
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.
- Start with 6-12 models that fit your mission.
- Remove models that do not fit your local draft, berth, insurance, or crew limits.
- Watch the market for 30-60 days before making offers if time allows.
- Inspect the best examples, not the cheapest examples.
- Pay for survey only when the boat, seller, and paperwork pass first screening.
- 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.
| Model ↕ | Listings ↓ | Year Built ↕ | LOA (ft) ↕ | Beam (ft) ↕ | Draft (ft) ↕ | Disp. (lbs) ↕ | Hull ↕ | Designer ↕ | Rig ↕ | Keel ↕ |
|---|---|---|---|---|---|---|---|---|---|---|
| Catalina 250 | 33 for sale | 1995 | 25 ft | 8.5 ft | 5 ft | 4,200 lbs | Monohull | — | Masthead Sloop | Fin |
| Catalina 30 Mk II | 33 for sale | 1986 | 29.92 ft | 10.83 ft | 5.25 ft | 10,200 lbs | Monohull | Gerry Douglass | Masthead Sloop | Fin |
| Catalina 28 | 31 for sale | 1991 | 28.5 ft | 10.17 ft | 5.25 ft | 8,300 lbs | Monohull | Gerry Douglas | Masthead Sloop | Fin |
| Catalina 270 | 29 for sale | 1992 | 28.33 ft | 9.83 ft | 5 ft | 6,240 lbs | Monohull | Gerry Douglas | Masthead Sloop | Fin |
| Hunter 29.5 | 25 for sale | 1994 | 29.5 ft | 10.5 ft | 4 ft | 7,500 lbs | Monohull | Rob Mazza/Hunter Design Team | Masthead Sloop | Fin |
| Catalina Capri 26 | 20 for sale | 1990 | 26.17 ft | 9.83 ft | 4.83 ft | 5,250 lbs | Monohull | Frank Butler/Gerry Douglas | Masthead Sloop | Fin |
| Hunter 28.5 | 18 for sale | 1985 | 28.42 ft | 10.5 ft | 5.18 ft | 7,000 lbs | Monohull | Hunter Design | Fractional Sloop | Fin |
| Hunter 306 | 18 for sale | 2001 | 29.92 ft | 10.75 ft | 5.33 ft | 7,150 lbs | Monohull | — | Fractional Sloop | Wing |
| Hunter 28 | 14 for sale | 1989 | 28.01 ft | 10.5 ft | 3.75 ft | 7,400 lbs | Monohull | — | Fractional Sloop | Wing |
| Hunter 26 | 9 for sale | 1994 | 25.75 ft | 9 ft | 6 ft | 4,600 lbs | Monohull | Rob Mazza | Fractional Sloop | Centerboard |
| Pearson 28 (1980-82) | 9 for sale | 1980 | 28 ft | 9.33 ft | 5 ft | 7,850 lbs | Monohull | William Shaw | Masthead Sloop | Fin |
| Pearson 27 | 8 for sale | 1986 | 26.92 ft | 9.17 ft | 3.33 ft | 5,800 lbs | Monohull | William Shaw | Masthead Sloop | Wing |
| Catalina 275 Sport | 8 for sale | 2013 | 27.5 ft | 8.5 ft | 5 ft | 5,000 lbs | Monohull | Gerry Douglas | Fractional Sloop | Fin |
| Hunter Horizon 26 | 7 for sale | 1984 | 26.34 ft | 9 ft | 5 ft | 4,564 lbs | Monohull | David Thomas | Fractional Sloop | Fin |
| Hunter 27-2 | 6 for sale | 1989 | 26.58 ft | 9 ft | 3.5 ft | 5,000 lbs | Monohull | Hunter Design Team | Fractional Sloop | Wing |
| Hunter 260 | 4 for sale | 1997 | 26.25 ft | 8.96 ft | 6 ft | 5,000 lbs | Monohull | Rob Mazza/Hunter Design Team | Fractional Sloop | Centerboard |
| Hunter 25.5 | 3 for sale | 1984 | 25.58 ft | 9.08 ft | 4.5 ft | 4,500 lbs | Monohull | Cortland Steck | Masthead Sloop | Fin |
| Hunter 26.5 | 3 for sale | 1985 | 26.58 ft | 9 ft | 3.5 ft | 4,400 lbs | Monohull | Hunter Design Team | Fractional Sloop | Wing |
| Hunter 27 X | 3 for sale | 2006 | 27.33 ft | 9.91 ft | 5.52 ft | 8,000 lbs | Monohull | Glenn Henderson | Fractional Sloop | Fin |
| Pearson 28-2 | 2 for sale | 1985 | 28.46 ft | 9.83 ft | 4.83 ft | 7,000 lbs | Monohull | William Shaw | Masthead Sloop | Fin |
| Catalina Capri 30 | 2 for sale | 1982 | 29.5 ft | 11.17 ft | 5.33 ft | 4,985 lbs | Monohull | F. Butler | Masthead Sloop | Fin |
| Catalina 276 Sport | 1 for sale | 2024 | 27.5 ft | 8.42 ft | 5 ft | 6,000 lbs | Monohull | Gerry Douglas | Fractional Sloop | Fin |
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.
| Model ↕ | Listings ↓ | Year Built ↕ | LOA (ft) ↕ | Beam (ft) ↕ | Draft (ft) ↕ | Disp. (lbs) ↕ | Hull ↕ | Designer ↕ | Rig ↕ | Keel ↕ |
|---|---|---|---|---|---|---|---|---|---|---|
| Corsair 880 | 19 for sale | 2019 | 28.87 ft | 22.31 ft | 5.25 ft | 3,660 lbs | Trimaran | — | Fractional Sloop | Daggerboard |
| Corsair F-24 Mk II | 16 for sale | 1994 | 24.17 ft | 17.92 ft | 4.67 ft | 1,800 lbs | Trimaran | Ian Farrier | Fractional Sloop | Daggerboard |
| Saffier SE 24 | 16 for sale | 2023 | 26.25 ft | 7.87 ft | 4.27 ft | 2,645 lbs | Monohull | Dean Hennevanger | Fractional Sloop | Bulb |
| Corsair 27 | 12 for sale | 1986 | 27 ft | 19.08 ft | 4.92 ft | 2,690 lbs | Trimaran | Ian Farrier | Fractional Sloop | Daggerboard |
| Dragonfly 28 | 12 for sale | 2009 | 28.71 ft | 21.33 ft | 5.58 ft | 4,189 lbs | Trimaran | Jens Quorning | Fractional Sloop | Centerboard |
| Corsair Dash 750 | 8 for sale | 2006 | 24.25 ft | 18.14 ft | 5.25 ft | 1,870 lbs | Trimaran | Farrier/Corsair | Fractional Sloop | Daggerboard |
| Corsair 760 | 8 for sale | 2018 | 24.25 ft | 17.91 ft | 5.25 ft | 2,094 lbs | Trimaran | François PERUS | Fractional Sloop | Daggerboard |
| Saffier SE 27 | 7 for sale | 2020 | 29.69 ft | 8.53 ft | 4.59 ft | 4,189 lbs | Monohull | Dean Hennevanger | Fractional Sloop | Bulb |
| Dragonfly 800 | 6 for sale | 1986 | 26.25 ft | 19.85 ft | 4.1 ft | 2,425 lbs | Trimaran | Børge Quorning | Fractional Sloop | Daggerboard |
| Hobie Mirage Tandem Island | 5 for sale | 2007 | 18.5 ft | 10 ft | 2.42 ft | 240 lbs | Trimaran | Greg Ketterman | Cat Rig | Centerboard |
| Telstar 28 | 5 for sale | 2003 | 27.49 ft | 18.01 ft | 4.27 ft | 3,000 lbs | Trimaran | Tony Smith | Fractional Sloop | Centerboard |
| Windrider 17 | 4 for sale | 2002 | 17.33 ft | 11 ft | 1.5 ft | 320 lbs | Trimaran | Jim Brown/Windrider | Fractional Sloop | Multihull |
| Corsair Sprint 750 | 4 for sale | 2005 | 24.25 ft | 18.16 ft | 5.25 ft | 1,700 lbs | Trimaran | Ian Farrier | Fractional Sloop | Daggerboard |
| Corsair 28 | 4 for sale | 2001 | 28.52 ft | 19.75 ft | 4.92 ft | 2,690 lbs | Trimaran | Ian Farrier | Fractional Sloop | Daggerboard |
| Astus 16.5 | 3 for sale | 2016 | 16.21 ft | 12.47 ft | 3.61 ft | 463 lbs | Trimaran | VPLP Design | Fractional Sloop | Centerboard |
| Astus 20.5 | 3 for sale | 2018 | 19.52 ft | 14.76 ft | 4.1 ft | 1,036 lbs | Trimaran | VPLP Design | Fractional Sloop | Centerboard |
| Astus 20.2 | 3 for sale | 2010 | 19.52 ft | 13.94 ft | 3.61 ft | 772 lbs | Trimaran | Perspective Yacht Design | Fractional Sloop | Centerboard |
| Pulse 600 | 3 for sale | 2015 | 19.68 ft | 14.76 ft | 3.94 ft | 1,010 lbs | Trimaran | Corsair Marine | Fractional Sloop | Daggerboard |
| J-Boats J/7 | 3 for sale | 2024 | 23.11 ft | 8.11 ft | 3.8 ft | 2,300 lbs | Monohull | Alan Johnstone | Fractional Sloop | Bulb |
| Corsair F-24 | 3 for sale | 1992 | 24.17 ft | 17.92 ft | 4.67 ft | 1,800 lbs | Trimaran | Ian Farrier | Fractional Sloop | Daggerboard |
| Dragonfly 25-2 | 3 for sale | 2015 | 25.1 ft | 19.03 ft | 4.92 ft | 2,315 lbs | Trimaran | Jens Quorning and Steen Olsen | Fractional Sloop | Daggerboard |
| Dragonfly 25 | 3 for sale | 1981 | 25.25 ft | 19.67 ft | 4.58 ft | 1,500 lbs | Trimaran | Børge Quorning | Fractional Sloop | Daggerboard |
| J-Boats J/9 | 3 for sale | 2021 | 28 ft | 8.6 ft | 4.9 ft | 4,250 lbs | Monohull | Alan Johnstone | Fractional Sloop | Fin |
| Windrider 16 | 2 for sale | 1995 | 16.58 ft | 12 ft | 1.33 ft | 250 lbs | Trimaran | Jim Brown/Windrider | Cat Rig | Multihull |
| Tri Sea Pearl 21 | 2 for sale | 1993 | 21 ft | 14 ft | 2.67 ft | 950 lbs | Trimaran | Marine Concepts | Cat Ketch | Centerboard |
| Cape Cod 767 | 2 for sale | 2023 | 25.16 ft | 8.33 ft | 5.91 ft | 2,755 lbs | Monohull | Hervé Nollet | Solent | Centerboard |
| Bente 28 | 2 for sale | 2022 | 28.38 ft | 9.81 ft | 5.25 ft | 7,054 lbs | Monohull | judel/vrolijk & co | Fractional Sloop | Bulb |
| Bandit 870 | 2 for sale | 2010 | 28.54 ft | 22.64 ft | 5.91 ft | 4,189 lbs | Trimaran | Pierre Rolland | Fractional Sloop | Centerboard |
| Catalina 276 Sport | 1 for sale | 2024 | 27.5 ft | 8.42 ft | 5 ft | 6,000 lbs | Monohull | Gerry Douglas | Fractional Sloop | Fin |
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.
| Model ↕ | Listings ↓ | Year Built ↕ | LOA (ft) ↕ | Beam (ft) ↕ | Draft (ft) ↕ | Disp. (lbs) ↕ | Hull ↕ | Designer ↕ | Rig ↕ | Keel ↕ |
|---|---|---|---|---|---|---|---|---|---|---|
| Lagoon 40 | 218 for sale | 2017 | 38.52 ft | 22.18 ft | 4.43 ft | 23,997 lbs | Catamaran | VPLP Design | Fractional Sloop | Twin |
| Lagoon 50 | 190 for sale | 2018 | 48.39 ft | 26.57 ft | 4.59 ft | 43,995 lbs | Catamaran | VPLP design | Fractional Sloop | Twin |
| Fountaine Pajot Lucia 40 | 131 for sale | 2015 | 38.48 ft | 21.69 ft | 3.94 ft | 19,621 lbs | Catamaran | Berret-Raccoupeau Yacht Design | Fractional Sloop | Twin |
| Fountaine Pajot Saona 47 | 128 for sale | 2016 | 46 ft | 25.3 ft | 4.2 ft | 30,424 lbs | Catamaran | Berret-Racoupeau | Fractional Sloop | Twin |
| Fountaine Pajot Astréa 42 | 114 for sale | 2018 | 41.27 ft | 23.62 ft | 4.1 ft | 25,353 lbs | Catamaran | Berret-Racoupeau | Fractional Sloop | Twin |
| Bali 4.2 | 104 for sale | 2021 | 42.13 ft | 23.2 ft | 4 ft | 25,133 lbs | Catamaran | Xavier Faÿ; Olivier Poncin | Fractional Sloop | Twin |
| Fountaine Pajot Saba 50 | 94 for sale | 2015 | 49.15 ft | 26.21 ft | 4.1 ft | 34,114 lbs | Catamaran | Berret Racoupeau | Fractional Sloop | Twin |
| Beneteau 343 | 73 for sale | 2005 | 35.5 ft | 11.42 ft | 6.23 ft | 13,448 lbs | Monohull | Berret - Racoupeau | Fractional Sloop | Bulb |
| Leopard 42 / Moorings 4200 (2001-2004) | 65 for sale | 2001 | 41.4 ft | 22.74 ft | 4.27 ft | 19,030 lbs | Catamaran | Simonis-Voogd | Fractional Sloop | Twin |
| Bali 4.4 | 60 for sale | 2022 | 44.23 ft | 24.28 ft | 4.13 ft | 29,983 lbs | Catamaran | Xavier Faÿ; Olivier Poncin | Fractional Sloop | Twin |
| Fountaine Pajot Tanna 47 | 60 for sale | 2021 | 45.73 ft | 25.26 ft | 3.94 ft | 32,408 lbs | Catamaran | Berret Racoupeau Yacht Design | Fractional Sloop | Twin |
| Lagoon 39 | 58 for sale | 2013 | 38.4 ft | 22.28 ft | 4.17 ft | 25,732 lbs | Catamaran | Van Peteghem/Lauriot-Prevost | Fractional Sloop | Twin |
| Bali 4.3 | 51 for sale | 2015 | 42.98 ft | 23.36 ft | 3.11 ft | 24,912 lbs | Catamaran | Xavier Fay/Poncin/Couedel | Fractional Sloop | Twin |
| Helia 44 | 40 for sale | 2012 | 43.63 ft | 24.28 ft | 3.77 ft | 23,810 lbs | Catamaran | Berret Racoupeau | Fractional Sloop | Twin |
| Bali Catspace | 39 for sale | 2019 | 39.53 ft | 21.52 ft | 3.61 ft | 20,283 lbs | Catamaran | Lasta Design STUDIO | Fractional Sloop | Twin |
| Leopard 43 | 38 for sale | 2004 | 42.49 ft | 22.74 ft | 4.25 ft | 19,026 lbs | Catamaran | Simonis & Voogd | Fractional Sloop | Twin |
| Elan Impression 50 | 37 for sale | 2017 | 49.87 ft | 15.35 ft | 7.32 ft | 28,367 lbs | Monohull | Humphreys Yacht Design | Fractional Sloop | Bulb |
| Bali 4.5 | 36 for sale | 2015 | 44.62 ft | 24.34 ft | 4 ft | 25,574 lbs | Catamaran | Xavier Faÿ; Lasta design Studios (interior) | Fractional Sloop | Twin |
| Catalina 400 | 33 for sale | 1994 | 40.5 ft | 13.5 ft | 6.75 ft | 18,000 lbs | Monohull | Frank Douglas/Gerry Douglas | Masthead Sloop | Bulb |
| Knysna 500 | 32 for sale | 2014 | 50 ft | 26.12 ft | 3.97 ft | 29,762 lbs | Catamaran | Angelo Lavranos | Fractional Sloop | Twin |
| Leopard 38 | 31 for sale | 2009 | 37.5 ft | 19.75 ft | 3.67 ft | 19,790 lbs | Catamaran | Morelli & Melvin | Fractional Sloop | Twin |
| Catalina 400 Mk II | 31 for sale | 2000 | 41.5 ft | 13.5 ft | 6.92 ft | 19,700 lbs | Monohull | Frank Douglas/Gerry Douglas | Masthead Sloop | Bulb |
| Lagoon 38 | 28 for sale | 2025 | 43.04 ft | 21.82 ft | 4.13 ft | 22,575 lbs | Catamaran | VPLP Design | Fractional Sloop | Twin |
| Antares 44 | 26 for sale | 2003 | 44 ft | 21.75 ft | 4 ft | 22,500 lbs | Catamaran | Ted Clements | Fractional Sloop | Twin |
| Lagoon 43 | 26 for sale | 2025 | 45.44 ft | 25.3 ft | 4.3 ft | 30,644 lbs | Catamaran | Van Peteghem/Lauriot Prévost | Fractional Sloop | Twin |
| Catalina 387 | 23 for sale | 2003 | 39.83 ft | 12.34 ft | 7.15 ft | 19,000 lbs | Monohull | Gerry Douglas | Masthead Sloop | Fin |
| Fountaine Pajot Mahe 36 | 20 for sale | 2004 | 36.19 ft | 19.41 ft | 3.62 ft | 11,023 lbs | Catamaran | O. Flahault Design /Joubert - Nivelt | Fractional Sloop | Twin |
| Seawind 1260 | 19 for sale | 2018 | 40.85 ft | 22.31 ft | 3.81 ft | 18,078 lbs | Catamaran | Richard Ward | Fractional Sloop | Twin |
| Fountaine Pajot FP 41 | 14 for sale | 2025 | 39.7 ft | 22.7 ft | 4.43 ft | 27,998 lbs | Catamaran | Berret-Racoupeau | Fractional Sloop | Twin |
| Voyage 480 | 14 for sale | 2015 | 49.54 ft | 25.1 ft | 3.61 ft | 23,038 lbs | Catamaran | Simonis Voogd | Fractional Sloop | Twin |
| Manta 40 | 13 for sale | 1994 | 39.67 ft | 21 ft | 3.67 ft | 13,000 lbs | Catamaran | LeRouge | Fractional Sloop | Twin |
| Moody 41 DS | 12 for sale | 2019 | 41.08 ft | 13.78 ft | 7.02 ft | 24,692 lbs | Monohull | Dixon Yacht Design | Fractional Sloop | Bulb |
| Aventura 45 | 11 for sale | 2025 | 44.29 ft | 24.61 ft | 4.59 ft | 26,455 lbs | Catamaran | Samer LASTA | Fractional Sloop | Twin |
| Seawind 1000 XL | 10 for sale | 1996 | 35.5 ft | 19.42 ft | 3.25 ft | 10,000 lbs | Catamaran | Richard Ward | Fractional Sloop | Twin |
| Catalina 375 | 10 for sale | 2008 | 38.5 ft | 13 ft | 6.83 ft | 15,500 lbs | Monohull | Gerry Douglas | Fractional Sloop | Fin |
| Catana 42 | 9 for sale | 2008 | 41.27 ft | 22.64 ft | 8.86 ft | 19,621 lbs | Catamaran | Christophe Barreau | Fractional Sloop | Daggerboard |
| Lagoon 47 | 9 for sale | 1992 | 46.25 ft | 24.92 ft | 3.58 ft | 19,842 lbs | Catamaran | Van Peteghem & Lauriot Prévost | Fractional Sloop | Twin |
| Leopard 42 / Moorings 4200 | 8 for sale | 2020 | 41.57 ft | 23.1 ft | 4.59 ft | 27,485 lbs | Catamaran | Simonis-Voogd | Fractional Sloop | Twin |
| Beneteau Sense 46 | 8 for sale | 2013 | 46.32 ft | 14.53 ft | 6.73 ft | 26,014 lbs | Monohull | Berret Racoupeau/Nauta | Fractional Sloop | Bulb |
| Broadblue 385 | 7 for sale | 2005 | 38.68 ft | 19.59 ft | 3.41 ft | 15,875 lbs | Catamaran | Simon Davidson and Robert Underwood | Fractional Sloop | Twin |
| Dufour Atoll 43 | 6 for sale | 1998 | 43 ft | 15.16 ft | 5.25 ft | 20,950 lbs | Monohull | Philippe Briand | Fractional Sloop | Fin |
| Maine Cat 38 Ls-E | 5 for sale | 2013 | 38 ft | 21 ft | 6.5 ft | 12,400 lbs | Catamaran | Dick Vermuelen | Fractional Sloop | Daggerboard |
| Leopard 40 (2015-2020) | 5 for sale | 2015 | 39.34 ft | 22.05 ft | 4.1 ft | 20,591 lbs | Catamaran | Morrelli & Melvin | Fractional Sloop | Twin |
| Island Packet Packet Cat 35 | 4 for sale | 1992 | 35 ft | 15 ft | 2.5 ft | 12,500 lbs | Catamaran | Bob Johnson | Masthead Sloop | Twin |
| Lagoon 42 | 4 for sale | 1990 | 42.5 ft | 22.67 ft | 4.42 ft | 16,550 lbs | Catamaran | Van Peteghem/Lauriot-Prevost | Fractional Sloop | Twin |
| Beneteau Sense 43 | 4 for sale | 2011 | 43.16 ft | 14 ft | 6.58 ft | 22,200 lbs | Monohull | Berret-Racoupeau | Fractional Sloop | Bulb |
| Easy 37 | 2 for sale | 2000 | 36.09 ft | 19.03 ft | 2.46 ft | 8,818 lbs | Catamaran | Peter Snell | Cutter | Twin |
| Catana 43 | 2 for sale | 2004 | 42.98 ft | 23.95 ft | 8.2 ft | 24,251 lbs | Catamaran | Christophe Barreau | Fractional Sloop | Daggerboard |
| Privilège 435 | 2 for sale | 1999 | 43 ft | 23.33 ft | 4.42 ft | 18,300 lbs | Catamaran | Marc Lombard | Fractional Sloop | Twin |
| Catana 44 | 2 for sale | 1992 | 44 ft | 23 ft | 7.18 ft | 16,720 lbs | Catamaran | Lock Crowther / Christophe Barreau | Fractional Sloop | Daggerboard |
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.
| Model ↕ | Listings ↓ | Year Built ↕ | LOA (ft) ↕ | Beam (ft) ↕ | Draft (ft) ↕ | Disp. (lbs) ↕ | Hull ↕ | Designer ↕ | Rig ↕ | Keel ↕ |
|---|---|---|---|---|---|---|---|---|---|---|
| Jeanneau Sun Odyssey 490 | 116 for sale | 2018 | 48.5 ft | 14.67 ft | 7.33 ft | 24,890 lbs | Monohull | Philippe Briand | Fractional Sloop | Bulb |
| Beneteau 50 | 57 for sale | 1995 | 50.75 ft | 14.67 ft | 7.55 ft | 28,660 lbs | Monohull | Farr Yacht Design/Armel Briand | Masthead Sloop | Bulb |
| Jeanneau Yachts 60 | 55 for sale | 2021 | 59.97 ft | 17.06 ft | 8.37 ft | 44,467 lbs | Monohull | Philippe Briand/Andrew Winch | Fractional Sloop | Bulb |
| Gozzard 36 | 28 for sale | 1985 | 36 ft | 12.5 ft | 4.75 ft | 18,150 lbs | Monohull | Ted Gozzard | Cutter | Fin |
| Jeanneau Sun Odyssey 439 | 28 for sale | 2011 | 43.77 ft | 13.91 ft | 7.22 ft | 21,781 lbs | Monohull | P. Briand | Fractional Sloop | Bulb |
| Jeanneau Yachts 64 | 24 for sale | 2015 | 65.94 ft | 17.72 ft | 9.68 ft | 68,343 lbs | Monohull | Philippe Briand | Fractional Sloop | Bulb |
| Hallberg-Rassy 38 | 18 for sale | 1977 | 37.96 ft | 11.42 ft | 5.75 ft | 18,739 lbs | Monohull | Olle Enderlein | Masthead Sloop | Fin |
| Grand Soleil 46 (Frers) | 18 for sale | — | 0 | 0 | 0 | 0 | — | — | — | — |
| Beneteau Sense 51 | 13 for sale | 2016 | 51.05 ft | 15.94 ft | 7.38 ft | 34,204 lbs | Monohull | Berret Racoupeau Yacht Design | Masthead Sloop | Bulb |
| Contest 33 | 11 for sale | 1970 | 32.25 ft | 10.33 ft | 5.25 ft | 11,574 lbs | Monohull | U. Van Essen/Dick Zaal | Masthead Sloop | Fin |
| Shannon 38 | 11 for sale | 1975 | 37.75 ft | 11.5 ft | 5 ft | 18,500 lbs | Monohull | G, H. Stadel & Son/Schultz & Assoc. | Cutter | Full |
| Dufour Gib'Sea 37 | 11 for sale | — | 0 | 0 | 0 | 0 | — | — | — | — |
| X-Yachts X-40 | 10 for sale | 2004 | 40 ft | 12.47 ft | 6.89 ft | 16,424 lbs | Monohull | Niels Jeppesen | Fractional Sloop | Bulb |
| Dehler 41 CR | 10 for sale | 1999 | 40.85 ft | 12.8 ft | 6.56 ft | 19,621 lbs | Monohull | Judel/Vrolijk | Fractional Sloop | Bulb |
| Islander 40 | 9 for sale | 1979 | 39.54 ft | 11.83 ft | 7.17 ft | 17,000 lbs | Monohull | Doug Peterson | Masthead Sloop | Fin |
| Com-Pac 23 | 8 for sale | 1978 | 22.75 ft | 7.83 ft | 2.25 ft | 2,900 lbs | Monohull | Clark Mills | Masthead Sloop | Fin |
| Cornish Crabbers 24 Mk V | 8 for sale | 2017 | 24.02 ft | 8.73 ft | 4.59 ft | 4,960 lbs | Monohull | Andrew Wolstenholme | Cutter | Centerboard |
| Compromis 999 | 6 for sale | 1987 | 32.48 ft | 11.15 ft | 4.92 ft | 10,362 lbs | Monohull | Frans Maas | Masthead Sloop | Fin |
| Hanse 590 | 6 for sale | 2024 | 57.74 ft | 17.39 ft | 8.3 ft | 50,485 lbs | Monohull | Berret-Racoupeau | Fractional Sloop | Bulb |
| X-Yachts X-402 | 5 for sale | 1984 | 39.67 ft | 12.92 ft | 7.33 ft | 13,200 lbs | Monohull | Niels Jeppesen | Fractional Sloop | Fin |
| Cal 2-46 | 5 for sale | 1971 | 45.5 ft | 12.5 ft | 5 ft | 30,000 lbs | Monohull | C. William Lapworth | Masthead Sloop | Fin |
| Hunter Horizon 21 | 4 for sale | 1992 | 20.93 ft | 7.38 ft | 3.74 ft | 2,403 lbs | Monohull | David Thomas | Fractional Sloop | Fin |
| S2 10.3 | 4 for sale | 1982 | 33.75 ft | 11.33 ft | 6.16 ft | 10,500 lbs | Monohull | Graham & Schlageter | Masthead Sloop | Fin |
| Pogo 36 | 4 for sale | 2016 | 35.63 ft | 13.12 ft | 9.68 ft | 8,377 lbs | Monohull | Finot-Conq | Fractional Sloop | Wing |
| Imexus 28 | 3 for sale | 2001 | 27.89 ft | 8.37 ft | 4.76 ft | 4,597 lbs | Monohull | — | Fractional Sloop | Wing |
| Farr Bavaria Cruiser 40 | 3 for sale | 2011 | 40.5 ft | 12.92 ft | 6.67 ft | 19,135 lbs | Monohull | B. Farr | Fractional Sloop | Bulb |
| Bristol 45.5 | 3 for sale | 1979 | 45.25 ft | 13.16 ft | 11 ft | 34,660 lbs | Monohull | Ted Hood | Masthead Sloop | Centerboard |
| Oyster 47 | 3 for sale | — | 47 ft | 14.01 ft | 6.5 ft | 0 | — | — | — | — |
| Gulfstar 54 Sailcruiser | 3 for sale | 1985 | 54.5 ft | 15.75 ft | 4.92 ft | 50,000 lbs | Monohull | R. C. Lazzarra | Ketch | Fin |
| Hoek Pilot Cutter 77 | 3 for sale | — | 0 | 0 | 0 | 0 | — | — | — | — |
| VX Evo | 2 for sale | 2016 | 15.75 ft | 5.77 ft | 0 | 181 lbs | Monohull | Brian Bennett | Cat Rig | Daggerboard |
| Elliott 5.9 | 2 for sale | 1983 | 19.36 ft | 8.04 ft | 4.27 ft | 1,323 lbs | Monohull | Greg Elliott | Fractional Sloop | Lifting |
| Sunbeam 20 | 2 for sale | 2000 | 21.13 ft | 8.2 ft | 4.27 ft | 2,161 lbs | Monohull | Georg Nissen | Fractional Sloop | Wing |
| Tartan Fantail 26 | 2 for sale | 2011 | 26 ft | 8.42 ft | 4.5 ft | 3,425 lbs | Monohull | Tim Jackett | Fractional Sloop | Bulb |
| Kelt 8 | 2 for sale | 1977 | 26.25 ft | 9.78 ft | 4.59 ft | 5,291 lbs | Monohull | Gilles Ollier | Masthead Sloop | Fin |
| Moody 28 Twin Keel | 2 for sale | 1985 | 27.5 ft | 10 ft | 3.5 ft | 6,850 lbs | Monohull | Bill Dixon/Angus Primrose | Masthead Sloop | Twin |
| King's Cruiser 29 | 2 for sale | 1968 | 28.5 ft | 8.25 ft | 4.92 ft | 6,815 lbs | Monohull | Tord Sunden | Masthead Sloop | Fin |
| Scampi 30-4 | 2 for sale | 1973 | 29.75 ft | 9.84 ft | 5.41 ft | 7,275 lbs | Monohull | Peter Norlin | Masthead Sloop | Fin |
| Vindö 30 | 2 for sale | 1963 | 29.85 ft | 8.04 ft | 4.3 ft | 7,720 lbs | Monohull | Carl Andersson | Masthead Sloop | Fin |
| Ranger 30 | 2 for sale | 1977 | 30 ft | 10.75 ft | 5.5 ft | 10,500 lbs | Monohull | C. Raymond Hunt Assoc. | Masthead Sloop | Fin |
| F-32 SR | 2 for sale | 2012 | 32.91 ft | 23.2 ft | 7.09 ft | 2,712 lbs | Trimaran | Farrier | Fractional Sloop | Daggerboard |
| Adams 10.6 | 2 for sale | 1980 | 34.78 ft | 9.12 ft | 6 ft | 6,717 lbs | Monohull | Joe Adams | Fractional Sloop | Fin |
| Grand Soleil 34 | 2 for sale | 2018 | 35.1 ft | 11.81 ft | 7.15 ft | 10,803 lbs | Monohull | Skyron srl | Fractional Sloop | Fin |
| Ericson 37 | 2 for sale | 1973 | 37.42 ft | 11.33 ft | 5.75 ft | 16,000 lbs | Monohull | Bruce King | Masthead Sloop | Fin |
| C&C 37/40 XL | 2 for sale | 1989 | 39.5 ft | 12.58 ft | 8.16 ft | 15,700 lbs | Monohull | Robert Ball | Masthead Sloop | Fin |
| Shoal Draft Columbia 41 | 2 for sale | 1972 | 40.5 ft | 11.25 ft | 4.92 ft | 21,700 lbs | Monohull | William Tripp Jr./ B. Seeley | Masthead Sloop | Fin |
| Dufour 450 Grand Large | 2 for sale | 2014 | 44.29 ft | 14.27 ft | 7.22 ft | 22,652 lbs | Monohull | Umberto Felci | Fractional Sloop | Bulb |
| Elan Impression 514 | 2 for sale | 2009 | 52.82 ft | 15.35 ft | 7.22 ft | 39,683 lbs | Monohull | Rob Humphreys | Fractional Sloop | Bulb |
| X-Yachts X5⁶ | 2 for sale | 2020 | 56.59 ft | 16.08 ft | 9.51 ft | 39,904 lbs | Monohull | X-Yachts design team | Fractional Sloop | Bulb |
| Nauticat 321 | 1 for sale | 1999 | 32.81 ft | 10.63 ft | 5.41 ft | 13,228 lbs | Monohull | — | Masthead Sloop | Fin |
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.
| Model ↕ | Listings ↓ | Year Built ↕ | LOA (ft) ↕ | Beam (ft) ↕ | Draft (ft) ↕ | Disp. (lbs) ↕ | Hull ↕ | Designer ↕ | Rig ↕ | Keel ↕ |
|---|---|---|---|---|---|---|---|---|---|---|
| Catalina 22 | 45 for sale | 1969 | 23.83 ft | 7.67 ft | 5 ft | 2,250 lbs | Monohull | Frank V. Butler | Masthead Sloop | Wing |
| Catalina 25 | 36 for sale | 1978 | 25 ft | 8 ft | 4 ft | 4,550 lbs | Monohull | Frank Butler | Masthead Sloop | Fin |
| Catalina 22 Mk II | 16 for sale | 1995 | 23.83 ft | 8.33 ft | 3.5 ft | 2,290 lbs | Monohull | Frank V. Butler | Masthead Sloop | Fin |
| Jeanneau Tonic 23 | 6 for sale | 1985 | 23.94 ft | 8.2 ft | 2.3 ft | 2,866 lbs | Monohull | Philippe Harle | Fractional Sloop | Fin |
| Rustler 24 | 6 for sale | 2010 | 24 ft | 6.25 ft | 3.42 ft | 3,615 lbs | Monohull | David Boyd/Rustler | Fractional Sloop | Full |
| Leisure 23 SL | 5 for sale | 1979 | 22.64 ft | 7.84 ft | 2.66 ft | 4,050 lbs | Monohull | Frank Pryor | Masthead Sloop | Twin |
| Virgo Voyager | 4 for sale | 1971 | 23 ft | 8.33 ft | 4 ft | 4,410 lbs | Monohull | Roy Lunney | Masthead Sloop | Fin |
| Dehler Delanta 76 | 4 for sale | 1974 | 24.93 ft | 8.14 ft | 4.1 ft | 3,307 lbs | Monohull | E. G. van de Stadt | Masthead Sloop | Fin |
| Independence 20 | 3 for sale | 1999 | 20.5 ft | 8 ft | 4 ft | 2,080 lbs | Monohull | Gary Mull | Fractional Sloop | Fin |
| LM 22 | 3 for sale | 1975 | 21.98 ft | 8.66 ft | 4.27 ft | 3,527 lbs | Monohull | Bent Juul Andersen | Masthead Sloop | Fin |
| Compromis 777 | 3 for sale | 1977 | 25.82 ft | 9.12 ft | 4.1 ft | 5,071 lbs | Monohull | Frans Maas | Masthead Sloop | Fin |
| Chrysler 26 | 3 for sale | 1977 | 25.98 ft | 8 ft | 6.17 ft | 5,000 lbs | Monohull | Halsey Hereshoff | Masthead Sloop | Wing |
| C&C 26 Encounter | 3 for sale | 1978 | 26 ft | 10 ft | 3.92 ft | 6,120 lbs | Monohull | C&C | Masthead Sloop | Fin |
| Sailart 19 | 2 for sale | 2016 | 20.67 ft | 8.2 ft | 4.27 ft | 1,741 lbs | Monohull | — | Fractional Sloop | Wing |
| Leisure 22 | 2 for sale | 1971 | 22 ft | 7.83 ft | 2.67 ft | 3,300 lbs | Monohull | Graham Craddick/Frank Pryor | Masthead Sloop | Twin |
| Tanzer 22 | 2 for sale | 1970 | 22.5 ft | 7.83 ft | 3.42 ft | 2,900 lbs | Monohull | Johann Tanzer | Masthead Sloop | Fin |
| Baycruiser 23 | 2 for sale | 2010 | 22.9 ft | 7.74 ft | 4.92 ft | 1,874 lbs | Monohull | — | Fractional Sloop | Centerboard |
| Endeavour 24 | 2 for sale | 1966 | 24 ft | 7.83 ft | 3.5 ft | 3,307 lbs | Monohull | R. Gardner/L. Hedges/J. Bott | Masthead Sloop | Fin |
| Colvic Springtide 24 | 2 for sale | 1973 | 24.25 ft | 8 ft | 2.92 ft | 6,300 lbs | Monohull | Kenneth Evans | Masthead Sloop | Triple |
| Tanzer 7.5 | 2 for sale | 1977 | 24.58 ft | 8 ft | 4 ft | 3,800 lbs | Monohull | Johann Tanzer | Masthead Sloop | Fin |
| Newbridge Pioneer 26 | 2 for sale | 1986 | 25.83 ft | 9 ft | 3 ft | 5,875 lbs | Monohull | Bill Dixon | Masthead Sloop | Twin |
| Endeavour 26 | 2 for sale | 1969 | 26 ft | 7.5 ft | 4.33 ft | 5,040 lbs | Monohull | Reg Gardner | Masthead Sloop | Fin |
| Waarschip 21 CR | 1 for sale | 2014 | 20.34 ft | 8.2 ft | 3.28 ft | 1,653 lbs | Monohull | Arthur Peltzer | Fractional Sloop | Fin |
| Waarschip 660 | 1 for sale | 1979 | 21.65 ft | 8.2 ft | 3.28 ft | 2,646 lbs | Monohull | K.T. Kremer | Fractional Sloop | Fin |
| Jeanneau Love Love | 1 for sale | 1971 | 21.7 ft | 8 ft | 3.4 ft | 2,650 lbs | Monohull | Philippe Harlé | Masthead Sloop | Fin |
| Tylercraft 22 | 1 for sale | 1960 | 22 ft | 7.16 ft | 2 ft | 3,200 lbs | Monohull | Ted Tyler | Masthead Sloop | Twin |
| Marshall 22 Sloop | 1 for sale | 1965 | 22.18 ft | 10.18 ft | 5.18 ft | 5,660 lbs | Monohull | Breckenridge Marshall | Gaffhead Sloop | Centerboard |
| Samphire 23 | 1 for sale | 1977 | 22.75 ft | 7.75 ft | 2.92 ft | 5,376 lbs | Monohull | David M. Cannell | Masthead Sloop | Full |
| Sunbeam 23 | 1 for sale | 1979 | 22.8 ft | 8.2 ft | 3.94 ft | 2,976 lbs | Monohull | Manfred Schöchl | Fractional Sloop | Bulb |
| Sunbeam 24 | 1 for sale | 2002 | 22.97 ft | 8.2 ft | 2.36 ft | 3,527 lbs | Monohull | Georg Nissen | Fractional Sloop | Centerboard |
| Mantra 7000 | 1 for sale | 1998 | 22.97 ft | 8.2 ft | 4.92 ft | 2,646 lbs | Monohull | Andrzej Arminski | Fractional Sloop | Fin |
| Pearson 23 | 1 for sale | 1978 | 23 ft | 7.98 ft | 5.17 ft | 3,500 lbs | Monohull | William Shaw | Masthead Sloop | Centerboard |
| Grampian 23 | 1 for sale | 1971 | 23.25 ft | 8 ft | 5.33 ft | 3,200 lbs | Monohull | Alex McGruer | Masthead Sloop | Wing |
| Vivacity 24 | 1 for sale | 1969 | 23.5 ft | 8 ft | 3.67 ft | 4,200 lbs | Monohull | Alan Hill | Masthead Sloop | Fin |
| Balboa 24 | 1 for sale | 1981 | 23.58 ft | 8.33 ft | 2.92 ft | 2,600 lbs | Monohull | Shad Turner/William Downing | Fractional Sloop | Fin |
| Buccaneer 240 | 1 for sale | 1975 | 23.67 ft | 8 ft | 2.5 ft | 4,000 lbs | Monohull | Alan Payne/Bayliner | Masthead Sloop | Full |
| Seahorse 24 | 1 for sale | 1972 | 23.75 ft | 7.9 ft | 4.67 ft | 2,900 lbs | Monohull | Robert Finch | Masthead Sloop | Centerboard |
| Marauder 24 | 1 for sale | 1975 | 23.83 ft | 7.5 ft | 4.16 ft | 3,600 lbs | Monohull | Kevin Shepherd | Fractional Sloop | Fin |
| Waarschip 730 | 1 for sale | 1977 | 23.95 ft | 9.51 ft | 4.1 ft | 3,307 lbs | Monohull | — | Masthead Sloop | Fin |
| Seaward 24 | 1 for sale | 1984 | 24 ft | 8 ft | 3.5 ft | 3,100 lbs | Monohull | Nick Hake | Fractional Sloop | Centerboard |
| Seaforth 24 | 1 for sale | 1977 | 24 ft | 7.33 ft | 2.5 ft | 4,200 lbs | Monohull | Stephen Seaton | Masthead Sloop | Full |
| Eventide 24 | 1 for sale | 1957 | 24 ft | 8 ft | 2.75 ft | 4,000 lbs | Monohull | Maurice Griffiths | Cutter | Twin |
| Nimble Kodiak 24 | 1 for sale | 1998 | 24 ft | 8.5 ft | 4.33 ft | 4,100 lbs | Monohull | Ted Brewer | Masthead Sloop | Centerboard |
| Sailart 24 | 1 for sale | 2003 | 24.28 ft | 8.2 ft | 3.12 ft | 2,866 lbs | Monohull | — | Fractional Sloop | Wing |
| Balaton 24 | 1 for sale | 1966 | 24.44 ft | 7.55 ft | 3.94 ft | 4,189 lbs | Monohull | Gunnar Cardell | Masthead Sloop | Fin |
| Watkins 25 | 1 for sale | 1985 | 24.92 ft | 8.5 ft | 2.5 ft | 4,800 lbs | Monohull | — | Masthead Sloop | Fin |
| Victoire 25 | 1 for sale | 1967 | 25.16 ft | 8.2 ft | 3.75 ft | 4,180 lbs | Monohull | D. Koopmans Sr. | Masthead Sloop | Fin |
| Tanzer 25 | 1 for sale | 1986 | 25.25 ft | 9.58 ft | 4.7 ft | 4,200 lbs | Monohull | Joubert-Nivelt | Fractional Sloop | Fin |
| Sunbeam 25 | 1 for sale | 1993 | 25.26 ft | 8.14 ft | 4.1 ft | 3,638 lbs | Monohull | Schöchl | Fractional Sloop | Fin |
| Morgan 26 | 1 for sale | 1969 | 26 ft | 8.75 ft | 3.16 ft | 5,000 lbs | Monohull | Charles Morgan | Masthead Sloop | Centerboard |
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.
| Category | Boat A | Boat 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.