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Best results for

Water Activities in Key West St John

Showing 385-408 of 721 results
2-Hour Private Sailing Charter in Key West

2-Hour Private Sailing Charter in Key West

Sail Key West waters with drinks, onboard gear, and a freshwater rinse

5.0 • 18 reviews
$477
Key West Sunset Cruise

Key West Sunset Cruise

Toast the sunset with champagne aboard a private 47-foot sloop

5.0 • 18 reviews
$477
Key West Inshore Fishing Charter

Key West Inshore Fishing Charter

Fish Key West’s shallow waters with light tackle and local expertise

5.0 • 18 reviews
$1,022& up
Sandbar Fishing Charter in Key West

Sandbar Fishing Charter in Key West

Fish and relax at Florida Keys sandbars with light tackle and live bait

5.0 • 18 reviews
$851& up
Offshore Tuna Fishing Charter in Key West

Offshore Tuna Fishing Charter in Key West

Chase seasonal offshore species with live bait and light tackle

5.0 • 18 reviews
$1,022& up
3-Hour Private Sunset Sail In Key West

3-Hour Private Sunset Sail In Key West

Private Key West sunset sail with your music and a flexible start time

4.8 • 71 reviews
$1,634& up
Private Half-Day Catamaran Sail & Snorkel in Key West

Private Half-Day Catamaran Sail & Snorkel in Key West

Sail Key West waters on a private 4-hour charter for up to six guests

4.8 • 71 reviews
$1,907& up
Private Full-Day Catamaran Sail in Key West

Private Full-Day Catamaran Sail in Key West

Spend a full day sailing from Key West with up to 6 guests

4.8 • 71 reviews
$3,677& up
Key West Full-Day Private Sailing Charter

Key West Full-Day Private Sailing Charter

Sail, snorkel, and explore Key West waters on your private catamaran

4.8 • 71 reviews
$2,452& up
6-Hour Private Sailing Charter in Key West

6-Hour Private Sailing Charter in Key West

Sail Key West’s reefs, barrier islands, and mangroves

4.8 • 71 reviews
$2,179& up
Custom Sailing Charter in Key West

Custom Sailing Charter in Key West

Tailor a private Caribbean sailing charter for your celebration or getaway

4.8 • 71 reviews
$7,082& up
Private Dry Tortugas Sailing Charter

Private Dry Tortugas Sailing Charter

Shape a private yacht charter around your celebration or vacation

4.8 • 71 reviews
$14,573
Key West Sunset Sandbar Charter

Key West Sunset Sandbar Charter

Relax on a private deck boat with a captain and enjoy Key West’s local sandbars

4.8 • 50 reviews
$1,031
Private Snorkeling Charter in Key West

Private Snorkeling Charter in Key West

Learn to snorkel with an experienced captain in the Florida Keys

5.0 • 14 reviews
$583& up
2-Hour Key West Island & Harbor Cruise

2-Hour Key West Island & Harbor Cruise

See Key West sights and local history from the water without getting wet

5.0 • 14 reviews
$424
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Reach Key West sandbars for soft white sand and clear water

5.0 • 14 reviews
$636& up
Key West Dolphin, Sandbar & Snorkel Charter

Key West Dolphin, Sandbar & Snorkel Charter

Choose a Key West charter that pairs snorkeling with a sandbar stop and dolphin viewing

5.0 • 14 reviews
$901
Key West Seafood Boil Snorkel Sail

Key West Seafood Boil Snorkel Sail

Two reef snorkel stops with a seafood boil and open bar

4.7 • 8.1K reviews
$70/ person
Key West Sandbar Tour on a 53' Tiki Boat

Key West Sandbar Tour on a 53' Tiki Boat

Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady

4.7 • 8.1K reviews
$81/ person
Afternoon Snorkeling Cruise at Florida Keys Reef

Afternoon Snorkeling Cruise at Florida Keys Reef

Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks

4.7 • 8.1K reviews
$51/ person
Mimosa Snorkel Sail in Key West

Mimosa Snorkel Sail in Key West

Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks

4.7 • 8.1K reviews
$51/ person
Key West Champagne Sunset Sail

Key West Champagne Sunset Sail

Sail into Key West’s sunset with complimentary drinks on board

4.7 • 8.1K reviews
$63/ person
No-Certification SNUBA Diving Trip in Key West

No-Certification SNUBA Diving Trip in Key West

Go beyond snorkeling with a guided SNUBA® tour—no certification needed

4.7 • 405 reviews
$143/ person
Looe Key 4-Hour Private Charter

Looe Key 4-Hour Private Charter

Snorkel, visit a sandbar, and relax aboard a private center-console charter

4.7 • 405 reviews
$1,078
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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.

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
  • 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