Search
Close
Menu
Close

Sail boats for sale in Trinidad and Tobago

15 Boats Available
$ - USD - US Dollar
Sort Order
  1. 2005 Oyster 53

    Oyster 53

    Port of Spain, Trinidad and Tobago
    2005
    $450,000
    Seller Nicolle Associates - Hamble Office
    24
    Contact
    +44 (0)23 8115 7013
    ×
  2. 1983 Nautor Swan Swan 46mkI

    Nautor Swan Swan 46mkI

    Chaguaramas, Trinidad and Tobago
    1983
    $189,000
    Seller Yeoman Yachts, LLC
    34
    1
    Contact
    +14432251931
    ×
  3. 1994 Trident Warrior

    Trident Warrior

    Chaguaramas, Trinidad and Tobago
    1994
    $111,278
    Seller The Multihull Company
    46
    Contact
    215-866-1510
    ×
  4. 2012 Lagoon 450F

    Lagoon 450F

    Chaguaramas, Trinidad and Tobago
    2012
    $424,681
    Seller The Multihull Company
    88
    1
    Contact
    215-866-1510
    ×
  5. 2005 Fountaine Pajot Lavezzi Maestro

    Fountaine Pajot Lavezzi Maestro

    Chaguaramas, Trinidad and Tobago
    2005
    $288,550
    Seller The Multihull Company
    89
    1
    Contact
    215-866-1510
    ×
  6. 2011 Custom SMG 50

    Custom SMG 50

    Chaguaramas, Trinidad and Tobago
    2011
    $174,410
    Seller ELISSA YACHTING
    31
    1
    Contact
    +33679863983
    ×
  7. 1967 Sparkman & Stephens 47'

    Sparkman & Stephens 47'

    Chaguanas, Trinidad and Tobago
    1967
    $190,000
    Seller Cruising Yachts - San Diego
    36
    1
    Contact
    +17604666787
    ×
  8. 1986 Hylas 44

    Hylas 44

    Port of Spain, Trinidad, Trinidad and Tobago
    1986
    $99,000 (Sale Pending)
    Seller David Walters Yachts
    59
    Contact
    954-570-0133
    ×
  9. 2011 Beneteau Oceanis 54

    Beneteau Oceanis 54

    Trinidad, Trinidad and Tobago
    2011
    $248,030
    Seller Ancasta Salcombe
    23
    Contact
    +44 7875 735470
    ×
  10. 2016 Oyster 545

    Oyster 545

    Port of Spain, Trinidad and Tobago
    2016
    $895,000
    Seller Oyster Brokerage (USA)
    3
    1
    Contact
    +1 401 846 7400
    ×
  11. 2002 ShearWater 39
    2002 ShearWater 39
    2002 ShearWater 39
    2002 ShearWater 39

    ShearWater 39

    Chaguaramas, Trinidad and Tobago
    2002
    $70,000

    PRICE REDUCED by $25K! Motivated seller! Offers welcomed.  Shoestring, perhaps the most renowned Shearwater 39 of all, is reluctantly up for sale, her current owner no longer able to do her justice. Fitted out and launched in 2002 by Peter Muzik, a well known South African sailing character, for the specific purpose of completing a circumnavigation, she was an ideal choice for the task ahead. Classically beautiful lines disguise a fast, stable, and smooth-riding hull form, providing a wonderful platform for covering large distances in safety and comfort. Her clipper bow keeps her decks dry and her optional long bowsprit creates a larger foretriangle for greater sail options. Likewise, the masthead inner forestay provides better sail options with the added bonus of a more securely supported mast. An inner-inner forestay up to the top spreaders takes her storm jib, both inner stays using Highfield levers for deck quick-detachment. Twin backstays, running backstays, a twin-spreader high duty Sparcraft mast, round off a vessel fit-for-purpose. Built to Lloyds specifications for blue-water sailing, this was exactly her raison d’etré. Solo sailing presents no shortcomings, with her direct-to-rudder windvane steering system, powerful autopilot, and well equipped cockpit. Lewmar 56st primary winches make sail trimming a breeze; everything about this yacht has been well-considered. This is no pampered yacht, being well exercised and pushed to made up for her current owner’s shortcomings, which she has always done unfailingly. Her price reflects the fact that a spruce-up would not go unappreciated. All new electronics in 2016/7 and repowered with a Yanmar 3JH40 in 2018(currently with a tad over 300hrs) mean major expenses are avoided. If easy shorthanded sailing, plus owning the most beautiful yacht in the marina/anchorage tick your boxes, then Shoestring deserves your serious consideration.

    More…
    Enhanced
    94
    3
    Seller The Multihull Company
    Contact
    215-866-1510
  12. 2002 Catana 581
    2002 Catana 581
    2002 Catana 581
    2002 Catana 581

    Catana 581

    Port of Spain, Trinidad and Tobago
    2002
    $480,000

    "BLUE MOON" is a rare Owner's Version Catana 581 that combines legendary French naval architecture with a state-of-the-art 2025/2026 technical refit. Designed by Christophe Barreau, the Catana 581 is renowned for its speed, safety, and build quality. With her Twaron/Carbon impact zones, high bridge deck clearance, and asymmetric daggerboards, she offers upwind performance that standard cruising catamarans simply cannot touch. But "BLUE MOON" is more than just a fast boat; she is a self-sustaining floating estate. In 2025 and 2026 (current), she underwent a comprehensive "Open Checkbook" refit to prepare for an Atlantic and future Pacific crossing. This was not a cosmetic touch-up; it was a complete mechanical and electrical rebirth. From the New Yanmar Engine minor rebuild and New Standing Rigging to the massive 1700Ah Lithium 24v battery bank, every critical system has been replaced or upgraded. She is not a project; she is a turn-key expedition vessel ready to circumnavigate immediately. KEY REFIT HIGHLIGHTS (2025-2026 underway)SPEED & POWER: 2 x NEW Yanmar 110HP Common Rail Engines (2022) driving New Gori Propellers (Oct 2025).PEACE OF MIND: NEW Standing Rigging (Oct 2025) – 100% Insurable.UNLIMITED ENERGY: A massive 24v 1700Ah Lithium Valley Battery Bank paired with >5kW of Solar and 2x Victron Quattro 8000W Inverters. Run the Air Conditioning all night without the generator.EXPEDITION READY: Onboard Dive Center (Compressor + Tanks), Watermaker, and Starlink connectivity.DETAILED VESSEL WALKTHROUGH1. HULL & PERFORMANCE (The Catana Pedigree) The 581 is built for sailors who want to arrive first. The hull is constructed with GRP foam sandwich and reinforced with Carbon Fiber/Twaron (Aramid) in high-stress areas for incredible stiffness and impact resistance. Daggerboards: Allow for shallow water access (3.5ft draft) and superior upwind pointing ability.High Bridge Deck: Eliminates slamming in rough seas, ensuring a comfortable passage.Sailing: Full Dacron wardrobe from 2022, (Main 220sq.m., Genoa 150%, Solent) plus a NEW Oxley Stabilized (Parasailor version) Spinnaker for effortless downwind speed.2. THE "POWER STATION" (New 2026 System) The electrical system on BLUE MOON rivals that of a superyacht. The boat is designed to live "off the grid and out of the marina" indefinitely. Batteries: 24v 1700Ah Lithium Valley LiFePO4 Bank (New).Solar: Custom Arch & Hardtop housing a >5kW Solar Array, managed by Victron BlueSolar MPPT Controllers.Inverters: 2 x Victron Quattro 8000W (16kW total output) – accepts global shore power (110V/220V).  Also outputs 110v and 220v each.Management: Complete CZone Digital Switching & Victron Cerbo GX integration (2026).Generator: 2022 Cummins Onan 11kW Marine QD (Backup power, <500 hrs). (2022)3. ACCOMMODATIONS (Owner’s Version) Starboard Hull (Owner): Dedicated entirely to the owner. Features a queen island berth, office/vanity area, extensive wardrobe storage, and a spa-like bathroom with a separate walk-in shower.Port Hull (Guests): Spacious double cabins with private heads and showers.Climate Control: Premium Frigomar Inverter Chiller AC System (5 Air Handlers) – Ultra-efficient and quiet.Laundry: Haier Domestic Washing Machine in dedicated utility space.4. NAVIGATION & ELECTRONICS Plotters: B&G Zeus 3 Touchscreen.Sensors: B&G Halo Radar, AIS Transceiver, and ForwardScan sonar.Autopilot: B&G System with New Pump & Motor (Oct 2025).Internet: Starlink High-Performance hardware installed.5. TOYS & TENDER Tender: Zodiac Pro 4.2m RIB (2012) with New Hypalon Tubes (Oct 2025) and Honda 40HP 4-Stroke (25mph+ performance).Diving: Professional Coltri MCH 6 Dive Compressor (2021), 4 Rack-Mounted Tanks, with fins, masks and BCDs.Workshop: Dedicated ship's air compressor (BK1190) for tools and maintenance. Ground Tackle and others (The "Sleep Well" Package) Primary Anchor: 50kg (110lb) Rocna (Oct 2025). The gold standard for holding power.Chain: Massive 150m (492ft) of 12mm Chain. Allows for safe anchoring in deep anchorages where other boats cannot go.Secondary: 40kg Delta Anchor (Backup).Windlass: 5hp Custom, very powerful with remote control at helms. OTHERS: A. Mooring Gear (Put in "Deck and Hull Equipment") Fenders: 8 x Heavy Duty FendersDock Lines: Full set of 1-inch braided dock lines (New 2025).B. Safety Gear (Put in "Additional Equipment" or "Safety") Life Raft: 8-Man, Service due Oct-2028.EPIRB: e.g., RescueMe, Latest version, NEW Oct 2026.Life Jackets: 4 x Spinlock Deckvests with strobes."

    More…
    Enhanced
    7
    Private Seller
    Contact
  13. 1977 Colvic Victor 34

    Colvic Victor 34

    Trinidad, Trinidad and Tobago
    1977
    $29,995
    Seller Boatshed St Lucia
    12
    Contact
    + 1 758 726 1287
    ×
  14. 1994 Trident WARRIOR 40

    Trident WARRIOR 40

    Chaguaramas, Trinidad and Tobago
    1994
    $111,278
    Seller Boatshed Trinidad
    12
    Contact
    +1 868 799 4405
    ×
  15. 2022 Lagoon 46

    Lagoon 46

    Chaguaramas, Trinidad, W.I, Trinidad and Tobago
    2022
    $999,995
    Seller Boatshed Trinidad
    12
    Contact
    +1 868 799 4405
    ×

Contact Seller

X
* We weren't able to post your message, please check the highlighted fields and try again.

Thanks

We have sent your information directly to the seller.

Request cannot be completed

You may have entered incorrect information or the server is temporarily down. Please reload this page and try again later.

Filter Search

Your Search

Clear all filters

Filter Boats By

Condition
Class
Make
Price
Length
Year
  • 2019 - 2024
  • 2000 - 2018
  • Before 2000
  • More…
    to
    sorry, no results matching this search
City
Activities
Advanced Search
x

Browse all Classes

sorry, no results matching this search
x

Browse all Makes

sorry, no results matching this search
x

Browse all Cities

sorry, no results matching this search

Sort By

Back

Filter Boats By

Back

Boat Type

Country

Condition

Class

Make

Price

Length

Year

to
  • empty
    sorry, no results matching this search

City

Activities

Browse all Classes

Back
sorry, no results matching this search

Browse all Makes

Back
sorry, no results matching this search

Browse all Cities

Back
sorry, no results matching this search
X