Realistic outlook by 2029:
- General-purpose humanoids (Optimus, Figure, etc.) will be capable of basic boat operations in calm conditions
- Autonomous dinghy navigation to shore is technically feasible with good sensors and calm Caribbean waters
- Major limitations: docking, tying up, carrying food back, and regulatory hurdles for unsupervised maritime robot operation
- Most likely scenario: supervised operation (you watch via camera) rather than fully autonomous
Probability: ~35% chance of reliable, fully autonomous use by 2029.