Boat comparison notes and spec sheets on a dockside table

Building a Shortlist and Choosing the Right Boat

By this point you may have a dozen candidate models and a few live listings. The next step is to narrow without getting dazzled. Good boat buying is a sequence of filters: mission, market, condition, survey, sea trial, insurance, paperwork, and only then emotion.

The Shortlist Funnel

Use a funnel rather than a hunt.

  1. Start with 6-12 models that fit your mission.
  2. Remove models that do not fit your local draft, berth, insurance, or crew limits.
  3. Watch the market for 30-60 days before making offers if time allows.
  4. Inspect the best examples, not the cheapest examples.
  5. Pay for survey only when the boat, seller, and paperwork pass first screening.
  6. Use survey findings to buy, renegotiate, or walk away.

This process keeps you from turning every listing into a personal referendum. Most boats are not your boat. That is fine.

Good First-Boat Shortlists

These are starting points, not commandments.

If You Want to Learn Cheaply

  • Catalina 22
  • Catalina 25
  • O'Day 22/25
  • Hunter 23/25
  • Precision 23
  • Com-Pac 23

Prioritize trailer condition, sails, deck core, outboard reliability, and whether the boat is simple enough to rig and launch without dread.

::boat-collectionbest-small-sailboats-for-beginners22 models
Model Listings Year Built LOA (ft) Beam (ft) Draft (ft) Disp. (lbs) Hull Designer Rig Keel
Catalina 25033 for sale199525 ft8.5 ft5 ft4,200 lbsMonohullMasthead SloopFin
Catalina 30 Mk II33 for sale198629.92 ft10.83 ft5.25 ft10,200 lbsMonohullGerry DouglassMasthead SloopFin
Catalina 2831 for sale199128.5 ft10.17 ft5.25 ft8,300 lbsMonohullGerry DouglasMasthead SloopFin
Catalina 27029 for sale199228.33 ft9.83 ft5 ft6,240 lbsMonohullGerry DouglasMasthead SloopFin
Hunter 29.525 for sale199429.5 ft10.5 ft4 ft7,500 lbsMonohullRob Mazza/Hunter Design TeamMasthead SloopFin
Catalina Capri 2620 for sale199026.17 ft9.83 ft4.83 ft5,250 lbsMonohullFrank Butler/Gerry DouglasMasthead SloopFin
Hunter 28.518 for sale198528.42 ft10.5 ft5.18 ft7,000 lbsMonohullHunter DesignFractional SloopFin
Hunter 30618 for sale200129.92 ft10.75 ft5.33 ft7,150 lbsMonohullFractional SloopWing
Hunter 2814 for sale198928.01 ft10.5 ft3.75 ft7,400 lbsMonohullFractional SloopWing
Hunter 269 for sale199425.75 ft9 ft6 ft4,600 lbsMonohullRob MazzaFractional SloopCenterboard
Pearson 28 (1980-82)9 for sale198028 ft9.33 ft5 ft7,850 lbsMonohullWilliam ShawMasthead SloopFin
Pearson 278 for sale198626.92 ft9.17 ft3.33 ft5,800 lbsMonohullWilliam ShawMasthead SloopWing
Catalina 275 Sport8 for sale201327.5 ft8.5 ft5 ft5,000 lbsMonohullGerry DouglasFractional SloopFin
Hunter Horizon 267 for sale198426.34 ft9 ft5 ft4,564 lbsMonohullDavid ThomasFractional SloopFin
Hunter 27-26 for sale198926.58 ft9 ft3.5 ft5,000 lbsMonohullHunter Design TeamFractional SloopWing
Hunter 2604 for sale199726.25 ft8.96 ft6 ft5,000 lbsMonohullRob Mazza/Hunter Design TeamFractional SloopCenterboard
Hunter 25.53 for sale198425.58 ft9.08 ft4.5 ft4,500 lbsMonohullCortland SteckMasthead SloopFin
Hunter 26.53 for sale198526.58 ft9 ft3.5 ft4,400 lbsMonohullHunter Design TeamFractional SloopWing
Hunter 27 X3 for sale200627.33 ft9.91 ft5.52 ft8,000 lbsMonohullGlenn HendersonFractional SloopFin
Pearson 28-22 for sale198528.46 ft9.83 ft4.83 ft7,000 lbsMonohullWilliam ShawMasthead SloopFin
Catalina Capri 302 for sale198229.5 ft11.17 ft5.33 ft4,985 lbsMonohullF. ButlerMasthead SloopFin
Catalina 276 Sport1 for sale202427.5 ft8.42 ft5 ft6,000 lbsMonohullGerry DouglasFractional SloopFin
22 models286 active listings
Research linkBrowse small beginner sailboats under 26 feet

If You Want a First Coastal Cruiser

  • Catalina 27
  • Catalina 30
  • Catalina 34
  • Pearson 30
  • Hunter 30/34
  • O'Day 28/30
  • Tartan 30

Prioritize dry decks, standing rigging age, diesel condition, sail inventory, and owner support. These boats are old enough that maintenance history matters more than model year.

::boat-collectionbest-sailboats-under-30-feet29 models
Model Listings Year Built LOA (ft) Beam (ft) Draft (ft) Disp. (lbs) Hull Designer Rig Keel
Corsair 88019 for sale201928.87 ft22.31 ft5.25 ft3,660 lbsTrimaranFractional SloopDaggerboard
Corsair F-24 Mk II16 for sale199424.17 ft17.92 ft4.67 ft1,800 lbsTrimaranIan FarrierFractional SloopDaggerboard
Saffier SE 2416 for sale202326.25 ft7.87 ft4.27 ft2,645 lbsMonohullDean HennevangerFractional SloopBulb
Corsair 2712 for sale198627 ft19.08 ft4.92 ft2,690 lbsTrimaranIan FarrierFractional SloopDaggerboard
Dragonfly 2812 for sale200928.71 ft21.33 ft5.58 ft4,189 lbsTrimaranJens QuorningFractional SloopCenterboard
Corsair Dash 7508 for sale200624.25 ft18.14 ft5.25 ft1,870 lbsTrimaranFarrier/CorsairFractional SloopDaggerboard
Corsair 7608 for sale201824.25 ft17.91 ft5.25 ft2,094 lbsTrimaranFrançois PERUSFractional SloopDaggerboard
Saffier SE 277 for sale202029.69 ft8.53 ft4.59 ft4,189 lbsMonohullDean HennevangerFractional SloopBulb
Dragonfly 8006 for sale198626.25 ft19.85 ft4.1 ft2,425 lbsTrimaranBørge QuorningFractional SloopDaggerboard
Hobie Mirage Tandem Island5 for sale200718.5 ft10 ft2.42 ft240 lbsTrimaranGreg KettermanCat RigCenterboard
Telstar 285 for sale200327.49 ft18.01 ft4.27 ft3,000 lbsTrimaranTony SmithFractional SloopCenterboard
Windrider 174 for sale200217.33 ft11 ft1.5 ft320 lbsTrimaranJim Brown/WindriderFractional SloopMultihull
Corsair Sprint 7504 for sale200524.25 ft18.16 ft5.25 ft1,700 lbsTrimaranIan FarrierFractional SloopDaggerboard
Corsair 284 for sale200128.52 ft19.75 ft4.92 ft2,690 lbsTrimaranIan FarrierFractional SloopDaggerboard
Astus 16.53 for sale201616.21 ft12.47 ft3.61 ft463 lbsTrimaranVPLP DesignFractional SloopCenterboard
Astus 20.53 for sale201819.52 ft14.76 ft4.1 ft1,036 lbsTrimaranVPLP DesignFractional SloopCenterboard
Astus 20.23 for sale201019.52 ft13.94 ft3.61 ft772 lbsTrimaranPerspective Yacht DesignFractional SloopCenterboard
Pulse 6003 for sale201519.68 ft14.76 ft3.94 ft1,010 lbsTrimaranCorsair MarineFractional SloopDaggerboard
J-Boats J/73 for sale202423.11 ft8.11 ft3.8 ft2,300 lbsMonohullAlan JohnstoneFractional SloopBulb
Corsair F-243 for sale199224.17 ft17.92 ft4.67 ft1,800 lbsTrimaranIan FarrierFractional SloopDaggerboard
Dragonfly 25-23 for sale201525.1 ft19.03 ft4.92 ft2,315 lbsTrimaranJens Quorning and Steen OlsenFractional SloopDaggerboard
Dragonfly 253 for sale198125.25 ft19.67 ft4.58 ft1,500 lbsTrimaranBørge QuorningFractional SloopDaggerboard
J-Boats J/93 for sale202128 ft8.6 ft4.9 ft4,250 lbsMonohullAlan JohnstoneFractional SloopFin
Windrider 162 for sale199516.58 ft12 ft1.33 ft250 lbsTrimaranJim Brown/WindriderCat RigMultihull
Tri Sea Pearl 212 for sale199321 ft14 ft2.67 ft950 lbsTrimaranMarine ConceptsCat KetchCenterboard
Cape Cod 7672 for sale202325.16 ft8.33 ft5.91 ft2,755 lbsMonohullHervé NolletSolentCenterboard
Bente 282 for sale202228.38 ft9.81 ft5.25 ft7,054 lbsMonohulljudel/vrolijk & coFractional SloopBulb
Bandit 8702 for sale201028.54 ft22.64 ft5.91 ft4,189 lbsTrimaranPierre RollandFractional SloopCenterboard
Catalina 276 Sport1 for sale202427.5 ft8.42 ft5 ft6,000 lbsMonohullGerry DouglasFractional SloopFin
29 models164 active listings
Research linkBrowse coastal cruisers from 27 to 35 feet

If You Want Comfort for a Couple or Family

  • Catalina 34/36
  • Hunter 34/356/36
  • Beneteau Oceanis 34-38
  • Jeanneau Sun Odyssey 35-39
  • Island Packet 31/35
  • Pearson 365

Prioritize cockpit safety, headroom, ventilation, refrigeration, tankage, berth comfort, and docking manageability. The best family boat is not the biggest one; it is the one your crew wants to return to.

::boat-collectionbest-sailboats-for-families50 models
Model Listings Year Built LOA (ft) Beam (ft) Draft (ft) Disp. (lbs) Hull Designer Rig Keel
Lagoon 40218 for sale201738.52 ft22.18 ft4.43 ft23,997 lbsCatamaranVPLP DesignFractional SloopTwin
Lagoon 50190 for sale201848.39 ft26.57 ft4.59 ft43,995 lbsCatamaranVPLP designFractional SloopTwin
Fountaine Pajot Lucia 40131 for sale201538.48 ft21.69 ft3.94 ft19,621 lbsCatamaranBerret-Raccoupeau Yacht DesignFractional SloopTwin
Fountaine Pajot Saona 47128 for sale201646 ft25.3 ft4.2 ft30,424 lbsCatamaranBerret-RacoupeauFractional SloopTwin
Fountaine Pajot Astréa 42114 for sale201841.27 ft23.62 ft4.1 ft25,353 lbsCatamaranBerret-RacoupeauFractional SloopTwin
Bali 4.2104 for sale202142.13 ft23.2 ft4 ft25,133 lbsCatamaranXavier Faÿ; Olivier PoncinFractional SloopTwin
Fountaine Pajot Saba 5094 for sale201549.15 ft26.21 ft4.1 ft34,114 lbsCatamaranBerret RacoupeauFractional SloopTwin
Beneteau 34373 for sale200535.5 ft11.42 ft6.23 ft13,448 lbsMonohullBerret - RacoupeauFractional SloopBulb
Leopard 42 / Moorings 4200 (2001-2004)65 for sale200141.4 ft22.74 ft4.27 ft19,030 lbsCatamaranSimonis-VoogdFractional SloopTwin
Bali 4.460 for sale202244.23 ft24.28 ft4.13 ft29,983 lbsCatamaranXavier Faÿ; Olivier PoncinFractional SloopTwin
Fountaine Pajot Tanna 4760 for sale202145.73 ft25.26 ft3.94 ft32,408 lbsCatamaranBerret Racoupeau Yacht DesignFractional SloopTwin
Lagoon 3958 for sale201338.4 ft22.28 ft4.17 ft25,732 lbsCatamaranVan Peteghem/Lauriot-PrevostFractional SloopTwin
Bali 4.351 for sale201542.98 ft23.36 ft3.11 ft24,912 lbsCatamaranXavier Fay/Poncin/CouedelFractional SloopTwin
Helia 4440 for sale201243.63 ft24.28 ft3.77 ft23,810 lbsCatamaranBerret RacoupeauFractional SloopTwin
Bali Catspace39 for sale201939.53 ft21.52 ft3.61 ft20,283 lbsCatamaranLasta Design STUDIOFractional SloopTwin
Leopard 4338 for sale200442.49 ft22.74 ft4.25 ft19,026 lbsCatamaranSimonis & VoogdFractional SloopTwin
Elan Impression 5037 for sale201749.87 ft15.35 ft7.32 ft28,367 lbsMonohullHumphreys Yacht DesignFractional SloopBulb
Bali 4.536 for sale201544.62 ft24.34 ft4 ft25,574 lbsCatamaranXavier Faÿ; Lasta design Studios (interior)Fractional SloopTwin
Catalina 40033 for sale199440.5 ft13.5 ft6.75 ft18,000 lbsMonohullFrank Douglas/Gerry DouglasMasthead SloopBulb
Knysna 50032 for sale201450 ft26.12 ft3.97 ft29,762 lbsCatamaranAngelo LavranosFractional SloopTwin
Leopard 3831 for sale200937.5 ft19.75 ft3.67 ft19,790 lbsCatamaranMorelli & MelvinFractional SloopTwin
Catalina 400 Mk II31 for sale200041.5 ft13.5 ft6.92 ft19,700 lbsMonohullFrank Douglas/Gerry DouglasMasthead SloopBulb
Lagoon 3828 for sale202543.04 ft21.82 ft4.13 ft22,575 lbsCatamaranVPLP DesignFractional SloopTwin
Antares 4426 for sale200344 ft21.75 ft4 ft22,500 lbsCatamaranTed ClementsFractional SloopTwin
Lagoon 4326 for sale202545.44 ft25.3 ft4.3 ft30,644 lbsCatamaranVan Peteghem/Lauriot PrévostFractional SloopTwin
Catalina 38723 for sale200339.83 ft12.34 ft7.15 ft19,000 lbsMonohullGerry DouglasMasthead SloopFin
Fountaine Pajot Mahe 3620 for sale200436.19 ft19.41 ft3.62 ft11,023 lbsCatamaranO. Flahault Design /Joubert - NiveltFractional SloopTwin
Seawind 126019 for sale201840.85 ft22.31 ft3.81 ft18,078 lbsCatamaranRichard WardFractional SloopTwin
Fountaine Pajot FP 4114 for sale202539.7 ft22.7 ft4.43 ft27,998 lbsCatamaranBerret-RacoupeauFractional SloopTwin
Voyage 48014 for sale201549.54 ft25.1 ft3.61 ft23,038 lbsCatamaranSimonis VoogdFractional SloopTwin
Manta 4013 for sale199439.67 ft21 ft3.67 ft13,000 lbsCatamaranLeRougeFractional SloopTwin
Moody 41 DS12 for sale201941.08 ft13.78 ft7.02 ft24,692 lbsMonohullDixon Yacht DesignFractional SloopBulb
Aventura 4511 for sale202544.29 ft24.61 ft4.59 ft26,455 lbsCatamaranSamer LASTAFractional SloopTwin
Seawind 1000 XL10 for sale199635.5 ft19.42 ft3.25 ft10,000 lbsCatamaranRichard WardFractional SloopTwin
Catalina 37510 for sale200838.5 ft13 ft6.83 ft15,500 lbsMonohullGerry DouglasFractional SloopFin
Catana 429 for sale200841.27 ft22.64 ft8.86 ft19,621 lbsCatamaranChristophe BarreauFractional SloopDaggerboard
Lagoon 479 for sale199246.25 ft24.92 ft3.58 ft19,842 lbsCatamaranVan Peteghem & Lauriot PrévostFractional SloopTwin
Leopard 42 / Moorings 42008 for sale202041.57 ft23.1 ft4.59 ft27,485 lbsCatamaranSimonis-VoogdFractional SloopTwin
Beneteau Sense 468 for sale201346.32 ft14.53 ft6.73 ft26,014 lbsMonohullBerret Racoupeau/NautaFractional SloopBulb
Broadblue 3857 for sale200538.68 ft19.59 ft3.41 ft15,875 lbsCatamaranSimon Davidson and Robert UnderwoodFractional SloopTwin
Dufour Atoll 436 for sale199843 ft15.16 ft5.25 ft20,950 lbsMonohullPhilippe BriandFractional SloopFin
Maine Cat 38 Ls-E5 for sale201338 ft21 ft6.5 ft12,400 lbsCatamaranDick VermuelenFractional SloopDaggerboard
Leopard 40 (2015-2020)5 for sale201539.34 ft22.05 ft4.1 ft20,591 lbsCatamaranMorrelli & MelvinFractional SloopTwin
Island Packet Packet Cat 354 for sale199235 ft15 ft2.5 ft12,500 lbsCatamaranBob JohnsonMasthead SloopTwin
Lagoon 424 for sale199042.5 ft22.67 ft4.42 ft16,550 lbsCatamaranVan Peteghem/Lauriot-PrevostFractional SloopTwin
Beneteau Sense 434 for sale201143.16 ft14 ft6.58 ft22,200 lbsMonohullBerret-RacoupeauFractional SloopBulb
Easy 372 for sale200036.09 ft19.03 ft2.46 ft8,818 lbsCatamaranPeter SnellCutterTwin
Catana 432 for sale200442.98 ft23.95 ft8.2 ft24,251 lbsCatamaranChristophe BarreauFractional SloopDaggerboard
Privilège 4352 for sale199943 ft23.33 ft4.42 ft18,300 lbsCatamaranMarc LombardFractional SloopTwin
Catana 442 for sale199244 ft23 ft7.18 ft16,720 lbsCatamaranLock Crowther / Christophe BarreauFractional SloopDaggerboard
50 models1,966 active listings
Research linkBrowse family-friendly cruisers from 32 to 40 feet

If You Want Offshore Capability

  • Pacific Seacraft 34/37
  • Cape Dory 33/36
  • Valiant 40
  • Tayana 37
  • Island Packet 35/38
  • Westsail 32
  • Hans Christian 33/38

Prioritize rig, chainplates, tankage, cockpit drainage, seacocks, steering, storm-sail setup, storage, and motion comfort. Offshore reputation does not excuse old systems.

::boat-collectionbest-bluewater-sailboats-under-40ft50 models
Model Listings Year Built LOA (ft) Beam (ft) Draft (ft) Disp. (lbs) Hull Designer Rig Keel
Jeanneau Sun Odyssey 490116 for sale201848.5 ft14.67 ft7.33 ft24,890 lbsMonohullPhilippe BriandFractional SloopBulb
Beneteau 5057 for sale199550.75 ft14.67 ft7.55 ft28,660 lbsMonohullFarr Yacht Design/Armel BriandMasthead SloopBulb
Jeanneau Yachts 6055 for sale202159.97 ft17.06 ft8.37 ft44,467 lbsMonohullPhilippe Briand/Andrew WinchFractional SloopBulb
Gozzard 3628 for sale198536 ft12.5 ft4.75 ft18,150 lbsMonohullTed GozzardCutterFin
Jeanneau Sun Odyssey 43928 for sale201143.77 ft13.91 ft7.22 ft21,781 lbsMonohullP. BriandFractional SloopBulb
Jeanneau Yachts 6424 for sale201565.94 ft17.72 ft9.68 ft68,343 lbsMonohullPhilippe BriandFractional SloopBulb
Hallberg-Rassy 3818 for sale197737.96 ft11.42 ft5.75 ft18,739 lbsMonohullOlle EnderleinMasthead SloopFin
Grand Soleil 46 (Frers)18 for sale0000
Beneteau Sense 5113 for sale201651.05 ft15.94 ft7.38 ft34,204 lbsMonohullBerret Racoupeau Yacht DesignMasthead SloopBulb
Contest 3311 for sale197032.25 ft10.33 ft5.25 ft11,574 lbsMonohullU. Van Essen/Dick ZaalMasthead SloopFin
Shannon 3811 for sale197537.75 ft11.5 ft5 ft18,500 lbsMonohullG, H. Stadel & Son/Schultz & Assoc.CutterFull
Dufour Gib'Sea 3711 for sale0000
X-Yachts X-4010 for sale200440 ft12.47 ft6.89 ft16,424 lbsMonohullNiels JeppesenFractional SloopBulb
Dehler 41 CR10 for sale199940.85 ft12.8 ft6.56 ft19,621 lbsMonohullJudel/VrolijkFractional SloopBulb
Islander 409 for sale197939.54 ft11.83 ft7.17 ft17,000 lbsMonohullDoug PetersonMasthead SloopFin
Com-Pac 238 for sale197822.75 ft7.83 ft2.25 ft2,900 lbsMonohullClark MillsMasthead SloopFin
Cornish Crabbers 24 Mk V8 for sale201724.02 ft8.73 ft4.59 ft4,960 lbsMonohullAndrew WolstenholmeCutterCenterboard
Compromis 9996 for sale198732.48 ft11.15 ft4.92 ft10,362 lbsMonohullFrans MaasMasthead SloopFin
Hanse 5906 for sale202457.74 ft17.39 ft8.3 ft50,485 lbsMonohullBerret-RacoupeauFractional SloopBulb
X-Yachts X-4025 for sale198439.67 ft12.92 ft7.33 ft13,200 lbsMonohullNiels JeppesenFractional SloopFin
Cal 2-465 for sale197145.5 ft12.5 ft5 ft30,000 lbsMonohullC. William LapworthMasthead SloopFin
Hunter Horizon 214 for sale199220.93 ft7.38 ft3.74 ft2,403 lbsMonohullDavid ThomasFractional SloopFin
S2 10.34 for sale198233.75 ft11.33 ft6.16 ft10,500 lbsMonohullGraham & SchlageterMasthead SloopFin
Pogo 364 for sale201635.63 ft13.12 ft9.68 ft8,377 lbsMonohullFinot-ConqFractional SloopWing
Imexus 283 for sale200127.89 ft8.37 ft4.76 ft4,597 lbsMonohullFractional SloopWing
Farr Bavaria Cruiser 403 for sale201140.5 ft12.92 ft6.67 ft19,135 lbsMonohullB. FarrFractional SloopBulb
Bristol 45.53 for sale197945.25 ft13.16 ft11 ft34,660 lbsMonohullTed HoodMasthead SloopCenterboard
Oyster 473 for sale47 ft14.01 ft6.5 ft0
Gulfstar 54 Sailcruiser3 for sale198554.5 ft15.75 ft4.92 ft50,000 lbsMonohullR. C. LazzarraKetchFin
Hoek Pilot Cutter 773 for sale0000
VX Evo2 for sale201615.75 ft5.77 ft0181 lbsMonohullBrian BennettCat RigDaggerboard
Elliott 5.92 for sale198319.36 ft8.04 ft4.27 ft1,323 lbsMonohullGreg ElliottFractional SloopLifting
Sunbeam 202 for sale200021.13 ft8.2 ft4.27 ft2,161 lbsMonohullGeorg NissenFractional SloopWing
Tartan Fantail 262 for sale201126 ft8.42 ft4.5 ft3,425 lbsMonohullTim JackettFractional SloopBulb
Kelt 82 for sale197726.25 ft9.78 ft4.59 ft5,291 lbsMonohullGilles OllierMasthead SloopFin
Moody 28 Twin Keel2 for sale198527.5 ft10 ft3.5 ft6,850 lbsMonohullBill Dixon/Angus PrimroseMasthead SloopTwin
King's Cruiser 292 for sale196828.5 ft8.25 ft4.92 ft6,815 lbsMonohullTord SundenMasthead SloopFin
Scampi 30-42 for sale197329.75 ft9.84 ft5.41 ft7,275 lbsMonohullPeter NorlinMasthead SloopFin
Vindö 302 for sale196329.85 ft8.04 ft4.3 ft7,720 lbsMonohullCarl AnderssonMasthead SloopFin
Ranger 302 for sale197730 ft10.75 ft5.5 ft10,500 lbsMonohullC. Raymond Hunt Assoc.Masthead SloopFin
F-32 SR2 for sale201232.91 ft23.2 ft7.09 ft2,712 lbsTrimaranFarrierFractional SloopDaggerboard
Adams 10.62 for sale198034.78 ft9.12 ft6 ft6,717 lbsMonohullJoe AdamsFractional SloopFin
Grand Soleil 342 for sale201835.1 ft11.81 ft7.15 ft10,803 lbsMonohullSkyron srlFractional SloopFin
Ericson 372 for sale197337.42 ft11.33 ft5.75 ft16,000 lbsMonohullBruce KingMasthead SloopFin
C&C 37/40 XL2 for sale198939.5 ft12.58 ft8.16 ft15,700 lbsMonohullRobert BallMasthead SloopFin
Shoal Draft Columbia 412 for sale197240.5 ft11.25 ft4.92 ft21,700 lbsMonohullWilliam Tripp Jr./ B. SeeleyMasthead SloopFin
Dufour 450 Grand Large2 for sale201444.29 ft14.27 ft7.22 ft22,652 lbsMonohullUmberto FelciFractional SloopBulb
Elan Impression 5142 for sale200952.82 ft15.35 ft7.22 ft39,683 lbsMonohullRob HumphreysFractional SloopBulb
X-Yachts X5⁶2 for sale202056.59 ft16.08 ft9.51 ft39,904 lbsMonohullX-Yachts design teamFractional SloopBulb
Nauticat 3211 for sale199932.81 ft10.63 ft5.41 ft13,228 lbsMonohullMasthead SloopFin
50 models526 active listings
Research linkBrowse offshore-leaning monohulls with comfort ratio 30+

If You Want Racing, Performance, or Trailerable Fun

  • J/24
  • J/70
  • J/80
  • J/92
  • J/105
  • Olson 30
  • Express 27
  • Melges 24
  • Corsair F-24
  • Catalina 22 Sport

Prioritize sail inventory, rig tune, deck hardware, class rules, wet core around high-load fittings, keel fairing, trailer condition, and whether the local fleet exists. A racing boat without a local fleet may be just an uncomfortable cruiser; a trailerable boat that takes three stressful hours to rig may not get launched often.

::boat-collectionbest-trailerable-sailboats50 models
Model Listings Year Built LOA (ft) Beam (ft) Draft (ft) Disp. (lbs) Hull Designer Rig Keel
Catalina 2245 for sale196923.83 ft7.67 ft5 ft2,250 lbsMonohullFrank V. ButlerMasthead SloopWing
Catalina 2536 for sale197825 ft8 ft4 ft4,550 lbsMonohullFrank ButlerMasthead SloopFin
Catalina 22 Mk II16 for sale199523.83 ft8.33 ft3.5 ft2,290 lbsMonohullFrank V. ButlerMasthead SloopFin
Jeanneau Tonic 236 for sale198523.94 ft8.2 ft2.3 ft2,866 lbsMonohullPhilippe HarleFractional SloopFin
Rustler 246 for sale201024 ft6.25 ft3.42 ft3,615 lbsMonohullDavid Boyd/RustlerFractional SloopFull
Leisure 23 SL5 for sale197922.64 ft7.84 ft2.66 ft4,050 lbsMonohullFrank PryorMasthead SloopTwin
Virgo Voyager4 for sale197123 ft8.33 ft4 ft4,410 lbsMonohullRoy LunneyMasthead SloopFin
Dehler Delanta 764 for sale197424.93 ft8.14 ft4.1 ft3,307 lbsMonohullE. G. van de StadtMasthead SloopFin
Independence 203 for sale199920.5 ft8 ft4 ft2,080 lbsMonohullGary MullFractional SloopFin
LM 223 for sale197521.98 ft8.66 ft4.27 ft3,527 lbsMonohullBent Juul AndersenMasthead SloopFin
Compromis 7773 for sale197725.82 ft9.12 ft4.1 ft5,071 lbsMonohullFrans MaasMasthead SloopFin
Chrysler 263 for sale197725.98 ft8 ft6.17 ft5,000 lbsMonohullHalsey HereshoffMasthead SloopWing
C&C 26 Encounter3 for sale197826 ft10 ft3.92 ft6,120 lbsMonohullC&CMasthead SloopFin
Sailart 192 for sale201620.67 ft8.2 ft4.27 ft1,741 lbsMonohullFractional SloopWing
Leisure 222 for sale197122 ft7.83 ft2.67 ft3,300 lbsMonohullGraham Craddick/Frank PryorMasthead SloopTwin
Tanzer 222 for sale197022.5 ft7.83 ft3.42 ft2,900 lbsMonohullJohann TanzerMasthead SloopFin
Baycruiser 232 for sale201022.9 ft7.74 ft4.92 ft1,874 lbsMonohullFractional SloopCenterboard
Endeavour 242 for sale196624 ft7.83 ft3.5 ft3,307 lbsMonohullR. Gardner/L. Hedges/J. BottMasthead SloopFin
Colvic Springtide 242 for sale197324.25 ft8 ft2.92 ft6,300 lbsMonohullKenneth EvansMasthead SloopTriple
Tanzer 7.52 for sale197724.58 ft8 ft4 ft3,800 lbsMonohullJohann TanzerMasthead SloopFin
Newbridge Pioneer 262 for sale198625.83 ft9 ft3 ft5,875 lbsMonohullBill DixonMasthead SloopTwin
Endeavour 262 for sale196926 ft7.5 ft4.33 ft5,040 lbsMonohullReg GardnerMasthead SloopFin
Waarschip 21 CR1 for sale201420.34 ft8.2 ft3.28 ft1,653 lbsMonohullArthur PeltzerFractional SloopFin
Waarschip 6601 for sale197921.65 ft8.2 ft3.28 ft2,646 lbsMonohullK.T. KremerFractional SloopFin
Jeanneau Love Love1 for sale197121.7 ft8 ft3.4 ft2,650 lbsMonohullPhilippe HarléMasthead SloopFin
Tylercraft 221 for sale196022 ft7.16 ft2 ft3,200 lbsMonohullTed TylerMasthead SloopTwin
Marshall 22 Sloop1 for sale196522.18 ft10.18 ft5.18 ft5,660 lbsMonohullBreckenridge MarshallGaffhead SloopCenterboard
Samphire 231 for sale197722.75 ft7.75 ft2.92 ft5,376 lbsMonohullDavid M. CannellMasthead SloopFull
Sunbeam 231 for sale197922.8 ft8.2 ft3.94 ft2,976 lbsMonohullManfred SchöchlFractional SloopBulb
Sunbeam 241 for sale200222.97 ft8.2 ft2.36 ft3,527 lbsMonohullGeorg NissenFractional SloopCenterboard
Mantra 70001 for sale199822.97 ft8.2 ft4.92 ft2,646 lbsMonohullAndrzej ArminskiFractional SloopFin
Pearson 231 for sale197823 ft7.98 ft5.17 ft3,500 lbsMonohullWilliam ShawMasthead SloopCenterboard
Grampian 231 for sale197123.25 ft8 ft5.33 ft3,200 lbsMonohullAlex McGruerMasthead SloopWing
Vivacity 241 for sale196923.5 ft8 ft3.67 ft4,200 lbsMonohullAlan HillMasthead SloopFin
Balboa 241 for sale198123.58 ft8.33 ft2.92 ft2,600 lbsMonohullShad Turner/William DowningFractional SloopFin
Buccaneer 2401 for sale197523.67 ft8 ft2.5 ft4,000 lbsMonohullAlan Payne/BaylinerMasthead SloopFull
Seahorse 241 for sale197223.75 ft7.9 ft4.67 ft2,900 lbsMonohullRobert FinchMasthead SloopCenterboard
Marauder 241 for sale197523.83 ft7.5 ft4.16 ft3,600 lbsMonohullKevin ShepherdFractional SloopFin
Waarschip 7301 for sale197723.95 ft9.51 ft4.1 ft3,307 lbsMonohullMasthead SloopFin
Seaward 241 for sale198424 ft8 ft3.5 ft3,100 lbsMonohullNick HakeFractional SloopCenterboard
Seaforth 241 for sale197724 ft7.33 ft2.5 ft4,200 lbsMonohullStephen SeatonMasthead SloopFull
Eventide 241 for sale195724 ft8 ft2.75 ft4,000 lbsMonohullMaurice GriffithsCutterTwin
Nimble Kodiak 241 for sale199824 ft8.5 ft4.33 ft4,100 lbsMonohullTed BrewerMasthead SloopCenterboard
Sailart 241 for sale200324.28 ft8.2 ft3.12 ft2,866 lbsMonohullFractional SloopWing
Balaton 241 for sale196624.44 ft7.55 ft3.94 ft4,189 lbsMonohullGunnar CardellMasthead SloopFin
Watkins 251 for sale198524.92 ft8.5 ft2.5 ft4,800 lbsMonohullMasthead SloopFin
Victoire 251 for sale196725.16 ft8.2 ft3.75 ft4,180 lbsMonohullD. Koopmans Sr.Masthead SloopFin
Tanzer 251 for sale198625.25 ft9.58 ft4.7 ft4,200 lbsMonohullJoubert-NiveltFractional SloopFin
Sunbeam 251 for sale199325.26 ft8.14 ft4.1 ft3,638 lbsMonohullSchöchlFractional SloopFin
Morgan 261 for sale196926 ft8.75 ft3.16 ft5,000 lbsMonohullCharles MorganMasthead SloopCenterboard
50 models183 active listings
Research linkBrowse performance sailboats with SA/D 20+

How to Compare Two Live Listings

When two boats are both plausible, stop asking which model is better in the abstract. Compare the actual examples.

CategoryBoat ABoat B
Asking price
Location and transport
Title/documentation clarity
Survey available?
Standing rigging age
Sail age and condition
Engine hours and records
Deck moisture or leaks
Bottom and keel condition
Electronics and autopilot
Safety gear
Immediate known work
Insurance quote
Resale confidence

Then assign rough repair costs. The goal is not perfect accounting. It is to expose when the cheaper boat is only cheaper because the seller has moved the refit onto you.

What to Pay More For

Pay more for:

  • Dry core
  • Recent standing rigging from a reputable shop
  • Good sails
  • Reliable engine with records
  • Clean wiring
  • Operable seacocks
  • Recent bottom work
  • Clear title
  • Model-specific owner support
  • A seller who answers directly

Be cautious about paying more for:

  • Old electronics
  • Cosmetic varnish over structural uncertainty
  • A giant inventory of tired gear
  • Fresh paint hiding unknown prep
  • "Bluewater upgrades" that are really clutter
  • New cushions on a leaking boat

The Final Choice

The final choice should feel like a convergence, not a surrender. The right first boat will not be perfect, but its compromises will make sense. You should be able to say:

  • I know what this boat is for.
  • I know what it is not for.
  • I know the major model-specific risks.
  • I know the actual condition after survey.
  • I know the first-year work list.
  • I can insure, berth, and maintain it.
  • I still want to go sailing.

That last point matters. Sailboats are not appliances. The numbers keep you honest, but desire gets you to the dock.