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Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Discover Spetses on a full-day sailing trip
Spetses, Greece
5.0
(4)

Discover Spetses on a full-day sailing trip

Skipper included
Super owner
Sailboat
6 hours · For groups of up to 9 people
Fuel included
Flexible cancellation

From
£480

Instant Booking
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Half-day sailing experience on a sailboat in Santorini
Vlychada marina, Santorini, Greece
5.0
(6)

Half-day sailing experience on a sailboat in Santorini

Skipper included
Super owner
Sailboat
5 hours · For groups of up to 8 people
Booked 3 times in the last 30 days
Fuel included
Flexible cancellation

From
£1,046

A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
A unique epic: One day to uncover Syros's mysteries
Finikas Port
4.5
(7)

A unique epic: One day to uncover Syros's mysteries

Skipper included
Super owner
Sailboat
7 hours · For groups of up to 8 people
Fuel included

From
£785

Your own Greek Odyssey: A 6h voyage on a sailboat
Your own Greek Odyssey: A 6h voyage on a sailboat
Your own Greek Odyssey: A 6h voyage on a sailboat
Your own Greek Odyssey: A 6h voyage on a sailboat
Your own Greek Odyssey: A 6h voyage on a sailboat
Heraklion, Greece
5.0
(6)

Your own Greek Odyssey: A 6h voyage on a sailboat

With skipper
Super owner
Sailboat
5 hours 30 minutes · For groups of up to 10 people
Booked 4 times in the last 30 days
Flexible cancellation

From
£305

Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Megalonisos Petalion Day Cruise – Sun, Sea & Sailing
Porto Rafti, Greece
5.0
(5)

Megalonisos Petalion Day Cruise – Sun, Sea & Sailing

Skipper included
Super owner
Sailboat
8 hours 30 minutes · For groups of up to 8 people
Booked 3 times in the last 30 days
Fuel included

From
£785

White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
White, blue, and divine: A full day on a sailboat
Chania, Greece
4.9
(26)

White, blue, and divine: A full day on a sailboat

Skipper included
Super owner
Sailboat
7 hours · For groups of up to 9 people
Booked 2 times in the last 30 days
Fuel included
Flexible cancellation

From
£750

Instant Booking
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Set your course for joy: A  day of authentic sailing in Piraeus on a sailboat
Piraeus Regional Unit, Greece
4.8
(18)

Set your course for joy: A day of authentic sailing in Piraeus on a sailboat

Skipper included
Super owner
Sailboat
6 hours · For groups of up to 6 people
Fuel included

From
£244

Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Half-Day Cruise to Delos & Rhenia Islands – Mykonos
Tourlos Mykonos
4.9
(163)

Half-Day Cruise to Delos & Rhenia Islands – Mykonos

Skipper included
Super owner
Sailboat
5 hours · For groups of up to 11 people
Booked 3 times in the last 30 days
Fuel included

From
£697

Instant Booking
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Discover Athens on a full-day sailing trip
Marina Delta Kallithea, Athens, Greece
4.7
(59)

Discover Athens on a full-day sailing trip

With skipper
Super owner
Sailboat
10 hours · For groups of up to 8 people
Booked 3 times in the last 30 days

From
£262

Instant Booking
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Mykonos Delos & Rhenia Private Day Cruise
Ornos 846 00, Greece
4.4
(9)

Mykonos Delos & Rhenia Private Day Cruise

Skipper included
Catamaran
5 hours · For groups of up to 12 people
Fuel included
Flexible cancellation

From
£959

Discount offer
Instant Booking
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Island Gems: A Rhodes Coastal Cruise
Mandraki Port, Rhodes, Greece
5.0
(24)

Island Gems: A Rhodes Coastal Cruise

Skipper included
Super owner
Sailboat
6 hours 30 minutes · For groups of up to 17 people
Booked 5 times in the last 30 days
Fuel included

From
£645

Our client reviews
4.8 / 5
Score calculated based on 750447 reviews
See all reviews

Destination Reviews

Reviews are displayed in chronological order
  • M
    Mathis
    Date of the review 01/10/2026  ·  Date of the rental 01/10/2026
    Very nice day on the boat. Thanks to Alex for his kindness and professionalism. I recommend this person for your boat rental !
  • С
    София+ Нгуе
    Date of the review 20/09/2026  ·  Date of the rental 18/09/2026
    It was amazing! The captain explained everything very well, and the boat had everything we needed.
  • V
    Victor
    Date of the review 11/09/2026  ·  Date of the rental 11/09/2026
    Great to rent a boat here and visit beautiful beaches and turtle island.
  • N
    Nathalie
    Date of the review 29/08/2026  ·  Date of the rental 28/08/2026
    We had a great experience renting a boat here yesterday! Everything went smoothly, and the owner was very friendly and gave us some great tips. We had an amazing day and would definitely recommend this place!

Boats Reviews

Reviews are displayed in chronological order
  • J
    Jakup
    Date of the review 21/09/2026  ·  Date of the rental 04/09/2026
    It was a perfect day, perfect selected routes. Vasilis was perfect host! I will recommend it as an perfect host, skipper and the boat is perfect for a day adventure. Hope see you next year, Vasilis!
  • S
    Seven
    Date of the review 19/09/2026  ·  Date of the rental 18/09/2026
    Denis was the goat, he showed us the turtels at the beginning, the quick course of the boat was 10/10, the only problem is the limit by the government for the boats without skipper but this is not the owner fault.
  • D
    Darren
    Date of the review 13/09/2026  ·  Date of the rental 12/09/2026
    We had a fantastic experience hiring the boat. Vangelis showed us around the boat and gave us clear and helpful instructions, which was especially reassuring as it was our first time chartering a boat. We had a brilliant time exploring all the little bays at our own leisure, stopping whenever we wanted for swimming and snorkelling. It was a fantastic way to see the coastline and enjoy a relaxing day on the water. We would definitely recommend hiring a boat and would happily do it again!
  • V
    Victor
    Date of the review 11/09/2026  ·  Date of the rental 11/09/2026
    We had the most amazing day on Thanasis’ boat! The boat was in perfect condition, the communication and briefing upfront were excellent and the overall process of renting a boat here couldn’t be easier. 100% would recommend if you rent a boat in Laganas. Thanks again for the lovely day, Thanasis.

Sailing Holidays in Greece


Greece is one of the true jewels of the Mediterranean, with a plethora of destinations and activities to enjoy during your customised cruise in a sailboat or catamaran. On a sailing holiday in Greece, you can visit magnificent monuments such as the Acropolis or the Parthenon, or take a trip into Athens, the vibrant capital city. No matter who you’re setting sail with, you’re sure to have a trip you’ll never forget and will seek to repeat over and over again in the future.


Get ready to make memories on your sailing holiday in Greece with family, children, and friends


There are many things that attract people to Greece, from its rich cultural heritage to ideal weather year-round, and not to mention the assortment of beautiful beaches that offer up the perfect place to relax and escape the worries of the world. Although you’ve probably visited Greece many times before, a cruise in a catamaran or sailboat offers the opportunity to explore this desirable destination from a whole new perspective. We can help you find a boat that will have ample space for your whole group and the amenities available on board will ensure that your sailing holiday in Greece is full of fun, while still guaranteeing safety, even if travelling with young kids. Your island-hopping adventure is only a few clicks away, with a plethora of fantastic activities that you can add to your boat hire without any trouble.

Whether you’re planning a cruise in a sailboat or catamaran with friends, family, or a mixture of the two, we guarantee that you will have a terrific time. Be sure to add different water sports equipment onto your sailing holiday in Greece to ensure that you’re really making the most of this fantastic opportunity. Try your hand at a spot of water skiing or windsurfing to sail over the waves in style, or submerge yourself in the warm waters for a bit of snorkelling or scuba diving. With a wide range of different marine species just below the surface, this is a sure-fire way to make your voyage unforgettable. Children will also love to splash around with the inflatable water toys!

If you’re setting sail with a partner, opt for a crewed cruise in a catamaran or sailboat for the opportunity to enjoy a romantic dinner on board, catered by your own personal chef. With the sensational Greek sunsets and the breathtaking backdrops, what could be more special?

Book your Greek cruise in a sailboat or catamaran with a skipper and crew for the ultimate level of luxury and relaxation

There is truly nothing more relaxing than a crewed sailing holiday in Greece. Even if you are an experienced sailor, a skipper can teach you a lot about the specific area you’ve chosen for your cruise in a catamaran or sailboat. Depending on which boat you want to hire, it may also be possible to set sail with a crew. This crew typically consists of between four and six members, including a skipper, a chef, one or two hostesses and at least one deckhand. Adding a crew to your sailing holiday in Greece means that your every need will be attended to throughout your trip, allowing you to really profit from the luxury and comfort onboard.

There are many options available for your crewed voyage, so make sure you look into each of them carefully and select the one which best accommodates your needs.


Which is better, a cruise on a catamaran or sailboat?


One of the biggest questions when heading off for a sailing holiday in Greece is which boat is best suited to this sort of holiday. Due to the often windy conditions, many families or people who lack sailing experience opt for a catamaran, especially when setting sail in the Cyclades.

A catamaran is certainly the more luxurious option and many even compare it to a floating house. The double hull structure means that there is plenty of space on board and also ensures maximum stability on board, which reduces the risk of seasickness. However, they don’t offer a truly authentic experience and are more expensive, as they require more docking space in the ports and marinas.

A sailboat, on the other hand, has less space on board but should still be very comfortable if you choose this boat type. A sailboat is typically much cheaper than a catamaran, with less docking space required in the ports, and on a cruise in a sailboat, you will also get a much more authentic experience where you can really feel the rhythm of the waves. However, the single-hull structure also leads to less stability, which means there is more chance that someone in your party will suffer from seasickness.

As you can see, there are pros and cons to both boat types, but we can guarantee that you will have a fantastic time, no matter which one you pick.


What are the most sought-after holiday experiences for a sailing holiday in Greece?


There is so much to see during a sailing holiday in Greece that it is impossible to be bored. You can stick to the mainland to explore bustling cities like Athens, or set sail for the idyllic islands just off the coast. Each island group has its own special character that leaves visitors enchanted.

In the capital, Athens, you will find a range of ruins that offer a window into the world of Ancient Greece. The Acropolis is particularly well preserved, making it one of the most popular sights in the Mediterranean.

Corfu has an exceptionally wide range of cultural influences, given that it has been ruled over by everyone from the Venetians to the French, and even the British. The blend of all these cultures creates a destination that is truly unique.

Another must-see destination for your Greek sailing holiday is Santorini. You will find Santorini in the southern Aegean sea, characterised by beautiful white houses with blue dome roofs. High up in the cliffs, these houses welcome holidaymakers from miles around.

Crete is the largest of the Greek islands, and also one of the most popular! The best ports to dock at to take advantage of the many cultural attractions on offer here are Heraklion and Chania.

If you want to party, you should head over to Mykonos, also located in the Aegean sea. The wide selection of bars here welcome tourists who love to take advantage of a vibrant nightlife. The sensational sunsets only add to the magic of this island.

Aside from exploration, water sports are also a great way to spend your Greek sailing holiday. Submerge yourself in the sparkling seas for a snorkelling or scuba diving adventure, that will leave you stunned at the rich marine life. If scuba diving and snorkelling don’t appeal to you, you can try water skiing, jet skiing or surfing instead.


How much does a sailing holiday in Greece cost?


There are many different factors that can affect the price of your nautical adventure, such as the season, how long you’re sailing for, and the size, comfort and amenities of your chosen vessel. Experienced sailors with a sailing licence have the option of hiring a bareboat, instead of hiring with a skipper, but on many larger boats, you won’t have this option, as a skipper greatly reduces the risk of damage to the boat. For an even more luxurious trip, opt for a crewed hire, which will ensure that you don’t have to lift a finger throughout.

Generally speaking, a cruise on a catamaran will cost around £3360 per week in low season, or £8320 per week in high season, whereas a cruise in a sailboat will cost around £1260 per week in low season or £2100 per week in high season.


Best time for a cruise in Greece


Due to the Mediterranean climate, we recommend sailing in Greece during the summer months. The Greek islands are very popular during high season, so for a relaxing trip, choose to set sail in May, June, September and October.


Places to visit in Greece


Explore Athens, Corfu, Santorini (often called 'the jewel') or the largest of Greece's islands, Crete. Don't miss out on cruising through the incredible waters surrounding Mykonos!