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SailTies

SailTies is the modern way to capture, relive, and share your sailing.

Created in the UK by two sailors, Chris & Tom.

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Adventures

All TripsExpedition SailingCruisingRacing & PerformanceTraining CoursesBeginner TripsIntermediate TripsAdvanced TripsEuropeCaribbean

2026 SailTies. All rights reserved.

Extraordinary sailing adventures for everyone

Browse trips chosen by sailors for sailors - no signup needed

Vetted operators only
Secure booking
Trusted by 40,000+ sailors

9 Trips

Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 19 - 1 January 2027
From
—
1 date available
Runs in Dec
Any ExperienceExpedition

St. Vincent & Grenadines Expendition

St. Lucia • Caribbean
Next: 15 - 24 January 2027
From
—
1 date available
Runs in Jan
Any ExperienceCruising

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 31 - 7 February 2027
From
—
1 date available
Runs in Jan
Intermediate & AdvancedRacing & Performance

RORC Caribbean 600

Antigua & Barbuda • Caribbean
Next: 17 - 26 February 2027
From
—
1 date available
Runs in Feb
Any ExperienceRacing & Performance

Heineken Regatta – Sint Maarten

Sint Maarten • Caribbean
Next: 3 - 8 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 40,000+ sailors

9 trips found

Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 19 - 1 January 2027
From
—
1 date available
Runs in Dec
Any ExperienceExpedition

St. Vincent & Grenadines Expendition

St. Lucia • Caribbean
Next: 15 - 24 January 2027
From
—
1 date available
Runs in Jan
Any ExperienceCruising

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 31 - 7 February 2027
From
—
1 date available
Runs in Jan
Intermediate & AdvancedRacing & Performance

RORC Caribbean 600

Antigua & Barbuda • Caribbean
Next: 17 - 26 February 2027
From
—
1 date available
Runs in Feb
Any ExperienceRacing & Performance

Heineken Regatta – Sint Maarten

Sint Maarten • Caribbean
Next: 3 - 8 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 ExperienceRacing & Performance

Antigua to Azores Mile Builder

Antigua & Barbuda & Portugal • Caribbean
Next: 1 - 11 April 2027
From
—
1 date available
Runs in Apr
Intermediate & AdvancedExpedition

The Atlantic Homecoming Voyage – West to East

Antigua & Barbuda & United Kingdom • Caribbean
Next: 10 - 15 May 2027
From
—
1 date available
Runs in Apr
Any ExperienceExpedition

Atlantic Crossing Caribbean to Europe

Sint Maarten & Portugal • Caribbean
Next: 1 - 6 June 2027
From
—
1 date available
Runs in May