Your Charter, Your Way

Every adventure with Day 5 Charters is designed around you. Whether it's fishing by day or night, hunting for rare seashells, or exploring secluded islands, we take you beyond the ordinary. With expert captains and top-tier equipment, your trip is safe, seamless, and unforgettable. Your charter, your way—let’s make it happen.

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The Ultimate Personalized Experience

With Day 5 Charters, flexibility is key. Your trip is fully customizable from start to finish. Whether you want a full day of fishing, a mix of island hopping and shelling, or a night chasing big fish under the stars, we tailor every detail to match your perfect adventure.

Want the ultimate convenience? Your captain can even pick you up right from your dock, so your day on the water starts the moment you step outside. No crowded marinas, no hassle—just a seamless, stress-free experience designed around you.

No rigid schedules, no one-size-fits-all trips. Enjoy expert-guided, personalized adventures that take you exactly where you want to go. Tell us your vision, and we’ll make it happen.

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Day/Night Fishing

Experience world-class fishing in Southwest Florida, fully customized to your preferences. Whether you're after trophy Tarpon, Snook, Redfish, Sea Trout, Tripletail, Cobia, or more, we’ll craft the perfect trip for you.

  • Choose from half-day, full-day, or sunset-to-sunrise excursions
  • Try night fishing for monster sharks
  • Take a break at a water-access-only restaurant
  • Enjoy a completely personalized experience. We handle everything
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Shelling Excursions

Let us guide you to the most abundant shelling locations on Florida’s west coast. From rare finds to breathtaking treasures, you’ll collect stunning shells in pristine, boat-access-only areas.

  • Expert-guided shelling experience
  • Access to the best, untouched shelling spots
  •  Shelling gear provided when needed
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Island Adventures

Embark on a private, boat-access-only journey to the hidden gems of SW Florida. Explore untouched islands, fish in crystal-clear waters, and discover stunning marine life, including dolphins, manatees, and exotic birds.

  • Chase breathtaking sunsets
  • Hunt for giant conch shells
  • Relax on a secluded island. Picnic, play, or sway in a hammock
  • Dine at exclusive waterfront restaurants

This excursion is fully customizable. You dream it, we make it happen!

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Federal Offshore Fishing

Want bigger, farther, faster?

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Last Call on Our Best Deal

Don’t miss this season’s biggest saving offer!

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Fishing, Exploring, and Making Memories Together

Some of the best memories are made on the water. Whether it’s a child reeling in their first fish, a family exploring a secluded island, or friends sharing the thrill of a big catch. Our charters are designed to bring people together, creating moments you’ll talk about for years to come.

The charters aren't just about the catch; it’s about the stories, the laughs, and the shared experience of being out on the water with the people who matter most. Whether you're planning a family outing, a special celebration, or just a day of fun with friends, we make sure your trip is unforgettable.

And when that trophy fish finally bites, the excitement is something you’ll never forget. From calm back bay fishing to deep offshore battles, we’ll take you to the best spots, set you up for success, and help you land a memory that lasts a lifetime.

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What Our Clients Say

“I recently had the pleasure of embarking on a fishing adventure with Day 5 Charters and it was truly an amazing experience. From the moment we set sail, I could tell that this was going to be a fun and memorable trip. The captain and crew were incredibly knowledgeable and made sure we had everything we needed for a successful day of fishing. But what really stood out to me was the beautiful island adventure we had while on the boat. The stunning shell collection on display was a sight to behold and added an extra layer of excitement to the trip. It was clear that the crew had put a lot of effort into creating a unique and enjoyable experience for their guests. Overall, I highly recommend Day 5 Charters for anyone looking for a fun and unforgettable fishing adventure. The combination of amazing fishing and island exploration made for a perfect day on the water. Thank you to the entire team for an incredible experience. I can't wait to come back and do it all again!”

Bill M.

“Had an amazing time working with Day 5 Charters! Everything from initial phone conversations to day of fishing went perfectly. John and Parker are great to work with, highly recommended!”

Dave A.

“Absolutely one of the most memorable experiences for our family of 6. My kids Are 10, 8, 6, and 3 and they had a blast. We did an all day island adventure and caught some fish to eat. Did some swimming and shelling and enjoyed fighting some sharks on the line too. Captain John was extremely friendly and kind. He helped my 6 and 3 year old daughters reel in some trout. I can’t wait to go out with Day 5 Charters again. They know their stuff and enjoy doing it. If you are looking for a charter in the Ft Myers area. Look no further.”

Matthew K.

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