What are the demographics for this sailing trip? Is it mostly families? couples? retirees? My friend and I are both in our 30s and want to understand the current makeup of other passengers.

The average ages that usually join our tours are 40's-50's and they are travellers who appreciate nature, love the sea (i.e swimming, board paddling), enjoy tranquility and local food, cultural tours on islands and definitely don't throw a party on board! But, if you're looking for a little fun, that's something that you can experience on the islands we will disembark on.

What is included in the standard yacht sailing package?

The standard yacht sailing package includes yacht charter, skipper, tour leader, cleaning fee, fuel, port fees, water and electricity costs, all breakfasts and some lunches, liability insurance, bed linen and towels (one set per person), and taxes.

What is not included in the sailing package?

A few lunches and dinners are not included in the sailing package. It's recommended to budget for simple meals from local supermarkets or bakeries during the tour.

Am I able to help sail the boat (sails, anchorage, steering at the helm) or are we just Along for the ride?

It sounds great that you have an ASA Sailing Certification and you will be more than welcomed if you wish to help our captain on board. Please note that normally that's not mandatory and the tours we offer are basically for entertaiment and relaxation. Kindly be informed that the captain is on charge for any damage and group's safety, so we all follow strictly his instructions on board.

Could you kindly advise which of the 2 departures has more guaranteed chance of departure? What's the best discount you can offer for the single occupancy? And what is included and what is not included? Do we have our own toilet bathroom in our cabin? Do we have internet on the catamaran? How big is the cabin? Could you kindly show the picture of a cabin? Where is the boarding port / leaving port?

There is an ensuite private bathroom in your cabin. There is no wifi on board, so if you wish to include it there is an extra charge of 70€ in total for the whole week. Otherwise, you will be able to find wifi spots on the islands. The boarding/leaving port will be Alimos Marina, Alimos (10 km south of the center of Athens).

Is there a security deposit required for yacht charter?

Yes, a fully refundable security deposit is required at the time of embarkation, the amount may vary depending on the yacht. It is refunded at the end of the charter unless there is damage caused to the yacht.

Is travel insurance required for joining a sailing tour?

Travel insurance is not mandatory but is strongly recommended for coverage against unforeseen events like illness, robbery, or document loss during travel.

Do you have anything available for solo travelers? I would like to spend June & July 2025 in and round the Greek Islands. Im 61 and healthy.

Since you are a solo traveller, you can choose your own cabin in the boat to have your own space because the rooms are small due to boat construction.

How does the yachting industry in Greece operate?

Sailing charters in Greece typically run on a week-long basis, starting and ending on Saturdays. Yachts must return to base the evening before the last day.

Are there specific recommendations for places to visit in Greece after the yacht tour?

Tour operators can provide recommendations for additional travel within Greece, including popular destinations like the Peloponnese peninsula and cultural sites like Meteora.

From

NZ $4,604

Cyclades Luxury Sailing Adventure (Catamaran)

8 days

•

Start and end in Athens

4.7

3 traveler reviews

View all
Trip was amazing and defiantly the trip of a lifetime. HIGHLY recommended.
KB
Kimberly, traveled in September
5.0
View all

Cyclades Luxury Sailing Adventure (Catamaran)

8 days

•

Start and end in Athens

4.7

3 traveler reviews

From

NZ $4,604

Find this price

Payment plan $457 now + easy payments of $2,058 Learn More

Best price guarantee Learn More

Plan your adventure:

Gold Operator: Trails Beyond
Sailing: Catch the wind and set sail for new horizons
Group Tour: Join a group and forge lifelong friendships
Fully Guided: An experienced guide will be with you for the entire tour
Guided in English, Spanish
Group Size 5 - 10
Age range 4 to 88

Image of a map showing the route of the tour

Highlights

Embark on a boat tour at Cape Sounio
Dive from the boat at Temple of Poseidon
Explore the Venetian Fortress in Serifos
Swim in the turquoise waters of Polyegos
Visit the historic Kastro village in Sifnos

Itinerary

Expand All

Introduction

Day 1 Athens – Cape Sounio / Kythnos island
Day 2 Cape Sounio / Kythnos island - Serifos island
Day 3 Serifos - Kimolos island
Day 4 Kimolos – Polyegos island – Milos island
Day 5 Milos – Sifnos island
Day 6 Sifnos – Kythnos island
Day 7 Kythnos – Athens
Day 8 Departures – check out

What's Included

Expand All

Accommodation
Guide
Insurance
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
Optional
Additional Services

Adventure Type

Choose the type of organized adventure that suits your preferences.

Group Adventures
Join a group and forge lifelong friendships.
What to expect
- Group of 10 travelers max.
- Fast booking confirmation
- Carefully planned itineraries
- Travel with like-minded people
Starting at
NZ $4,604 / traveler
Check availability
Personalized Adventures
Customize an existing itinerary or create your own.
What to expect
- Travel with your own group of min. 2 travelers
- Choose your preferred dates and duration
- Upgrade your accommodation
- Customize the itineraries
After requesting a quote, we will get back to you with a price based on your requirements.
Request quote

Customer Photos

Operated by

Trails Beyond

4.9

(93 reviews)

Number of tours

Age Range

5 to 89 years old

Response time

within 1 day

Response rate

100%

Trails Beyond is a boutique tour operator in Greece, offering unique guided...

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

Overall Rating
Excellent
4.7
Itinerary
Excellent
4.7
Guide
Excellent
5.0
Transport
Excellent
5.0
Accommodation
Excellent
4.3
Food
Excellent
4.3
Tour Operator
Trails Beyond
4.9

Marla
· May 22nd, 2024
It is impossible to express how much we loved our trip. By the end Mike and Andreas were like family. We stayed in Greece a week after and I got great advice on where we should go. This was a once in a lifetime trip for us. We saved up for our 25th anniversary and we made the right choice. Big thanks to the guys and Danae.
Show more
Trip date: May 2024
MR
Marley
· July 13th, 2023
It was an awesome experience! Having done something similar in Croatia, we were hoping this tour would have more planned excursions at each island stop (or at some of them; eg a walk to a historic site or bike rides at a given island etc), and instead the structure was that we’d get somewhere and then be free to sunbathe, wander the small town, get food on our own. Also great, but much more oriented to a very laid back, nearly zero activity sort of vacation. The crew was amazing, the boat was great, the views were unbeatable, and everything was smoothly run!
Show more
Trip date: July 2023
KB
Kimberly
· September 22nd, 2022
Trip was amazing and defiantly the trip of a...
Show more
Trip date: August 2022

Dates & Availability

8 days

Cyclades Luxury Sailing Adventure (Catamaran)

From Athens to Athens

Why book with TourRadar?

Trusted and vetted operators
Rated excellent on
Best price guarantee

24/7 customer support
Earn $50 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

Select a departure month

Upcoming departures
July 2025
September 2025

Select The Travel Month

Upcoming departures

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Ends in0d0h31m30s

Instant Confirmation
From Saturday
5 Jul, 2025
To Saturday
12 Jul, 2025
English, Spanish
Multiple Room Types
From:
NZ $4,896
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From Saturday
6 Sep, 2025
To Saturday
13 Sep, 2025
English, Spanish
Multiple Room Types
From:
NZ $4,896
Instant Confirmation
From Saturday
20 Sep, 2025
To Saturday
27 Sep, 2025
English, Spanish
Multiple Room Types
From:
NZ $4,604

What our customers ask about this tour

The content in our FAQ section is subject to change.

All questions

M
Mike
Asked on April 7th, 2025
What are the demographics for this sailing trip? Is it mostly families? couples? retirees? My friend and I are both in our 30s and want to understand the current makeup of other passengers.
Age Range
Tour Details
- Trails BeyondOperator•Written April 2025
  The average ages that usually join our tours are 40's-50's and they are travellers who appreciate nature, love the sea (i.e swimming, board paddling), enjoy tranquility and local food, cultural tours on islands and definitely don't throw a party on board! But, if you're looking for a little fun, that's something that you can experience on the islands we will disembark on.
X
Xavier
Asked on March 29th, 2025
What is included in the standard yacht sailing package?
Meals
Tour Details
- Trails BeyondOperator•Written March 2025
  The standard yacht sailing package includes yacht charter, skipper, tour leader, cleaning fee, fuel, port fees, water and electricity costs, all breakfasts and some lunches, liability insurance, bed linen and towels (one set per person), and taxes.
L
Lauren
Asked on February 22nd, 2025
What is not included in the sailing package?
Meals
Tour Details
- Trails BeyondOperator•Written February 2025
  A few lunches and dinners are not included in the sailing package. It's recommended to budget for simple meals from local supermarkets or bakeries during the tour.
H
Heather
Asked on February 18th, 2025
Am I able to help sail the boat (sails, anchorage, steering at the helm) or are we just Along for the ride?
Tour Details
Transport
- Trails BeyondOperator•Written February 2025
  It sounds great that you have an ASA Sailing Certification and you will be more than welcomed if you wish to help our captain on board. Please note that normally that's not mandatory and the tours we offer are basically for entertaiment and relaxation. Kindly be informed that the captain is on charge for any damage and group's safety, so we all follow strictly his instructions on board.
A
Aaron
Asked on December 28th, 2024
Could you kindly advise which of the 2 departures has more guaranteed chance of departure? What's the best discount you can offer for the single occupancy? And what is included and what is not included? Do we have our own toilet bathroom in our cabin? Do we have internet on the catamaran? How big is the cabin? Could you kindly show the picture of a cabin? Where is the boarding port / leaving port?
Accommodation
Price / Availability
Tour Details
Transport
- Trails BeyondOperator•Written January 2025
  There is an ensuite private bathroom in your cabin. There is no wifi on board, so if you wish to include it there is an extra charge of 70€ in total for the whole week. Otherwise, you will be able to find wifi spots on the islands. The boarding/leaving port will be Alimos Marina, Alimos (10 km south of the center of Athens).
- A
  Aaron
  Traveler•Written January 2025
  The most important is having own toilet in own room
M
Mathias
Asked on December 17th, 2024
Is there a security deposit required for yacht charter?
Price / Availability
- Trails BeyondOperator•Written December 2024
  Yes, a fully refundable security deposit is required at the time of embarkation, the amount may vary depending on the yacht. It is refunded at the end of the charter unless there is damage caused to the yacht.
S
Sergio
Asked on December 14th, 2024
Is travel insurance required for joining a sailing tour?
Travel Support
- Trails BeyondOperator•Written December 2024
  Travel insurance is not mandatory but is strongly recommended for coverage against unforeseen events like illness, robbery, or document loss during travel.
A
Audrey
Asked on December 1st, 2024
Do you have anything available for solo travelers? I would like to spend June & July 2025 in and round the Greek Islands. Im 61 and healthy.
Age Range
Tour Details
- Trails BeyondOperator•Written December 2024
  Since you are a solo traveller, you can choose your own cabin in the boat to have your own space because the rooms are small due to boat construction.
W
Wilo
Asked on November 28th, 2024
How does the yachting industry in Greece operate?
Other
- Trails BeyondOperator•Written November 2024
  Sailing charters in Greece typically run on a week-long basis, starting and ending on Saturdays. Yachts must return to base the evening before the last day.
T
Traveling
Asked on November 23rd, 2024
Are there specific recommendations for places to visit in Greece after the yacht tour?
Other
Tour Details
- Trails BeyondOperator•Written November 2024
  Tour operators can provide recommendations for additional travel within Greece, including popular destinations like the Peloponnese peninsula and cultural sites like Meteora.

From

NZ $4,604

Find this price

Payment plan $457 now + easy payments of $2,058 Learn More

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 137530

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 August 23rd, 2025 a full payment is necessary. For tours departing after August 23rd, 2025, a minimum payment of 10% is required to confirm your booking with Trails Beyond. 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 Trails Beyond will contact you with any discrepancies before your booking is confirmed.
- The following cards are accepted for "Trails Beyond" 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
- Your money is safe with TourRadar, as we only pay the tour operator after your tour has departed.
- TourRadar is an authorized Agent of Trails Beyond. Please familiarize yourself with the Trails Beyond payment, cancellation and refund conditions.
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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