
Windward Islands
Boat rentalin the Caribbean
The opposite season to the Mediterranean: when Europe is in winter, this is at its best.
What sailing is like here
The trade winds blow steadily from the east, fifteen to twenty knots for most of the year. In the British Virgin Islands the passages are short and the islands always in sight, which makes them the easiest Caribbean area. The Grenadines are more open and call for more experience.
Season
From December to May. From June to November is the hurricane season, and most boats are not chartered.
Worth the voyage
- The British Virgin Islands
- Anchorages within sight of one another and sheltered waters. The most common choice for a first Caribbean cruise.
- The Grenadines
- A chain of small islands between Saint Vincent and Grenada. The Tobago Cays are a marine park with coral.
- The Windward Islands
- Volcanic islands with tropical interiors. The passages between them are open and windy.
Boatsin the Caribbean.
We don’t have a published boat in this region yet. Send us your dates and the number of guests, and we’ll check suitable options.
Start an enquiryQuestions
Questions about sailing in the Caribbean
When do you sail in the Caribbean?
From December to May. The summer months belong to the hurricane season, and chartering then is usually not possible.
Why a catamaran?
Its shallow draft lets you anchor in the shallows, and the stability is more comfortable in the trade winds. That is why a catamaran is more common in the Caribbean than a monohull.
What about getting there?
A flight from Slovakia has one or two connections and takes a full day. We do not include travel in the charter price, but we help with the planning.
One point of contact
From enquiry to boat handover.
Price and terms together
You know what’s included and what isn’t.
An enquiry is not a booking
You pay nothing upfront.
We’ll help you choose
Just your dates and guest count.
Other regions
Where elseyou can sail.
Other regions you can combine with this one or choose instead.
4 lokality

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19 lodíAegean Sea

8 lodíTyrrhenian Sea

Bay of Kotor
Price quote
Find the priceof your yacht holiday.
Tell us six things. We’ll build the offer around your budget, and for earlier dates we’ll check for a lower price too.
- We build the offer around your budget, not a price list.
- We automatically check for a lower price on early dates.
- One form. No steps, no clicking through.