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    Day 5 Charters

    Day 5 Charters

    5.0 • 441 reviews
    Fort Myers Beach, FL

    Day 5 Charters creates personalized fishing, shelling, and island adventures on the waters of Southwest Florida. Led by experienced local captains who grew up on the Gulf, they take guests beyond the usual routes to hidden fishing...

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    Book Day 5 Charters

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    Private Shelling Charter From Fort Myers Beach

    Explore secluded, boat-access-only beaches for a personalized shelling day

    $560From$526
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    Fort Myers Beach Nearshore Fishing Charter

    Fish Southwest Florida’s back bay and reefs up to 9 miles offshore

    From$784
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    Island Charter in Fort Myers Beach on a 39' Contender

    Private island cruising with beach, sandbar and wildlife stops

    From$2,688
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    Island Adventure Charter in Fort Myers Beach

    Customize a private day of shelling, fishing, swimming, and island exploring

    From$1,064
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    Private Night Snapper Fishing Charter in Fort Myers Beach

    Target snapper in federal waters after dark

    From$3,808
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    Offshore Fishing Charter in Fort Myers Beach

    Fish deep Gulf waters aboard a stabilized 39-foot Contender

    From$4,256
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    Night Shark Fishing Charter in Fort Myers Beach

    Fish after dark with seasoned captains for inshore and nearshore sharks

    $896
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    Inshore & Nearshore Fishing Charter in Fort Myers Beach

    Fish Southwest Florida flats and reefs with an experienced local captain

    From$672

    What people are saying

    Review 1 of 5
    5/5

    Took my husband out for a 6 hr private charter with Josh on Aug. 24th. We were lucky to have perfect weather. The boat was very nice and clean. We brought our own small cooler with beverages and ice (glad we did, it was really hot out there). They do not supply food or drink, maybe if you request it. Josh took us to awesome fishing spots, taught us alot of great tips and tricks (we're learners, not avid fishermen, but now we LOVE it and cannot wait to do it again). He supplied our bait. We caught so many different species and had a blast doing it. Josh is a safe & fun boat Captain, and he knows those waters around Ft. Myers, Sanibel, & Captiva very well. He took us to the Green Flash (great food, btw) on Captiva for a quick lunch. We had a fun, beautiful day and we would highly recommend Day 5 charters....Josh was a pleasure to spend our day with.

    Photo of Karen B

    Karen B

    August 25, 2026

    Review 1 of 1
    5/5

    Took my husband out for a 6 hr private charter with Josh on Aug. 24th. We were lucky to have perfect weather. The boat was very nice and clean. We brought our own small cooler with beverages and ice (glad we did, it was really hot out there). They do not supply food or drink, maybe if you request it. Josh took us to awesome fishing spots, taught us alot of great tips and tricks (we're learners, not avid fishermen, but now we LOVE it and cannot wait to do it again). He supplied our bait. We caught so many different species and had a blast doing it. Josh is a safe & fun boat Captain, and he knows those waters around Ft. Myers, Sanibel, & Captiva very well. He took us to the Green Flash (great food, btw) on Captiva for a quick lunch. We had a fun, beautiful day and we would highly recommend Day 5 charters....Josh was a pleasure to spend our day with.

    Photo of Karen B

    Karen B

    August 25, 2026