Hey Rizzo, welcome - and congrats on taking the leap after 20 years, that's no small thing.
I live in Grand Cayman as well, and honestly, you're thinking in the right direction. Pressure washing absolutely makes sense here. Between the salt air, dust, algae, and general grime, places get dirty fast. Driveways, walls, patios, pool decks - people want them cleaned regularly, and most homeowners don't want to deal with the hassle themselves. The repeat business potential is real, especially if you offer quarterly or bi-annual cleanings.
Gutter cleaning on its own is probably a bit niche, like you said, but bundled with pressure washing it actually becomes a solid add-on. A lot of people don't think about their gutters until there's a problem, but when you're already on-site cleaning, it's an easy upsell and adds value. Same goes for window cleaning - not exciting, but very practical, and people here are willing to pay for convenience.
One thing Cayman really rewards is reliability and professionalism. If you show up when you say you will, do clean work, and communicate well, word spreads fast. There's plenty of demand, but not always enough good service providers.
Starting simple is smart - pressure washing as your core, then layering in gutters, windows, maybe roof soft-washing or general exterior cleaning over time. You don't have to do everything on day one.
If you ever want feedback on pricing, packages, or how to position it so it feels premium (not just "another guy with a washer"), happy to share thoughts. Wishing you luck - this sounds like a solid move 👍