What upgrades are actually worth the money on an older sailboat… and which ones you should avoid?

In this episode of The Sailing Doodles Podcast, I break down the most valuable upgrades I’ve done across all the boats I’ve owned — from my classic CT-56 to the newer catamarans and charter boats we’ve sailed.

I cover which improvements truly make your boat safer, easier to sail, and more enjoyable… and which “fancy” upgrades usually end up being a waste of money. If you’re shopping for an older cruising boat or planning a refit, this episode will save you thousands.

Topics Covered

Why buying a boat already upgraded is often cheaper

Rigging, sails, and critical safety upgrades

Ground tackle & anchoring systems worth investing in

Autopilots, instruments & navigation upgrades

Electrical systems, lithium, solar & charging

Refrigeration: why it’s usually a later priority

Comfort upgrades: electric winches, watermakers & more

What to skip… and what will absolutely transform your cruising

About the Channel

I’m Bobby from Sailing Doodles. I sail, travel, and document the adventure while running my YouTube channels from around the world — from the Caribbean and the Bahamas to the Mediterranean and beyond.

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