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

    Best results for Water Activities in Summerland Key, FL

    Showing 49-72 of 611 results
    Key West Sandbar Boat Charter
    Boat Tours

    Key West Sandbar Boat Charter

    Charter a 4-hour trip to Key West sandbars for swimming and snorkeling

    Charter a 4-hour trip to Key West sandbars for swimming and snorkeling
    $795
    Sunset Sandbar Boat Charter in Key West
    Boat Tours

    Sunset Sandbar Boat Charter in Key West

    Cruise to secluded Key West sandbars at sunset for swimming and snorkeling

    Cruise to secluded Key West sandbars at sunset for swimming and snorkeling
    $398
    Key West Sandbar Boat Charter
    Boat Tours

    Key West Sandbar Boat Charter

    Swim, snorkel, and unwind at secluded Florida Keys sandbars

    Swim, snorkel, and unwind at secluded Florida Keys sandbars
    $954/ boat
    Private Sandbar Charter in Key West
    Boat Tours

    Private Sandbar Charter in Key West

    Cruise mangroves, swim a local sandbar, and set your own pace

    Cruise mangroves, swim a local sandbar, and set your own pace
    5.0 • 39 reviews
    $313& up
    Reef Fishing Charter in Key West
    Fishing Charters

    Reef Fishing Charter in Key West

    Cast for snapper on a private Key West reef trip

    Cast for snapper on a private Key West reef trip
    5.0 • 39 reviews
    $949& up
    Lobster Snorkeling Charter in Key West
    Snorkeling

    Lobster Snorkeling Charter in Key West

    Find lobster hideouts and learn how to catch them

    Find lobster hideouts and learn how to catch them
    5.0 • 39 reviews
    $949& up
    Customize a 4-Hour Private Charter in Key West
    Yacht Charters

    Customize a 4-Hour Private Charter in Key West

    Choose sandbar time, snorkeling, or dolphin watching on a 4-hour private charter

    Choose sandbar time, snorkeling, or dolphin watching on a 4-hour private charter
    5.0 • 20 reviews
    $1,484
    Custom Boat Charter in Key West
    Yacht Charters

    Custom Boat Charter in Key West

    Build your ideal day with snorkeling, fishing and time on the water

    Build your ideal day with snorkeling, fishing and time on the water
    5.0 • 39 reviews
    $1,267& up
    Key West Boat Wedding Charter
    Yacht Charters

    Key West Boat Wedding Charter

    Exchange vows on the waters of Key West

    Exchange vows on the waters of Key West
    5.0 • 39 reviews
    $737& up
    Reef & Wreck Fishing Charter in Key West
    Fishing Charters

    Reef & Wreck Fishing Charter in Key West

    Private Key West fishing with gear, licenses, and crew guidance included

    Private Key West fishing with gear, licenses, and crew guidance included
    5.0 • 20 reviews
    $1,484& up
    Key West Sunset Private Charter
    Yacht Charters

    Key West Sunset Private Charter

    Harbor cruising and sunset views aboard a private boat

    Harbor cruising and sunset views aboard a private boat
    5.0 • 20 reviews
    $1,007
    Key West Deep Sea Fishing Charter
    Fishing Charters

    Key West Deep Sea Fishing Charter

    Big-game fishing from a 39-foot boat with a private bathroom and shower

    Big-game fishing from a 39-foot boat with a private bathroom and shower
    5.0 • 20 reviews
    $1,696& up
    Shark Fishing Charter in Key West
    Fishing Charters

    Shark Fishing Charter in Key West

    Hands-on shark fishing with gear, bait and local guidance

    Hands-on shark fishing with gear, bait and local guidance
    5.0 • 20 reviews
    $1,484& up
    Fort Jefferson Full-Day Fishing Charter
    Fishing Charters

    Fort Jefferson Full-Day Fishing Charter

    Fish Dry Tortugas grounds aboard a private, fully equipped charter boat

    Fish Dry Tortugas grounds aboard a private, fully equipped charter boat
    5.0 • 20 reviews
    $3,816
    Dry Tortugas Full-Day Private Charter
    Yacht Charters

    Dry Tortugas Full-Day Private Charter

    Explore Fort Jefferson and Key West reefs by private boat

    Explore Fort Jefferson and Key West reefs by private boat
    5.0 • 20 reviews
    $3,392
    10-Hour Dry Tortugas National Park Fishing Charter
    Fishing Charters

    10-Hour Dry Tortugas National Park Fishing Charter

    Fish and explore Dry Tortugas National Park on a 10-hour family-friendly charter

    Fish and explore Dry Tortugas National Park on a 10-hour family-friendly charter
    4.7 • 3 reviews
    $3,180
    Key West 8-Hour Fishing Charter
    Fishing Charters

    Key West 8-Hour Fishing Charter

    Fish Key West backcountry and Marquesas Keys for tarpon, permit, and more

    Fish Key West backcountry and Marquesas Keys for tarpon, permit, and more
    4.7 • 3 reviews
    $1,272
    Fish Key West on a Full-Day Charter
    Private Fishing Charters

    Fish Key West on a Full-Day Charter

    Spend 8 hours fishing the waters west of Key West for tuna, reef fish, and more

    Spend 8 hours fishing the waters west of Key West for tuna, reef fish, and more
    4.7 • 3 reviews
    $2,438
    6-Hour Key West Fishing Charter
    Fishing Charters

    6-Hour Key West Fishing Charter

    Fish near Key West with a relaxed charter for families and first-time anglers

    Fish near Key West with a relaxed charter for families and first-time anglers
    4.7 • 3 reviews
    $1,802
    Key West 4-Hour Fishing Charter
    Fishing Charters

    Key West 4-Hour Fishing Charter

    Stay close to Key West for a family-friendly fishing outing

    Stay close to Key West for a family-friendly fishing outing
    4.7 • 3 reviews
    $1,272
    Gulf Shrimp Boat & Wreck Fishing Charter in Key West
    Fishing Charters

    Gulf Shrimp Boat & Wreck Fishing Charter in Key West

    Fish Key West shrimp boats and wrecks without heading far offshore

    Fish Key West shrimp boats and wrecks without heading far offshore
    4.7 • 3 reviews
    $2,756
    Customize a Private Boat Charter in Key West
    Yacht Charters

    Customize a Private Boat Charter in Key West

    Private Key West luxury activity boat charter for up to 13

    Private Key West luxury activity boat charter for up to 13
    4.9 • 86 reviews
    $907& up
    Explore Key West Sandbars on a Private Charter
    Boat Tours

    Explore Key West Sandbars on a Private Charter

    Cruise to Key West sandbars on a private charter for up to 6 guests

    Cruise to Key West sandbars on a private charter for up to 6 guests
    4.8 • 281 reviews
    $540& up
    Rent a 17' Bay Boat in Key West
    Boat RentalsUp to 4

    Rent a 17' Bay Boat in Key West

    17 ft bay boat rental for up to 4 passengers at Oceans Edge

    17 ft bay boat rental for up to 4 passengers at Oceans Edge
    4.8 • 281 reviews
    $496/ boat
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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.