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Finding Used Sailboats for Sale in the Caribbean

Where would you seek them out, and why would you want to look for a used sailboats for sale all the way down in the Caribbean anyway?

The first part of the question is easy to answer - right here! We're not a broker so we seek no commission, nor do we make a charge for placing the ads. We only allow ads from the owners themselves - or occasionally from their appointed brokers - 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.

Shindig underway

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...

  • 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...

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

A Selection of Used Sailboats for Sale in the Caribbean

Westerly Oceanranger 38 'Petrel Blue' THUMB

'Petrel Blue' , a Westerly Oceanranger 38

Location:  Grenada, West Indies

Asking Price: $38,588

Seawolf 40, 'Wind's Way' - THUMB

'Wind's Way' , a Hardin Seawolf 40

Location:  Martinique, French West Indies

Asking Price: $66,000

'Blue Jacket', Freedom 40, THUMB

'BlueJacket' , a Freedom 40/40

Location:  Belize, Central America

Asking Price: $150,000

Catalina Morgan 43, 'Cabo Frio', THUMB

'Cabo Frio' , a Catalina Morgan 43

Location: Grenada, West Indies.

Asking Price: $65,000

'Hitchcock', an RM1260 THUMB

'Hitchcock' , an RM1260

Asking Price: €209,000

Jeanneau 53 Natalya

'Natalya' , a  Jeanneau 54DS

Asking Price: $250,000

Bristol 40 anchor

'Venture' , a  Bristol 40

Asking Price: $46,000

'Live the Dash' THUMB'

'Live the Dash' , a  Morgan Out Island 37

Location: St Croix, U.S. Virgin Islands.

Asking Price:  $36,900 $33,900

'Wahoo' thumb 2

'Wahoo' , a  Hunter Passage 42

Location: Grenada, West Indies

Asking Price:  $95,000 $85,000

Revelia THUMB

'Revelia' , a  Cheoy Lee 47 Ketch

Asking Price:  $154,900 $125,000

Pompeon THUMB

'Pompoen' , a Hans Christian 34

Location: Trinidad, West Indies

Asking Price:  $42,000

Wanu' Catalina 42MkII, THUMB

'Wanuskewin' , a Catalina 42 MkII 

Location: Lucaya, Grand Bahama

Asking Price:  $105,000

Gib'Sea 126 Pegasus, alongside

'Pegasus' , a Gib'Sea 126

Location:  Curaçao, Dutch Antilles

Asking Price:  $50,000 $45,000

Shindig underway

'Shindig' , a Custom Design Performance Cruiser

Asking Price:  $49,900

Hunter 376 sailboat, 'Just Friends', THUMB

'Just Friends' , a Hunter 376

Location:  Puerto Rico, West Indies

Asking Price:  $70,000

'Anna', a Bavaria 390 sailboat at anchor

'Anna' , a Bavaria 390

Location:  Trinidad, West Indies

Asking Price:  $35,000 now $28,000

more 'Anna' pics, info and owner's contact details...

'Untethered Soul', a Vagabond 47 sailboat,

'Untethered Soul' , a Vagabond 47

Location:  Fajardo, Puerto Rico

Asking Price:  $162,000 $96,000

'Freja', a Voyager 35 Sailboat

'Freja' , a Voyager 35

Asking Price:  €35,000

more 'Freja' pics, info and owner's contact details...

IP 350, GoLightly, THUMB

'Golightly' , an Island Packet 350

Asking Price:  $88,000

more 'Golightly' pics and info...

'Music II', a Morgan 41 Classic Sailboat

'Music II' , a Morgan 41 Classic

Asking Price:  $97,500

'Maia', a Moody 376 Sailboat under sail

'Maia' , a Moody 376

Location:  Martinique, French West Indies

Asking Price: €70,000

'Svea av Valleviken', an Overseas 35 Sailboat for Sale

'Svea av Valleviken' , an Overseas 35

Location:  Grenada, West Indies

Asking Price: €89,000

'Vite & Rêves', a Catana 401 for sale

'Vite & Rêves' , a Catana 401

Asking Price: €198,000

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May 20, 24 03:34 AM

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May 19, 24 04:09 AM

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May 18, 24 03:46 AM

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  • Sailboat Listings
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425 listings found

  • Featured First
  • Price: Low to High
  • Price: High to Low
  • Year: Oldest to Newest
  • Year: Newest to Oldest
  • Length: Short to Long
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  • Recently Sold

1990 Ovni 35 | Sailavie

1990 Ovni 35 | Sailavie St. Petersburg, Florida, United States

1989 Pacific Seacraft 34.1 | ALTHEA

1989 Pacific Seacraft 34.1 | ALTHEA Anacortes, Washington, United States

2001 Gemini 34 | Coddiwomple

2001 Gemini 34 | Coddiwomple Anacortes, Washington, United States

1995 Hunter 23.5 | SuzyQ

1995 Hunter 23.5 | SuzyQ Amherst, Ohio, United States

1985 Hobie Cat 18 | HobieCat

1985 Hobie Cat 18 | HobieCat Dennis, Massachusetts, United States

1984 Passport 40 | Manitou

1984 Passport 40 | Manitou Tracys Landing, Maryland, United States

Looking to sell your sailboat.

Post your sailboat for free and find a buyer.

1987 Cal 33 | R & R

1987 Cal 33 | R & R Detroit, Michigan, United States

1984 O'Day 26 | sardine

1984 O'Day 26 | sardine brooklyn, New York, United States

1984 Watkins 25 | Watkins

1984 Watkins 25 | Watkins Barnegat Township, New Jersey, United States

1992 Hunter 42 | Wahoo

1992 Hunter 42 | Wahoo Anse aux pines, Grenada, Caribbean

1983 Challenger 60 | Magic Carpet

1983 Challenger 60 | Magic Carpet Norfolk, Virginia, United States

1984 Van de Stadt 27 | Siren Song

1984 Van de Stadt 27 | Siren Song Hartwell, Georgia, United States

1978 Morgan 45 | Miller Time

1978 Morgan 45 | Miller Time Vero Beach, Florida, United States

2002 Bavaria 44 | Gente di Mare

2002 Bavaria 44 | Gente di Mare Lindon Bay, Colón, Panama

2013 Leopard 48 | Paradise

2013 Leopard 48 | Paradise St. Petersburg, Florida, United States

1978 S2 30 | Trinity heart

1978 S2 30 | Trinity heart Boothbay Harbor, Maine, United States

2010 Island Packet 26 | Robert J

2010 Island Packet 26 | Robert J Worton, Maryland, United States

1988 Hunter 23 | Smurfette

1988 Hunter 23 | Smurfette Murrayville, Georgia, United States

2017 American 14 | American 14.6

2017 American 14 | American 14.6 Seneca, South Carolina, United States

1979 Capital Yachts 30 | Sorrento's Siren

1979 Capital Yachts 30 | Sorrento's Siren Long Beach, California, United States

2006 Hanse 54 | Tikki

2006 Hanse 54 | Tikki Papeete, Tahiti, French Polynesia

1987 Island Packet 38 | Lost Horizon

1987 Island Packet 38 | Lost Horizon Stockton Springs, Maine, United States

1973 Macgregor 17 | Dawn Treader

1973 Macgregor 17 | Dawn Treader Madison, Wisconsin, United States

1982 Tanzer 39 | L'Eau-Dace 4

1982 Tanzer 39 | L'Eau-Dace 4 fronteras, Guatemala, Guatemala

1983 Passport 40 | Peppin

1983 Passport 40 | Peppin Jacksonville, Florida, United States

1974 C&C 34 | 8 Ball

1974 C&C 34 | 8 Ball Oriental, North Carolina, United States

1983 Catalina 30 | Advantage

1983 Catalina 30 | Advantage Treasure Island, Florida, United States

1988 Farr 40 | Aura

1988 Farr 40 | Aura Fajardo, Puerto Rico, United States

2020 Flying Scot 19

2020 Flying Scot 19 Dallas, Texas, United States

1985 O'Day 22

1985 O'Day 22 White Bear Lake, Minnesota, United States

2008 Tartan 41 | MAKASI

2008 Tartan 41 | MAKASI Le Marin, Normandy, France

2018 American 14 | Aqua Cat

2018 American 14 | Aqua Cat North Miami, Florida, United States

1986 Custom 34 | ditto

1986 Custom 34 | ditto Washington, Illinois, United States

1982 C&C 35

1982 C&C 35 Port Charlotte, Florida, United States

1982 Hunter 30

1982 Hunter 30 Arcadia, Michigan, United States

1976 Southern Cross 31 | Milanooka

1976 Southern Cross 31 | Milanooka Sandusky, Ohio, United States

2017 Precision 21

2017 Precision 21 Oshkosh, Wisconsin, United States

1985 Amel 46 | Late Harvest

1985 Amel 46 | Late Harvest Titusville, Florida, United States

1982 O'Day 25 | Shennigans

1982 O'Day 25 | Shennigans Mooresville, North Carolina, United States

1982 J Boats 24 | Na

1982 J Boats 24 | Na Durango, Colorado, United States

1984 J Boats 24 | Pair a docs

1984 J Boats 24 | Pair a docs New Buffalo, Michigan, United States

1974 Ocean Cruising 31 | Pirhana

1974 Ocean Cruising 31 | Pirhana Rockport, Maine, United States

1979 Performance Cruising 33 | Amesias

1979 Performance Cruising 33 | Amesias Mandeville , Louisiana, United States

1967 Pearson 35 | Maui

1967 Pearson 35 | Maui Old Saybrook, Connecticut, United States

1981 Lord Nelson 41 | Wysteria

1981 Lord Nelson 41 | Wysteria LaSalle, Michigan, United States

1950 American 16 | Glen-L-Zip

1950 American 16 | Glen-L-Zip Lunenburg, Massachusetts, United States

2003 Sparkman & Stephens 43 | Windarra

2003 Sparkman & Stephens 43 | Windarra Gaeta, Lazio, Italy

1979 O'Day 30 | Oasis

1979 O'Day 30 | Oasis New York, New York, United States

1977 C&C 24 | Nifty

1977 C&C 24 | Nifty Perth Amboy, New Jersey, United States

1973 Pearson 26 | No name

1973 Pearson 26 | No name Madisonville, Louisiana, United States

BVI Yacht Sales

78' Ted Hood 2000, 2000

sailboat for sale in grenada by owner

67' Simonis Voogd 67, 2004

sailboat for sale in grenada by owner

65' MacGregor 65, 1989

sailboat for sale in grenada by owner

60' Beneteau Oceanis 60, 2016

sailboat for sale in grenada by owner

54' Beneteau Oceanis 54, 2012

sailboat for sale in grenada by owner

54' Hanse 548, 2019

sailboat for sale in grenada by owner

51' Jeanneau Yacht 51, 2017

sailboat for sale in grenada by owner

50' Beneteau Oceanis 510, 1994

sailboat for sale in grenada by owner

50' Beneteau Idylle, 1986

sailboat for sale in grenada by owner

49' Hunter 49, 2008

sailboat for sale in grenada by owner

48' Baron 48, 1990

sailboat for sale in grenada by owner

47' Beneteau 473, 2002

sailboat for sale in grenada by owner

47' Beneteau First 47.7, 2002

sailboat for sale in grenada by owner

46' Warwick 46, 1987

sailboat for sale in grenada by owner

46' Beneteau Oceanis, 1999

sailboat for sale in grenada by owner

46' Cambria 44/46, 1988

sailboat for sale in grenada by owner

46' Beneteau FIRST 45.6, 1984

sailboat for sale in grenada by owner

45' Hanse 455, 2018

sailboat for sale in grenada by owner

45' Jeanneau Sun Odyssey 45.2, 2000

sailboat for sale in grenada by owner

45' Lagoon 450F, 2016

sailboat for sale in grenada by owner

45' Lagoon 450 F, 2013

sailboat for sale in grenada by owner

45' Gulfstar Hirsch 45, 1987

sailboat for sale in grenada by owner

45' Freedom Yachts 45, 1993

sailboat for sale in grenada by owner

44' Bali 4.4, 2023

sailboat for sale in grenada by owner

44' Catalina Morgan 440, 2008

sailboat for sale in grenada by owner

44' Jeanneau Sun Odyssey 44, 1992

sailboat for sale in grenada by owner

43' Cookson Frers Kevlar/Carbon Custom 43, 1985

sailboat for sale in grenada by owner

42' Hallberg-Rassy 42E, 1986

sailboat for sale in grenada by owner

42' Tartan T42, 1981

sailboat for sale in grenada by owner

42' Jeanneau Sun Odyssey 42 DS, 2008

sailboat for sale in grenada by owner

41' Beneteau 411, 1999

sailboat for sale in grenada by owner

41' Hunter 41, 2004

sailboat for sale in grenada by owner

41' Fountaine Pajot Lipari 41, 2011

sailboat for sale in grenada by owner

40' Lagoon 400 S2 Owners Version, 2013

sailboat for sale in grenada by owner

40' Dufour Performance Plus, 2008

sailboat for sale in grenada by owner

40' Hanse 40, 2011

sailboat for sale in grenada by owner

40' Broadblue Rapier 400, 2016

sailboat for sale in grenada by owner

40' Passport Passport 40, 1985

sailboat for sale in grenada by owner

39' Beneteau 393, 2002

sailboat for sale in grenada by owner

37' O'Day 37, 1979

sailboat for sale in grenada by owner

37' Sweden Yachts 370, 1998

sailboat for sale in grenada by owner

36' Cape Dory 36 ft, 1979

sailboat for sale in grenada by owner

35' Gemini Legacy 35, 2015

sailboat for sale in grenada by owner

33' Dufour 335 Grand Large, 2014

sailboat for sale in grenada by owner

28' Bristol Channel Cutter Bristol Channel Cutter 28', 1999

sailboat for sale in grenada by owner

23' Custom Traditional island sloop, 1998

sailboat for sale in grenada by owner

IMAGES

  1. Sailboats For Sale in Grenada by owner

    sailboat for sale in grenada by owner

  2. Sailboats For Sale in Grenada by owner

    sailboat for sale in grenada by owner

  3. Beneteau Oceanis 350 for sale in Grenada

    sailboat for sale in grenada by owner

  4. Sailboats For Sale in Grenada by owner

    sailboat for sale in grenada by owner

  5. 1979 Formosa Formosa 51 Sailboat for Sale in Grenada

    sailboat for sale in grenada by owner

  6. Catamarans For Sale in Grenada: 63 ft.PERRY MOTOR SAILER

    sailboat for sale in grenada by owner

VIDEO

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  2. I Bought an Abandoned Sailboat in the Caribbean as a Newbie. FOOLISH! 😮⛵

  3. Sail 65 foot Schooner Heron in and around St Vincent and the Grenadines

  4. Homes For Sale in Grenada-2014 (Touched Reality Real Estate Services)

  5. Marine Trader 47 Sundeck

  6. Island Packet 485 SOLD in Florida

COMMENTS

  1. Sailboat Listings sailboats for sale by owner

    Preowned racing, cruising, dailsailer, and multihull sailboats for sale, including Beneteau, Burger , Cal, Catalina, C & C, Cheoy Lee, Columbia, Coronado, Corsair ...

  2. Sail boats for sale in Grenada

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    Sailboats for sale in Grenada. Home; Sailboat Listings; Caribbean; Grenada; Search Clear Search Manufacturer. Catalina (32) Pearson (25) Hunter (24) Beneteau (18) O'Day (14) C&C (12) ... Looking to sell your sailboat? Post your sailboat for free and find a buyer. List Your Sailboat

  4. Sailboats For Sale in Grenada by owner

    2005 Catalina 440 DS in Grenada. 184,900.00 USD. Used Sailboat for sale by owner. Location: Grenada, W.I. Remarks: If you've ever dreamed of sailing to exotic places, watching dolphins dance along your bow, or anchoring near your own private island, now's your chance! S/V Pipe Muh Bligh, a 2005... (read more)

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    caribbean preowned sailboats for sale by owner. caribbean used sailboats for sale by owner. Home. Register & Post. View All Sailboats. Search. ... Featured Sailboat Added 22-Mar-2024 More Details: Lagoon CNB Lagoon 440 Owner version: Length: 44' Year: 2007: ... Grenada West Indies Asking $79,900. 26' Seafarer Meridian 26 Oriental, North ...

  6. Boats for sale in Grenada

    Sailing boats are more common than motor-powered yachts in Grenada with 11 powerboats listed for sale right now, versus 79 listings for sailboats. Yacht prices in Grenada. Prices for yachts in Grenada start at $16,800 for the lowest priced boats, up to $8,307,200 for the most expensive listings, with an average overall yacht value of $192,643.

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    Find Used Sail boats for sale in Grenada. Offering the best selection of boats to choose from. ... Clarke & Carter Caribbean | Petit Calivigny, Grenada. Request Info; Price Drop; 1995 Jonmeri Jonmeri 65. US$249,000. ↓ Price Drop. Davidson Yachts | Clarks Court, Grenada. Request Info; 1979 Whitby Yachts 42. US$42,500. The Multihull Company ...

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    Kanter 49. St. Georges, Grenada. 1993. $164,900. PROVEN DESIGN. HIGHEST STANDARDS. SMART INVESTMENT. Beyond is one of the few pilothouse sailing yacht designs that really works under 50'. Dieter Empacher created a special offshore cruising yacht that has a true pilothouse which gives a proper inside steering station and a comfortable lounging ...

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    The rigging is made up of masts and sails which differentiate the various types of sailboats. The most common types of rigging are: masthead and fractional sloops, cutters, ketches, schooners and yawls. Find sailboats for sale in Grenada, including pricing info, photos, and more. Find your boat on iNautia!

  10. Used Boats For Sale in Grenada by owner

    Used Sailboats for sale Location: Grenada, W.I. Remarks: If you've ever dreamed of sailing to exotic places, watching dolphins dance along your bow, or anchoring near your own private island, now's your chance! S/V Pipe Muh Bligh, a 2005... (read more)

  11. Used Sailboats for Sale in the Caribbean

    'Vite & Rêves', a Catana 401 Location: Grenada, West Indies Asking Price: €198,000

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    Your search returned 50 matches of 98690 sailboats posted to date. Pages: 1

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    Sailboat / sailing catamaran: Fountaine Pajot, used boat Length x beam: 11.73 m x 6.63 m, 11.73 x 6.63 m built: 2018, cabins: 4 Engine: 2 x 30 hp (22 kW), diesel € 280,000 Location: Grenada, Camper & Nicholsons Port Louis Marina, Saint-Georges 2018 Company: Band of Boats

  14. Sail Cruiser boats for sale in Grenada

    Find Sail Cruiser boats for sale in Grenada. Offering the best selection of boats to choose from. ... Grenada. Request Info; Price Drop; 2004 Jeanneau 43. US$165,000. ↓ Price Drop. US $1,405/mo. Forbes Horton Yachts | st george, Grenada. Request Info; Price Drop; 1994 Bavaria 44. US$64,950. ↓ Price Drop. Horizon Yachts International ...

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    Search sailboat listings to find sailboats for sale near you. Buy or sell new and used sailboats from owners and dealers. ... Wahoo Anse aux pines, Grenada, Caribbean $83,000 Featured on January 23, 2024 Featured. 1983 Challenger 60 | Magic Carpet ... Sailboat listings are a compilation of used sailboats for sale by owner, ...

  17. Sail Catamaran boats for sale in Grenada

    Find Sail Catamaran boats for sale in Grenada. Offering the best selection of boats to choose from. ... CathYacht International | Grenade, Grenada. Request Info; 2010 Fountaine Pajot Lipari 41. US$345,000. US $2,725/mo. Clarke & Carter Caribbean | St George, Grenada. Request Info; Price Drop; 2018 Fountaine Pajot Lucia 40. US$304,629.

  18. sailboats for sale by owner.

    preowned sailboats for sale by owner. used sailboats for sale by owner. Home. Register & Post. View All Sailboats. Search. ... Featured Sailboat Added 22-Apr-2024 More Details: Tillotson-Pearson J/35: Length: 35.5' Beam: 11.8' Draft: 6.9' ... Tyrell Bay Carriacou Grenada West Indies Asking $79,000. 33' Ranger 33 Redondo Beach, California Asking ...

  19. Boats for sale in Grenada

    Fountaine Pajot Lucia 40. Grenada, Grenada. 2018. $304,372 (Sale Pending) 2018 FP Lucia 40 Four Cabin / Two Head Quatuor Version The Lucia 40 is an upgrade from the popular Lipari 41. The smallest catamaran designed by Berret-Raccoupea, it is geared toward couples, single handing and families.

  20. Sailboats for sale in the Caribbean

    See all our sailboats for sale in the Caribbean here! We have everything from used Beneteau & Jeanneau yachts to custom built all ocean cruising sailboats! +1 (941) 900 4510 [email protected]

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  22. Sailboat Listings sailboats for sale by owner

    Featured Sailboat Added 18-Apr-2024 More Details: Custom Schooner: Length: 172' Beam: 28'4'' Draft: 11'5' Year: 2014: ... 17' owner built Gaff rig cutter Schenectady SCOTIA, New York Asking $12,000. 38' Catalina 38 Portland, Oregon ... Show all sailboats for sale under: 15 20 25 30 35 40 45 50 55 60 70 80 (feet LOA) | Multihulls: ...