Sailing Greece - Athens to Santorini - 15 Days

From £2,233£149 per day Save 2%

Who is this trip for

Genders

  • Female50%
  • Male50%

Average age

44
16 Min100 Max

Start / End

  • Athens
  • Firá

Physical rating

3/5

Group size

1 - 10

Meals included

0

Highlights

  • Relax on white-sand beaches and swim in brilliant turquoise water
  • Test your hand at sailing or just relax on the deck
  • Wander through whitewashed villages
  • Taste traditional Greek food and wine
  • Hike to spectacular viewpoints

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Uncover insider tips, see a packing list and view a detailed itinerary and accommodation information.

Summary

There are truly no bad options when you're exploring Greece’s stunning islands aboard our all-new, state-of-the-art 56 ft yacht. Walk around ancient archaeological sites or tavern-lined harbours, sit down at a traditional Greek restaurant to sample a myriad of flavourful cuisine and wine, or stroll along the streets of whitewashed towns. After all that your feet might need a rest, so prop ‘em up on Mykonos’ beautiful beaches or relax on deck.

Itinerary

  • Day 1

    Athens

    Arrival day. Join the group at 5pm for a welcome meeting and safety briefing before beginning the sailing journey to Mykonos. Enjoy a night cap on the boat, or head out to explore Athens by night.

  • Day 2

    Athens/Northern Cyclades

    While in the Cyclades, stroll through the markets of Syros, finding countless treasures and must-grab deals along the way. Visit the stone lion on Kea and make sure to stop in at a family-owned silver shop before watching the sunset. Kythnos offers a special treat of seeing the sunrise while soaking in local hot springs.

    Another favourite among travellers is a stopover in Hydra. Take a local “taxi” (donkey ride) to see the sights of this charming island where there are no cars allowed. It’s not hard to see why Hydra has inspired painters and writers the world over.

    Gaze at the churches and temples of Aegina, immersing yourself in history. Wander through the local fish market to truly appreciate your meal at the tavern.

  • Day 3

    Northern Cyclades

    Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you’re looking for. We follow the desires of the group and tailor the sailing experience to provide each group a quality journey while on board. Possible Island stops include: Syros, Kea, Kythnos, Hydra, Aegina.

  • Day 4

    Northern Cyclades

    Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you’re looking for. We follow the desires of the group and tailor the sailing experience to provide each group a quality journey while on board. Possible Island stops include: Syros, Kea, Kythnos, Hydra, Aegina.

  • Day 5

    Northern Cyclades

    Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you’re looking for. We follow the desires of the group and tailor the sailing experience to provide each group a quality journey while on board. Possible Island stops include: Syros, Kea, Kythnos, Hydra, Aegina.

  • Day 6

    Northern Cyclades

    Flexible itineraries give your experienced skippers the opportunity to showcase all the hidden gems you’re looking for. We follow the desires of the group and tailor the sailing experience to provide each group a quality journey while on board. Possible Island stops include: Syros, Kea, Kythnos, Hydra, Aegina.

  • Day 7

    Northern Cyclades/Mykonos

    Celebrate upon arrival to Mykonos by visiting the local windmills and enjoying a cocktail on a veranda overlooking Little Venice. The beaches and nightlife add excitement to the picturesque island.

  • Day 8

    Mykonos

    Spend the day exploring Mykonos and meet back at 5pm for an important group meeting with your new Chief Experience Officer (CEO), skipper, and the other group members.

  • Day 9

    Mykonos/Cyclades

    While in the Southern Cyclades stroll through the "most elegant square in Greece" in Syros. Head out on an optional all-day adventure to discover the best Naxos has to offer: the Temple of Dimitra, a microbrewery, views of Mt Zeus, and a fresh meal at a local tavern.

    Uncover the beauty of the Venetian ruins in Paros before going cave exploring in Antiparos. While on Ios relax on famous Manganari beach and don't forget to visit Homer's tomb. Walk and hike through the trails and paths of Sifnos before stopping at a local ceramic workshop.

    No trip is complete without wandering around the breathtaking cliffside city of Hora, enjoy cocktails while the sun sets over the whitewashed buildings that scatter the landscape.

    On arriving in Santorini, enjoy the white-washed village scenes of this volcanic, paradise island. Be sure to catch a spectacular sunset in the evening.

  • Day 10

    Southern Cyclades

    Possible island stops include: Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros. The order of stops over the next few days will be weather dependent.

  • Day 11

    Southern Cyclades

    Possible island stops include: Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros. The order of stops over the next few days will be weather dependent.

  • Day 12

    Southern Cyclades

    Possible island stops include: Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros. The order of stops over the next few days will be weather dependent.

  • Day 13

    Southern Cyclades

    Possible island stops include: Naxos, Paros, Antiparos, Ios, Sifnos, Folegandros. The order of stops over the next few days will be weather dependent.

  • Day 14

    Santorini

    Arrive at Santorini Island.

  • Day 15

    Santorini

    If you would like extra time in Santorini after your sailing journey is finished, we recommend booking extra time on the island.

What's Included

  • Accommodation

    5 twin/double bed cabins with en suite or shared facilities

  • Meals

    Breakfasts: 0, Lunches: 0, Dinners: 0

    Vegetarian options are available on all meals throughout the adventure.

    Vegetarian options available

  • Local Guide

    Guided

    This adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.

  • Wifi

    Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.

Dates & Prices

  • May 26

    from £2,233
  • Jul 26

    from £2,449
  • Aug 26

    from £2,449
  • Sep 26

    from £2,302
  • Save 2%
    Sat 2 May 2026 > Sat 16 May 2026Guaranteed Departure
    Pay Monthly
    £2,279Best offer£2,233Book for£250 today, pay the rest later
    Solo Room from +£2,081
  • Save 2%
    Sat 23 May 2026 > Sat 6 Jun 2026Guaranteed Departure
    6+ spaces of 10 leftPay Monthly
    £2,279Best offer£2,233Book for£250 today, pay the rest later
    Solo Room from +£2,081
  • Save 2%
    Sat 30 May 2026 > Sat 13 Jun 2026Guaranteed Departure
    6+ spaces of 10 leftPay Monthly
    £2,279Best offer£2,233Book for£250 today, pay the rest later
    Solo Room from +£2,081

Customer reviews & ratings

(4.76 out of 5)
Based on 50 reviews
  • Very pleasant and well designed trip led by experienced skipper who made us felt like home in a relaxed yet active schedule. I had a great time on and off board. From personal experience throughout the sailing tour from Athen to Santorini

    Tse Chieh (Jeff) Oct, 2024 Verified
  • Amazing experience! Sailing together through the Cyclades starting in Athens as strangers and arriving in Santorini as friends. Our skipper showed us the best places to visit but also it turned out to be a fantastic foody tour! Highly recommended and would immediately join the crew again. Amazing trip, fantastic places for snorkeling, swimming, eating. Great skipper.

    Petra Oct, 2024 Verified

Essential trip information

Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.

  • Anna's profile
  • Petra's profile
  • Livvy's profile

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