Finding Used Sailboats for Sale in the Caribbean

Where would you seek them out, and why would you want to buy a used sailboat all the way down there anyway?

The first part of the question is easy to answer - right here! We're not a broker so seek no commission, nor do we make a charge for placing the ads. We only allow ads from the owners themselves - and yes, it's all for free!

But there are other sources of secondhand cruising yachts, one of which is the yacht charter companies.

These companies update their fleets from time to time, selling off the older models. Horizon Yacht Charters have bases on several of the Eastern Caribbean islands, and would be good place to start looking.

Charter boats are generally optimised to maximise accommodation for fare-paying clients and, whilst being quite acceptable for Caribbean island hopping, may not make ideal long-distance cruising boats.

There are numerous Yacht Brokers based throughout the islands. Typing 'Caribbean Yacht Brokers' in the Custom Search box at the top of this page will find you a good selection to take a look at.

Why Should I Buy a Used Sailboat in the Caribbean?

After all, it's a long way to go to look at one, and there's likely to be a lot more to choose from closer to home, but...

  • Perhaps you've got time for some extended cruising in the Caribbean but are not very enthusiastic about tackling the long ocean passage necessary to get there, or
  • You're looking for a bargain. Sometimes, but not always, the owner of a boat in the Caribbean has had enough sailing and is keen to sell. Maybe he hasn't got the time to sail her back home, or doesn't want to pay someone else to do it for him. That puts you in a strong negotiating position.
  • You've been looking for a particular boat for a while now - and here it is!

Getting Her Surveyed

You've found a boat that looks ideal - it's time for a deep and meaningful conversation with the owner, after which you've got a decision to make. Do you...

  • Walk away?
  • Make an offer subject to survey?
  • Go and take a look at her yourself before walking away or making an offer subject to survey?
  • Get her surveyed before deciding whether to walk away or take a look at her yourself?

Here's what I would do, assuming I hadn't decided to walk away...

  1. Ask at least two local professional yacht surveyors to quote for a full survey, and
  2. Make an assessment of the transport and accommodation costs involved in visiting the the boat.

If the cost of (1.) is relatively low compared with the cost of the survey I'd download a copy of Andrew Simpson's 'Secrets of Secondhand Boats' and, armed with this most valuable assistant, go and assess her myself before deciding whether to walk away or appoint a yacht surveyor.

If the cost of (2.) is relatively low compared with the cost of making the trip I'd appoint the yacht surveyor. His report would enable me to decide whether to walk away or, after visiting the vessel, make an offer.

But before you cast your eyes over the following used sailboats for sale in the Caribbean, take a look at 'Choosing a Cruising Sailboat'. Well you wouldn't want to let your heart rule your head, would you?

Amal Sharki 39 sailboat

‘Shanti’, an Amal Sharki 39

Location: Currently cruising in the Caribbean

Asking Price: €79,000

More pics and details...

‘Tsabalok’, a Leopard 42

Location: Panama

Asking Price: $265,000

More pics and details...

Beneteau Oceanis 50 cruising yacht

'Polair Star', a Beneteau Oceanis 50

Location: Bequia, West Indies

Asking Price: $125,000

More pics and details...

A solent-rigged Westerly Oceanlord 41

'Badgers Sett', a Westerly Oceanlord 41

Location: Cruising in the West Indies

Asking Price: $99,000

More pics and details...

A 37 ft ferrocement cruising sailboat for sale

'Gwendolyn', a 37ft Ferro Cement Gaff Cutter

Location: Antigua, West Indies

Asking Price: $35,000

More pics and details...

'Freedom', a Knysna 440

Location: Grenada, West Indies

Asking Price: $350,000

More pics and details...

'Wreckless Faith', a Leopard 44

Location: Grenada, West Indies

Asking Price: $529,000

More pics and details...

CT41 Ketch sailboat for sale

'Black Dog II', CT41 Ketch

Location: Bocas del Toro, Panama

Asking Price: $29,500

More pics and details...

A Formosa 51 sailboat

'Sea Symphony', Formosa 51

Location: Grenada, West Indies

Asking Price: $175,000

More pics and details...

'Chantemer', a Leopard 40 Catamaran for sale

'Chantemer', a Leopard 40 Catamaran

Location: St Martin, West Indies

Asking Price: $198,000

More pics and details...

A Westerly 33 ketch under full sailNot 'Eleutheria', but a similar Westerly 33 ketch

'Eleutheria', a Westerly 33 Ketch

Location: St Martin, West Indies

Asking Price: $24,000 or €21,000

More pics and details...

An Ohlson 38 cruising sailboat

'Apollo of Brough', an Ohlson 38

Location: Antigua, West Indies

Asking Price: $40,000


More pics and details...

Beneteau Oceanis 473 for sale

Beneteau Oceanis 473 'Tia Anica'

Location: Grenada, West Indies

Asking Price: $150,000


a Fountaine Pajot Belize for sale

'Ocean Mandalay', a Fountaine Pajot Belize

Location: Bocas del Toro, Panama

Asking Price: $247,000

More pics and details...

Jeanneau Sun Odyssey DS 54

Location: Cienfuegos, Cuba

Asking Price: $320,000

More pics and details...

Successful fishing from a sailboat

A Jeanneau Sunrise 34 - and a business...

Location: Puerto Rico, West Indies

Asking Price: $24,500

More pics and details...

'Fox', a Leopard 40 catamaran

'Fox', a Leopard 40

Location: Panama, Caribbean

Asking Price: $225,000

More pics and details...

Montevideo 43 'Passat' for sale

Montevideo 43 'Passat'

Location: St Maarten, West Indies

Asking Price: $85,000


'Mary Jean', a Sungod 50 catamaran

'Mary Jean', a Sungod 50

Location: Antigua, West Indies

Asking Price: $89,000

More pics and details...

a Tropic 12 Catamaran

'Thetis', a Tropic 12

Location: Grenada, West Indies

Asking Price: €120,000

More pics and details...

There'll be more used sailboats for sale in the Caribbean coming soon...

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