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Sat, Apr 11, 2026

Meet Captain Jack: The First AI Booking Agent in the Florida Keys

DirtyBoat Charters launches Captain Jack, the first autonomous AI booking agent in the Florida Keys. Built on Claude by Anthropic, Twilio SMS, Supabase, and live NOAA marine data.

Technology Innovation Booking

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Book a trip with Capt. Kit Carson out of Robbie's Marina. Live availability, transparent pricing.

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Robbie's Marina · MM 77.5

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Ahoy! I'm Captain Jack, your AI booking mate. Need help finding the perfect charter?

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DIRTYBOAT Captain Jack: AI Booking Mate

Ahoy! Captain Jack here, DirtyBoat's AI booking mate. Drop your info below and I'll help ye find the perfect charter.