Featured Trips

Sardinia 2026 (September)
Sardinia 2026 (September)
Embarkation details 20-30 minute transfer from Olbia, Costa Smeralda airport. Marina Base Marina Cala dei Sardi SP73, 141, 07026. Olbia https://share.google/VdhraZY3PdDaelEHk
7 days
Sardinia September 2027
Sardinia September 2027
Embarkation details 20-30 minute transfer from Olbia Marina Base; Marina Cala dei Sardi SP73, 141, 07026. Olbia https://share.google/VdhraZY3PdDaelEHk
7 days

Past Trips

Explore the British Virgin Islands
Explore the British Virgin Islands
Wickhams Cay II Road Town Tortola The British Virgin Islands
8 days
Explore Croatia 2025
Explore Croatia 2025
Dubrovnik, Croatia
7 days
Sardinia  Sept.2025
Sardinia Sept.2025
07021 Cannigione, Province of Sassari, Italy
7 days

Reviews

AB
Angela B
Jul 07, 2026
I highly recommend this wonderful learning to sail holiday shared with like minded adventurous ladies of all ages and abilities who enjoy new experiences that are full of great fun and laughter .
Croatia
JW
Julie W
Jul 06, 2026
Fantastic adventure with fun, like minded women sharing a relaxing holiday whilst becoming part of a team on a mindful journey, highly recommend whether a complete beginner or experienced sailor
Croatia
SC
Sandra C
Jun 29, 2026
I enjoyed the experience and both the skipper and host were great. However, I would have like to have sailed more than we did. There were days when we didn’t sail at all. We often motored in the morning and then stopped for two to three hours from midday for lunch and swimming, which meant there wasn’t much sailing done. I would have preferred to have relaxed in the morning and sailed in the afternoons when the wind picked up. That said, the couple of days we did sail were great. I would like to have seen the sailing more prioritised than it was. I would definitely use Plane Jane sailing again but would choose a trip/destination with more adventurous sailing and more miles.
Greece, Corfu, June 2026.
Thank you for your thoughtful feedback and for your kind words about the skipper and host—we’re so pleased you enjoyed your trip overall. We completely understand that you would have liked more sailing. Unfortunately, we can’t control the wind, and during your week it typically didn’t pick up until around 3:00 pm, so we sailed whenever conditions allowed. On some days we also had to arrive at marinas at specific times to secure a berth. Our trips are designed as sailing holidays rather than sailing courses, so we aim to balance sailing with swimming, relaxing, and giving guests time to enjoy each destination. As everyone on board has different expectations, we try to create an itinerary that offers something for everyone. We’re delighted you enjoyed the days we were able to sail, and we hope to welcome you on one of our more adventurous itineraries in the future, where longer passages and more sailing are often possible. Warm regards Jane, Maria and the team.
By Jane's Plain Sailing on Jul 10, 2026
JP
IL
Isaias L
Jun 23, 2026
Jane and her crew did a super job in planning and purchasing the breakfast and lunch menu items. It was great to catch up with Sean and Anna and meet new people from all walks of life. Our crew members shared the efforts of cooking, and cleaning along with spending time on the helm and pulling ropes. It was a great trip, I would definitely do it again.
The de Cleene's joint 60th birthday celebration flotilla
WS
Wolff-Ekkehart S
Jun 23, 2026
Organisation and company were excellent. I was not overly concerned about security questions myself, but the way it was taken care of this obvious necessity should convince anybody with a bit of anxiety to do a sailing adventure. We were lucky to have a wonderful helping hand on our boat a person who during the week actually became a friend, also this for me a capability of "right choices". The comfort on boats of this size is what it is, but is compensated greatly with the beauty of the places and beaches you can approach in this beautiful part of the Mediterranean Sea.
The de Cleene's joint 60th birthday celebration flotilla

References

SS
Sue S
29 Mar, 2025
What an amazing week! I refound my “mojo” and confidence after a tough year losing my mother. A week of fresh air, sailing, sunshine, swimming, fantastic food and some amazing inspiring women. I was a little anxious travelling alone, but would never hesitate again. We arrived as strangers and left as friends for life. Thank you! See you again soon :-) Sue