Sailing from Tenerife to Madeira
- Vessel: Cherokee
- Where: Tenerife, Canary Islands
- Duration: 9 days
- Embark: San Miguel, Tenerife - 5 April 2022, 18:30
- Disembark: Funchal, Madeira - 13 April 2022, 10:30
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This voyage has now sailed. Check out our voyage finder to see what else we have available.
Sail from Tenerife in the Canary Islands to Madeira with modern yacht Cherokee to tuck some sea miles under your belt.
Join Cherokee on the island of Tenerife in the Canary Islands for a mile builder sailing holiday to Madeira.
LIFE AT SEA
As with all of our sailing holidays, exactly where you stop and explore will be entirely dependant on the weather and tides. As you board Cherokee, owner and Skipper Jouke, will have a better idea of a route and what to expect from the week.
No experience is needed to climb aboard but a list for adventure is a must as there will be some longer passages on the water with a need for “all hands on deck”. Get involved with hoisting the sails, taking the helm, some basic navigation and night passages along the way.
Atlantic Island Hopping
Set the sails and spend the first couple of days exploring the coastline of Tenerife to familiarise yourself with life at sea. Spend a day exploring Santa Cruz and preparing for the two day Atlantic crossing to Madeira. With 270 miles to cover, we will finish in the harbour of Funchal.
Madeira is a Portuguese island in the Atlantic and with rolling green cliffs and dramatic volcanic landscapes, its well worth extending the end of your trip to spend a few days exploring here.
There are currently no voyages scheduled. Please get in touch with the VentureSail team to find out what’s available, or if other upcoming voyages might be suitable.
Call us in the Office on 01872 487288 or email [email protected], and we will be happy to help you find your next adventure!
Cherokee
Guest berths: 8 Rig: Cutter
In 2008, Jouke Lemmer purchased Cherokee after spending years sailing with his father’s ship amongst others. Cherokee was built in 2000 by award-winning boat builders J & J Design and a year after buying her, Jouke refitted Cherokee radically, transforming her into a truly comfortable charter vessel, giving her a cutter rig and space for a generator so as to offer his passengers power and hot showers!
She is a fast, 16m vessel with a stunning teak deck and spacious cockpit, and she operates with two crew members (her skipper and the bosun/chef). Cherokee is exceptionally good at what she was built to do – pure sailing. Read more about what to expect with life onboard here.
Jouke sails his ship all over the northern hemisphere, leaving Cherokee’s home port of Rotterdam in May and sailing anywhere from the Hebrides and the Channel Islands, the Faroe Islands and Ireland or even down to the North coast of Spain before making the journey back to Holland in October. Join him and his wonderful ship for the adventure of a lifetime – think exhilarating sailing, bucket list destinations and top-notch hospitality.
Deck plan

Travel insurance notes
As this is an active adventure holiday, we advise that everyone has the appropriate personal accident travel insurance whilst onboard in addition to standard travel insurance which would cover you in the time between making your booking and departing for your adventure. These policies can sometimes be combined so please check with your travel insurance provider.
Please read more information on our Insurance guidelines page.
FAQ
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Are all meals included?
Yes, all meals on board are included in the price. (Breakfast, Lunch, Dinner and soft/hot drinks) Alcohol is not included.
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Can you cater for dietary needs?
Yes, please let us know when making your booking.
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Do I need to tip the crew?
Tips are not mandatory but are welcomed by the crew!
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What language is spoken on board?
Dutch and English.
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What are the sleeping arrangements?
Cherokee has two twin berth cabins and two double berth cabins for guests.
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How many toilet/showers does she have?
Cherokee has two toilet/shower rooms.
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Are bedding & towels provided?
Yes
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Is there an age limit?
No!
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Do I need sailing experience?
Not at all.
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Is there WIFI?
No, but you should easily be able to reach 3G/4G from the shore.
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Can I charge my phone/Camera?
Yes charging facilities are available when the generator is running.
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Are there life jackets provided?
Yes
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Are Waterproofs provided?
You can hire Sailing suits for £35 for the week.
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Will I be sea sick?
Everyone reacts differently but we recommend if you are at all worried to take some medication 24 hours before departure.
Gallery
imageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageTravel Planning
From: San Miguel, Tenerife
To: Funchal, Madeira
To see where the ports are, along with your likely sailing area, please view the sail area & highlights.