Atlantic crossing from Madeira to the Azores

Van Madeira naar de Azoren
Departure
10 April 2026 18:30
Return
21 April 2026 10:30
Days
12
Sailing area
South Europe
Port of departure
Madeira
Port of arrival
Terceira (Azores)

A unique mini-ocean crossing for adventurous sailors

At the end of winter, we make a special crossing: from subtropical Madeira to the lush Azores. A unique sailing experience of about 700 nautical miles – perfect for those looking to gain ocean sailing experience or log miles.

We start on the beautiful island of Madeira. On the first day, we stay sheltered along the coast, sailing westward. This allows everyone to get comfortable with the boat, the ocean, and life on board. In the afternoon, we prepare for the main adventure: the crossing to the Azores.

Around 4–5 days of non-stop sailing

The distance between Madeira and the Azores is roughly 500 nautical miles “as the crow flies,” but depending on wind direction and strength, we sail to the eastern part of the archipelago in 4 to 5 days. During the crossing, we sail on a 3-watch system (3 hours on, 6 hours off), ensuring everyone gets enough rest and can start their watch alert and ready – manageable even during cooler nights.

Along the way, we enjoy the deep blue swells of the ocean, spectacular sunsets, a breathtaking starry sky, and – with a bit of luck – dolphins and whales.

Island hopping in the Azores

If the wind is favorable, we’ll have some time after the crossing to visit one or two islands. Think of Santa Maria, the southernmost island, or the stunning São Miguel with its crater lakes, natural hot springs, and lush mountainous landscapes.

The journey ends in Praia da Vitória on the island of Terceira. For this, we make one final overnight sail from São Miguel, covering about 100 miles. The last evening is a relaxed finish with a shared dinner at a local restaurant.

A short ocean crossing – perfect for those who truly want to sail.

Daily distances vary between 20 and 550 miles, depending on weather and tides. The above schedule is subject to weather, wind, and tidal conditions and may be adjusted if necessary.

Category A/C: Crossing – this is a true ocean sailing mileage builder from one port to another. Night sailing on a watch system will also take place. Before and after the crossing, there is time for shorter day sails and exploration ashore.

Cherokee

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Highlights

✔️ Approx. 700 nm of ocean sailing with a chance to see dolphins and whales
✔️ Discover Madeira and the Azores
✔️ 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€ 2.085 p.p. i.p.v. € 2.610 p.p.
Child
Double cabin (from 30 years)
Adult€ 2.195 p.p. i.pv. € 2.747 p.p.
Child
Single cabin
Adult€ 4.170 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