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Best results for

Water Activities in Key West St John

Showing 601-624 of 720 results
Private Wake Foiling Session for All Levels in Key West

Private Wake Foiling Session for All Levels in Key West

Build your wake foiling skills with time to practice and progress

$716
Private Wake Foiling Excursion in Key West

Private Wake Foiling Excursion in Key West

Make room for real progress, from your first ride to advanced wake foiling

$954
Half-Day Backcountry Fishing Charter in Key West

Half-Day Backcountry Fishing Charter in Key West

Reach shallow-water fishing grounds without a long boat ride

$848
Full-Day Backcountry Fishing Charter in Key West

Full-Day Backcountry Fishing Charter in Key West

Fish an entire tide cycle in the remote Lower Keys backcountry

$1,378
Half-Day Reef & Wreck Fishing Charter in Key West

Half-Day Reef & Wreck Fishing Charter in Key West

Follow the bite with Captain Brooks choosing the water to suit the conditions

$954
Full-Day Reef & Wreck Fishing Charter in Key West

Full-Day Reef & Wreck Fishing Charter in Key West

Explore more fishing grounds with time to follow the bite

$1,484
Key West Sunset Snapper Fishing Trip

Key West Sunset Snapper Fishing Trip

Fish for snapper as twilight settles over Key West waters

5.0 • 841 reviews
$77/ person
Bottomless Mimosa Brunch Sail & Swim in Key West

Bottomless Mimosa Brunch Sail & Swim in Key West

Brunch, drinks, and a swim stop aboard a Key West sail

5.0 • 375 reviews
$153/ person
Key West Sunday Brunch Sail

Key West Sunday Brunch Sail

Sunday sailing with brunch bites and bottomless mimosas

5.0 • 375 reviews
$124/ person
Christmas Brunch Sail in Key West

Christmas Brunch Sail in Key West

Sail into Christmas morning with brunch, mimosas, and Key West views

5.0 • 375 reviews
$227/ person
Key West Powerboat Races VIP Boat Charter
Up to 12

Key West Powerboat Races VIP Boat Charter

Shape your own day on the water with spacious seating and upscale comfort

5.0 • 188 reviews
$1,272/ boat
2-Hour Sandbar Boat Cruise

2-Hour Sandbar Boat Cruise

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

5.0 • 183 reviews
$462
Cruise Key West Backcountry Sandbars

Cruise Key West Backcountry Sandbars

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

5.0 • 183 reviews
$488
Key West 2-Hour Sandbar Charter

Key West 2-Hour Sandbar Charter

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

5.0 • 183 reviews
$510
Private Florida Keys Shelling & Snorkeling Charter

Private Florida Keys Shelling & Snorkeling Charter

Snorkel and shell with your private group in the Lower Keys

5.0 • 136 reviews
$1,120& up
6-Hour Florida Keys Shelling & Snorkeling Tour

6-Hour Florida Keys Shelling & Snorkeling Tour

Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

5.0 • 136 reviews
$392/ person
Spearfishing Charter With Instruction

Spearfishing Charter With Instruction

Learn spearfishing with Captain Amy on a private charter

5.0 • 115 reviews
$848& up
Lower Keys Sandbar Cruise

Lower Keys Sandbar Cruise

Cruise to a Lower Keys sandbar to swim, snorkel, and relax with your group

5.0 • 100 reviews
$774& up
Key West Reef Snorkel Charter

Key West Reef Snorkel Charter

Learn snorkeling basics and explore Key West’s coral reef and sea life

5.0 • 100 reviews
$827& up
Private Key West Sandbar Tour with Kayak or Paddleboard

Private Key West Sandbar Tour with Kayak or Paddleboard

Cruise to a Key West sandbar for independent paddling and floating fun

4.9 • 8K reviews
$681
Powerboat Race Viewing Cruise in Key West

Powerboat Race Viewing Cruise in Key West

Watch the Powerboat Races from a captain-led spot on the water

4.9 • 5.9K reviews
$149/ person
Key West Sunset Sail

Key West Sunset Sail

Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

4.9 • 3K reviews
$91/ person
Key West Tall Ship Sailing Cruise

Key West Tall Ship Sailing Cruise

Hoist sails and take the wheel aboard a 2-masted schooner

4.9 • 3K reviews
$57/ person
8-Hour Key West Sandbar Charter

8-Hour Key West Sandbar Charter

Build a flexible day of sandbars, mangroves, and island stops

5.0 • 76 reviews
$1,272
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Key West St John Things To Do
Fishing Charters151Boat Tours125Yacht Charters91Snorkeling79Sailing77
More
  • Boat Rentals65
  • Scuba Diving52
  • Car Rentals40
  • Sunrise and Sunset Tours37
  • Bike Rentals27
  • Private Fishing Charters26
  • Dolphin Watching22

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.

  • Jet Skiing14
  • Kayaking Tours14
  • Scavenger Hunts8
  • Scooter Rentals8
  • Ghost and Haunted7
  • Scenic Flights7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4