…because LIFE is about the journey,

and TIME the only real currency we have…

Find Your Perfect Caribbean Sailing Vacation...

For singles, couples and solo travellers

Our Caribbean Sailing Holidays

FULL
From $2,895

Sail in St Martin, St Barth's & Anguilla; Spectate the St Barth's Bucket Regatta - 14th to 23rd March 2020

10 Days, 9 nights
Anguilla, St Barth’s, St Martin/St Maarten
Adventure
From $3,295

Easter Whistlestop Milebuilding Sailing Adventure - 5th to 18th April 2020

14 Days, 13 Nights
Antigua & Barbuda, Guadeloupe, Montserrat, St Barth’s, St Eustatius, St Kitts & Nevis, St Martin/St Maarten
For Beginners
From $2,795

Caribbean Sailing Holiday in the British Virgin Islands - 1st to 10th May 2020

10 Days, 9 nights
British Virgin Islands
For Beginners
From $2,795

Sailing Holiday in the British Virgin Islands - 16th to 25th May 2020

10 Days, 9 nights
British Virgin Islands
Special Event
From $1,235

Mediterranean Sailing Holiday in the Italian Islands - 18th July to 1st August 2020

14 Days, 14 nights
Italian Islands
Choose one of our

2018-19 Caribbean Sailing Areas

Anguilla
Anguilla
Antigua & Barbuda
Antigua & Barbuda
British Virgin Islands
British Virgin Islands
Guadeloupe
Guadeloupe
St Barth's
St Barth's
St Martin/St Maarten, St Barth's & Anguilla
St Martin/St Maarten, St Barth's & Anguilla

From the Ship's Log

Sailing Milebuilder from the Bahamas to Cuba - Feb 2018

Some challenging weather at the start, gave way to some wonderful trade wind sailing and gave us 4 days exploring the beautiful beaches of Long
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What Our Guests Say...

DonSan Miguel California

I had a great time sailing from Grenada to St Vincent. The weather and the wind were perfect and Neil was an excellent skipper. I want to do some more sailing next year so keep me informed. The boat was perfect and I enjoyed my fellow crew members. All in all a fantastic experience and look forward to future sailing trips.