If you're looking for a good-value winter sailing holiday (November to March), I'd concentrate on destinations where you can enjoy warm weather, reliable sailing conditions, attractive anchorages and reasonably priced yacht charters.
There are some excellent options, and you don't necessarily need to spend Caribbean prices to enjoy a fantastic winter sailing adventure.
My top five winter sailing destinations are :-
1. Canary Islands
Best overall value
- Best months: November–March
- Temperatures: approximately 20–23°C
- Sailing: Atlantic trade winds, sometimes lively.
- Highlights: Tenerife, La Gomera, Gran Canaria and Lanzarote.
- Shorter flight from the UK and excellent for a one-week trip.
My verdict: Probably the best combination of cost, convenience and proper sailing.
2. Thailand – Andaman Sea
Best tropical value
- Best months: December–March
- Temperatures: approximately 28–32°C
- Sailing: generally favourable dry-season conditions.
- Highlights: Phuket, Phang Nga Bay, Koh Phi Phi and Koh Lanta.
- Fantastic food, snorkelling, beaches and inexpensive onshore activities.
My verdict: Possibly the best holiday experience for the money if you don't mind the longer flight.
3. Cape Verde
- Best months: November–April
- Temperatures: approximately 23–27°C
- Sailing: often windy, with stronger Atlantic conditions.
- Highlights: SΓ£o Vicente, Santo AntΓ£o and Sal.
- Less touristy and a great destination for adventurous sailors.
My verdict: Worth investigating if you enjoy proper sailing rather than simply pottering between sheltered bays.
4. British Virgin Islands
- Best months: December–April
- Temperatures: approximately 25–29°C
- Sailing: reliable trade winds, usually 10–20 knots.
- Highlights: Tortola, Virgin Gorda, Jost Van Dyke and Norman Island.
- Excellent sheltered anchorages, beach bars and short passages.
My verdict: Probably the best all-round Caribbean sailing holiday, although flights and yacht hire make it more expensive.
5. Seychelles
- Best months: October–March
- Temperatures: approximately 27–30°C
- Sailing: generally lighter winds in the northwest monsoon.
- Highlights: MahΓ©, Praslin, La Digue and Curieuse.
- Spectacular beaches, snorkelling and beautiful island anchorages.
My verdict: Stunning, but generally less attractive on price than Thailand or the Canaries.
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