Best price guarantee Learn More
- 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 4 - 10
- Age range 4 to 88
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
- 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
- Accommodation
- Guide
- Insurance
- Meals
- Additional Services
- Transport
- Free eSIMTourRadar 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
- Group AdventuresJoin 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
- Personalized AdventuresCustomize 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
Customer Photos
Operated by
Trails Beyond
Number of tours
13
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...
Read moreCustomer Reviews
- Overall RatingExcellent
- ItineraryExcellent
- GuideExcellent
- TransportExcellent
- AccommodationExcellent
- FoodExcellent
Marla· May 22nd, 2024It 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 moreTrip date: May 2024- MRMarley· July 13th, 2023It 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 moreTrip date: July 2023
- KBKimberly· September 22nd, 2022Trip was amazing and defiantly the trip of a...Show moreTrip date: August 2022
Dates & Availability
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.
- Instant ConfirmationFrom Saturday5 Jul, 2025To Saturday12 Jul, 2025English, SpanishMultiple Room TypesFrom:$4,777
- Instant ConfirmationFrom Saturday6 Sep, 2025To Saturday13 Sep, 2025English, SpanishMultiple Room TypesFrom:$4,777
- Instant ConfirmationFrom Saturday20 Sep, 2025To Saturday27 Sep, 2025English, SpanishMultiple Room TypesFrom:$4,493
Best price guarantee Learn More
What our customers ask about this tour
The content in our FAQ section is subject to change.- M
Mike
Asked on April 7th, 2025What 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.
Trails BeyondOperator•Written April 2025The 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, 2025What is included in the standard yacht sailing package?
- 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, 2025What is not included in the sailing package?
- 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, 2025Am I able to help sail the boat (sails, anchorage, steering at the helm) or are we just Along for the ride?
- 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, 2024Could 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?
- 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 2025The most important is having own toilet in own room
A1 more answer - M
Mathias
Asked on December 17th, 2024Is there a security deposit required for yacht charter?
- 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, 2024Is travel insurance required for joining a sailing tour?
- 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, 2024Do 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.
- 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, 2024How does the yachting industry in Greece operate?
- 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, 2024Are there specific recommendations for places to visit in Greece after the yacht tour?
- 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.
Good to Know
Tour ID: 137530
Similar Tours
Keep Exploring Greece
- Best 10 Greece Vacation Packages 2025/2026
- Luxury River Cruises & Cruise Lines
- Greece from Athens
- Greece Sailing
- Small group tour
- 8 days Greece
- Operators in Europe
- Cyclades Greece
- Cyclades Luxury Sailing Adventure (Catamaran) Tours in Greece
- Sailing Tours
- Greek Islands Tours
- Greece Tours
- Sailing Tours
- Family Tours
- Group Tours
- Fully Guided Tours