How to Use Sailboat Market Analyzer
A step-by-step guide to finding, evaluating, and comparing bluewater sailboats.
What is this?
Sailboat Market Analyzer helps you navigate the complex process of buying a bluewater sailboat. It combines design data, scoring algorithms, live BoatTrader listings, and AI-powered analysis to help you make informed decisions.
Buying a cruising sailboat is typically a multi-year process. You might explore different use cases (coastal vs. bluewater vs. circumnavigation), change your preferences as you learn more, and track dozens of listings before finding the right boat. This tool is designed for that journey.
Step 1: Define Your Use Case
Start by telling us how you plan to sail. Your use case determines how we score each boat design:
- Bluewater passage-making — ocean crossings, heavy weather capability, self-sufficiency
- Coastal cruising — shorter hops, marina access, comfort and ease of handling
- Pacific circuit — the coconut milk run, trade wind sailing, tropical anchoring
- Singlehanded sailing — manageable sail area, center cockpit, self-steering
- Liveaboard — interior volume, systems capacity, comfort at anchor
- Circumnavigation — ultimate durability, range, and versatility
Also set your experience level and target waters. These help the AI analysis give you relevant, personalized advice.
Step 2: Set Your Preferences
Optionally filter designs based on what matters to you:
- Cockpit type — center cockpit (better for bluewater) vs. aft cockpit (better sailing feel)
- Rig type — sloop, cutter, ketch, or cutter-ketch. Ketches and cutters offer more flexibility for shorthanding
- Size range — set a minimum and maximum LOA
- Budget — filter by maximum purchase price
- Exclusions — no teak decks (maintenance), no canoe stern (preference), prefer keel-stepped mast (strength)
These preferences are saved to your account and carried across sessions.
Step 3: Explore Designs & Track Listings
Designs are ranked by a composite score based on your use case. Click into any design to see:
- Design specs — displacement, ballast ratio, D/L ratio, SA/D ratio, capsize screening, motion comfort
- Score radar chart — visual comparison across all use cases
- Score breakdown — see exactly which factors contribute to each score and why
- BoatTrader listings — search live listings with price, location, and specs. Click "Track Listing" to add it to your watchlist
Tracked listings are saved to your account and associated with your current session.
Step 4: Get AI Analysis
Once you've tracked some listings, go to "Your Listings" to generate an analysis prompt. The prompt includes:
- Your buyer profile (use case, experience, target waters)
- Your preferences (cockpit, rig, budget, exclusions)
- Full design specs for each tracked boat
- Score breakdowns showing exactly why each boat scores the way it does
- Listing URLs that the AI can browse for engine hours, rigging condition, photos, and more
Copy the prompt and paste it into claude.ai (or another AI assistant). You'll get a comprehensive analysis covering:
- Design comparison and suitability ranking
- Price analysis and total cost of ownership
- Refit budget estimates based on age and condition
- Delivery cost estimates for boats in other regions
- Pre-purchase survey focus areas for each design
- Red flags extracted from listing descriptions and photos
Sessions
Boat buying is a long process. Sessions let you save your progress and come back later:
- Save a session — name it something meaningful like "PNW Singlehand" or "Caribbean Bluewater"
- Switch sessions — explore different use cases without losing your work
- Track per session — each session has its own tracked listings and preferences
Sign in with your email to enable sessions, watchlist tracking, and preference saving.
Understanding the Scores
Each design is scored 0–100 across multiple use cases. Scores are computed from design characteristics:
| Metric | What it means | Good for bluewater |
|---|---|---|
| D/L Ratio | Displacement-to-length — how heavy the boat is for its size | 200+ (heavier = more comfortable offshore) |
| SA/D Ratio | Sail area to displacement — how much sail for the weight | 14–18 (enough power without being overpowered) |
| Capsize Screening | Resistance to capsize based on beam and displacement | < 2.0 (lower is more stable) |
| Motion Comfort | Ted Brewer's comfort ratio — how gentle the motion is | 30+ (higher is more comfortable) |
| Ballast Ratio | Percentage of displacement that is ballast | 35–45% (more ballast = more stability) |
Scores also factor in structural characteristics like rudder type, keel type, rig, cockpit layout, and mast step — weighted differently for each use case.