Couples Fishing Charters in Islamorada | A Fishing Guru


A private fishing charter in Islamorada is one of the better ways to spend a day together in the Florida Keys. It's just the two of you and your captain on the water — no crowds, no agenda forced on you by other guests, and nowhere else to be. Whether you've fished before or not, our captains make the experience accessible and genuinely enjoyable. Everything is included. You pick the trip style; we handle the rest.
Inshore and backcountry trips run on Little Guru, our 24' Shallow Sport. This is sight fishing in skinny water — quiet, close, and visually engaging. You'll cover mangrove edges, grassy flats, and sheltered channels in Florida Bay. Tarpon, redfish, snook, and seatrout are the primary targets. It's a focused, hands-on style of fishing that rewards patience and accuracy. Ideal for couples who want a calmer, more scenic experience. Starts at $600 for a half day.
Offshore trips run on Big Guru, our 39' Contender. Open Atlantic water, longer runs, bigger fish. Mahi-mahi, wahoo, tuna, and sailfish, depending on the season. This is the trip for couples who want the full deep-sea experience. Starts at $900 for a half day, $1,750 for a full day. Up to 6 guests per boat, but as a couple, you'll have it entirely to yourselves.
Compare both options side by side on our Islamorada fishing charters overview.
Private charters strip out everything that makes group fishing feel like a compromise. Your captain plans the day around your preferences, your experience level, and what's biting. You fish at your own pace. If one of you wants to put the rod down and just watch for a while, that's fine. If you want to stay on a productive reef longer than planned, the captain adjusts.
Our captains — Ryan Kroonenburg, Dylan McClaugherty, and Travis Camacho — know these waters and how the bite shifts day to day. They communicate clearly, explain what they're doing and why, and run the kind of trip where you leave knowing more than when you arrived.


For couples looking for a laid-back day on the water, an inshore backcountry trip on Little Guru is hard to beat. You'll explore the calm, shallow flats and mangrove creeks that make Islamorada famous — targeting species like tarpon, redfish, and snook in scenery that's as memorable as the fishing. It's an intimate, unhurried experience where both of you get plenty of time on the rod, whether you're seasoned anglers or picking up a pole for the first time.

Couples who want a more adventurous day offshore will find it aboard Big Guru. Heading out into the blue water off Islamorada, you'll chase mahi-mahi, sailfish, and tuna — big fish that put up a real fight and make for stories worth telling. It's a shared adrenaline rush with stunning open-ocean scenery, and you'll head back to Three Waters Marina at Mile Marker 84 with a cooler full of fresh fish and a trip you won't forget.

Private charters, experienced local captains, and two well-maintained boats purpose-built for their respective fisheries. If you're spending time in the Florida Keys, a morning or full day on the water is worth building the trip around.
Book online at afishing.guru or call us at 305-916-9130.
Questions about which trip is right for you? Reach out through our contact page and we'll help you decide.
No. Our captains work with all experience levels — from first-time anglers to experienced fishers looking to target a specific species. If neither of you has fished before, expect a short orientation at the dock, clear instruction on the water, and a captain who will coach you through every step.
Yes. Let us know when you book if you're celebrating an anniversary, birthday, or other occasion. We'll do what we can to make the day work around it. Bring whatever you'd like to have on the boat — food, drinks, decorations — we'll make space.
A half-day (4 hours) is solid for a relaxed, focused experience — enough time on the water without a full-day commitment. For offshore fishing, a full day (8 hours) gives the captain more range to chase pelagic fish and work multiple spots. Most couples doing their first offshore trip opt for the full day.
All bait, tackle, and fishing licenses. Bottled water and ice. Fish cleaning and bagging at the dock. Gratuity for the captain is not included but is appreciated.
Reef-safe sunscreen, polarized sunglasses, hats, light clothing, non-slip shoes, snacks, and any additional drinks. For offshore trips, bring motion sickness medication if either of you tends to be affected by boat motion.
Inshore is typically the easier introduction to fishing — calm water, shorter runs, and species that bite consistently. That said, offshore is manageable for beginners with a good captain, and the mahi-mahi fishery in particular is forgiving enough that first-timers catch fish regularly.