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Extraordinary sailing adventures for everyone

Browse trips chosen by sailors for sailors - no signup needed

Vetted operators only
Secure booking
Trusted by 50,000+ sailors

20 Trips

Any ExperienceCruising

October Half Term Corfu & Paxos - Share-a-Yacht

Greece • Europe
Next: 25 October - 1 November 2026
From
—18% off
2 dates available
Runs Oct - Oct
Beginner & IntermediateCruising

St Lucia Christmas Cruise

St. Lucia • Caribbean
Next: 19 - 26 December 2026
From
—20% off
1 date available
Runs in Dec
Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 20 December 2026 - 2 January 2027
From
—15% off
1 date available
Runs in Dec
Any ExperienceCruising

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 31 January - 7 February 2027
From
—
1 date available
Runs in Jan
Any ExperienceCruising

Bay of All Saints - Brazil

Brazil • Americas
Next: 1 - 6 March 2027
From
—
1 date available
Runs in Mar
Any ExperienceCruising

Caribbean Hang Out Cruise - St Maarten to Antigua

Sint Maarten & Antigua & Barbuda • Caribbean
Next: 19 - 26 March 2027
From
—
1 date available
Runs in Mar
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Extraordinary sailing adventures for everyone

Browse trips chosen by sailors for sailors - no signup needed

Vetted operators only
Secure booking
Trusted by 50,000+ sailors

20 trips found

Any ExperienceCruising

October Half Term Corfu & Paxos - Share-a-Yacht

Greece • Europe
Next: 25 October - 1 November 2026
From
—18% off
2 dates available
Runs Oct - Oct
Beginner & IntermediateCruising

St Lucia Christmas Cruise

St. Lucia • Caribbean
Next: 19 - 26 December 2026
From
—20% off
1 date available
Runs in Dec
Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 20 December 2026 - 2 January 2027
From
—15% off
1 date available
Runs in Dec
Any ExperienceCruising

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 31 January - 7 February 2027
From
—
1 date available
Runs in Jan
Any ExperienceCruising

Bay of All Saints - Brazil

Brazil • Americas
Next: 1 - 6 March 2027
From
—
1 date available
Runs in Mar
Any ExperienceCruising

Caribbean Hang Out Cruise - St Maarten to Antigua

Sint Maarten & Antigua & Barbuda • Caribbean
Next: 19 - 26 March 2027
From
—
1 date available
Runs in Mar
Any ExperienceCruising

Brazil - Ilha Grande Cruising

Brazil • Americas
Next: 5 - 10 April 2027
From
—
3 dates available
Runs Apr - Jun
Any ExperienceCruising

Highlights of the South Ionian - Share-a-Yacht

Greece • Europe
Next: 9 - 16 May 2027
From
—
10 dates available
Runs May - Oct
Any ExperienceCruising

Skippered Highlights of the South Ionian - Share-a-Yacht

Greece • Europe
Next: 9 - 16 May 2027
From
—
10 dates available
Runs May - Oct
Any ExperienceCruising

Corfu & Paxos - Share-a-Yacht

Greece • Europe
Next: 9 - 16 May 2027
From
—
10 dates available
Runs May - Oct
Beginner & IntermediateCruising

Cyclades cruise

Greece • Europe
Next: 19 - 26 June 2027
From
—
2 dates available
Runs in Jun
Beginner & IntermediateCruising

Saronic Islands Cruise

Greece • Europe
Next: 19 - 26 June 2027
From
—
4 dates available
Runs in Jun
IntermediateCruising

Channel Island Adventure Cruise

United Kingdom • Europe
Next: 3 - 11 July 2027
From
—
1 date available
Runs in Jul
Any ExperienceCruising

Heavy Weather 1500 Offshore

Brazil • Americas
Next: 5 - 23 July 2027
From
—
1 date available
Runs in Jul
Any ExperienceCruising

Finnish Archipelago Summer Cruise

Finland • Europe
Next: 12 - 18 July 2027
From
—
4 dates available
Runs Jul - Aug
BeginnerCruising

Sailing the Finnish Archipelago and the Åland Islands

Finland • Europe
Next: 12 - 18 July 2027
From
—
4 dates available
Runs Jul - Aug
IntermediateCruising

St Malo via the Channel Islands

United Kingdom • Europe
Next: 17 - 25 July 2027
From
—
1 date available
Runs in Jul
IntermediateCruising

Scilly Isles and West Country Adventure Cruise

United Kingdom • Europe
Next: 31 July - 8 August 2027
From
—
2 dates available
Runs Jul - Aug
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