Sailing & Hiking in the Cyclades 8 days

8 days
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Small Group Tour
Sail to the most unknown corners of stunning Cyclades Islands such as Kea, Kythnos, Syros and Serifos and walk in the footsteps of the ancients along beautiful trails. Our top of the range boats are navigated by qualified skippers, who are eager to share their regional knowledge with you. Whether you’re an experienced sea and land adventurer or it’s your firs...
$1,344
From$1,112
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Overview

Trip type
Small Group Tour
Lodging level
Standard - 3 star
Physical level
Strenuous
Trip pace
Balanced schedule

Highlights

    • Visit to Kea. Fertile and green, Kea is hikers’s paradise
    • Hike around Loutra in Kythnos, where you will discover hidden centuries-old castles
    • Explore the western part of Syros hiking
    • Visit to Serifos island, an integral part of Greek mythology
    • Visit to island of Kythnos from where you can admire this unique natural phenomenon
    • Opportunity to enjoy being on the water at the Lavrio while taking in the dreamlike experiences

What's this trip about?

    Sail to the most unknown corners of stunning Cyclades Islands such as Kea, Kythnos, Syros and Serifos and walk in the footsteps of the ancients along beautiful trails. Our top of the range boats are navigated by qualified skippers, who are eager to share their regional knowledge with you. Whether you’re an experienced sea and land adventurer or it’s your first time, you’ll enjoy a unique, multi-level experience in the Aegean Sea. Connect with like-minded travelers as you sail on our steadfast mono-hull boats, navigating yourself or simply kicking back to bask in the sun whilst enjoying the caresses of the Aegean winds.

Details

Itinerary focusActive and Outdoor Sports
Group sizeIntimate group - max of 10 people
Age rangeUp to 18 years
Flights and transport
Start CityKea
End CityAthens

Travel Themes

  • Hiking & Walking
  • Sailing

Destinations

Activities

  • Hiking
  • Nature
  • Sailing
  • Wine Tasting

Min Group Size

  • Min Group Size: 2

Max Group Size

  • Max Group Size: 10

Trip includes

    • Accommodation (sailing boat in double or twin bed cabin with en-suite bathroom)
    • 7 breakfasts on-board
    • 6 lunches on-board
    • Guided hiking by expert hiking guide in Kea, Kythnos, Syros and Serifos
    • 2 SUPs on-board (Stand up paddle boards)
    • 2 single timed transfers from/to Athens International Airport

Itinerary

Day 1: Kea

Welcome to this unique adventure to the Cyclades! Our team, will be waiting to greet you at Lavrio port and guide you to your sailing yacht. Upon arrival onboard you will receive a thorough briefing by your skipper covering all operational and life-on-board aspects of...

Day 2: Kythnos/Loutra

Kalimera! After a hearty breakfast it’s time for an invigorating hike along ancient footpaths through flower-carpeted valleys and ancient ruins, walking in the footsteps of travelers who have been visiting Kea since the 17th century.

After a dip at one of Kea’s...

Day 3: Syros

After breakfast and taking advantage of the cool morning air, your hike will take you around the striking, arid countryside around Loutra in Kythnos, where you will discover hidden centuries-old castles, quaint whitewashed churches and other sites while coming across ...

Day 4: Syros

Start the day in Syros with a sun salutation to gather your energy for the day’s events, as today you will explore the western part of Syros hiking. For those who prefer to stay and relax in Foinikas, our expert guides will be more than willing to suggest alternative ...

Day 5: Serifos

First thing in the morning it’s off to Serifos island, an integral part of Greek mythology, since its name is associated with two of the most famous mythical heroes: Ulysses and Perseas. You can mull over this yarn and other local legends whilst sipping a traditional ...

Day 6: Kythnos/Kolona

The next stage of the trip takes you back to Kythnos, but this time on the western side to the gold-sanded beaches of Kolona, which are basically the edges of a narrow bar connecting the main island of Kythnos to the islet of Agios Loukas.

The amazing loop hike...

Day 7: Lavrio

Good morning Kythnos! Today is your last swim with us on the Greek islands before you set sail on the last leg of your trip back to Lavrio port. Spending your final night on board offers a great opportunity to enjoy being on the water to the max while taking in the dreamlike experiences of the past week and enjoying dinner and no doubt a few glasses of wine!

Day 8: Trip end

Single timed transfer to the Athens International Airport

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Dates & Availability

Price From $1,112
Price per day$139
Single supplement (single occupancy)$720
Last Updated: 1/20/2025

Check Current Availability, prices, specials with Personality Journeys.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

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.

Personality Journeys Reviews & Ratings

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Other Personality Journeys Reviews

J

Jacky

Sep 2019

Personality Journeys Company Reviewsby Personality Journeys

a week we will never forget!

Dimitris was everything we could have looked for in a travel agent. Following the parameters we laid out for him, he provided us with the absolute best options for o...

J

Jeremy

Apr 2019

Personality Journeys Company Reviewsby Personality Journeys

Fantastic Trip

We have just finished the “Sail the Cyclades islands 5 days”. It was a fantastic trip with a great balance between sailing, beautiful hiking, and great food. Andreas...

M

Martin

Sep 2017

Personality Journeys Company Reviewsby Personality Journeys

Fabulous!

2 of us spent five days sailing, hiking, relaxing, paddle boarding, eating 'pastitsio', and having fun with Alex and George our wonderful guides.. couldn't have aske...

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Tour Operator

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Logistics

What's excluded

    • Travel insurance (required)
    • Entrance tickets to cultural places of interest
    • Beverages
    • Miscellaneous expenses souvenirs etc.
    • Gratuities (optional)

Accommodation

Cancellation policy

If you have to cancel your trip for any reason, you are entitled to a refund of the following amounts: Number of days prior to your trip:

  • More than 240 days, 100% refund of your deposit
  • Between 61 and 239 days 50% refund of your deposit
  • Between 31 and 60 days 40% refund of your trip’s cost
  • Between 0 and 30 days 100% cancellation fee
Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Age Requirements
Up to 18 years
We require our participants to be above 18 years old. In the case of families we offer private sailing/hiking trips with no age limitation.
Additional Information
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Trip ID
person-SaiHikCyc

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