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    1. Local experiences
    2. /All experiences
    3. /Water Activities

    Best results for Water Activities in Summerland Key, FL

    Showing 25-48 of 611 results
    20' Pontoon Rental in Cudjoe Key
    Boat RentalsUp to 8

    20' Pontoon Rental in Cudjoe Key

    Navigate Cudjoe Key’s shallow waters with a 70 hp pontoon and Garmin GPS

    Navigate Cudjoe Key’s shallow waters with a 70 hp pontoon and Garmin GPS
    4.9 • 111 reviews
    $460/ boat
    Cudjoe Key 21' Deck Boat Rental
    Boat RentalsUp to 8

    Cudjoe Key 21' Deck Boat Rental

    Navigate shallow waters on a versatile center-console deck boat

    Navigate shallow waters on a versatile center-console deck boat
    4.9 • 111 reviews
    $471/ 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
    Guided Clear Kayak Tour of Sugarloaf Key
    Kayaking Tours

    Guided Clear Kayak Tour of Sugarloaf Key

    Paddle clear waters and mangrove tunnels with an eco-guide

    Paddle clear waters and mangrove tunnels with an eco-guide
    5.0 • 1.3K reviews
    $88/ person
    Private Guided Mangrove Tour in Key West
    Kayaking Tours

    Private Guided Mangrove Tour in Key West

    Set your own pace through Key West’s mangrove waterways

    Set your own pace through Key West’s mangrove waterways
    4.9 • 134 reviews
    $461
    Key West Guided Mangrove Kayak or SUP Tour
    Kayaking Tours

    Key West Guided Mangrove Kayak or SUP Tour

    Paddle Key West’s mangrove waterways with a naturalist guide

    Paddle Key West’s mangrove waterways with a naturalist guide
    4.9 • 134 reviews
    $88& up
    Geiger Key 2-Hour Kayak & Paddleboard Rental
    Kayaking Tours

    Geiger Key 2-Hour Kayak & Paddleboard Rental

    Paddle Geiger Key’s mangrove tunnels at your own pace

    Paddle Geiger Key’s mangrove tunnels at your own pace
    4.9 • 134 reviews
    $41& up
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    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.