Crossing Canary Islands – Madeira

Oceaanzeilreis van Madeira naar Tenerife
Departure
1 April 2026 18:30
Return
9 April 2026 10:30
Days
9
Sailing area
South Europe
Port of departure
Tenerife (ES)
Port of arrival
Funchal (Madeira)

From Island Hopping to an Atlantic Adventure

During this unique sailing adventure, you’ll combine exploring the most beautiful Canary Islands with an unforgettable ocean crossing to lush Madeira. In the first days, we sail along the mountainous, green La Gomera and the unspoiled La Palma, giving you time to get comfortable with the ship, the crew, and the gentle ocean swell. Along the way, you’ll enjoy charming Spanish harbors, a relaxed atmosphere, and the delightful subtropical climate.

Two Days on the Open Ocean – 270 Nautical Miles of Sailing

Next awaits a spectacular adventure: a 270-nautical-mile crossing of the Atlantic Ocean, offering two full days of intense ocean sailing. Life on board follows a relaxed but well-organized rhythm with a three-watch system, ensuring everyone gets enough rest while staying alert during their watch. At night, you’ll experience a mesmerizing starry sky and the unique silence of the open ocean – an experience you’ll never forget.

Nature and Relaxation to Remember

While sailing across the azure Atlantic Ocean, you’ll be treated to spectacular sunsets, sparkling starry skies, and the chance to encounter dolphins or even whales. Upon arrival in Madeira, we’ll, if possible, dock in a picturesque harbor to soak up the local atmosphere and recharge. The journey concludes in Funchal, where we’ll relive the adventure together over a cozy evening in a traditional Portuguese restaurant.

This sailing trip is perfect for adventurous sailors who want to experience an ocean crossing in a safe, relaxed atmosphere, while also enjoying island hopping, nature, and culture – the ideal balance between active sailing and leisurely exploration.

Daily distances vary between 18 and 270 nautical miles, depending on weather and tides. The above schedule is subject to weather, wind, and tide conditions and may be adjusted if necessary.

Category A/C: Crossing – this is a true ocean sailing leg, covering miles from one port to another. Night sailing will also take place in a watch system. Before and after the crossing to Madeira, there is time for shorter day sails and exploring onshore.

Cherokee

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Highlights

✔️ 270 nm of ocean sailing with chances to see dolphins and whales
✔️ Discover the Canary Islands and Madeira
✔️ Actively sail as part of a 3-watch system

Frequently asked questions

We still handle bookings personally and therefore do not have an automated booking system. This allows us to offer you the option to reserve individual spots without obligation for a few days. This way, for example, you can arrange your vacation without anyone snatching your spot right under your nose. For this reason, we are unable to keep track of the exact number of available spots on a daily basis. However, we regularly check the availability of our sailing holidays. Therefore, you can generally assume that there are still enough available spots on all trips that are not marked as “fully booked” or “Last Minute.” Call us or use our booking form if you want to know the exact number of available spots.

If you are travelling alone and have not booked a private cabin, you will be accommodated in a shared cabin. The shared cabins are usually assigned based on gender.

Exceptions:

  • On the Belle Amie and the Seatrips yachts, there are sometimes mixed-gender cabins as well.
  • On the Sir Robert, there are no shared cabins. Are you traveling alone? Then you must book a single cabin..

Yes, vegetarians and allergies/intolerances can be catered for on most ships. On some ships, the menu can also be adapted for vegans. However, there is only one menu per day on the programme. Therefore, please let us know during your booking if you have any special dietary requirements.

In principle, all our trips are suitable for both experienced and novice sailors. The professional crew on board will teach you everything you need to know. In some cases (e.g. on Atlantic crossings) initial sailing experience may be an advantage/requirement. In this case, this will be clearly indicated in the cruise description.

Prices

DescriptionPrice
Double cabin young people up to 29 years old
Adult€ 1.899 p.p.
Child
Double cabin (from 30 years)
Adult€ 1.999 p.p.
Child
Single cabin
Adult€ 3.798 p.p.
Child

Included in price

Accommodation on board in double cabins
Personnel costs for skipper and sailor
Join-in catering
Bed linen & towels
All additional boat fees (port charges, fuel costs, etc.)

Not included in price

Food drinks ashore (restaurant visit on the last evening)
Travel to/from the port of departure
Sailing suit and boots (optional rental for 50€ and 15€ respectively)
Travel/cancellation insurance

Book this trip

Please use the following form if you have any questions about this trip or wish to book. You will receive a confirmation email that your booking request has been successfully received by us. We will then contact you as soon as possible with all the information. We usually respond within a few hours.

Group and trip details

Personal data