Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    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
    Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Cudjoe Key, FL

    Showing 25-48 of 592 results
    Night Dive & Snorkel Trip in Ramrod Key
    Scuba Diving

    Night Dive & Snorkel Trip in Ramrod Key

    Explore a protected reef after dark by snorkel or dive

    Explore a protected reef after dark by snorkel or dive
    4.1 • 764 reviews
    $125/ person
    Private Half-Day Boat Charter in Ramrod Key
    Yacht Charters

    Private Half-Day Boat Charter in Ramrod Key

    Shape a private reef, wreck, or sandbar outing for your group

    Shape a private reef, wreck, or sandbar outing for your group
    4.1 • 764 reviews
    $2,694
    Adolphus Busch Wreck Dive in Ramrod Key
    Scuba Diving

    Adolphus Busch Wreck Dive in Ramrod Key

    Explore an artificial-reef cargo ship on an advanced two-tank wreck dive

    Explore an artificial-reef cargo ship on an advanced two-tank wreck dive
    4.1 • 764 reviews
    $136/ person
    24' Boat Rental in Big Pine Key
    Boat RentalsUp to 8

    24' Boat Rental in Big Pine Key

    Explore on a 250 HP, fishing-ready boat with delivery and pickup included

    Explore on a 250 HP, fishing-ready boat with delivery and pickup included
    4.9 • 71 reviews
    $3,120/ boat
    24' Pontoon Rental in Marathon
    Boat RentalsUp to 10

    24' Pontoon Rental in Marathon

    Bring your group aboard for fishing, snorkeling, or a day on the water

    Bring your group aboard for fishing, snorkeling, or a day on the water
    4.9 • 71 reviews
    $1,231/ boat
    Backcountry Fishing Boat Rental in Big Pine Key
    Boat RentalsUp to 5

    Backcountry Fishing Boat Rental in Big Pine Key

    Navigate bays and backcountry with fishing-ready Garmin technology

    Navigate bays and backcountry with fishing-ready Garmin technology
    4.9 • 71 reviews
    $2,605/ boat
    Looe Key Snorkel & Picnic Island Excursion
    Snorkeling

    Looe Key Snorkel & Picnic Island Excursion

    Snorkel Looe Key’s protected reef with an optional Picnic Island beach stop

    Snorkel Looe Key’s protected reef with an optional Picnic Island beach stop
    5.0 • 20 reviews
    $529
    Big Pine Key Sunset Sandbar & Snorkel Charter
    Snorkeling

    Big Pine Key Sunset Sandbar & Snorkel Charter

    Explore sandbars, snorkel the backcountry, and end with a Keys sunset

    Explore sandbars, snorkel the backcountry, and end with a Keys sunset
    5.0 • 20 reviews
    $794
    6-Hour Sandbar, Fishing & Snorkel Charter in Big Pine Key
    Fishing Charters

    6-Hour Sandbar, Fishing & Snorkel Charter in Big Pine Key

    Combine sandbar time, coral-head snorkeling, and inshore snapper fishing

    Combine sandbar time, coral-head snorkeling, and inshore snapper fishing
    5.0 • 20 reviews
    $822
    Big Pine Key Sandbar Charter
    Boat Tours

    Big Pine Key Sandbar Charter

    Customize a Lower Keys outing with snorkeling, sandbars, and paddle boarding

    Customize a Lower Keys outing with snorkeling, sandbars, and paddle boarding
    5.0 • 20 reviews
    $583
    Full-Day Sandbar Charter in Big Pine Key
    Yacht Charters

    Full-Day Sandbar Charter in Big Pine Key

    Design a Lower Keys charter with sandbars, reefs, snorkeling, or bar stops

    Design a Lower Keys charter with sandbars, reefs, snorkeling, or bar stops
    5.0 • 20 reviews
    $900
    Big Pine Key 6-Hour Sandbar Charter
    Boat Tours

    Big Pine Key 6-Hour Sandbar Charter

    Customize a day of Florida Keys sandbars, reefs, and snorkeling

    Customize a day of Florida Keys sandbars, reefs, and snorkeling
    5.0 • 20 reviews
    $741
    Full-Day Inshore Fishing Charter in Big Pine Key
    Fishing Charters

    Full-Day Inshore Fishing Charter in Big Pine Key

    Fish reef and Gulf waters for snapper and grouper

    Fish reef and Gulf waters for snapper and grouper
    5.0 • 20 reviews
    $1,006
    6-Hour Offshore Fishing Charter in Big Pine Key
    Fishing Charters

    6-Hour Offshore Fishing Charter in Big Pine Key

    Fish offshore with trolling and electric-reel deep dropping

    Fish offshore with trolling and electric-reel deep dropping
    5.0 • 20 reviews
    $1,166
    Big Pine Key Lobster & Fishing Charter
    Fishing Charters

    Big Pine Key Lobster & Fishing Charter

    Fish for snapper and grouper, catch lobster, then unwind at a Keys sandbar

    Fish for snapper and grouper, catch lobster, then unwind at a Keys sandbar
    5.0 • 20 reviews
    $1,166
    6-Hour Inshore Fishing Charter in Big Pine Key
    Fishing Charters

    6-Hour Inshore Fishing Charter in Big Pine Key

    Cast light tackle around reefs, coral heads, and shallow wrecks

    Cast light tackle around reefs, coral heads, and shallow wrecks
    5.0 • 20 reviews
    $847
    Lobster Diving Charter in Big Pine Key
    Snorkeling

    Lobster Diving Charter in Big Pine Key

    Free dive reefs and hunt lobster with all gear included

    Free dive reefs and hunt lobster with all gear included
    5.0 • 20 reviews
    $848
    Lobster & Fishing Charter in Big Pine Key
    Fishing Charters

    Lobster & Fishing Charter in Big Pine Key

    Catch mangrove snapper and lobster with all catching gear included

    Catch mangrove snapper and lobster with all catching gear included
    5.0 • 20 reviews
    $1,007
    8-Hour Lobstering Charter in Big Pine Key
    Fishing Charters

    8-Hour Lobstering Charter in Big Pine Key

    Free-dive coral reefs for lobster with all gear supplied

    Free-dive coral reefs for lobster with all gear supplied
    5.0 • 20 reviews
    $1,007
    Wreck & Reef Fishing Charter in Big Pine Key
    Fishing Charters

    Wreck & Reef Fishing Charter in Big Pine Key

    Explore Lower Keys reefs and wrecks with a range of fishing techniques

    Explore Lower Keys reefs and wrecks with a range of fishing techniques
    5.0 • 20 reviews
    $1,006
    4-Hour Inshore Fishing Charter in Big Pine Key
    Fishing Charters

    4-Hour Inshore Fishing Charter in Big Pine Key

    Reef fishing for snapper and grouper with rods, ice, and water included

    Reef fishing for snapper and grouper with rods, ice, and water included
    5.0 • 20 reviews
    $688
    4-Hour Lobster Diving Charter in Big Pine Key
    Fishing Charters

    4-Hour Lobster Diving Charter in Big Pine Key

    Free-dive reefs around Little Torch Key and catch lobster with provided gear

    Free-dive reefs around Little Torch Key and catch lobster with provided gear
    5.0 • 20 reviews
    $689
    Reef & Wreck Fishing Charter in Big Pine Key
    Fishing Charters

    Reef & Wreck Fishing Charter in Big Pine Key

    Cast for snapper, grouper, and jacks around Lower Keys reefs and wrecks

    Cast for snapper, grouper, and jacks around Lower Keys reefs and wrecks
    5.0 • 20 reviews
    $741
    Reef & Wreck Fishing Charter in Big Pine Key
    Fishing Charters

    Reef & Wreck Fishing Charter in Big Pine Key

    Cast for snapper, grouper, and more around Florida Keys reefs and wrecks

    Cast for snapper, grouper, and more around Florida Keys reefs and wrecks
    5.0 • 20 reviews
    $900
    12345…25

    Travel guides for Water Activities

    13 Stunning Beaches in Florida With Clear Water You Need to Visit
    Best of Florida • 2026

    13 Stunning Beaches in Florida With Clear Water You Need to Visit

    Clarity is geology, not luck: quartz sand, seagrass filtration, and how close the Gulf Stream runs. Thirteen beaches, and the trade-off each one asks of you.

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide
    Best of Florida • 2026

    Do You Need a License to Rent a Boat in Florida? Your Complete Guide

    Florida issues no boating license at all. What the marina checks is a safety education card, and whether you need one comes down to one date: January 1, 1988.