Switch to the app and book faster and easier!

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
From
US $769 per person

Sail the Cyclades Island Hopping Southeast of Athens

8 days
•
Start and end in Athens
5.0 (3 reviews)
From
US $769 per person
+ $334 Boarding cash box

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Pay only 25% today. The rest is due 70 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:
Sailing
Catch the wind and set sail for new horizons
Fully Guided
An experienced guide will be with you for the entire tour
Medium Intensity
Travelers should be comfortable with somewhat-demanding activities
Guided in German
Group Size 5 - 10
Ages 20-40

Explore our featured adventures

TourRadar earns higher commission on featured adventures here.

Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Athens/Lavrio

    Athens/Lavrio

    Included Activities

    • Meet crew and fellow travelers at harbor
    • Grocery shopping for the week
    • Yacht check-in and orientation

    Optional Activities

    • Discuss sailing preferences with skipper
  3. Day 2

    Kea

    Kea

    Included Activities

    • Sailing to Kea
    • Explore Kea island
    Landmarks
    Kea
  4. Day 3

    Serifos

    Serifos

    Included Activities

    • Sailing to Serifos
    • Beach exploration
    • Swimming in turquoise waters
    Landmarks
    Serifos
  5. Day 4

    Milos

    Milos

    Included Activities

    • Sailing to Milos
    • Explore island attractions

    Optional Activities

    • Visit catacombs
    • View Venus of Milos statue location
    Landmarks
    Milos
  6. Day 5

    Sifnos

    Sifnos

    Included Activities

    • Sailing to Sifnos
    • Beach exploration
    Landmarks
    Sifnos
  7. Day 6

    Kithnos

    Kithnos

    Included Activities

    • Sailing to Kithnos
    • Visit picturesque villages
    • Stroll through narrow streets

    Optional Activities

    • Visit hot springs
    Landmarks
    Kithnos
  8. Day 7

    Athens/Lavrio

    Athens/Lavrio
    Meals
    Dinner (Farewell dinner with crew)

    Included Activities

    • Sailing return to Athens/Lavrio
    • Final dinner with crew
  9. Day 8

    Departure

    Departure

Want to read it later?

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

What's Included

Expand All
Automatic translation available in English. View in English
  • Accommodation
  • Guide
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Insurance
  • Meals
  • Optional
  • Additional Services

Operated by

sailwithus

Rating
4.8 (12 reviews)
Response time
within 2 days
Response rate
80%
Cancellation policy
Learn more

Traveler Reviews

5.0
Overall rating based on 3 Reviews
  • Itinerary
    5.0
  • Transport
    5.0
  • Guide
    5.0
  • Accommodation
    5.0
  • Food
    5.0
  • 4.8

Sort by

Most recent
Most popular
Highest first
Lowest first

Sort by

Most Recent
Most Popular
Highest First
Lowest First
  • Co
    Co5.0•September 2025
    The sailing trip with sailwithus in September in Greece was an unforgettable experience. The combination of...
    Show more
    Traveled in September 2025
  • Maria5.0•September 2025
    It was amazing! We could choose where to go and what to do with the skipper, and it was just perfect. It wasn't a...
    Show more
    Traveled in September 2025
  • Taylor
    Taylor5.0•June 2024
    This sailing tour was quite possibly one of the most unique experiences of my life. I would highly recommend to...
    Show more
    Traveled in May 2024

Sign up or log in to access your TourRadar+ savings

Dates & Prices

Select departure month

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
Hurry, deals only available for a limited time!
Ends in2d2h44m19s
  • From Saturday
    20 Mar, 2027
    To Saturday
    27 Mar, 2027
    German
    From:
    US$769 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    27 Mar, 2027
    To Saturday
    3 Apr, 2027
    German
    From:
    US$836 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    3 Apr, 2027
    To Saturday
    10 Apr, 2027
    German
    From:
    US$836 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    10 Apr, 2027
    To Saturday
    17 Apr, 2027
    German
    From:
    US$836 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    17 Apr, 2027
    To Saturday
    24 Apr, 2027
    German
    From:
    US$836 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    24 Apr, 2027
    To Saturday
    1 May, 2027
    German
    From:
    US$881 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    1 May, 2027
    To Saturday
    8 May, 2027
    German
    From:
    US$881 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    8 May, 2027
    To Saturday
    15 May, 2027
    German
    From:
    US$881 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    15 May, 2027
    To Saturday
    22 May, 2027
    German
    From:
    US$936 per person
    Price based on Shared Room
    Boarding cash box
    $334
  • From Saturday
    22 May, 2027
    To Saturday
    29 May, 2027
    German
    From:
    US$970 per person
    Price based on Shared Room
    Boarding cash box
    $334

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
    • Unlock exclusive TourRadar+ member savings

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

More benefits

What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
We couldn't find results
Try a different search term or ask a question to this adventure's experts
  • K

    Kyle

    Asked on January 4th, 2026

    I see on this website that this sailing tour is in German. Does that mean that English speakers are not invited?

    Tour Details
    • sailwithusOperator•Written January 2026

      We have this international trips available: 30.05. - 06.06.26 Youngline International Palma, Spanien. 06.06. - 13.06.26 Youngline International Athens Peloponnes, Griechenland

  • N

    Nancy

    Asked on January 3rd, 2026

    We would like to book a one-week sail trip. This would be our first sailing experience, and we're keen to learn and discover what it's like. We are a couple, both 32 years old, and looking for a trip that fits well with beginners while still being an authentic sailing experience. What would you recommend for us?

    Age Range
    Tour Details
    • sailwithusOperator•Written January 2026

      For Saturday, 25 April 2026, we can recommend a beginner-friendly week in Greece (Peloponnese). It's a great area to learn the basics (sailing, simple maneuvers, life on board) while still having a proper sailing adventure with beautiful anchor bays and harbor towns. Do you prefer a trip where the onboard language is German or English? German-speaking trips are available on 25 April. Our more international / English-speaking trips usually start from end of May onwards.

  • H

    Hannah

    Asked on July 11th, 2025

    I would be turning 80 years old in August. Are you maintaining a cancellation list for shared cabin this Athens-Mykonos-Athens trip?

    Age Range
    Tour Details
    • sailwithusOperator•Written July 2025

      We do not have a Athens-Mykonos-Athens gulet cruise. We use normal sailing boats or 4cabin catamarans. Also, unfortunately the age difference is a bit too high.

  • C

    Carlos

    Asked on June 12th, 2025

    I am 53 and very active... can I join the sailing trip? I also speak greek/ English and I have a sailing license and can help out.

    Age Range
    Tour Details
    • sailwithusOperator•Written June 2025

      You can join our "forever young" sailing trip starting at age 40. It is open for everyone, but the main board language is german. Of course everyone speaks english these days but especially when doing maneuvers it could be challenging. I just want to point this put to give you clear expectations. Is this okay for you?

  • J

    Jan

    Asked on May 17th, 2025

    What are the accomidations like, bed size etc? Is it shared. What is the bathroom/shower situation? How does food work on the yacht? What are the full expected costs? How many other people are there? What is electricity like on the yacht?

    Accommodation
    Group size
    Meals
    Tour Details
    • sailwithusOperator•Written May 2025

      Each guest sleeps in their own cabin, which is typically shared if you book as a pair. Solo travelers are paired with another person of the same gender in a double cabin. Beds are usually double-sized berths (not quite as wide as a regular double bed, but cozy). Bathrooms (toilets and showers) are shared among the guests on board – usually 2 to 3 bathrooms per yacht, depending on the size. Food is self-organized – we all pitch in together. Usually, we take turns cooking, and sometimes we stop at ports to eat at local restaurants, depending on everyone's preferences and budget. Meals on board are fun, social, and part of the whole sailing experience! During high season, the cost is around €870 per person. In addition, you should plan for a shared onboard budget of €200–300 for the week. We usually sail with yachts that have 3 to 6 cabins, so in total, that's about 6 to 12 people on board. Most trips are with 8 to 10 guests. There is electricity on the boat! When we're docked in a marina, the yacht can be plugged into shore power, so you can charge devices just like at home. While sailing or anchored, power comes from the boat's batteries, charged by the engine or solar panels. You can still charge phones and smaller devices via USB or 12V outlets, but high-energy devices like hairdryers usually only work when docked and connected to shore power.

  • H

    Helen

    Asked on April 5th, 2025

    I'm interested in booking my spot. I have a few questions: 1. What type of sailing boat do you operate and what are the sleeping arrangements? Do I get a cabin to myself as a solo traveler or is it a sharing cabin? 2. Typically what are the ages of the groups on your trips?

    Accommodation
    Group size
    Tour Details
    • sailwithusOperator•Written April 2025

      We have different sailing trips regarding age. Our 'Youngline' trip is for everyone till the age of 39. And our 'Forever Young' trip starts at age 40. We try to have balanced crews with similar ages and gender distribution. You share the cabin with a person of the same sex. It is possible to book a single cabin with a 90% surcharge. We normally sail with 4 cabin yachts, so with around 8 people on one boat.

    • H

      Helen

      Traveler•Written April 2025

      What would be the cost if we were to fill one yacht with the same or similar itinerary in JULY/AUGUST? Interested in the Evia, Poros, Kea, Serifos, Sifnos route.

    • sailwithusOperator•Written April 2025

      We can organize a whole yacht from 3 cabins (6 beds) up to 6 cabins (12 beds). Prices vary by exact week. As an orientation: a 3 cabin yacht starts at 4.900€ at the beginning of July.

    • H
      2 more answers
  • A

    Andy

    Asked on June 21st, 2024

    Will there be a way to get to the shore and enjoy the shore while other travelers swim?

    Tour Details
    Travel Support
    • sailwithusOperator•Written June 2024

      Yes there is a way we can work this out. Your friend can be either dropped of with the sailing-yacht on the shore or he can take the small motorboat (Dingi) to the shore.

  • M

    Marina

    Asked on June 1st, 2024

    what boat looks like? Boat features/ Boat specifications - rooms? shared? - Any photos?

    Accommodation
    Tour Details
    • sailwithusOperator•Written June 2024

      we sail on Elan 45 or Kufner 50 for example. The room is shared with another female person

Can’t find the answer to your question?
Reach out to the experts at sailwithus with your enquiry, they usually respond within 2 days.

Good to know

Tour ID: 215291

The practical details for your trip across Greece: money, plugs and flexible ways to pay, all in one place.

Have a question? Chat with a travel expert

  • Pay in installments

    Spread the cost in interest-free biweekly installments of $29.

  • Deposit only

    Book now with just a 25% deposit. The remaining balance is due 70 days before departure.

  • € - Euro

    You’ll encounter Euro in Greece.

  • Plug types C, F

    You’ll need an adapter for these sockets in Greece.

  • Currency

    €
    Euro

    Greece

  • Plugs & adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for types C, F.

    • Type C

      Used in Greece

    • Type F

      Used in Greece

  • Visa

    Whether you need a visa depends on your nationality and how long you stay. We can’t process visas for you, but here’s a quick indication for this trip.

    This is only an indication. Visa rules depend on your passport, trip length and purpose. Always confirm with the official embassy or consulate before you travel.

  • Payment information

    Pay now
    A 25% deposit
    Balance due
    70 days before departure
    Installments
    Interest-free, every two weeks
    Currency
    USD
    Booking fee
    None

    Book now with just a 25% deposit and pay the rest later. The remaining balance is due 70 days before departure, charged automatically to your card, or you can split it into interest-free biweekly installments of $29 at checkout. Everything is charged in USD, and TourRadar never adds a booking fee. Any trip departing before January 17th, 2027 will need to be paid in full at checkout.

    Accepted for sailwithus tours

    • Visa
    • Maestro
    • Mastercard
    • American Express
    • PayPal

    TourRadar does NOT charge you an extra fee for using any of these payment methods.

  • Cancellation Policy

    Cancellation terms may vary per tour. Please check for the full cancellation policy here.

    Checking the cancellation terms for this tour…

    Your money is protected. TourRadar is an authorized agent of sailwithus, and we handle payments so you don’t have to. Payment is securely transferred to the operator based on your departure date.

  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

    Checking which travel protection options are available for you…
  • Best price guarantee

    Found a lower price for the same tour elsewhere? We work directly with every tour operator, so we can match it.

    How it works

    1. Find a lower price

      Spot the same tour cheaper on another site or agency.

    2. Send us the quote

      Contact us before you book.

    3. We match it

      If the quote qualifies, you book with us at that price.

    Your quote needs

    • Same tour and operator
    • Same start and end dates
    • Same number of travelers
    • Same inclusions and destinations
    • Same booking and cancellation terms, in the same currency
    • A link to the site or agency offering it

    What doesn’t count

    • Quotes issued more than 24 hours ago
    • Cash back or loyalty program rebates
    • Itineraries that are similar but not identical
    • Similar tours run by a different operator
    • Bookings already confirmed on TourRadar

    Every new booking also counts toward your , which unlocks extra savings.

  • 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.

From
US $769 per person
+ $334 Boarding cash box

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select departure month

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Pay only 25% today. The rest is due 70 days before departure. Learn more

Best price guarantee Learn More

Plan your adventure:

Earn while you share

With TourRadar RISE, you can earn commission when someone books a tour through a link you share — like this one.

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