From
NZ $8,679 per person

Southern Cyclades Sailing Cruise 2026

8 days
•
Start and end in Athens
5.0
1 traveler review
  • A sailing ship in the open sea under a clear sky.
  • A coastal cliffside village in the Greek islands, likely Folegandros.
  • A hill with white houses and a church at the top, likely Astypalaia, Greece.
  • A Greek island coastline with azure waters and scattered houses.
    View all

  • cozy tour that i would like to repeat next year.

    Southern Cyclades Sailing Cruise 2026 reviewer 1
    Igor, traveled in May
    5.0
  • Iconic view of Santorini at sunset with white houses and a windmill.
  • A scenic view of Ios, Greece with white buildings overlooking the sea.
    View all
From
NZ $8,679 per person
+ $799 Port fee per guest

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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Plan your adventure:
Operator
Running On Waves
Sailing
Catch the wind and set sail for new horizons
Group Tour
Join a group and forge lifelong friendships
Partially Guided
Independent travel, featuring selected guided excursions
Low Intensity
Travelers can expect some light physical activities
Guided in English
Group Size 20 - 41
Ages 8+

Places You’ll See

  • Athens
    Athens
  • Folegandros
    Folegandros
  • Santorini
    Santorini
  • Ios
    Ios
Image of a map showing the route of the tour

Highlights

  • Explore the bustling port city of Piraeus
  • Discover the colorful landscapes of Milos
  • Climb the caldera in Santorini for stunning views
  • Unwind on the secluded beaches of Astypalaia
  • Experience the vibrant nightlife of Ios

Itinerary

View Full Itinerary
  1. Introduction
  1. Day 1 Embarkation at port Piraeus
  2. Day 2 Milos
  3. Day 3 Folegandros
  4. Day 4 Santorini
  5. Day 5 Astypalaia
  6. Day 6 Ios
  7. Day 7 Serifos
  8. Day 8 Athens
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Download this tour’s PDF brochure and start tour planning offline

What's Included

Expand All
  • Accommodation
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

What's Not Included

  • Flights
  • Insurance
  • Optional

Operated by

Running On Waves

5.0
(5 reviews)

Number of tours

15

Age Range

8 to 99 years old

Response time

within 3 days

Response rate

100%

Our Ship-owning company owns and operates a 64-meter-long three-mast luxury...

Read more

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • Overall Rating
    Excellent
    5.0
  • Itinerary
    Excellent
    5.0
  • Guide
    Excellent
    5.0
  • Transport
    Excellent
    5.0
  • Accommodation
    Excellent
    5.0
  • Food
    Excellent
    5.0
  • Tour Operator
    Running On Waves
    5.0
  • Southern Cyclades Sailing Cruise 2026 reviewer 1
    · May 9th, 2025
    cozy tour that i would like to repeat next year
    Trip date: May 2025

Dates & Availability

Select departure month and travellers

Select Date

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
  • Instant Confirmation
    From Saturday
    20 Jun, 2026
    To Saturday
    27 Jun, 2026
    English
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
    NZ $8,679 per person
    Multiple Room Types
    Port fee per guest
    $799
Want to read it later?

Download this tour’s PDF brochure and start tour planning offline

Why book with TourRadar?

    • Trusted and vetted operators
    • Rated excellent on
    • Best price guarantee
    • 24/7 customer support
    • Earn $100 in travel credits
    • Free eSim with every purchase

    To protect your payment and ensure your booking will be processed in Australia, never transfer or communicate outside of the TourRadar website or app.

More benefits
Can’t find the answer to your question?
From
NZ $8,679 per person
+ $799 Port fee per guest

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 308353

  • Currency
    €
    Euro
    Greece
  • Plugs & Adapters

  • Vaccines
    • These are only indications, so please visit your doctor before you travel to be 100% sure.
    • Hepatitis A - Recommended for Greece. Ideally 2 weeks before travel.
    • Hepatitis B - Recommended for Greece. Ideally 2 months before travel.
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before December 24th, 2025 a full payment is necessary. For tours departing after December 24th, 2025, a minimum payment of 25% is required to confirm your booking with Running On Waves. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 60 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Running On Waves will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Running On Waves" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2025

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
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Dec