Authentic sailing experience
Feel the power of wind in the sails and take part in a real sea adventure – without commercial gimmicks and crowds of tourists.

Join Blue Clipper in the historic Cornish port of Penzance for a 5-night coastal sailing adventure. Explore the stunning Isles of Scilly, with their crystal-clear waters, white sandy beaches, and charming island communities. This voyage offers a perfect blend of relaxation and exploration, with time to enjoy scenic sailing, optional hands-on sailing experiences, and opportunities to wander the islands at your own pace. Whether you choose to help on deck or simply soak up the sea air, this journey promises unforgettable views, peaceful anchorages, and the unique magic of island life. 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.
Operator price: £1,632
Approximate conversion using the ECB reference rate from 12 October 2026. The operator's final charge may differ.
Join Blue Clipper in the historic Cornish port of Penzance for a 5-night coastal sailing adventure. Explore the stunning Isles of Scilly, with their crystal-clear waters, white sandy beaches, and charming island communities. This voyage offers a perfect blend of relaxation and exploration, with time to enjoy scenic sailing, optional hands-on sailing experiences, and opportunities to wander the islands at your own pace. Whether you choose to help on deck or simply soak up the sea air, this journey promises unforgettable views, peaceful anchorages, and the unique magic of island life. 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.
Penzance to Penzance: Isles of Scilly voyages
Why choose a Tall Ship cruise?
I want to set sail →Feel the power of wind in the sails and take part in a real sea adventure – without commercial gimmicks and crowds of tourists.
Immerse yourself in a world where time flows slower, and the only sound is the rush of waves and the crack of lines.
Whether you have sailing experience or are taking your first steps on deck – you'll find a cruise tailored to your expectations and abilities.
From short Baltic cruises to multi-week transatlantic voyages. Choose a cruise that fits your rhythm and dreams.
Penzance to Penzance: Isles of Scilly voyages
Arriving by sea, Penzance welcomes you with a broad bay, a working harbour and the easygoing feel of Cornwall’s far west. From the port, the town and promenade are close by, with sea views stretching toward St Michael’s Mount and the rugged coastline nearby.


Puck,
15 October 2026
Puck,
18 October 2026
From ~€160 / person
HolidayLisbon, Portugal
16 October 2026
Bridgetown, Barbados
31 October 2026
From ~€1,469 / person
HolidayValletta, Malta
17 October 2026
Palma de Mallorca, Spain
25 October 2026
From €6,590 / person

Puck,
22 October 2026
Puck,
25 October 2026
From ~€160 / person