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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

13 Trips

Atlantic
Any ExperienceRacing & Performance

RORC Transatlantic Race

Spain & Antigua & Barbuda • Europe
Next: 7 - 20 January 2027
From
—
1 date available
Runs in Jan
Any ExperienceExpedition

Race and Explore the Southern Caribbean

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

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 1 - 7 February 2027
From
—
1 date available
Runs in Feb
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
RORC
Any ExperienceRacing & Performance

RORC Caribbean 600

Antigua & Barbuda • Caribbean
Next: 19 - 26 February 2027
From
—
1 date available
Runs in Feb
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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

13 trips found

Atlantic
Any ExperienceRacing & Performance

RORC Transatlantic Race

Spain & Antigua & Barbuda • Europe
Next: 7 - 20 January 2027
From
—
1 date available
Runs in Jan
Any ExperienceExpedition

Race and Explore the Southern Caribbean

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

Windward – Leeward Cruise

St. Lucia & Antigua & Barbuda • Caribbean
Next: 1 - 7 February 2027
From
—
1 date available
Runs in Feb
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
RORC
Any ExperienceRacing & Performance

RORC Caribbean 600

Antigua & Barbuda • Caribbean
Next: 19 - 26 February 2027
From
—
1 date available
Runs in Feb
Mile Builder
Any ExperienceRacing & Performance

Antigua - St. Maarten Mile Builder

Antigua & Barbuda & Sint Maarten • Caribbean
Next: 27 - 28 February 2027
From
—
1 date available
Runs in Feb
Mile Builder
Any ExperienceRacing & Performance

St. Maarten - Antigua Mile Builder

Sint Maarten & Antigua & Barbuda • Caribbean
Next: 8 - 9 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
ARC
Intermediate & AdvancedExpedition

The Atlantic Homecoming Voyage – West to East

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

Antigua Sailing Week

Antigua & Barbuda • Caribbean
Next: 19 - 25 April 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