MA250624 Classic Sailing to the Isles of Scilly

UK and Scotland

Penzance, UK - Penzance, UK

Join us on our voyage as we set sail from Penzance and explore the Isles of Scilly (weather dependant) and discover some of the lovely coastal towns and anchorages that Cornwall has to offer.
To enquire about this voyage please click the ‘BOOK NOW’ button below and you will be re-directed to our booking agent VentureSail Holidays where you can make an enquiry. VentureSail manage all our holiday voyages and the team at the office are available on 01872 487288 if you have any questions. 

Ship Under 25 Adult 4-6 Berth Cabin
Maybe £1,603.35 £1,603.35 £1,603.35
Embarkation Disembarkation Nights
June 25, 2024 July 1, 2024 6
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Classic Sailing to the Isles of Scilly

25th June 2024 - 1st July 2024

Voyage Highlights:
  • Spectacular scenery and wildlife
  • Sunsets and long evenings
  • Pretty coastal anchorages
  • Plenty of opportunity to learn new skills
  • Isles of Scilly (weather dependant)

Life on a sailing voyage

On a sailing voyage we never use the word itinerary, as skippers will always be aiming for the best sailing and shore landings for the forecast and most idyllic or sheltered anchors and ports. They are as keen as you to include some of the highlights describe, but you have to go with Mother Nature, not fight her. The description below is based on what we think might be possible, based on past trips, or experience, but nothing is guaranteed on a sailing voyage. If the following voyage description is not fulfilled for any reason, Maybe Sailing and Maybe Sailing Youth Initiative cannot be held responsible.


Join us for a voyage of discovery as we explore the Isles of Scilly and discover some of the lovely coastal towns and anchorages that Cornwall has to offer.

We start our journey in the attractive market town of Penzance with plenty of shops and views along fantastic beaches to St Michael’s Mount.

Our journey to the Isles of Scilly will be weather dependant.

The Isles of Scilly offer a certain quality of life – simpler, kinder and more peaceful. A quality long lost to many other parts of the UK. There are five inhabited islands – St Mary’s, Tresco, St Martin’s, Bryher and St Agnes, plus countless uninhabited ones to explore. Each Island has distinct characteristics. The Isles of Scilly also boast an incredible ancient history and archaeology, alongside sweeping sea views and rugged undeveloped coasts.
The Isles of Scilly lie squarely in the path of the Gulf Stream, creating a considerable improvement in the climate – surrounded by the Atlantic Ocean and warmed by the North Atlantic Drift – Scilly has a milder climate than the mainland creating a haven for many types of flora and fauna. Migrating birds also rest here during their travels, making this an ideal spot for bird watching.

What is included in the voyage cost:

  • Accommodation and all meals on board Tall Ship Maybe
  • Sailing tuition and supervision from fully qualified crew members
  • Third party liability Insurance
  • Use of waterproofs and safety equipment

What is not included:

  • Travel to and from the boat
  • Personal travel insurance.  Check out Top Sail for specialist Tall Ship sailing travel insurance
  • Merchandise available to purchase on board
  • Excursions and meals onshore, unless otherwise stated

Kit List

Penzance, UK

Embark Travel Information

Penzance, UK

Disembark Travel Information

Penzance, UK

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