Passage sailing & mile builders | Offshore Yacht Charter
Sailing the high seas off the beaten track. Sail with us and experience an unforgettable sailing holiday of which you may have always dreamed of, without having sailing experience. These sailing voyages will include night sailing and watch-keeping so are recommended for adventurous people.
You can also sail along to increase your own sailing experience. Or if you are planning to make a long sailing trip yourself, it might be educational to gain more experience by sailing with us, during a relaxed sailing holiday. Worry less, enjoy more!
Sailing yacht Cherokee sails in various and special sailing areas, where few, or even no others, dare to go. This is due, among other things, to the higher difficulty level of some of our sailing areas, as a result of which additional requirements are imposed on the ship and the crew. The skipper and owner, Jouke Lemmers, is an experienced sailor who has transformed the Cherokee into a seaworthy, fast and safe sailing ship.



Sailing the high seas, with or without sailing experience
No sailing experience is needed for our offshore sailing holidays. The professional crew sails the boat and does the navigation, if you like, you’re welcome to help. The crew also knows where to find the most beautiful ports or sheltered anchorages. They make sure that you will have a special and varied sailing holidays.
Of course you can sail along with us to increase your own sailing experience, or to gain miles for example your RYA Yachtmaster. For more options, please see our page about sail training courses.
There can sail up to eight passengers aboard the Cherokee, with a maximum of six during passage crossings. You can book individually, without additional charges, but you can also book our sailing holidays as a couple or with a small group.

Offshore sailing and mile builders
During our A-category offshore sailing holidays (also known as mile builders), we will cover fairly long distances and sail regularly through night. As a passenger you will be assigned in to a watch system. Since the ship has to be in time on the next destination, there will be a lot of sailing, sometimes even in bad weather. The focus is therefore on real offshore sailing.
However, these offshore sailing journeys are planned in such a way, that there are possibilities to avoid really bad weather and if the weather cooperates, to see some nice ports en route.
Planned offshore mile builders

Sailing voyage ZC1: Crossing the North Sea, sailtraining (450 miles)
- Sailtraining / mile builder 450 miles
- Stopover in atmospheric Whitby
- Night sailing
- Category A/E

Sailing voyage ZC2: Highlands & Caledonian Canal
- Loch Ness & Caledonian Canal
- Seals, birds, dolphins
- Category B/C

Sailing voyage Z07: Scotland & Northern Ireland
- Time for a walk
- Sightseeing - Black cab tour
- Crinan Canal
- Category C/F

Sailing voyage Z08: Sailing in Ireland
- Lovely harbors
- Sightseeing
- Time for a walk
- Category C

Sailing voyage Z09: Passage; Ireland – Scilly’s – France (380M)
- Mile builder /Sail-training 380 mijl
- Night sailing
- Scilly Islands
- Category E/A

Sailing voyage Z10: Passage bay of Biscay to Spain
- Mijlenmaker
- Passage Bay of Biscay
- Sailing at night
- Category A

Sailing voyage Z11: Sailing holidays North west Spain
- Stunning nature
- Costa de la Muerte
- Islas Cies
- Categorie C/F

Sailing voyage Z12: Sailing holidays Spain – Galicia
- Stunning nature
- Spanish fjords
- Islas Cies
- Category C

Sailing voyage Z13: Sailing holidays Spain & Portugal
- Beautiful nature
- Islas Cies
- Oceaan sailing
- Category C

Sailing voyage Z14: Sailing holidays West Portugal
- Authentic Portugal
- Sintra & Aveiro
- Ocean sailing
- Category B/C

Sailing voyage ZC15: West Portugal & Lisbon
- Sintra & Lisbon
- Ocean sailing
- Anchoring at NaturaldeArrabida
- Category B/C

Sailing voyage W01: Sail training: Portugal – Madeira (600M)
- Night sailing
- Ocean sailing
- Mile-builder
- Categorie A/C

Sailing voyage W02: Passage Madeira – Canary Islands (350M)
- Ocean sailing
- Mile-builder
- Sailing at night
- Category A/C

Sailing voyage W03: Island hopping Canary islands.
- Ocean sailing
- Dolphins & Pilot whales
- Sightseeing on la Gomera & Ell Hierro
- Category C/F

Sailing voyage W04: Island hopping Canary islands.
- Ocean sailing
- Dolphins & Pilot whales
- Walking on La Palma
- Category C

Sailing voyage W05: Island hopping Canary islands.
- Ocean sailing
- Dolphins & Pilot whales
- Sightseeing on La Gomera
- Category C

Sailing voyage W06: Island hopping Canary islands.
- Ocean sailing
- Dolphins & Pilot whales
- Sightseeing on Gran Canaria
- Category C

Sailing voyage W07: Passage Canary Islands – Madeira (350M)
- Ocean sailing
- Mile-builder
- Sailing at night
- Category A/C

Sailing voyage W08: Ocean passage Madeira – Azores (700M)
- Night sailing
- Ocean adventure
- Passage / Milebuilder
- Categorie A/C

Sailing voyage Z01-22: Island hopping central Azores
- Ocean sailing
- Island hopping Azores
- Sightseeing
- Category B/C
Categories of our offshore sailing holidays
Our sailing vacations have been subdivided into categories. From mile-builders, where we will sail through the night (A), to relaxed cruising with time for sightseeing (C). Category B is in between. This allows you to choose what you are looking for.
Category A:
Offshore crossings, includes also sailing throughout the nights. Passengers will also be grouped in the watch system.
Category B:
Offshore sailing holidays, there will be no sailing throughout the nights, but occasionally a late arrival at the harbour (or an early departure), depending on the weather.
Category C:
Relaxed sailing holidays with shorter sailing distances, including more time for sightseeing and sometimes a nice land excursion.
Category D:
Sailing holiday specials, from ‘Sailing holidays with Yoga’ up to expedition sailing. Not every season available.
Category E:
Sailing voyages with extra sailtraining.
Milebuilders, offshore sailing with sailtraining
Our offshore sailing trips or miles-builders are also interesting for boat owners who, for example, would like to explore sailing in a new sailing area.
For the sailors who really want to learn more about sailing the high seas, we have special no-nonsense sail trainings with more text and explanation about the ‘how and why’ of offshore sailing (see our sailing holidays with category E). For sailors who have a basic knowledge, but do not want to do a ‘school-like’ sailing course, our offshore sail training is very suitable. However, we do expect your participation and commitment if you really would like to learn more.
U krijgt de gelegenheid om zelf de routering uit te stippelen en de navigatie voor te bereiden. Als u de basis onder de knie hebt gaan we u echt leren sturen op de wind en de golven, het kompas wordt dan afgedekt.
You will have the opportunity to define the routing and prepare the navigation. When you have mastered the basics, we will teach you to steer you on the wind and the waves, the compass will be covered.
Read more about our sailing area:
– Offshore sailing holidays in Scotland
– Offshore sailing holidays in Ireland
– Offshore sailing holidays around the Faroe Islands
– Offshore sailing holidays in Brittany (France)
– Offshore sailing holidays Channel Islands (U.K. & France)
– Offshore sailing holidays in North West Spain
– Offshore sailing holidays in Portugal
– Offshore sailing holidays around the Canary Islands
