Azores East/South- Cherokee 2022
- Vessel: Cherokee
- Where: Azores, Portugal
- Duration: 3 days
- Embark: Horta, Faial - 16 May 2025, 10:00
- Disembark: Ponta Delgada, Sao Miguel - 18 May 2025, 14:30
Prices from
£450.00€517.50 Per Person.
View tickets and availability
Explore the Southern islands that make up the fascinating archipelago of the Azores under sail with modern yacht Cherokee.
- Tickets & Booking
- Sail area & highlights
- Gallery
- Travel planning
- The boat
- FAQs
- What's included
- Boat schedule
Join Cherokee for an adventure sailing holiday in the Portuguese archipelago of the Azores on the island of Faial in the harbour of Horta. A popular destination for sailors on Atlantic crossings to and fro the Caribbean, the archipelago of the Azores is an untouched tourist destination far away from the usual holiday hustle and bustle. With so many islands and anchorages to choose from, exploring the Azores under sail is certainly the best way to see as much as possible with ease. The islands are still mostly underdeveloped from resorts and retain their traditional Portuguese island charm.
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.
Sailing the Azores
Set the sails from the world famous sailors harbour of Horta. From here, we will island hop through Sao Jorge, Graciosa and Terceira before reaching our final destination of Ponta Delgada on the island of São Miguel.
The harbour of Angra do Heroismo on Terceira is steeped in maritime history once serving as a main stop-over on the shipping route between Europe and America. Its ancient history and heritage have made this historic town a World Heritage Site. Enjoy a forest walk in the ‘Reserva Florestal de Recreio da Lagoa das Patas’ and/or visit the volcano caves of ‘Gruta do Natal’.
From Terceira its a 92 mile overnight sail to reach the island of Sao Miguel, one of the most southern islands of the Azores. Hopefully dolphins and even whales will join us along the way to mark the sunset or sunrise. Arriving onto Sao Miguel should leave us some time for some onshore exploration, with the volcanic mountain lake of the Miradouro do Pico da Barrosa.
The last sailing day is short, but the plan is to anchor at Ilhéu de Vila Franca do Camp. A kind of mini volcano with a perfect circular swimming place in the middle, a real mini paradise with a lovely cliff walk as well. We will end the sailing trip in Ponta Delgada on Sao Miguel.
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
More about CherokeeTravel 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.
This voyage will not be more than 12 miles offshore.
FAQ
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Are all meals included?
Yes, all meals on board are included in the price. (Breakfast, lunch, dinner and hot drinks)
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Can you cater for dietary needs?
Yes, please let us know when making your booking.
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Are there any added extras?
There's an honesty bar for soft drinks and alcohol.
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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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Is there a porthole in my cabin?
Yes, all cabins have either a hatch or porthole.
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How many toilet/showers does she have?
Cherokee has two toilet/shower rooms.
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Are bedding and towels provided?
All bedding and a towel is included but please bring your own swim towels (if needed). Micro-fibres are a great lightweight, quick-drying alternative.
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Is there a hairdryer on board?
No, please do not bring one. The sea breeze makes a great natural alternative!
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Will I be able to wash my clothes?
No, Cherokee does not have laundry on board.
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Is there heating onboard?
Yes, there is heating on board.
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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?
English and Dutch.
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Is there WIFI?
No! It's time to disconnect from the modern tech and reconnect with nature! When within shore range, you should be able to reach 4/5G. Please make sure you have international roaming set up on your data plan.
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Can I charge my phone/Camera?
Yes charging facilities are available when the generator is running.
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What is the currency on board?
Whatever the local currency is in the sailing destination.
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Do I need sailing experience?
Not at all.
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How do I get on and off the boat?
Cherokee is often at anchor so you'll need to be comfortable climbing in and out of the tender dinghy. She has a dropped transom with steps so getting on/off the boat is fairly easy.
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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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Does the boat have any water toys?
No.
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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.
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Is there an age limit?
Over 12's on most voyages.
Gallery
imageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageimageTravel Planning
From: Horta, Faial
To: Ponta Delgada, Sao Miguel
To see where the ports are, along with your likely sailing area, please view the sail area & highlights.