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

    Best results for Water Activities in Summerland Key, FL

    Showing 289-312 of 614 results
    Night Fishing Party Boat Trip in Key West
    Fishing Charters

    Night Fishing Party Boat Trip in Key West

    Fish Key West at night on a 5.5-hour party boat trip

    Fish Key West at night on a 5.5-hour party boat trip
    4.8 • 1.7K reviews
    $89/ person
    5-Hour Fishing Charter in Key West
    Fishing Charters

    5-Hour Fishing Charter in Key West

    Private fishing for your Key West group, with gear and fish cleaning included

    Private fishing for your Key West group, with gear and fish cleaning included
    4.8 • 1.7K reviews
    $106
    Private Deep Sea Fishing Charter in Key West
    Fishing Charters

    Private Deep Sea Fishing Charter in Key West

    Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras

    Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras
    4.8 • 952 reviews
    $1,175& up
    3-Hour Shark Fishing Charter in Key West
    Fishing Charters

    3-Hour Shark Fishing Charter in Key West

    Hands-on shark fishing in Key West for all ages

    Hands-on shark fishing in Key West for all ages
    4.8 • 952 reviews
    $770
    Full-Day Key West Shared Deep Sea Fishing Charter
    Fishing Charters

    Full-Day Key West Shared Deep Sea Fishing Charter

    Shared offshore fishing in Key West with a pro crew, max 6 passengers

    Shared offshore fishing in Key West with a pro crew, max 6 passengers
    4.8 • 952 reviews
    $412/ person
    6-Hour Deep Sea Fishing Charter in Key West
    Fishing Charters

    6-Hour Deep Sea Fishing Charter in Key West

    Target offshore game fish with a professional crew, bait and tackle included

    Target offshore game fish with a professional crew, bait and tackle included
    4.8 • 952 reviews
    $341/ person
    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 • 952 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 • 181 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 • 181 reviews
    $709
    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 • 181 reviews
    $769
    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 • 181 reviews
    $953
    2-Hour Sandbar Boat Cruise
    Boat Tours

    2-Hour Sandbar Boat Cruise

    Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

    Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout
    5.0 • 181 reviews
    $462
    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 • 181 reviews
    $635
    Cruise Key West Backcountry Sandbars
    Boat Tours

    Cruise Key West Backcountry Sandbars

    Key West sandbar cruise for up to 6 guests with captain and drinks included

    Key West sandbar cruise for up to 6 guests with captain and drinks included
    5.0 • 181 reviews
    $488
    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 • 181 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 • 181 reviews
    $900
    Key West 2-Hour Sandbar Charter
    Boat Tours

    Key West 2-Hour Sandbar Charter

    Cruise to a backcountry sandbar with a captain, cooler, and floats

    Cruise to a backcountry sandbar with a captain, cooler, and floats
    5.0 • 181 reviews
    $510
    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 • 190 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 • 190 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 • 190 reviews
    $106/ 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 • 49 reviews
    $143& 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
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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.