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    1. Local experiences
    2. /Things to do in Key West…
    3. /Water Activities
    4. /Fishing Charters
    5. /Fish on a 4-Hour Private Charter in Key West
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    Fish on a 4-Hour Private Charter in Key West

    Cast off on a 4-hour private fishing trip for up to 6 guests

    5.0 stars• 25 reviews

    Duration

    Four Hours

    Ideal For

    Up to Six people

    Includes

    Captain, rods & reels, ice

    Highlights

    Enjoy a four-hour private fishing charter designed for groups who want to focus on fishing. Ride aboard the 39′ Invincible “Lilly II,” built for comfort and equipped for serious time on the water.

    • Fish for four hours on a private charter with your group
    • Bring up to six guests aboard for fishing
    • Ride on the 39′ Invincible “Lilly II” with a private full bathroom
    • Use onboard fishing gear like rods, reels, and electric reels
    • Relax with amenities like a fresh water shower and dry storage
    • Cruise with Garmin electronics, outriggers, and 40+ rod holders

    What's Included

    • Captain
    • Rods and reels
    • Cooler with ice and water

    Things to know

    Bring drinks and snacks (no glass), plus towels and sunscreen. Please arrive 15 minutes before your trip time.

    Cancellation Policy

    Full refund with 72 hours notice of cancellation. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    Product ID: M5AK4A

    FAQs

    Bring drinks and snacks (no glass), plus towels and sunscreen.

    Arrive 15 minutes before your trip time.

    Yes. Your fishing charter includes a captain, rods and reels, and a cooler with ice and water.

    Experience provided by Next Chapter Charters

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Private Charter

    $2,014

    Up to Six Passengers

    0

    Private Charter - Sunset Key Guests

    $0

    Up to Eight Passengers

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

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      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    25 reviews•Google Maps
    20
    0
    0
    0
    0

    Captain James and Captain Chris have built a strong reputation on the water around Key West, and it's easy to see why repeat customers keep coming back. Both captains bring deep local knowledge, easygoing personalities, and a genuine passion for what they do, whether that's putting you on mahi, grouper, or swordfish offshore, or running a scenic trip out to the Dry Tortugas and Fort Jefferson. The boats are consistently praised as pristine and well-maintained, and the crew has a knack for making first-timers feel just as welcome as seasoned anglers. Beyond fishing, they also offer sunset sails and sandbar trips, making this a solid option for groups with mixed interests. One reviewer noted the offshore trips run a bit pricier than some competitors, but felt the boat quality and overall experience made it worthwhile. If you're planning a trip to Key West and want a day on the water that actually delivers, these guys are a safe bet.

    What people are saying

    Review 1 of 5
    5/5

    What an experience! Captain James put us on Mahi as soon as he found a school and bam! We spent the half hour pulling in Mahi back to back. James did a great job focusing on all 5 of the people in our group. He did such a great job staying focused on helping us get the fish in the boat and a new line out ASAP. I was in awe first to see all the fish we were catching but then to see how attentive he was to us all at the same time. Wow! We had a blast! The boat was fast, spacious, and super clean. We got to our honey spot on our deep sea charter super fast and comfortably. We will definitely be booking with Next Chapter in the future. HIGHLY recommend! Thanks James! You made my sister’s birthday an EPIC one.

    Photo of Kim Sewell

    Kim Sewell

    August 26, 2026

    Review 1 of 1
    5/5

    What an experience! Captain James put us on Mahi as soon as he found a school and bam! We spent the half hour pulling in Mahi back to back. James did a great job focusing on all 5 of the people in our group. He did such a great job staying focused on helping us get the fish in the boat and a new line out ASAP. I was in awe first to see all the fish we were catching but then to see how attentive he was to us all at the same time. Wow! We had a blast! The boat was fast, spacious, and super clean. We got to our honey spot on our deep sea charter super fast and comfortably. We will definitely be booking with Next Chapter in the future. HIGHLY recommend! Thanks James! You made my sister’s birthday an EPIC one.

    Photo of Kim Sewell

    Kim Sewell

    August 26, 2026

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