Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    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
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Product image 9
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    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• 20 reviews
    From$2,014incl. taxes and fees

    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.

    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 LLC
    Experience provided by Next Chapter Charters LLC

    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 (650) 414-7338

    Report an issue

    Reference #M5AK4A

    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

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    5.0
    Excellent
    20 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

    Had a wonderful time on Next Chapter Charters with Captain James. It was very noticeable that he knew all the ins and out. Every spot we went whether it was anchoring or trolling we were always on fish. James was very helpful for every level of fishing experience. Boat was in immaculate condition and communication was fluid and super easy. Would definitely recommend Captain James to anybody looking to get on some fish, and will definitely be back out with him soon.

    Photo of Gary Johnson

    Gary Johnson

    May 8, 2026

    Review 1 of 1
    5/5

    Had a wonderful time on Next Chapter Charters with Captain James. It was very noticeable that he knew all the ins and out. Every spot we went whether it was anchoring or trolling we were always on fish. James was very helpful for every level of fishing experience. Boat was in immaculate condition and communication was fluid and super easy. Would definitely recommend Captain James to anybody looking to get on some fish, and will definitely be back out with him soon.

    Photo of Gary Johnson

    Gary Johnson

    May 8, 2026

    Great for groups

    Thumbnail
    Private Fishing ChartersUp to 6

    Reef Fishing Charter in Key West

    From$948
    Thumbnail
    Private Fishing ChartersUp to 6

    Fish Key West on a Full-Day Charter

    $2,438
    Thumbnail
    Boat RentalsUp to 4

    Rent a 17' Bay Boat in Key West

    From$408/ boat

    Nearby activities

    Thumbnail
    Boat ToursUp to 3

    Sandbar-Hopping Bay Boat Cruise in Key West

    From$312
    Thumbnail
    Sunrise and Sunset ToursUp to 6

    Key West Sunset Cruise

    From$477
    Thumbnail
    Yacht ChartersUp to Six Guest…

    Customize a 4-Hour Private Charter in Key West

    From$1,484
    Thumbnail
    Yacht ChartersUp to 6

    Customize Your Key West Boat Charter

    From$1,192
    Thumbnail
    Fishing Charters

    10-Hour Dry Tortugas National Park Fishing Charter

    $3,180
    Thumbnail
    Fishing Chartersup to four

    Key West 8-Hour Fishing Charter

    From$1,272