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

    Best results for Water Activities in Sugarloaf Key, FL

    Showing 313-336 of 654 results
    Key West 4-Hour Deep Sea Fishing Charter
    Fishing Charters

    Key West 4-Hour Deep Sea Fishing Charter

    Shared offshore fishing with bait, tackle, and fishing license included

    Shared offshore fishing with bait, tackle, and fishing license included
    4.8 • 1K reviews
    $271/ person
    Key West Private Boat Tour to Sandbars & Snorkel
    Private Boat ChartersUp to 6

    Key West Private Boat Tour to Sandbars & Snorkel

    Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

    Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.
    5.0 • 183 reviews
    $780
    Private 25-Ft Sea Ray: Captain & Fuel Included
    Private Boat ChartersUp to 6

    Private 25-Ft Sea Ray: Captain & Fuel Included

    Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included

    Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included
    5.0 • 183 reviews
    $741
    Cruise a Sandbar for 5 Hours on a Boston Whaler
    Boat Tours

    Cruise a Sandbar for 5 Hours on a Boston Whaler

    Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests

    Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests
    5.0 • 183 reviews
    $794
    Sandbar & Lunch Boat Charter, 6-Hour
    Yacht Charters

    Sandbar & Lunch Boat Charter, 6-Hour

    Private 6-hour sandbar cruise with lunch for up to 6 guests

    Private 6-hour sandbar cruise with lunch for up to 6 guests
    5.0 • 183 reviews
    $953
    Cruise on a 4-Hour Private Boston Whaler Charter
    Yacht Charters

    Cruise on a 4-Hour Private Boston Whaler Charter

    Private 4-hour Boston Whaler charter with captain for up to 6 guests

    Private 4-hour Boston Whaler charter with captain for up to 6 guests
    5.0 • 183 reviews
    $688
    Sea Ray 250 SDX Charter in Key West
    Yacht Charters

    Sea Ray 250 SDX Charter in Key West

    Private captained day on the water with lunch, floats, and refreshments

    Private captained day on the water with lunch, floats, and refreshments
    5.0 • 183 reviews
    $1,304
    Key West 6-Hour Private Boat Charter
    Yacht Charters

    Key West 6-Hour Private Boat Charter

    Cruise Key West waters aboard a private captained Boston Whaler

    Cruise Key West waters aboard a private captained Boston Whaler
    5.0 • 183 reviews
    $900
    2-Hour Key West Swim Stop Cruise
    Boat Tours

    2-Hour Key West Swim Stop Cruise

    Cruise to a Gulf swim stop on a tiki boat

    Cruise to a Gulf swim stop on a tiki boat
    4.9 • 192 reviews
    $94/ person
    90-Minute Key West Tiki Sunset Cruise
    Boat Tours

    90-Minute Key West Tiki Sunset Cruise

    Cruise Key West Harbor on a tiki boat at sunset

    Cruise Key West Harbor on a tiki boat at sunset
    4.9 • 192 reviews
    $100/ person
    Swim Stop Cruise in Key West
    Boat Tours

    Swim Stop Cruise in Key West

    Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride

    Cruise from Key West to a Gulf swim stop with a captain-led tiki boat ride
    4.9 • 192 reviews
    $106/ person
    Key West Tiki Cruise
    Boat Tours

    Key West Tiki Cruise

    Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square

    Cruise Key West's Historic Seaport past Sunset Pier and Mallory Square
    4.9 • 192 reviews
    $75/ person
    Private 3-Hour Sailing Lesson in Key West
    Sailing

    Private 3-Hour Sailing Lesson in Key West

    Choose your boat and learn to sail with a private instructor in Key West

    Choose your boat and learn to sail with a private instructor in Key West
    4.9 • 51 reviews
    $143& up
    2-Hour Private Sailing Lesson in Key West
    Sailing

    2-Hour Private Sailing Lesson in Key West

    Learn at your own pace with private instruction on the water

    Learn at your own pace with private instruction on the water
    4.9 • 51 reviews
    $95& up
    Cruise the Key West Sandbar on an 8-Hour Charter
    Yacht Charters

    Cruise the Key West Sandbar on an 8-Hour Charter

    Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key

    Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key
    $1,362
    4-Hour Private Sandbar Charter in Key West
    Boat Tours

    4-Hour Private Sandbar Charter in Key West

    Private 4-hour sandbar charter for up to 6 in Key West

    Private 4-hour sandbar charter for up to 6 in Key West
    $908
    Swim & Relax on a 6-Hour Key West Sandbar Charter
    Boat Tours

    Swim & Relax on a 6-Hour Key West Sandbar Charter

    Private 6-hour sandbar charter for up to 6 people

    Private 6-hour sandbar charter for up to 6 people
    $1,135
    Explore Key West on a 23' Fishing Boat Rental
    Boat RentalsUp to 6

    Explore Key West on a 23' Fishing Boat Rental

    Rent a 23' center console and fish Key West your way

    Rent a 23' center console and fish Key West your way
    4.1 • 134 reviews
    $568/ boat
    21' Backcountry Boat Rental in Key West
    Boat Rentals2 to 8

    21' Backcountry Boat Rental in Key West

    Self-guided shallow-water fishing, snorkeling, and sandbar exploring

    Self-guided shallow-water fishing, snorkeling, and sandbar exploring
    4.1 • 134 reviews
    $568/ boat
    Key West Sandbar Boat Rental
    Boat Rentals2 to 8

    Key West Sandbar Boat Rental

    Explore Key West waters with onboard navigation and sandbar-ready comforts

    Explore Key West waters with onboard navigation and sandbar-ready comforts
    4.1 • 134 reviews
    $568/ boat
    Key West 23' Fishing Boat Rental
    Boat Rentals2 to 8

    Key West 23' Fishing Boat Rental

    Set your own course for fishing, snorkeling, and sandbars

    Set your own course for fishing, snorkeling, and sandbars
    4.1 • 134 reviews
    $568/ boat
    Houseboat Charter in Key West
    Boat RentalsUp to 6

    Houseboat Charter in Key West

    Charter a custom houseboat and relax on a remote Key West mooring

    Charter a custom houseboat and relax on a remote Key West mooring
    4.8 • 89 reviews
    $1,166& up
    Key West Sunset Charter
    Boat Tours

    Key West Sunset Charter

    Tailor a private sunset outing with water activities and island exploration

    Tailor a private sunset outing with water activities and island exploration
    4.8 • 89 reviews
    $318& up
    3.5-Hour Key West Eco Charter
    Boat Tours

    3.5-Hour Key West Eco Charter

    Design a private Key West day of paddling, snorkeling, fishing, and island exploration

    Design a private Key West day of paddling, snorkeling, fishing, and island exploration
    4.8 • 89 reviews
    $530& 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.