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

    Best results for Water Activities in Summerland Key, FL

    Showing 409-432 of 611 results
    6-Hour Private Fishing Charter In Key West
    Private Fishing Charters

    6-Hour Private Fishing Charter In Key West

    Fish longer on a 6-hour private charter to reach less-pressured spots

    Fish longer on a 6-hour private charter to reach less-pressured spots
    5.0 • 70 reviews
    $1,019
    8-Hour Fishing Charter in Key West
    Fishing Charters

    8-Hour Fishing Charter in Key West

    Fish Key West waters on an 8-hour charter for up to 4 anglers

    Fish Key West waters on an 8-hour charter for up to 4 anglers
    5.0 • 70 reviews
    $1,359
    Private Sailing Charter in Key West
    Sailing

    Private Sailing Charter in Key West

    Charter the 54-foot Schooner Valora for a private sail in Key West

    Charter the 54-foot Schooner Valora for a private sail in Key West
    4.9 • 3K reviews
    $1,340
    Sail a Key West Champagne Sunset Cruise
    Sailing

    Sail a Key West Champagne Sunset Cruise

    Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included

    Sail a Key West schooner at sunset with drinks, appetizers, and cocktails included
    4.9 • 3K reviews
    $134/ person
    Sailing, Kayaking & Snorkeling Tour of Key West Backcountry
    Snorkeling

    Sailing, Kayaking & Snorkeling Tour of Key West Backcountry

    Explore mangrove islands by schooner, kayak and snorkel

    Explore mangrove islands by schooner, kayak and snorkel
    4.9 • 3K reviews
    $146/ person
    3.5-Hour Key West Sandbar Cruise
    Boat Tours

    3.5-Hour Key West Sandbar Cruise

    Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady

    Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady
    4.7 • 8.1K reviews
    $115/ person
    Afternoon Snorkeling Cruise at Florida Keys Reef
    Snorkeling

    Afternoon Snorkeling Cruise at Florida Keys Reef

    Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks

    Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks
    4.7 • 8.1K reviews
    $51/ person
    Mimosa Snorkel Sail in Key West
    Snorkeling

    Mimosa Snorkel Sail in Key West

    Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks

    Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks
    4.7 • 8.1K reviews
    $51/ person
    Key West Champagne Sunset Sail
    Sailing

    Key West Champagne Sunset Sail

    Sail into Key West’s sunset with complimentary drinks on board

    Sail into Key West’s sunset with complimentary drinks on board
    4.7 • 8.1K reviews
    $63/ person
    Key West Culinary Snorkel Sail
    Snorkeling

    Key West Culinary Snorkel Sail

    Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar

    Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar
    4.7 • 8.1K reviews
    $89/ person
    Glass Bottom Boat Reef Eco Tour in Key West
    Boat Tours

    Glass Bottom Boat Reef Eco Tour in Key West

    See Key West’s reef through glass viewing panels on an air-conditioned catamaran

    See Key West’s reef through glass viewing panels on an air-conditioned catamaran
    4.9 • 623 reviews
    $70/ person
    Jet Ski, Parasail & Waterpark Adventure in Key West
    Jet Skiing

    Jet Ski, Parasail & Waterpark Adventure in Key West

    Parasail, ride a Jet Ski, and play on Key West’s ocean waterpark in 3.5 or 6–6.5 hours

    Parasail, ride a Jet Ski, and play on Key West’s ocean waterpark in 3.5 or 6–6.5 hours
    4.9 • 623 reviews
    $146/ person
    90-Minute Guided Jet Ski Tour in Key West
    Jet Skiing

    90-Minute Guided Jet Ski Tour in Key West

    Ride your own jet ski on a 28-mile guided loop around Key West

    Ride your own jet ski on a 28-mile guided loop around Key West
    4.9 • 623 reviews
    $165/ jet-ski
    Key West 28-Mile Guided Jet Ski Tour
    Jet Skiing

    Key West 28-Mile Guided Jet Ski Tour

    Ride Key West waters with a guide and views of island landmarks

    Ride Key West waters with a guide and views of island landmarks
    4.9 • 623 reviews
    $165/ Jet Ski
    Snorkel Key West Reef With Margaritas
    Snorkeling

    Snorkel Key West Reef With Margaritas

    Snorkel Key West’s coral reef, then relax with complimentary margaritas

    Snorkel Key West’s coral reef, then relax with complimentary margaritas
    4.9 • 623 reviews
    $63/ person
    Sail a Live Music Sunset Cruise in Key West
    Sailing

    Sail a Live Music Sunset Cruise in Key West

    Sunset catamaran sail with live music, appetizers, and included drinks

    Sunset catamaran sail with live music, appetizers, and included drinks
    4.9 • 623 reviews
    $101/ person
    Watch Dolphins & Snorkel the Backcountry in Key West
    Snorkeling

    Watch Dolphins & Snorkel the Backcountry in Key West

    Dolphin watch and backcountry snorkel with complimentary drinks

    Dolphin watch and backcountry snorkel with complimentary drinks
    4.9 • 623 reviews
    $80/ person
    Snorkel Key West Reef on a 2-Stop 3-Hour Cruise
    Snorkeling

    Snorkel Key West Reef on a 2-Stop 3-Hour Cruise

    Snorkel two reef sites on a fast catamaran with drinks after the swim

    Snorkel two reef sites on a fast catamaran with drinks after the swim
    4.9 • 623 reviews
    $80/ person
    3-Hour Morning Snorkel Cruise in Key West
    Snorkeling

    3-Hour Morning Snorkel Cruise in Key West

    Morning catamaran snorkel trip with gear and drinks

    Morning catamaran snorkel trip with gear and drinks
    4.9 • 623 reviews
    $50/ person
    Snorkel & Sunset Sail Cruise in Key West
    Snorkeling

    Snorkel & Sunset Sail Cruise in Key West

    Snorkel the living coral reef, then sail into the Key West sunset with included drinks

    Snorkel the living coral reef, then sail into the Key West sunset with included drinks
    4.9 • 623 reviews
    $63/ person
    Parasailing Tour in Key West
    Parasailing

    Parasailing Tour in Key West

    Parasail above Key West on a 12-passenger boat with tandem flight options

    Parasail above Key West on a 12-passenger boat with tandem flight options
    4.9 • 623 reviews
    $82/ person
    Key West 3.5-Hour Sandbar Kayak & Paddleboard Tour
    Kayaking Tours

    Key West 3.5-Hour Sandbar Kayak & Paddleboard Tour

    Cruise to a Key West sandbar with kayaking, paddleboards, lunch, and drinks

    Cruise to a Key West sandbar with kayaking, paddleboards, lunch, and drinks
    4.9 • 623 reviews
    $120/ person
    90-Minute Guided Jet Ski Tour in Key West
    Jet Skiing

    90-Minute Guided Jet Ski Tour in Key West

    Ride a 28-mile guided jet ski loop around Key West from Opal Key Marina

    Ride a 28-mile guided jet ski loop around Key West from Opal Key Marina
    4.9 • 623 reviews
    $155/ jet-ski
    Guided Backcountry Fishing Charter in Key West
    Private Fishing Charters

    Guided Backcountry Fishing Charter in Key West

    Backcountry flats fishing for up to 4 anglers on the ShadowCaster

    Backcountry flats fishing for up to 4 anglers on the ShadowCaster
    5.0 • 168 reviews
    $742& 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.