| Embark | Disembark | Vessel | Duration | Voyage No |
|---|---|---|---|---|
| Sat 16-05-2026, 10:00Flensburg, Germany | Sun 17-05-2026, 09:00Flensburg, Germany | Eye of the Wind | 1 Nights | EYE26/14a |
Enjoy a day’s sailing and an overnight stay aboard Eye of the Wind amid the festivities of the Flensburg Rum Regatta. You’ll be joined on the water by over 100 other traditional sailing vessels from the Baltic and beyond, plus experience the infamous (and secretive) celebrations of the ‘prize-giving ceremony’, a comic and creative award ceremony unlike any other!

| Sailing Areas | New Zealand |
| Vessel type / Rig | 2 Masted Brig |
| Guest Berths | 12 |
| Beam | 7.01m (23ft) |
| Draft | 2.7m (8.9ft) |
| Overall Length | 40.23m (132ft) |
| Year Built | 1911 |

This historic seafaring and harbour town will be geared up for its annual Rum Regatta, a gathering of over 100 ships from around the Baltic and beyond. Flensburg has an age-old association with rum, local ships having been forefront in collecting rum from Danish-run distilleries in the Caribbean. If you love classic boats, maritime heritage and a nice tipple, you’ll have a fabulous time!
The organisers of the Regatta keep things very light-hearted, funny and fun. Anyone taking the racing too seriously is the subject of much derision!
Step aboard Eye of the Wind in the morning and enjoy a welcome coffee with your fellow sailors for the day. The ship then sets a course along the green banks of the Flensburg Fjord, where a suitable spot will be chosen to anchor for lunch, with a prime view of the racing.
Don’t miss the subsequent ‘prize-giving ceremony’ ashore. This creative and comical event is the secret highlight of every Regatta here.

Relax after a day on the water with dinner and an overnight stay on board in an air-conditioned cabin. Enjoy a delicious breakfast the following morning, as Flensburg slowly comes back (somewhat groggily!) to life, before stepping ashore.
The Flensburg Fjord is pretty sheltered, so conditions are likely to make for very pleasant. This time of year winds tend to average 10 to 15 knots (Force 3 to 4), although you can see spells of stronger winds, up to about Force 6. It’s Spring, so expect largely bright and sunny skies, but there’s certainly a chance of it being overcast and drizzly too, at least at times.
On a sailing voyage we never use the word itinerary, as skippers will always be aiming for the best and safest sailing routes for the forecast. They are as keen as you to include some of the highlights described above, but when it comes to sailing, you have to go with Mother Nature, not fight her. The description provided is based on what we think might be possible, based on past trips, or prior experience, but nothing is guaranteed on a sailing voyage. As such, the scheduled joining ports, routes, activities and/or destinations may be altered. Due to the complexities of weather systems, this may be at very short notice.
Whether you are an experienced sailor or a complete beginner, the professional crew will train you to be guest crew from the moment you arrive, with the intention that everybody works together to sail the ship. The common thread to all Classic Sailing holidays is ‘Hands on’ participation on ships that use ropes, blocks and tackles and ‘people power’ to set sail. For more on this, see our article ‘What is a Hands-On Sailing Holiday?’
We cater for a wide range of ages and physical abilities and how much you are expected to do varies a bit between vessels. See the vessel tab above which explains all about the ‘sailing style’ and what to expect in terms of hands on participation. There is a lot of information about day to day life, the ships facilities and accommodation on the vessel pages.
On Ascension Day every year this seafaring city celebrates its history as one of the most important commercial ports for the sailing ships of the East Indies fleet with the Annual Rum Sailing Regatta. In the18th Century merchant ships would make regular cargo runs to the West Indies and bring back rum. It has always been a lively sailors port with cobbled streets and over 200 ‘rum houses’ in its day. Perhaps not so wild today but it will see a gathering of surviving wooden sailing ships arrive together and moor along the waterfront.
Square rigger Eye of the Wind is one of the vessels participating and you can join her in Kiel and sail here with the fleet.
Practical Advice for Eye of the Wind
Practical Advice for Covid 19 and Eye of the Wind
Suitcases take up a lot of room in a cabin, so it is better to uses soft bags in a ship. A small rucksack for going ashore is useful.
All the power to your plug sockets comes from the ship's generator which runs on deisel. The less the generators have to run to top up power, the nicer it is for the guests on board and also greener for the planet. Please don't bring loads of hairdriers, electric devices to charge.
There is no internet on board whilst at sea.
Hello all at Classic
The trip went very well and was a great experience.
Everything was very well done, great captain, crew and guests.
Sea shanty singing lead by Matthew from the King's Pond Shantymen!
Best wishes, Bob. Eye of the Wind, Cadiz to the Canary Islands November 2024
A fabulous adventure! Words cannot convey the experience.
John, Tortola to Bermuda
Tortola to the Azores! What a great time. Thanks to Captain Pit and the crew. An awesome adventure with awesome people!"
F Coutreau
What a wonderful, lovely, great, awesome trip we've had from Malaga to Lanzarote! I loved and enjoyed every minute.
Thanks again for this wonderful experience. I miss you guys!
Andrea
Now that was a voyage! The EYE crew - all 10 - five women and five men - embody two words:
COMPETENT and KIND
And such a beautiful ship. Thank you beyond measure
Susan
Sail Spain's North Coast
Embark
Sun 10-05-2026
A Coruña, Spain
Disembark
Thu 14-05-2026
Pasaia, Northern Spain
From
€600.00
A Mini North Sea Adventure! - EYE26/11
Embark
Fri 01-05-2026
Elsfleth, Germany
Disembark
Thu 07-05-2026
Hamburg, Germany
From
€1800
The Kiel Canal and Flensburg Fjord- EYE26/13
Embark
Mon 11-05-2026
Hamburg, Germany
Disembark
Sat 16-05-2026
Flensburg, Germany
From
€1850
Recently Viewed Voyages
The Flensburg Rum Regatta EYE26/14a
Embark
Sat 16-05-2026
Flensburg, Germany
Disembark
Sun 17-05-2026
Flensburg, Germany
Fully Booked
IJsselmeer and the Frisian Islands EYE26/10
Embark
Thu 16-04-2026
Amsterdam, Netherlands
Disembark
Wed 22-04-2026
Elsfleth, Germany
From
€2100