Tall Ship Sailing in the Isles of Scilly

Your adventure sailing holiday aboard Maybe will begin in the harbour town of Penzance, Cornwall, the perfect joining location to make the crossing to the Isles of Scilly.

You’ll be setting sail to make a 28-mile crossing to reach the near-tropical archipelago of the Isles of Scilly. The 10-12 hour passage is well worth it: the reward is a tranquil week of island-hopping in some of the clearest, warmest waters the UK has to offer. Discover secret places on sandy shores and experience the charming history of the UK’s most southerly archipelago.

Life at Sea

Life at sea is never predictable, and exactly where you explore when you get to the Scillies will be decided on the wind and tide. (Please note, if the weather is not in favour then an alternative sailing plan will be decided to explore the wonders of the coast of Cornwall instead.)  If you’re new to sailing, don’t worry – the crew will guide you in exactly what to do, even if you’ve never stepped foot on a boat before. Sailing with Maybe is an experience you won’t forget! A beautifully restored classic tall ship perfect to get involved with hoisting sails and being on hand to tack and jibe with the crew.

 

Beautiful Scillies

Think secluded coves, white sandy beaches, rocky sea cliffs and a wide variety of different landscapes – from wild and windswept, to sheltered and dotted with palm trees. The sunny and mild weather means you’ll be able to laze about on the beach, enjoy a quiet walk around one of the many uninhabited islands or take a swim in the clearest of waters before returning to the comfort of Maybe for a hearty home-cooked evening meal.

Out of the 55 islands, just 5 are inhabited and each has its own distinct character. Tresco is home to a beautiful botanical garden, which has some exotic rare plants unable to grow anywhere else in the UK.  The beaches of St Martins are some of the best in the world and Bryher is dotted with blue lagoons and rocky outcrops. Dependent on the weather you’ll be able to visit where you like, as each of them are accessible easily by boat. 

Read more about sailing in the Isles of Scilly over on our destinations page.

Wonderful Wildlife

The Isles of Scilly are a haven for wildlife, especially migratory seabirds who often nest here. You’ll most likely encounter seals somewhere along the way as they love the rocky shores, and you may be lucky enough to be joined by dolphins on the voyage to or from Penzance. Puffins are some of the Scillies’ most famous inhabitants, but they’re increasingly rare these days so keep those eyes peeled. 

 

Your ticket price includes Breakfast, Lunch, Dinner and soft drinks. Bedding is provided – you just need to bring your own towels. Simply click “Enquire Now” to reserve your berth whilst you sort your travel plans. No booking form or deposit is required until you are ready to book!

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!

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Private: Maybe

Guest berths: 8 Rig: Gaff Ketch

Built in 1929, classic boat Maybe is a beautifully shaped 28m gaff ketch. A strong sea-worthy vessel, she is built with extra strength using steel frames, a hardwood hull and teak decking.

She has a rather famous history, once being owned by Jan Jacob Van Rietschoten, father of the flying Dutchman, Cornelis ‘Conny’ Van Rietschoten. Having spent most of her life privately owned sailing around the world, she has been owned by her present owners since 1989.

After a complete overhaul in 2007 and a restoration to her original Gaff rig in 2011, she now spends her summers sailing Cornwall and the Isles of Scilly and winters keeping warm in Spain and Portugal.

Guests are invited to get involved with all aspects of sailing Maybe, from hoisting the sails, taking the helm and even some basic navigation. An onboard chef provides breakfast, lunch, dinner, hot breads and cakes throughout voyages, ensuring you won’t be going hungry after a day on the water!

Read more about Life on board Maybe here.

More about Private: Maybe

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

• Are all meals included?

  Yes, all meals on board are included in the price. (Breakfast, Lunch, Dinner and hot drinks) Generally, alcohol is not included; *One glass of wine is included with your evening meal on leisure voyages (not expedition/crossings)

• Are bedding and towels provided?

  Bedding is provided. Please bring your own towels for swimming and showering

• Can you cater for dietary needs?

  Yes, please let us know when making your booking.

• What language is spoken onboard?

  English

• What are the sleeping arrangements?

  4x Twin Cabins(& 1x 6berth Cabin for private charters if needed)

• Are bedding and towels included?

  All bedding is provided but towels are not so please bring your own for showering/swimming

• Do I need to tip the crew?

  Tips are not mandatory but are welcomed by the crew!

• How many toilet/showers does she have?

  2 toilets/showers for guest use

• Is there WIFI?

  No, but you should easily be able to reach 3G/4G from the shore.

• Can I charge my phone/Camera?

  Yes.

• Are there life jackets provided?

  Yes.

• Are Waterproofs provided?

  Yes

• Do I need sailing experience?

  No, absolutely not! Just a lust for adventure and a want to get actively involved.

• 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.

• Is there an age limit?

  We recommend over 8+ years accompanied by an adult on a 1:1 ratio but please check in the office for any under 18's as it can vary from voyage to voyage.

Travel Planning

From: Penzance Harbour

To: Penzance Harbour

To see where the ports are, along with your likely sailing area, please view the sail area & highlights.

PARKING:

The Harbour Long Stay carpark (TR18 2JX) is a 5 minute walk from the quay. It’s recommended that guests purchase a day parking permit using the JustPark app on arrival.

BY RAIL:

Penzance train station is about a 10 minute walk from Penzance Harbour. There are direct trains with Great Western Railway from Plymouth, Exeter St Davids, Cardiff Central and London Paddington into Penzance.

BY AIR:

Newquay Airport requires taking either a taxi to Redruth Train Station and then the train to the end of the line at Penzance, or a taxi direct to Penzance.

STAY IN PENZANCE:

There are plenty of places to stay in Penzance. Try Chapel House Hotel, The Dock Inn or Hotel Penzance.