Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Cudjoe Key…
    3. /Water Activities
    4. /Fishing Charters
    5. /Florida Keys Deep Sea Fishing Charter
    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

    Resources

    • Travel Guides
    • Experience Gift Cards
    • Help Center
    [email protected]1-877-GREET-WELL

    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
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Florida Keys Deep Sea Fishing Charter

    Chase pelagic fish and deep-water species aboard a private Florida Keys charter

    4.9 stars• 154 reviews

    Duration

    6–10 hrs

    Ideal For

    Up to 6 people

    Includes

    Gear, bait, fishing licenses

    Highlights

    Explore offshore waters with Captain Jose Rodriguez aboard a 32-foot SeaVee equipped for trolling, live baiting, and deep-water fishing. Target pelagic fish and bottom species with gear, bait, licenses, and crew guidance included.

    • Chase mahi, tuna, wahoo, swordfish, grouper, snapper, tilefish, and more
    • Fish with trolling, live baiting, and sight fishing when conditions allow
    • Use advanced sonar, GPS tracking, electric reels, and premium offshore tackle
    • Relax with Starlink WiFi and a private onboard bathroom
    • Bring soft-bottom or non-marking shoes, sunscreen, snacks, meals, and beverages

    What's Included

    • Fishing gear and bait
    • Fishing licenses
    • Captain and crew guidance
    • Cooler with ice and bottled water
    • Catch cleaning and bagging
    • Safety equipment

    Important details

    • An optional mate is available for gear assistance, fish handling, and cleaning for $150, not included in the listed price
    • Extra time may be available for $100 per hour, not included in the listed price
    • A 20% gratuity for the captain is customary and not included in the listed price

    Cancellation Policy

    Receive a full refund with at least 24 hours' cancellation notice. Deposits are fully refunded with 15 days' notice; with less than 15 days, the deposit is forfeited. No-shows are charged the full price. Receive a full refund if the operator cancels due to weather or other unforeseen circumstances.

    Product ID: CJZT7N

    FAQs

    Bring soft-bottom or non-marking deck shoes, sunscreen, a hat, sunglasses, snacks or meals, plenty of beverages, and personal comfort items such as a light jacket or camera.

    Meeting details

    Cudjoe Key • Stock Island • Key West

    Experience provided by Above & Below Adventures

    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

    Choose an option

    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

    What people are saying

    Review 1 of 5
    5/5

    We had an absolutely amazing experience with Captain Jose! He took our son and I out for his 9th birthday and we couldn't have asked for a better experience. We had a ton of fun catching and learning a bunch about being out on the water. Our son even hooked 2 sailfish which was totally unexpected! It was a great time from start to finish, super professional and really went above and beyond to give us a great day. 100% highly recommend and can not wait to get back out again with Above & Below!

    Photo of David Majowicz

    David Majowicz

    August 18, 2026

    Review 1 of 1
    5/5

    We had an absolutely amazing experience with Captain Jose! He took our son and I out for his 9th birthday and we couldn't have asked for a better experience. We had a ton of fun catching and learning a bunch about being out on the water. Our son even hooked 2 sailfish which was totally unexpected! It was a great time from start to finish, super professional and really went above and beyond to give us a great day. 100% highly recommend and can not wait to get back out again with Above & Below!

    Photo of David Majowicz

    David Majowicz

    August 18, 2026

    Great for groups

    23' Tritoon Boat Rental in Cudjoe Key
    Boat RentalsUp to 12

    23' Tritoon Boat Rental in Cudjoe Key

    GPS-guided tritoon cruising with walk-up water access

    GPS-guided tritoon cruising with walk-up water access
    5.0 • 58 reviews
    $624/ boat
    22' Tritoon Boat Rental in Cudjoe Key
    Boat RentalsUp to 12

    22' Tritoon Boat Rental in Cudjoe Key

    GPS-guided Tri Toon cruising with delivery to eligible properties

    GPS-guided Tri Toon cruising with delivery to eligible properties
    5.0 • 58 reviews
    $624/ boat
    23' Boat Rental in Cudjoe Key
    Boat RentalsUp to 8

    23' Boat Rental in Cudjoe Key

    Cruise or fish the Keys with GPS-guided local routes

    Cruise or fish the Keys with GPS-guided local routes
    5.0 • 58 reviews
    $596/ boat

    Nearby activities

    Full-Day Fort Jefferson & Dry Tortugas Charter
    Yacht Charters

    Full-Day Fort Jefferson & Dry Tortugas Charter

    Cruise privately to Fort Jefferson for flexible exploring, snorkeling, and beach time

    Cruise privately to Fort Jefferson for flexible exploring, snorkeling, and beach time
    4.9 • 154 reviews
    $3,074
    Florida Keys Night Fishing Charter
    Fishing Charters

    Florida Keys Night Fishing Charter

    Fish Florida Keys waters after dark aboard a private, fully equipped boat

    Fish Florida Keys waters after dark aboard a private, fully equipped boat
    4.9 • 154 reviews
    $1,431& up
    Private Boat Captain Service in Florida Keys
    Boat Tours

    Private Boat Captain Service in Florida Keys

    Put a licensed captain at the helm of your Florida Keys boat

    Put a licensed captain at the helm of your Florida Keys boat
    4.9 • 154 reviews
    $848& up
    Deep-Drop Swordfish Fishing Charter in Cudjoe Key
    Fishing Charters

    Deep-Drop Swordfish Fishing Charter in Cudjoe Key

    Target daytime swordfish and deepwater species on a private Florida Keys charter

    Target daytime swordfish and deepwater species on a private Florida Keys charter
    4.9 • 154 reviews
    $2,226& up
    Florida Keys Spiny Lobster Hunting Charter
    Fishing Charters

    Florida Keys Spiny Lobster Hunting Charter

    Snorkel shallow Florida Keys reefs for spiny lobster with local guidance

    Snorkel shallow Florida Keys reefs for spiny lobster with local guidance
    4.9 • 154 reviews
    $901
    Florida Keys Freedive Spearfishing Charter
    Fishing Charters

    Florida Keys Freedive Spearfishing Charter

    Target reef fish on a private Florida Keys freedive hunt

    Target reef fish on a private Florida Keys freedive hunt
    4.9 • 154 reviews
    $1,431& up