Where?
When?
2

Where to?

Traveling when?

Select departure month

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

2028

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

Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Southern Cyclades Cruise 2025

8 days
Start and end in Athens
5.0
5 traveler reviews

No departure dates available

No dates, no problem! Subscribe to our newsletter to receive:

  • Travel inspiration for similar adventures
  • Alerts of the newest adventure deals

By submitting this form, I agree to the TourRadar T&Cs and Privacy policy.

You have successfully subscribed to our newsletter, check your inbox!

It seems you have entered this contest already! Keep an eye on your inbox for the winner.

Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Partially Guided
Independent travel, featuring selected guided excursions
Low Intensity
Travelers can expect some light physical activities
Guided in English
Other languages on request: German
Group Size 20 - 41
Ages 8+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Piraeus

    Start point
    Pireas, Attica, Greece (port Piraeus, 20:00 - 22:00)
    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore Zea Marina and Mikrolimano harbours
    • Dine at waterfront cafes, restaurants and bars
    Landmarks
    Zea Marina
    Mikrolimano
  2. Day 2

    Milos

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Visit Sarakiniko beach
    • Explore picturesque fishing villages
    • Visit caves and mysterious catacombs
    • Visit Venus of Milo statue location
    Landmarks
    Sarakiniko Beach
  3. Day 3

    Serene Mountainous Island

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Explore cliff-top towns
    • Visit deserted beaches
    Itinerary Image 1
  4. Day 4

    Santorini

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Climb 687 steps to the edge of the caldera
    • Visit Fira, the capital of Santorini
    • Experience Santorini sunset
    • Visit multicoloured beaches with volcano sand
    Landmarks
    Fira
    Santorini Caldera
    Itinerary Image 1
  5. Day 5

    Astypalaia

    Meals
    Breakfast, Lunch, Dinner

    Included Activities

    • Use of kayaks, windsurf boards, fins and masks for snorkeling

    Optional Activities

    • Visit Venetian Castle in Chora
    • See traditional windmills
    • Visit Kaminakia beach by tourist boat and try boiled goat stew
    • Visit Vatses beach with cave
    Landmarks
    Venetian Castle, Chora
    Kaminakia Beach
    Vatses Beach
    Itinerary Image 1Itinerary Image 2
  6. Day 6

    Ios

    Meals
    Breakfast, Lunch, Dinner

    Included Activities

    • Use of kayaks, windsurf boards, fins and masks for snorkeling

    Optional Activities

    • Swim and relax at golden beaches
    • Explore narrow cobblestone alleys and cliff-top villages
    • Experience Ios nightlife and bars
    Itinerary Image 1
  7. Day 7

    Serifos

    Meals
    Breakfast, Lunch, Dinner

    Optional Activities

    • Walk picturesque trail from Livadi port to Hora
    • Visit Castle complex in Hora
    • Visit Town Hall and Square of the Windmills
    • Explore Archaeological Collection
    • Visit Church of Evangelista
    • Visit rock-carved Church of Agios Ioannis Theologos
    • Visit Lighthouse of Serifos
    Landmarks
    Church of Agios Ioannis Theologos
    Lighthouse of Serifos
    Castle complex, Hora
  8. Day 8

    Athens and Disembarkation

    End point
    Pireas, Attica, Greece (port Piraeus, 08:00 - 08:00)
    Meals
    Breakfast

    Optional Activities

    • Explore Athens city
    • Visit Piraeus area
    Landmarks
    Zea Marina
    Mikrolimano
Want to read it later?

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

What's Included

Expand All
  • Accommodation
  • Guide
  • 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
  • Additional Services

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

50%

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.

Reviews from other tours by Running On Waves

  • Igor
    May 9th, 2025
    5.0
    cozy tour that i would like to repeat next year
  • Tobias
    February 18th, 2025
    5.0
    Had a wonderful time aboard back in September 2024 on the Authentic cruise. Craving to join either one of the bike...
    Show more
  • Constance
    September 10th, 2024
    5.0
    A great small ship experience. Wonderful food, attentive staff, very clean accommodations. The staff went out of...
    Show more
Can’t find the answer to your question?

No departure dates available

No dates, no problem! Subscribe to our newsletter to receive:

  • Travel inspiration for similar adventures
  • Alerts of the newest adventure deals

By submitting this form, I agree to the TourRadar T&Cs and Privacy policy.

You have successfully subscribed to our newsletter, check your inbox!

It seems you have entered this contest already! Keep an eye on your inbox for the winner.

Plan your adventure:

Good to Know

Tour ID: 268928

  • 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 April 20th, 2026 a full payment is necessary. For tours departing after April 20th, 2026, 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.

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

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

2028

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