Jack & Jenny
Multi-day ToursCanyoning & Rappelling ToursScuba & SnorkellingBoat ToursClimbing ToursWine Tours & Tastings
About
Tailor-made sailing adventures in the hidden splendours of the Greek Seas. We offer multi-day sailing experiences starting from Athens, the Cyclades, Ionian & Dodecanese. Specializing in concept trips where we combine sailing with activities like climbing, diving, yoga or themes around gastronomy, history and astronomy.
Athens, Attica, Greece
Meets animal welfare guidelines
Travelers talk about
(2 reviews)
(2 reviews)

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

Popular mentions

5.0
5.0 of 5 bubbles7 reviews
Excellent
7
Very good
0
Average
0
Poor
0
Terrible
0

Mias v
Cape Town, South Africa8 contributions
5.0 of 5 bubbles
Jun 2022 • Couples
We did a 7 day trip in the Ionian Islands with Jack and Jenny Sailing for my Dad’s 60th after having to delay for a few years due to covid. What an incredible experience! I have travelled Greece on land/scooter a couple of times before but nothing comes close to experiencing the beauty of Greece by boat.

Our skipper Tommy was one of the highlights of the trip and his local knowledge of the area combined with his Greek passion and desire to ensure we have the best time possible provided us with an unforgettable curated experience that honestly blew my mind. This has left me desperate to start planning the next Sailing trip.

ευχαριστώ Tommy hopefully you come visit us in South Africa some time.
Written June 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

George Kariotoglou
5 contributions
5.0 of 5 bubbles
Aug 2018 • Friends
In the heart of the Aegean Sea, Jack & Jenny planned and executed a sailing trip that was like an oasis in everyday life, along with purposeful meal variety and outstanding quality of service.
Over the time of 1 week, the trip immersed me in the offerings of the Aegean Sea, the beautiful beaches and the immense force of Meltemi. From the beginning of the trip, one could feel the coordination and the professionalism of the people involved. Our skipper and hostess were eager to elaborate on safety and all sailing things involved, but more than that they devoted precious time to elaborate on how Greek civilization came into existence and its subsequent growth. Apart from the “guided tour” everything was prepared in excellence from sailing to dining and even accommodation.
Then the spotlight turned on our quest for Meltemi. Believe me when I say you will not be disappointed. We sailed from 10 to 40 knots of wind, so we witnessed several and different sailing conditions. The skipper was eager to provide advise and sailing tricks which offered us an assuring feel of safety and enabled everyone on board to enjoy the sound of wind in the sails and the water cracking on the boat.
The experience of Jack & Jenny Mad Dash is not a story that can be told; it is one that is felt. It provides the opportunity to all your senses to come to life, to spark like never before!
Written February 18, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Birger
5 contributions
5.0 of 5 bubbles
Aug 2018 • Friends
Since I had no idea what to do for summer holidays that year, some friends of mine convinced me of having a sailing trip in the aegean sea (actually the first sailing trip of my life). What can I say; it was worth every second. I had an amazing time with my people and the young, sympathic, very professional and well prepared crew.
My highlights were the food we had on the boat, sailing with dolphins, having a barbecue on the beach, snorkling in turquoise-blue water and generally travel around with the locals experiencing they know their sea inside out. We also learned some sailing which was very nice.

I would recommend the mad dash-tour a 100%. Keep it going guys; looking forward to the next trip!
Written March 8, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

mclouka
Amsterdam, The Netherlands143 contributions
5.0 of 5 bubbles
Jun 2018 • Friends
A great week of tranquility and relaxation to enjoy the endless blue of the Aegean sea, explore uninhabited islands and experience yoga in deserted beaches early in the morning. An amazing experience aboard a beautiful sailing boat, perfect setting to sit back and relax, enjoy amazing food prepared by Jenny and enjoy the journey with our captain Antonis. Our excellent yoga instructor Anna-Maria was really good and the morning sessions on the beach a revelation. I enjoyed every minute of the trip!
Written March 7, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Sara Findlay
5 contributions
5.0 of 5 bubbles
Jun 2022 • Couples
THE CAPTAIN - Tommy was nothing short of incredible! He knew the area, the towns, the oceans and the history. We felt safe and in good hands at all times.

THE LOCATION - we sailed the Ionian Sea and it was beautiful. The beaches were white with amazing cliffs and turquoise waters. The harbours were quaint and had great food as well.

THE BOAT - we sailed for the 7 days on the Casta Diva and she was an absolute treat - nothing was broken, the interior was chic and user friendly.

I would recommend this to small families, groups of friends and even couples looking for a getaway!
Written July 22, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

SJL1605
Tel Aviv323 contributions
5.0 of 5 bubbles
Aug 2018 • Family
We had an amazing family vacation sailing with Jack & Jenny for the week. Firstly, the communication before the trip was great. They answered all of our (many) queries and did everything possible to make sure that the trip was planned to our satisfaction. The activities we did were all perfect and when we werent active we found time to be together as a family and relax on the boat. It was such a memorable trip for all of us and nothing was too much to ask. Would highly recommend Jack & Jenny for anyone looking to get out onto the water in the Greek Islands!
Written March 27, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Christina L
5 contributions
5.0 of 5 bubbles
Aug 2018 • Friends
I was the one that organized our trip for the first time with Jack & Jenny. First of all, I was very happy with the quality of communication; pleasant and uncomplicated, they were able to arrange everything and set the mood. We started feeling the holiday vibes even before we take our plane to Athens.

Second, I was of course concerned about whether my friends would like the trip I recommended them. Most of them were trying out sailing for the first time and were rather skeptical at first.

However, after our first hour with our Captain -Stelio, and for the rest of the trip, I could only see happy expressions on their faces. We asked him to teach us a little bit about sailing and he actually did! haha. That was a first for all of us and we got pretty excited with this learning experience. Safety always came first and therefore we were able to rely on the captain and the crew, and there was no concern or fear during our practice or sailing in general.

Captain Stelios demonstrated remarkable skills in handling a boat, handling a crew (us), and he was a great (and funny) company to us. He knows the seas, the winds and the islands like the palm of his hand and we were therefore able to discover places that we would have otherwise never come across- the authentic Greece.

We all loved the whole experience and we are already arranging our next trip!! This time my friends are bringing more of their friends along too, haha. I guess their excitement was too contagious.

For this year Jack & Jenny arranged a new experience for us that seems to be even better than the previous one. New locations, new adventures planned and new impressions. That makes our holiday decisions and planning so easy again - we are looking forward to it!

I would definitely recommend Jack & Jenny for all those reasons and more. Ahoy you future sailors!
Written March 15, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Jack & Jenny - All You Need to Know BEFORE You Go (2024)

All Athens HotelsAthens Hotel DealsLast Minute Hotels in Athens
All things to do in Athens
Day Trips in Athens
RestaurantsFlightsVacation RentalsTravel StoriesCruisesRental Cars