FAQ - Frequently Asked Questions

Couples and Partners – Traditional sailing holidays for two

Sailing with Your Partner

Many couples take holidays together, but far fewer share a sailing holiday. Debbie, my wife, likes windsurfing but I just don’t have the agility for it, we are all different. One partner may be enthusiastic for a sailing holiday, while not so much for the other person.

There are, however, voyages that suit both. If chosen carefully, a sailing holiday can work well for couples with different levels of interest in traditional boats.

Different appetites for adventure.

You do not both need to be experienced or enthusiastic sailors. We can find you voyages well suited to couples where one wants to crew and the other prefers to watch the world go by. These trips remain hands-on, but not everyone has to get involved, there is space to step back, chill out, watch others do the work, and enjoy the seascapes.

Many of our coastal and island hopping voyages allow ample time for other activities in addition to sailing, such as wild swimming, paddle boarding and walks ashore – some even offer snorkelling, guided hiking tours and rowing! Sometimes we have special guests on board offering workshops – Tallulah sometimes offers Yoga voyages with instructor Sophie Mydlarz, and Art Workshops with celebrated artist, Claudia Myatt. Earlier this year, Santa Maria Manuela welcomed award-winning photographer Julien Carcano aboard for a Landscape Photography Masterclass in the Azores! All this to say there is almost always more to do than just sailing on a Classic Sailing voyage! Please feel free to contact us with your interests and we’ll help you find a voyage suitable for you both!

Cabins made for two

Most vessels offer accommodation for two people sharing. This might mean bunk beds, or in some cases, a double bed. On smaller vessels, the space is sometimes better described as secluded rather than private, but it is still arranged with pairs in mind.

Accommodation details are provided for all vessels. We explain what type of cabin is available, and whether the price is per person or per cabin.

Tallulah

Short trips are a good place to begin

You do not need to cross the Bay of Biscay or the Atlantic  to find out if traditional sailing is for you. Long weekends or short breaks along the coast offer a chance to experience life at sea, without the worry of a longer voyage.

A shared experience

This is a unique opportunity for you both to enjoy the sea in your own way. Classic Sailing’s Jess Clay began her sailing journey alongside her partner Jack – Several years later they still sail together and Jess even made it her career!

Something Blue…

Finally, it would be remiss of me not to mention Richard and Pip, who tied the knot in the Scillies earlier this year – delivered to their wedding ceremony in style aboard our very own Tallulah!

Anchors holding fast so far and it was such a joy to sail on Tallulah that I am sure we will be back, families in tow.” – Richard & Pip

You can read all about their special story here. That only leaves one question… what type of knot do you think they tied? Reef knot? Bowline… Answers on a post card!

Vessels with Accommodation for Couples 

Tallulah accommodation / voyages

Eye of the Wind accommodation / voyages

Tecla accommodation / voyages

Provident accommodation / voyages

Morgenster accommodation / voyages

Oosterschelde accommodation / voyages

Grayhound accommodation / voyages

Santa Maria Manuela accommodation / voyages

Johanna Lucretia accommodation / voyages

Sunbeam – accommodation / voyages 2026 schedule coming soon!

Santa Maria Manuela has a large number of twin cabins in a very luxurious style and probably offers the gentlest of sailing being a big four masted tall ship.

Eye of the Wind, Tecla, and Provident only have twin cabins and are ideal for couples on a sailing holiday.

Tallulah and Sunbeam both have ‘secluded’ double bed options

Ample Sunshine Voyages

Here’s some voyage ideas that may appeal to you both!

Winter sunshine voyages occur in the Canary Islands and voyages heading south. 

In the Cape Verde and voyages heading southward.

There are many voyages in the Caribbean and northern South America

Sailing in the Pacific but some of these head for cooler climates!.

Summer voyages in the Baltic are likely to be both sheltered and sunny.

Voyages in Stockholm Archipelago are perfect if one of you wants to sail but the other is worried about seasickness. The archipelago is very sheltered and the biggest wave you’re likely to encounter is from a passing ferry! Plus with so many natural harbours and sheltered island anchorages, there is amble opportunity to get ashore and stretch your legs!

If you have any questions about the suitability of a voyage for a couple please drop us an email 

skippers@classic-sailing.com 

or call us on +44 (0) 1326 53 1234

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