Stride climate

Trip Type : Small Ship Cruise
Yolo Yachting - Mykonos to Santorini tour
Mykonos Santorini Yolo Yachting - Mykonos to Santorini Trip

Yolo Yachting - Mykonos to Santorini

Sail in Greece
4.5 . Excellent
Travel Style: A lot of free time, with very few inclusions. Ideal for independent and/or low-key travelers and cruisers. Relaxed
Physical Level: Some walking over short or flat distances. Some trips may include cycling options. Some are wheelchair friendly (check for individual trips). Some cruises. Easy
Lodging Level: Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels. Value - 3 star
8 days
From: $ 339 $ 42 / day
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  • Drive to fascinating Mykonos Island
  • Explore Paros which is famous for its water sports with wind surfing
  • Enjoy the Aegean archipelago of Paros
  • Explore Santorini

Short Description

The Greek islands, seemingly dispersed in the Mediterranean sea, are ideal for sailing. Infinite numbers of postcards have tried to capture their natural beauty, but even the best ones are failing miserably. Visiting Greece by sea gives you the opportunity to see how the actual “myth” is, chill out in secluded gold-sand beaches, swim in crystal clear water and at the same time party at the best places in Europe!

Grab the wheel, drink your cocktails and get ready for action! The party is here!

Departures: every Saturday (May, June, July, August, September)

Small ship cruises usually have a max passenger count of 500. The primary purpose of these trips is to spend time off the vessel in local ports (e.g. Mediterranean) or experiencing nature (e.g Galapagos or Antarctica). Cabins can vary from budget to luxury.
Trip Type Small Ship Cruise
See all the highlights and popular spots on a classic tour.
Itinerary Focus Classic Highlights
Mid-range budget with accommodations ranging from comfortable lodges, guesthouses, and homestays to three star hotels.
Lodging Level Value - 3 star
Flights & Transport Only ground transport
Start City Mykonos
End City Santorini



Cities & Attractions

Mykonos Santorini

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Trip Includes

  • 7 nights accommodation on board

  • Buffet Breakfast daily
  • BBQ party
  • Boat parties, Beach parties
  • Experienced local tour manager
  • Guided pub crawls
  • Traditional ensuite ships
  • Free shots of OUZO
  • Free BYO onboard
  • Free 3G Wi-Fi onboard

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Itinerary Notes

This itinerary may need to CHANGE due to inclement weather conditions, difficulties at docking or unforeseen circumstances. This decision will be made solely at your captain’s discretion, based on the safety of the group and the ship.

When arranging your transportation, such as flights, please take into consideration these time restrictions for joining and departing from your group.

Departure Day: Saturdays (May, June, July, August, September, October)
Departure Time: 14:00
Finish Time: 09:00 the following Saturday ( at Santorini)
Note it is possible to finish on Friday evening as the boats will be in Santorini on Friday

Day 1: Mykonos

Arrival Day. Join your group at 14:00 for a welcome meeting and enjoy Mykonos glory, while you are getting to know each other. On our way to Paradise Beach, the most famous beach of the island, full of young people and unique beach bars, we will have our first stop for swimming. When the night comes get ready to be body-painted and dance till dawn! Cavo Paradiso will host worldwide famous Dj’s and we will be our guests! This is Mykonos!

If our boats due to weather conditions are not able to dock at Mykonos port, you will be transferred with a bus at paradise beach ( 2,5€ p.p)

Included activity: Body paint Party

Day 2: Mykonos

Enjoy breakfast with friends on the vintage 30ft wooden ship and if needed take a refreshing dive from your boat to wake up from the last night’s hangover! In the morning your tour manager will guide you around the old town*. Walk around the famous sugar-cube houses, feel part of little Venice, explore picturesque alleys and say hi to the famous Pelican (mascot of the island). At night, get ready for our private boat party** event, with our famous DJ on board! The night is ours!

Round trip from Paradise beach to the old town by private couch (5€ p.p)

Weather dependent we might sail towards Rhenia, a secluded island 1 hour away from Mykonos and have our Private boat party there instead!

Included activity: Private Boat Party

Day 3: Mykonos to Paros

We depart from Mykonos and sail towards Paros. Feel the breeze, get dazzled by the unparalleled beauty of Aegean sea and stop for a swim at a secluded bay. When we dock at Paros port get ready to explore the island with our Quad’s and experience first hand the Cycladic scenery. At night feel the Ancient Greek experience in Paros with our special costumes, taste the local cuisine, enjoy shisha with your new friends and then head for clubbing till dawn!

Optional activity: Quad Safari, Greek Night

Included activity: Toga Party

Day 4: Paros to Naxos

We depart from Paros and sail towards Naxos. When we dock at Naxos port you have free time to charge your batteries and walk around the island. Your tour manager will offer you an orientation walk in the old town. Tonight we will sleep under the stars next to a secluded bay!

Day 5: Naxos to Ios

Today we sail from Naxos to Ios and when we arrive we head straight to a secluded bay of the island and set our private BBQ party with lots of BOOZE, loud music, fun, free shot of ouzo and delicious local meat. Later on when we dock at the port of Ios our notorious bar crawl will start! Get drunk with free shots and refreshing cocktails!

Included activity: BBQ at a secluded bay

Day 6: Ios

Next morning we head to the hottest beach on the island, called Mylopotas*. The famous beach is full of young people, refreshing cocktails and hot sand. Brave enough to join the water sports? Peter will by our host there! Get ready to explore hidden caves, swim at azure blue waters and experience Ios like never before! Later on taste the famous traditional Greek cuisine by the sea, feel the vibe of the island and get ready for the second round of pub crawl at Ios! Let’s do this!

Round trip from Ios port to Mylopotas beach by public bus (3,6€ p.p)

Optional activity: Speed Boat safari & water sports

Day 7: Ios to Santorini

We depart from Ios and after sailing for a couple of hours, Santorini will arise for our eyes only! After our breakfast, it’s time to explore Santorini! This worldwide famous destination, honeymoon dream for couples around the world, reveals its secrets as our tour manager will show you the hidden gems of the island. On the day a bus tour is available, that will get you around the island. At night, watch the jaw-dropping sunset at Oia and take selfies for life! Tonight you will be back on our boats at around 22:00 to mingle with your new friends and start our beer pong tournament! Please keep in mind that our boats are “parked” at sea and we will embark with the help of our dingy!

Optional activity: Let’s go Santorini!

Included activity: Beer pong tournament

Day 8: Departure Day

Say goodbye to your new friends and take a last look of the breathtaking view of Santorini. All the good stories have always an ending… Maybe next year?


Checking price
Price From $ 339
Price Per Day: $ 42 per day
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Checking price
Start DateEnd DateDouble StandardAvailability 
Sep-22-2019Sep-29-2019$ 339Limited Reserve
Oct-06-2019Oct-13-2019$ 339Limited Reserve
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Check Current Availability, prices, specials with Sail in Greece.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

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184 Sail in Greece Travel Reviews & Ratings

4.5 out of 5 (100+ reviews)
Excellent 143
Great 24
Average 3
Disappointing 1
Terrible 13

Yolo Yachting - Mykonos to Santorini

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"Itinerary" and "inclusions" are completely irrelevant. We were promised a DJ, unlimited cocktails, free shots of ouzo, beach parties, boat parties. They did not deliver on ANY of these promises. The biggest joke was the "unlimited cocktails" which they explained on the boat meant we could bring unlimited alcohol on the boat (that we purchase ourselves).

Our first captain who brought his feral dog on board (who pooped on the deck and bit the guests) was kicked off after 2 days and replaced with another captain. The two captains needed an entire day to figure out the transition and left us on the boat with ZERO communication about what was happening.

We all got off the boat a day early after the Captain snapped an anchor and we floated seemingly aimlessly in the water while everything came crashing down from the walls/shelves as the boat rocked violently from side to side. The crew were running around frantically, crockery and glass was smashed everywhere, we all thought the boat was going to sink and we hadn't been briefed on any safety procedures and had no clue where the life jackets were.

This YOLO cruise was absolute chaos, Sail in Greece refused to acknowledge our complaints and have really shown themselves to be total scam artists.
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The islands visited are a must! Souvlaki was our fav meal of the day!

We and me crew of 5 joined Sail in Greece yolo cruise end of September. We were on Aiolos and our skipper Christos was funny as hell! Even if when we faced a small problem with our boat he made fun out of it and has all a great time! We were about to dock at Paros and for STILL!!! unknown reason sth happen to our anchor. He managed to fix it and was calm and confident the whole time! The islands visited are a must! Souvlaki was our fav meal of the day!
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Quality week!

Quality week with great people on Christo's boat! Perfect mix of chilling out, exploring, sailing and partying! The only down side is missing it when you go home!
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Most valuable and Definitely 5 stars.

Definitely 5 stars.The feeling of freedom when you feel the wind on your skin during a sail, sleeping on a deck under the open sky with myriad of bright stars, every evening discovering a new island, snorkelling at night - all of these was memorable and exciting.This holiday is about something different - it's about exploring and discovering something about the sea and yourself and your companions. for me that was the most valuable part of it
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Amazing week with amazing people

Amazing week with amazing people. Love the Greek islands and it was incredible to explore them on a yacht without spending thousands of pounds. I went with 4 friends from the UK and we were put on a boat with an amazing kiwi couple, Our skipper Christos was incredible, such a decent guy and he made us lovely breakfasts and lunch every day aswell as teaching a few of us how to sail. The week was so good, full of wild nights and chilled days but mainly full of diamond people. I'd reccomend this trip to anyone considering a yachting holiday.
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Island hopping with a yacht was best thing

Island hopping with a yacht was by far the best thing. The yacht life with Sail in Greece nailed it. New company but well organized and Ben, our leader was the person that you wanted to have! Knew all the bars, always calm and willing to answer even my silliest question. The BBQ was delicious and had so much fun at Paradise parties in Mekonos. Greek islands are a place the place see and thanks to Sail in Greece i had the best week of my life!
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Ship Description

Sail in Greece yachts are ideal for young travelers that are on a tight budget and they are willing to explore the Greek islands on our tours.

Our yachts operate exclusively on our YOLO yachting and can accommodate up to 10 people. Every cabin will have either 1 double bed or 2 bunk beds. In the middle you can find a cosy dining/kitchen salon where you can cook your meals, prepare your drinks or relax on the lounge. The kitchen is fully equipped with anything you will need and the fridge ready to welcome your drinks! You will have 2 shared bathrooms on board with showers. All our sailing yachts offer 3G wifi on board. You can spend plenty of time above deck as there is an outside lounge area or use our cushions for sunbathing. Board games will be available to play and keep the roll going! A rubber dinghy will be available to help you reach he shore, or try your jumping ability!

Our reservations team is working hard at the cabin allocation stage. We are trying to match all the travelers’ preferences and join the same gender individual travelers in the same cabins. If you are a group of friends you, or you wish to share the same cabin with another friend please email us and we will make it happen!

Our yachts can be hired and for private charter based on tailor made itineraries. For more info please email us: Our adventure is about to start, are you joining? See you on board...

Flights & Transport

Only ground transport

If you fly to Athens the cheapest way to arrive in either Mykonos or Santorini is to take a ferry from Pireaus port.

Local Flights

Local flights are not included. If you fly to Athens, then Ryainar flys to Santorini and other airlines fly to Mykonos. There is always the option of the normal ferry.

Group Size:

Small Group - 24 max

, our boats capacity varies from 12-24 passengers.

Solo Notes

If you travel SOLO there is no problem. SOLO goes YOLO. We will match you with another SOLO traveller. If you want your own private room it is 50% increase of the normal rate.


The Captain: Skipper Koulito

Born and raised in Greece, Koulito ( aka “Jack Sparrow”) has an accounting background, but his real passion is sailing! An experienced sailor, with a Yacht Master offshore license, brags more than 80,000 nautical miles solely in the Aegean Sea. Koulito is driven by his inner passion for discovering hidden gems of the Greece’s coastal waters and his stories from the past will dazzle you! As he usually says : “This is his Cyclades, you should come and see it once”. When he is not in the waters, you might “catch him” in a hidden spot of Greece taking photos like a paparazzi, as his second passion is photography!

Additional Information:

If you need any help with your flights or ferries please contact Sail In Greece and they are willing to help you.

Trip ID#:


Trip Excludes

  • Flights

  • Travel Insurance
  • Meals
  • Local transportation
  • Excursions

Meals Included:

7 Breakfasts and 7 Lunches

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