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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

18 Trips

Any ExperienceTraining

Croisière Formation FFV dans les Grenadines

Martinique • Caribbean
Next: 7 - 14 November 2026
From
—
15 dates available
Runs Nov - May
Mile Builder
Any ExperienceTraining

Sailing the Tropical Trail

Bermuda & U.S. Virgin Islands • Caribbean
Next: 13 - 23 November 2026
From
US$7,550
1 date available
Runs in Nov
Mile Builder
Any ExperienceTraining

Wind & Waves Seminar

U.S. Virgin Islands • Caribbean
Next: 3 - 7 December 2026
From
US$3,850
2 dates available
Runs in Dec
Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 20 - 2 January 2027
From
—
1 date available
Runs in Dec
Any ExperienceExpedition

Race and Explore the Southern Caribbean

Antigua & Barbuda • Caribbean
Next: 13 - 8 February 2027
From
—
1 date available
Runs in Jan
Any ExperienceExpedition

St. Vincent & Grenadines Expedition

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

18 trips found

Any ExperienceTraining

Croisière Formation FFV dans les Grenadines

Martinique • Caribbean
Next: 7 - 14 November 2026
From
—
15 dates available
Runs Nov - May
Mile Builder
Any ExperienceTraining

Sailing the Tropical Trail

Bermuda & U.S. Virgin Islands • Caribbean
Next: 13 - 23 November 2026
From
US$7,550
1 date available
Runs in Nov
Mile Builder
Any ExperienceTraining

Wind & Waves Seminar

U.S. Virgin Islands • Caribbean
Next: 3 - 7 December 2026
From
US$3,850
2 dates available
Runs in Dec
Any ExperienceCruising

The Grenadines - Caribbean Christmas

Grenada & Martinique • Caribbean
Next: 20 - 2 January 2027
From
—
1 date available
Runs in Dec
Any ExperienceExpedition

Race and Explore the Southern Caribbean

Antigua & Barbuda • Caribbean
Next: 13 - 8 February 2027
From
—
1 date available
Runs in Jan
Any ExperienceExpedition

St. Vincent & Grenadines Expedition

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

Barbados Sailing Week

Barbados • Caribbean
Next: 16 - 22 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
Any ExperienceRacing & Performance

Grenada Sailing Week

Grenada • Caribbean
Next: 31 - 5 February 2027
From
—
1 date available
Runs in Jan
RORC
Intermediate & AdvancedRacing & Performance

RORC Caribbean 600

Antigua & Barbuda • Caribbean
Next: 16 - 23 February 2027
From
—
1 date available
Runs in Feb
RORC
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 ExperienceRacing & Performance

Antigua Racing Cup

Antigua & Barbuda • Caribbean
Next: 17 - 21 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

STIR - St Thomas International Regatta

U.S. Virgin Islands • Caribbean
Next: 7 - 11 April 2027
From
—
1 date available
Runs in Apr
ARC
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
Beginner & IntermediateRacing & Performance

Antigua Sailing Week

Antigua & Barbuda • Caribbean
Next: 19 - 23 April 2027
From
—
1 date available
Runs in Apr
ARC
Any ExperienceExpedition

Atlantic Crossing Caribbean to Europe

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