Sailing cruises

Island to island at an easy pace, with a new harbour or anchorage every day.

What is a sailing cruise?

What it's like

A planned route linking islands, coves and coastal towns, with time ashore to explore, eat and swim.

Who it's for

Couples, families and groups who want variety — a different place every day without packing and unpacking.

When to go

Most popular in each region's high season; spring and autumn are quieter and often better value.

What to expect

Comfortable cabins, a skipper who knows the area and a mix of sailing time and free time ashore.

Cruising sailing experiences

2 experiences with local captains

See all with filters

Good to know

Do we sleep on board?

Yes, on multi-day cruises you sleep in cabins and wake up in a new place most days.

Can I book a single cabin?

It depends on the host: some sell cabins individually, others charter the whole boat. Check the listing.

Are meals included?

Varies per trip. The 'Included' section of each experience shows what's covered.