Sailing Greece - Athens to Santorini - 15 Days



Who is this trip for
Genders
- Female50%
- Male50%
Average age
Start / End
- Athens
- Firá
Physical rating
Group size
1 - 10Meals included
0Highlights
- 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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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 availableLocal Guide
GuidedThis 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 £2,233Jul 26
from £2,449Aug 26
from £2,449Sep 26
from £2,302
- Save 2%Sat 2 May 2026 > Sat 16 May 2026Guaranteed DeparturePay Monthly£2,279Best offer£2,233Book for£250 today, pay the rest later
- Save 2%Sat 23 May 2026 > Sat 6 Jun 2026Guaranteed Departure6+ spaces of 10 leftPay Monthly£2,279Best offer£2,233Book for£250 today, pay the rest later
- Save 2%Sat 30 May 2026 > Sat 13 Jun 2026Guaranteed Departure6+ spaces of 10 leftPay Monthly£2,279Best offer£2,233Book for£250 today, pay the rest later
Customer reviews & ratings
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 VerifiedAmazing 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.
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