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FAQ – Frequently Asked Questions

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16/04 Educational

When The Long Trick’s Over: How to ‘Park’ A Tall Ship

When you sail on one of the historic or traditionally rigged vessels in our fleet, you’re not just a bystander —you become part of

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Sail on Oosterschelde with Classic Sailing

07/03 FAQ - Frequently Asked Questions

What is a ‘Hands On’ Sailing Holiday?

Become Part of the Crew On a Classic Sailing voyage you can become part of the crew for the duration of your voyage. Fear

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Lifejackets on a pilot cutter

30/08 FAQ - Frequently Asked Questions

Is Sailing Safe?

How We Prioritise Your Safety at Sea Ahoy future sailors and cautious adventurers! The open sea may look like a wide playground, but I

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23/08 Educational

“Hold on the Peak, up on the Throat!” Let’s explore the Gaff Rig.

When you think of a ‘traditional’ sailing ship, many people will picture something from a Pirates of the Caribbean film. A big, old galleon

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Eye of the Wind with Classic Sailing

06/07 Educational

Preparing and using your phone when beyond wifi and cellular coverage.

When sailing in areas with no Wi-Fi or cellular coverage, utilising airplane mode can have its advantages and disadvantages. While it disconnects you from

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06/04 FAQ - Frequently Asked Questions

Can I Climb the Rigging on a Tall Ship?

On a tall ship voyage you will be encouraged to climb the rigging. If you enjoy it, this will be part of your job

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20/01 FAQ - Frequently Asked Questions

What is a Delivery Voyage?

A delivery voyage, sometimes described as a ‘Mile-builder’, is a sailing trip from one port to another without much hanging around in between. Often

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Eye of the Wind with Classic Sailing

20/01 FAQ - Frequently Asked Questions

Will I Get Seasick?

The prospect of feeling nauseous on board ship puts a lot of people off sailing. Famous cases don’t help matters. Darwin called his mal-de-mer

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Pair of guillimots in flight

20/10 FAQ - Frequently Asked Questions

Travelling to the Ship: to Fly or not to Fly?

You’ve found your ideal sailing adventure and had your booking confirmed. Now it’s time to arrange travel to and from your voyage. Where to

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15/09 FAQ - Frequently Asked Questions

Seafarers of All Sorts: Bringing out your inner Mary Patten

I was once asked to do an interview in which I would have to espouse the struggles and achievements of my time as a

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Santa Maria Manuela Sail in the Tall Ships Race

14/07 FAQ - Frequently Asked Questions

Single and Solo Travellers are Welcome

The majority of people on Classic Sailing holidays are single or solo travellers and there are no additional charges. We have many women travelling

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how many jumpers for spring sailing

16/04 Educational

How to Keep Warm Sailing in Spring

Booked an early season Voyage? How many jumpers should you pack? My granny used to say ne’r cast a clout till May is out”

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Sailing Holidays on Tecla with Classic Sailing

31/12 FAQ - Frequently Asked Questions

How Tough is Sailing in Remote Waters?

Like all things in life, you get out what you put into an adventure, but sometimes you need to do your own risk assessment

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Current Voyages

Santa Maria Manuela

A Mini Atlantic Crossing SM021025 V32

Embark

Thu 02-10-2025

São Miguel, Azores

Disembark

Fri 10-10-2025

Lisbon, Portugal

From

€1440

Santa Maria Manuela

Best of the Azores on Santa Maria Manuela - SM180825 V28

Embark

Mon 18-08-2025

Angra do Heroismo, Terceira, Azores

Disembark

Sat 23-08-2025

Angra do Heroismo, Terceira, Azores

From

€1150

Grayhound

Sail the Length of the English Channel GR020925

Embark

Tue 02-09-2025

Calais, France

Disembark

Mon 08-09-2025

Douarnenez, Brittany

Grayhound

From

€1120