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

    Best results for Water Activities in Summerland Key, FL

    Showing 385-408 of 611 results
    Morning Dolphin Watching & Snorkel Cruise In Key West
    Snorkeling

    Morning Dolphin Watching & Snorkel Cruise In Key West

    Cruise to spot dolphins, then snorkel a Key West reef with drinks on the ride back

    Cruise to spot dolphins, then snorkel a Key West reef with drinks on the ride back
    4.8 • 23.5K reviews
    $80/ person
    Parasail & Watersports Day Pass at Smathers Beach
    Parasailing

    Parasail & Watersports Day Pass at Smathers Beach

    All-day Smathers Beach pass with parasail flight and unlimited watersports

    All-day Smathers Beach pass with parasail flight and unlimited watersports
    4.8 • 23.5K reviews
    $123/ person
    Key West Sandbar Cruise at Sunset
    Kayaking Tours

    Key West Sandbar Cruise at Sunset

    Guided mangrove kayaking, paddleboarding and dolphin watching in Key West

    Guided mangrove kayaking, paddleboarding and dolphin watching in Key West
    4.8 • 23.5K reviews
    $160/ person
    Guided Jet Ski Island Tour in Key West
    Jet Skiing

    Guided Jet Ski Island Tour in Key West

    Ride a jet ski around Key West with 5–6 guided stops

    Ride a jet ski around Key West with 5–6 guided stops
    4.8 • 23.5K reviews
    $222/ person
    Sunset Sailing Cruise in Key West With Live Music
    Sailing

    Sunset Sailing Cruise in Key West With Live Music

    Sip and sail into the Key West sunset with live music and an open well bar

    Sip and sail into the Key West sunset with live music and an open well bar
    4.8 • 23.5K reviews
    $65/ person
    Sunset Snorkel Cruise in Key West
    Snorkeling

    Sunset Snorkel Cruise in Key West

    Snorkel two reef sites, then sail back at sunset

    Snorkel two reef sites, then sail back at sunset
    4.8 • 23.5K reviews
    $55/ person
    4-Hour Private Boat Charter in Key West
    Boat RentalsUp to 6

    4-Hour Private Boat Charter in Key West

    Build your own Key West private boat charter with a licensed local captain

    Build your own Key West private boat charter with a licensed local captain
    4.8 • 23.5K reviews
    $924
    Full-Day Private Boat Charter In Key West
    Yacht Charters

    Full-Day Private Boat Charter In Key West

    Customize your Key West private charter with a captain and your choice of 3 activities

    Customize your Key West private charter with a captain and your choice of 3 activities
    4.8 • 23.5K reviews
    $1,170
    Key West Snorkel Gear Rental
    Snorkeling

    Key West Snorkel Gear Rental

    Mask, snorkel and fins for exploring Key West waters

    Mask, snorkel and fins for exploring Key West waters
    5.0 • 27 reviews
    $14/ set
    Key West Adult Small Snorkel Gear Rental
    Snorkeling

    Key West Adult Small Snorkel Gear Rental

    Get a complete mask, snorkel, and fins set for your time in the water

    Get a complete mask, snorkel, and fins set for your time in the water
    5.0 • 27 reviews
    $14& up
    Child Large Snorkel Gear Rental In Key West
    Snorkeling

    Child Large Snorkel Gear Rental In Key West

    Get a child large snorkel set for exploring beneath the surface

    Get a child large snorkel set for exploring beneath the surface
    5.0 • 27 reviews
    $14/ set
    Key West Child Snorkel Gear Rental
    Snorkeling

    Key West Child Snorkel Gear Rental

    Child-sized snorkeling gear for exploring the water

    Child-sized snorkeling gear for exploring the water
    5.0 • 27 reviews
    $14/ set
    Key West Snorkeling Vest Rental
    Snorkeling

    Key West Snorkeling Vest Rental

    Stay comfortably afloat while snorkeling with a vest sized for juniors and adults

    Stay comfortably afloat while snorkeling with a vest sized for juniors and adults
    5.0 • 27 reviews
    $11/ vest
    Private Dolphin Watch & Snorkel Sail in Key West
    Snorkeling

    Private Dolphin Watch & Snorkel Sail in Key West

    Sail Key West and snorkel the backcountry on your own private boat

    Sail Key West and snorkel the backcountry on your own private boat
    4.8 • 377 reviews
    $959
    Sail & Swim Lilypad Private Charter in Key West
    Sailing

    Sail & Swim Lilypad Private Charter in Key West

    Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

    Private sail to a shallow-water anchorage with time to lounge on a Lilypad float
    4.8 • 377 reviews
    $789
    Sail a Private Key West Harbor Sunset Charter
    Sailing

    Sail a Private Key West Harbor Sunset Charter

    Private 2-hour Key West sunset sail with captain and mate

    Private 2-hour Key West sunset sail with captain and mate
    4.8 • 377 reviews
    $732
    Key West Sunset Snorkel Cruise
    Snorkeling

    Key West Sunset Snorkel Cruise

    Sail, snorkel and watch the Key West sunset from your private boat

    Sail, snorkel and watch the Key West sunset from your private boat
    4.8 • 377 reviews
    $1,129
    Charter a Private Yacht in Key West
    Yacht Charters

    Charter a Private Yacht in Key West

    Bareboat yacht charter for groups over 6, with snorkel and float gear included

    Bareboat yacht charter for groups over 6, with snorkel and float gear included
    4.9 • 35 reviews
    $1,280& up
    Luxury Private Yacht Charter in Key West
    Yacht Charters

    Luxury Private Yacht Charter in Key West

    Charter a private motor yacht in Key West with flexible 1.5–8 hour options

    Charter a private motor yacht in Key West with flexible 1.5–8 hour options
    4.9 • 35 reviews
    $1,519& up
    Sail Key West Harbor on a 90-Minute Private Charter
    Sailing

    Sail Key West Harbor on a 90-Minute Private Charter

    Private Key West harbor sail with time at the helm

    Private Key West harbor sail with time at the helm
    4.8 • 377 reviews
    $448
    Private Fishing Charter in Key West
    Fishing Charters

    Private Fishing Charter in Key West

    Target offshore species aboard a comfortable sportfishing boat

    Target offshore species aboard a comfortable sportfishing boat
    4.1 • 53 reviews
    $1,272
    Private Florida Keys Backcountry Fishing Charter
    Private Fishing Charters

    Private Florida Keys Backcountry Fishing Charter

    Book a private Florida Keys backcountry and flats fishing charter

    Book a private Florida Keys backcountry and flats fishing charter
    $583& up
    1.5-Hour Key West Parasailing Adventure
    Parasailing

    1.5-Hour Key West Parasailing Adventure

    See Key West and the Florida Keys from above the water

    See Key West and the Florida Keys from above the water
    5.0 • 27 reviews
    $68/ person
    4-Hour Private Fishing Charter in Key West
    Private Fishing Charters

    4-Hour Private Fishing Charter in Key West

    Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

    Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers
    5.0 • 70 reviews
    $793
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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.