
The captain
Meet Captain Rio
Lifelong Keys waterman. Competitive spearo. Winner of a small-boat race to Cuba. Also the person who will be driving your boat.
Captain Rio is a Florida Keys native who grew up in Key Largo, moved to Key West in 2008, and has spent every year since building one of the most personal charter operations on the island. He is USCG licensed and fully insured, and he runs every single trip himself.

His story
Raised on this water
Rio grew up in Key Largo, which is a useful thing to know about somebody who is about to take you fishing. There is a kind of knowledge you only get from three decades of the same coastline — which ledge holds hogfish in March, how hard the tide has to be running before a spot is worth stopping on, where the mahi show up first when the water warms.
He moved down to Key West in 2008 and spent ten years as head captain and crew on the schooner Jolly 2 Rover, running trips with up to forty passengers aboard, before leading Damn the Rocks Charters and eventually striking out on his own.
Along the way he became a serious competitive spearfisherman and freediving guide — and in 2016 he took first place in the Hobie Cat Race to Cuba, which is exactly as unhinged as it sounds: a small catamaran, ninety miles of open ocean, and no cabin to hide in.
Why it's always him
Plenty of charter companies are really a booking desk with a roster of freelance captains. You book a name and get whoever is available.
There is one boat here and one captain. No subcontractors, no rotating crew, no chance of showing up to meet a stranger. That's a deliberate constraint on how much work Rio can take, and it's the entire reason the trips are as good as they are.
Credentials
- USCG licensed & fully insured
- Florida Keys native — raised in Key Largo
- Key West resident since 2008
- 1st place, 2016 Hobie Cat Race to Cuba
- 10 years running one of Key West's best-known sailing vessels
- Competitive spearfisherman & freediving guide
The boat
1998 Stamas 32 Sport Fisherman
Thirty-two feet, twin Yamaha 250s, an observation tower for spotting fish, a shaded cabin, and a hull painted with a mouth full of shark teeth. Licensed for six guests.



On board
- Bow & stern seating for six
- Private cabin with seating & shade
- Guest bathroom on board
- Observation tower
- Bluetooth speaker
- Cooler provided — bring your own food & drinks
- Rods, reels, tackle & bait included
- Snorkel & dive equipment available
Ready when you are
Come find out for yourself
Call Rio direct on 305-394-1278. He'll tell you honestly what's biting, what the weather is doing, and which trip suits your group.
Departing Hurricane Hole Marina · Key West, FL · 7 days a week
