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:

MetricWhat it meansGood for bluewater
D/L RatioDisplacement-to-length — how heavy the boat is for its size200+ (heavier = more comfortable offshore)
SA/D RatioSail area to displacement — how much sail for the weight14–18 (enough power without being overpowered)
Capsize ScreeningResistance to capsize based on beam and displacement< 2.0 (lower is more stable)
Motion ComfortTed Brewer's comfort ratio — how gentle the motion is30+ (higher is more comfortable)
Ballast RatioPercentage of displacement that is ballast35–45% (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.

Ready to start?

Define your use case and start exploring designs.

Get Started
Sailboat Market Analyzer — Find the right boat for how you sail.