny islands and secluded bays hidden in the turquoise blue of Aegean sea


Day 1 - Arrival in Santorini

Meet your group at 12:00 for a welcome meeting and enjoy your Greek lunch on board while you are getting to know each other. Your boat will stay overnight in Santorini and on the first day of our cruise we will show you the hot spots on the ground. Take a 15 min walk up the steep donkey path to the old town, Thira. Thira is the central town, full of boutiques, markets, taverna’s and coffee shops. This worldwide famous destination, honeymoon dream for couples around the world, reveals its secrets us our tour leader will show you the hidden gems of the island. On the day a bus tour is available, that will get you around the island and at night we will dine at Caldera’s cliffs overlooking the volcano and watch Santorini sunset, maybe the most coveted sunset in the world! At night, bar hopping on Santorini’s planet led by our experienced tour leader!
Optional activities: Bus tour in Santorini

Day 2 - Santorini and Ios at Night

After our homemade Greek breakfast, it’s time to see Santorini from the “sides”! Enjoy your free shots of OUZO and lay back to discover The Volcano of where all started! Hot springs will be our stop for our first jumps and Thirasia, Santorini’s little sister, will waive us on the way! Later in the afternoon we will sail towards Ios, the party island. Enjoy your privacy and share your first stories with a “Live your Myth” cocktail in your hands, as you say goodbye to Santorini’s sunset! Get ready for the real bar hoping!

Day 3 - Ios

After our breakfast on board, this crazy island, famous for its nightlife and its wildness, will host us at “Milopotas”, the most popular beach on the island, full of young people, refreshing cocktails and hot sand. Brave enough to join the water sports? Peter will by our host there! For those that want to meet the “Pirates of the Caribean” in Greece we have our famous pirate booze cruise! At night experience the famous night life of Ios with our bar crawl and get drunk with free shots and refreshing cocktails! You think you know how to Party? Are you sure?
Optional activity: Pirate booze cruise

Day 4 - Ios to Koufonisia

We know that Ios hangover is hard, but get ready at 10:00 (or keep sleeping if you want…) as our next stop will be a hidden heaven on Earth, Koufonisia… After passing through Heraklia and Schinousa, 2 “lost” islands in the Mediterenean sea, we arrive at 11:30 on the smallest island of Cyclades, an unknown island too many, the reason it still keeps its authenticity. Experience the best natural beaches of the Cyclades and feel the sense of calmness and peace. No bars, no clubs and maybe …no people! Just you and the sea! There we will set our party! Barbeque in a secluded beach, loud music and lots of alcohol will be parts of our private party!
Optional tour: relax on the beach!

Day 5 - Koufonisia to Naxos

We will leave the island at 9:00 and sail to the enchanting island of Naxos famous for the locally produced liquer, called “Kitro”. Once you arrive the guide will take you to the old traditional white blue-doored houses of the old town. Once you have truly been lost in the little tiny streets of rock houses and terraces looking over the sea you will visit the castle of Kastra. Then to the beach before catching the best sunset in Naxos at the ancient portara which is a monument situated on a rocky island away from the rest of the island. Hidden gem: The best beach of the island our Greek “Hawaii”! At night you will see a typical Greek night out at the bars, where the locals hang out. Time to meet the locals!
Hidden gem: The best beach of the island our Greek “Hawaii”
Optional tour: Go Naxos! (Hiking tour)

Day 6 - Naxos to Paros

Naxos is over! We start sailing at 10:00 to the neighbor “fellow” island, Paros. Walk around Paroikia town or relax in white sandy beaches. Paros is famous for its water sports and especially wind surfing but also for its crazy night life! The island catches the warm winds and breezes of the sea, so if you fancy some adventure water sports this is the place to do so. Amazing windmills will meet you at the port and local donkeys will offer to transfer you. Feed them and will be your best friends! At night get ready to feel the Cuba experience in Paros and then head for clubbing till the morning.
Optional activity: This is “Greek night” !
Optional activity: Quad Safari

Day 7 - Paros to Mykonos

We leave Paros at 09:00 and we sail towards Mykonos, the celebrity island of Greece, which nightlife is second to none. When we dock, our tour leader will walk you around the town, but do not be surprised if you meet up with Madonna or Brad Pit on the way. Get lost at the famous sugar-cube houses, feel part of little venice, explore picturesque allies and say hi to the famous Pelican (mascot of the island). At night you will see why Mykonos is worldwide famous for its nightlife! Cavo Paradiso and Paradise club will host worldwide famous Dj’s and we will be our guests!

Day 8 - Departure Day

Have your breakfast, relax on the boat and say goodbye to your new friends. All the best stories have always a short ending…Maybe next year?

YOLO cruises Greece's #1 PARTY CRUISES!. 

Spend a week with Sail in Greece island hopping around the most spectacular islands in Europe discovering tiny islands and secluded bays hidden in the turquoise blue of Aegean sea. Travelling with around 25 like-minded travellers aboard traditional Greek motor yachts ( called "Kaikia") we experience the true culture of the islands and people. Swim every day in a different bay, walk every evening in a dazzling town, experience every day another island and party hard as the sun goes down.

You will be island hopping on the world famous Cyclades, ie Mykonos, Santorini, Ios, Paros, Koufonisia, with travelers sharing the same passion like you. Join us to see spectacular sunsets, deep into crystal clear Mediterranean waters, explore the famous islands of Greece and enjoy every single night-out with a drink in your hands and local Philoxenia around you! That’s not enough?Exclusive parties at the pop-star Mykonos where everything is possible, breathtaking sunsets at Santorini, the black purl of Aegean sea, adventurous water sports and even donkey rides are here to make the BEST of your trip! Our ships offer double and triple cabins all en-suite, fully air-conditioned and wi-fi on board. While shipping on the day, you will experience what many people believe to be the best cuisine in the world and see on your own what Greek hospitality is about.

Itinerary Notes

The itinerary may need to change due to inclement weather conditions or difficulties at docking. This decision will be made solely at your captain’s discretion, based on the safety of the group and the ship.
Departure Day: Saturdays (May – Sep)
Departure Time: 13:00
Finish Time: 10:00 the following Saturday
Note it is possible to finish on Friday evening as the boats will dock in Mykonos around 15:00

What's Included

World famous clubs and wild parties (Mykonos)
Memorable adventures
7 nights accommodation on board
Breakfast and Lunch included
Traditional vintage cruise ships
Experienced local tour leader
Free Wi-Fi
Free shots of OUZO on board!


James from South Africa

I was looking on the internet a day trip to enjoy myself. I had seen all the sites of Athens and had one free day left. The sneaky shots of OYZO smashed me! Amazing people, amazing atmosphere, and great crew! I would recommend to everyone! Bill, our captain was great!

Beth from England

We were lucky as we sailed from Athens to Mykonos with a flotilla! Our skipper was more than perfect! The hidden cave on the way with the turquoise colours was breathtaking. Amazing yacht and fun experience.

Enrique from Malta

Highly recommended to everyone. Our skipper Tom was great, the team atmosphere was unique and the whole sailing was way out of my expectations. We were thinking to rent a boat on our own, but we would have missed the whole country!

Kimi from Holland

Well organized, friendly skipper, amazing activities and like-minded travellers. Would definitely go back again next summer!

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