14-23 February 2027

Where to charter for February Half-Term

The one week in the school year that lands in the middle of the Caribbean and Indian Ocean high season. Dates stagger by region, so treat the window as a guide.

Travel window 14-23 February 2027 Dates vary by region

Start looking before this date 21 Dec 2026

Typical trip 7 days

The date above is the travel window minus 55 days. Our own enquiries put the median gap between first contact and departure at 40 days, so this has you looking early rather than late.

Where to go for a 7-day yacht charter

Charter grounds whose season suits these dates. Ordered by how well the window fits, not by how many yachts we hold there.

Why these charter grounds suit the dates

St Barths

The Caribbean's most glamorous harbour – New Year's Eve in Gustavia is the yachting world's winter rendezvous, booked many months ahead.

British Virgin Islands

Steady 15–20 knot trade winds and line-of-sight island hops make the BVI the world's most forgiving blue-water playground.

Antigua and Barbuda

A bay for every day of the year and the Caribbean's premier regatta calendar – Antigua Sailing Week closes the season each spring.

Maldives

The northeast monsoon brings mirror-flat lagoons and the season's best visibility – manta and whale-shark encounters included.

Thailand

The northeast monsoon brings the Andaman Sea's dry season – Phang Nga's limestone karsts and the Similans at their clearest between December and February.

Anguilla

Powder-white sands and glassy leeward anchorages – Anguilla pairs Caribbean trade-wind sailing with some of the region's finest beach dining.

Events during these dates

Already happening while you are away, and worth building the route around.

Miami International Boat Show 10 – 14 February 2027 USA

Not sure which of these suits you?

Tell us who is travelling and roughly when, and a broker will come back with the two or three that actually fit.

Talk to a broker