Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Big Pine Key…
    3. /Water Activities
    4. /Boat Rentals
    5. /Backcountry Fishing Boat Rental in Big Pine Key
    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
    • 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
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Backcountry Fishing Boat Rental in Big Pine Key

    Navigate bays and backcountry with fishing-ready Garmin technology

    4.9 stars• 71 reviews
    From$2,604/ boatincl. taxes and fees

    Duration

    4–30 days

    Ideal For

    Up to 5 people

    Includes

    Garmin tech, stereo, outriggers

    Highlights

    Explore backcountry and bay waters aboard Caroline 9, a Key West boat powered by a 150 HP Yamaha motor. Set out for fishing, snorkeling, or a relaxing day on the water with navigation and entertainment systems onboard.
    • Navigate with Garmin chart plotting, sonar, radar, and autopilot
    • Fish with 28-foot Taco outriggers
    • Listen to Sirius satellite radio or connect by Bluetooth
    • Bring food and drinks aboard

    What's Included

    • Garmin 8612 chart plotter
    • Garmin VHF marine radio
    • Thru-hull CHIRP sonar
    • Garmin radar and autopilot
    • Fusion stereo with amplifier, subwoofer, and speakers
    • Extra storage

    Know before you go

    • Ages 21+ only
    • Requires boat-operating experience
    • Delivery and pickup locations must be within 30 miles of Marathon, Florida
    • Pickup is around 4pm
    Split the cost with your group

    This booking is for the whole experience, which fits up to 5 guests.

    From$520per person
    Split with

    Cancellation Policy

    Full refund for cancellations made 30 days before scheduled arrival. Cancellations within 30 days forfeit the $1,000 deposit. Full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    FAQs

    Bring food and drinks aboard. Coolers are available to rent.

    Experience provided by Caroline's Boat Rentals LLC
    Experience provided by Caroline's Boat Rentals 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 1-877-GREET-WELL

    Report an issue

    Reference #ZNJC4X

    Three Day Rental

    $2,604.87

    This boat fits up to 5 guests · 4–30 days

    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

    Nearby activities

    Thumbnail
    Boat RentalsUp to 8

    24' Boat Rental in Big Pine Key

    $3,120.13/ boat
    Thumbnail
    Boat RentalsUp to 10

    24' Pontoon Rental in Marathon

    $1,150.25/ boat
    Thumbnail
    SnorkelingUp to 42

    Snorkel & Dive on a 4-Hour Looe Key Cruise

    From$113/ person
    Thumbnail
    Scuba Diving

    Night Dive & Snorkel Trip in Ramrod Key

    From$124/ person
    Thumbnail
    Yacht ChartersUp to 42

    Half-Day Private Boat Charter From Ramrod Key

    $2,694
    Thumbnail
    Sunrise and Sunset ToursUp to 6

    Florida Keys Sunset Charter

    $371