…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

Adventure
10 Days, 9 nights
Antigua & Barbuda, Guadeloupe, St Barth’s, St Martin/St Maarten
10 Days, 9 nights
Anguilla, St Barth’s, St Martin/St Maarten
Special Event
14 Days, 13 Nights
Anguilla, St Barth’s, St Eustatius, St Kitts & Nevis, St Martin/St Maarten
For Beginners
10 Days, 9 nights
Anguilla, St Barth’s, St Martin/St Maarten
Adventure
10 Days, 9 nights
Guadeloupe, Montserrat, St Barth’s, St Kitts & Nevis, St Martin/St Maarten
Adventure
10 Days, 9 nights
Antigua & Barbuda, Guadeloupe, St Barth’s, St Martin/St Maarten
Special Event
10 Days, 9 nights
Anguilla, St Barth’s, St Martin/St Maarten
For Beginners
10 Days, 9 nights
British Virgin Islands
Choose one of our

2018-19 Caribbean Sailing Areas

Anguilla
Anguilla
Antigua & Barbuda
Antigua & Barbuda
British Virgin Islands
British Virgin Islands
Guadeloupe
Guadeloupe
Montserrat
Montserrat
St Barth's
St Barth's
St Kitts, Nevis & St Eustatius
St Kitts, Nevis & St Eustatius
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...

Jimmy McLeanJimmy McLeanWinston-Salem, NC USA

I just completed the whistle stop trip on Ibis, with Sam captaining. Three other guys and I served as "crew". For me , this was the trip of a lifetime. We sailed about 450 miles in mostly great conditions. I learned a bunch about cruising.
We did 3 night sails. Sam and Neil scheduled several shore days for us. They lined up some great activities.
The food was wonderful. The company was a blast. I got a year's worth of laughter in.