Nobody Warns You What It Really Costs to Sell a Cheap Cruising Sailboat

Sloop vs Ketch — Which Cheap Bluewater Cruiser Really Costs Less to Sail Shorthanded

I Investigated 12 Cheap Cruising Sailboats (Only 2 Would Pass a Real Marine Survey)

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5 Cheap Bluewater Sailboats That Need New Sails Immediately (And What a Full Wardrobe Costs)

5 Bluewater Sailboats No Insurer Will Touch (And What That Really Costs You)

Why Nobody Warns You About Osmosis on a Cheap Fiberglass Sailboat (Until It's Too Late)

5 Sailboat Brands That Went Bankrupt — And 2 Whose Parts You Can Still Buy Cheap

5 Sailboat Brands That Lose Half Their Value the Day You Buy Them (And 2 That Hold Their Price)

The 'Fixer-Upper' Myth That Sinks More Sailing Dreams Than Any Storm Ever Did

Steel vs Fiberglass — Which Bluewater Sailboat Really Costs Less Over 10 Years

5 Bluewater Sailboats With the Cheapest Standing Rigging to Replace

7 Deal Breakers a Marine Survey Finds on a Cheap Cruising Sailboat And 2 That Don't Matter

The Only 3 Cruising Sailboats Worth Buying in 2026 And One to NEVER Buy

Why Are Used Sailboats So Cheap in 2026 The Hidden Costs Nobody Warns You About

Why Most First Time Buyers Regret Their Sailboat Within the First Year

7 Sailboat Buying Mistakes You'll Only Make Once (And What They Really Cost You)

5 Bluewater Sailboats That Cost Almost Nothing to Keep (Perfect for Retirement Cruising)

5 Bluewater Sailboats I'd ALWAYS Trust After 20 Years in the Boat Business

Aluminum vs Fiberglass — Which Cruising Sailboat Costs Less to Keep

Why Nobody Wants These Sailboats Anymore (But They're Cheap to Cruise)

I Investigated 10 'Bargain' Cruising Sailboats (Only 3 Can Actually Cross an Ocean)

5 Old Sailboats From the 1980s to NEVER Buy (And 3 That Are Still Worth It)

The Best Sailboat for Weekend Cruising on a Tight Budget

6 Boats and the Honest Way Into a Bluewater Cruiser Under $30,000

5 'Cheap' Sailboats Everyone Ignores (But They Cross Oceans for a Fortune Less)

The 'Overlooked' Sailboat Dealers Don't Want First-Time Buyers to Know About

7 Sailboats First-Time Buyers Should NEVER Buy (And 4 That Are Worth Every Dollar)

6 Boats and the Honest Way Into a Liveaboard That Won't Sink Your Savings

7 Sailboats I'd NEVER Sell to a Friend — After 20 Years in the Boat Business

Sailing Alone Across the Pacific on a $2,400 Sailboat

Full Tour of an Affordable 38ft Sailboat Built for Self-Sufficient Ocean Sailing

First Time Buyers Avoid These 5 Sailboats to Save $20,000

Top 5 Small Sailboats You Can Comfortably Live On

5 Old Sailboats From the 1980s That Are Still Worth Buying in 2026

Top 3 Affordable Sailboats You Can Trust to Cross an Ocean

6 Boats and the Honest Way Into an Engine That Won't Bankrupt You

I Sell Boats for a Living — Here's Why You Shouldn't Buy One

The Best Sailboat for Solo Sailing on a Budget

6 Boats and the Honest Way Into a Round-the-World Sailboat

The Blunt Honest Way Into a Sailboat That Can Actually Cross an Ocean

The Real Honest Way Into Why Dealers Struggle to Sell Their Stock

6 Boats and the Honest Way Into Picking the Best for Ocean Sailing

6 Boats and the Honest Way Into a Sailboat That Lasts Decades

5 Boats and the Honest Way Into Buying Only Secondhand

The Only Honest Way Into a Boatyard That Won't Bankrupt You