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 second-hand cruising yachts in the Caribbean, 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 a 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.


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.



Used Sailboats for Sale in the Caribbean

'Soltara', a Tayana 37

Location: Puerto Rico, West Indies

Asking Price: $69,000


'Yemaya', a Skye 51

Location: Panama, Caribbean

Asking Price: $129,000


'Mialee', a Westsail 42

Location: St Martin, West Indies

Asking Price: $75,000


'Zeffiraglia III', a Wauquiez Gladiateur

Location: Trinidad, West Indies

Asking Price: €45,000


‘Umnyama’, a Catana 42

Location: Grenada, West Indies

Asking Price: €475,000


'Strummer', a Hinckley Pilot 35

Location: Barbados, West Indies

Asking Price: $88,500


'Ohana', a Gulfstar Sailmaster 47

Location: San Diego, Ca., USA

Asking Price: $275,000


'Vite & Rêves', a Catana 401 for sale'Vite & Rêves'

'Vite & Rêves', a Catana 401

Location: Grenada, West Indies

Asking Price: €198,000


Lagoon 440 for SaleLagoon 440

Lagoon 440

Location: Grenada, West Indies

Asking Price: $349,000


'Yemanja', an Edel 35 Catamaran for sale'Yemanja'

'Yemanja', an Edel 35

Location: Grenada, West Indies

Asking Price: €58,000


'Dos Libras', a Catalina Morgan 45CC'Dos Libras'

'Dos Libras', a Catalina Morgan 45CC

Location: Puerto Rico

Asking Price: $125,000  $119,500


'Tehani-Li'

'Tehani-Li', a Tayana 52 For Sale

Location: Trinidad, West Indies 

Asking Price: $199,500


'Endorfin II', a Caliber 47 LRC for sale'Endorfin II'

'Endorfin II', a Caliber 47 LRC

Location: Grenada, West Indies 

Asking Price: $298,500


A GibSea 37 Ketch for sale

A GibSea 37 Ketch

Location: Martinique, West Indies

Asking Price: €35,000


'Empress', a 1971 Finnrose 37 made in Finland for Sale'Empress'

'Empress', a Finnrose 37

Location: Puerto Rico, West Indies

Asking Price: $56,000


'Pipe Muh Bligh', a Catalina Morgan 440DS for sale'Pipe Muh Bligh'

'Pipe Muh Bligh', a Catalina Morgan 440DS

Location: Grenada, West Indies

Asking Price: $184,900


Leopard 47 Catamaran for sale'Cattitude', a Leopard 47

'Cattitude', a Leopard 47

Location: Grenada, West Indies

Asking Price: $359,000  $349,000


'Freedom', a Knysna 440

Location: Grenada, West Indies

Asking Price: $350,000

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