Potential answers for "Propelled in a regatta, maybe"

⭐⭐⭐⭐ OARED
⭐⭐ SENT
⭐⭐ DROVE
⭐⭐ POWERED
⭐⭐ ROWED
⭐ PLEADER
⭐ OLEO
⭐ AGE
⭐ MASSAGE
⭐ LISP

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Loads of fun   Water, often   Cross-country need, perhaps