Discover a week of sailing with
Sailing Weeks round the Greek IslandsSeven days of sailing to hidden splendours, surrounded by adventure seekers from all around the world.
Find your sailing week
Fresh out of the waterEvents and news from the Jack & Jenny team
Why sailing in Greece with Jack & Jenny is one of the safest options for the 2020 summer
Find out why Sailing in Greece with Jack and Jenny is the safest choice for you vacation and an opportunity to discover exclusive and magical places!
J&J featured in Bild Magazine
Jack & Jenny is featured among other up and coming Greek companies in the aftermath of the economic crisis.
J&J's Zen Week featuring as the top sailing experience on TUI's magazine 'Flyjournal'
J&J's Zen Week is featuring in a teaser, under the section "DREAMS", as the top sailing experience on TUI's magazine 'Flyjournal'. Stay tuned to read the full article about us on the next issue of TUI's 'Flyjournal"!
J&J on Passion for Greece: "What It’s Like to Go on a Sailing Trip with Jack & Jenny"
Our friend and travel blogger Elena Sergeeva is sharing her daydreaming experience of her Dash of Time tour in the Cyclades.
J&J on Travel Passionate: "7 Reasons to Go on a Greek Sailing Tour with Jack & Jenny"
Our beloved friend and travel blogger Chysoula Manika decided to share her fantastic experience of sailing with us in the Cyclades during her Dash of Time tour.
J&J endorsed by the prestigious, No. 1 Greek chartering company, Athenian Yachts: "Alternative Greek Tourism with JACK & JENNY"
Athenian Yachts, our trusted partner in chartering yachts, recommends to its clients to follow us on our adventures with the support of its yachts.
J&J on GRD: "Playful Dolphins in the Aegean Sea"
Friend and journalist Marc Oliver Rühle, from Germany, followed our adventure in the Cyclades and this article is an elegy to a breath-taking moment: The company of dolphins.
J&J on Alternative Tourism: "Jack & Jenny - Experience Conceptual Sailing"
"Jack & Jenny offers something more than your average sailing week. The sailors that step on board discover a holistic experience of adventure, fun and relaxation".
St. Nicolas winter Race!
Crew Alter Ego GRE 280 Jack & Jenny conquered swaggy 1st ship in th' race o' “Aghios Nikolaos”, th' annual race honourin' Saint Nicholas, th' patron saint o' all Sailors!!
Jack & Jenny goes Barcolana!
Infamous scallywag Captain Meow be racin' wit' th' beautiful Mega Yacht “Nostromo” in th' 49th Barcolana in Trieste, Italy representin' th' Jack & Jenny Crew! Spy on his adventure!
Jack & Jenny in the press
#sailwithjackjennyGet a taste of the experience
Filippos Kouzelis Mad Dash, 2016
No matter the weather, the comfortable and well-equipped boat and the crew gave us a feeling of security that allowed us just to enjoy the unique mindfulness and harmony that the nature around offered us. Thanks a lot for this unforgettable experience!
Anna-Christina Dembek Vertical, 2016
The week gets two thumbs up. The price in the end, the boat, the people, the islands, the skipper, the cruise, the climbing spots, the planning, the evenings... it was fantastic. It makes sense to combine climbers who are in the same level.
Dalia Bagdziunaite Tranquilo, 2017
This is a truly magical experience: dolphins, sunrise, rainbows and a full of love unicorn team!!!
Leonard Matter Vertical, 2016
It was an amazing week and I often remember it! really relaxed! as a testimonial i would suggest "Best Holiday for Geilons". Or maybe a stamp "Geilon proofed". Cheers & happy climbing!
Coraly Piccini Mad Dash, 2017
Crazily awesome, skipper outstanding, skipper’s partner was the kindest ever, the trip was amazingly inspiring, entertaining, delighting, adventurous, best memories ever!!
Harry Lampiris Mad Dash, 2016
Adding the wind, the sun and the sails in the mix of some of the most unique island landscapes, made my experience of visiting the Cyclades whole.
Lena Rennerich Mad Dash, 2016
We had an amazing time with "Jack & Jenny" in the summer of 2016 that we can highly recommend!
We have seen beautiful and wild coasts of many cycladic islands, were sleeping under the stars, swimming and snorkelling in amazing colored water and had a lot of fun with the crew.
Sea, sun, smiles and adventure, all in one!
Let's explore the Greek islands with best crew ever!
Ho ho ho and a bottle of rum! You guys rock!!
Jack&Jenny is all you need! Love you thank you, miss you always.