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Best results for

Water Activities in Key West St John

Showing 97-120 of 720 results
Key West Adults-Only Champagne Sunset Sail

Key West Adults-Only Champagne Sunset Sail

Sip bubbly and sail into the Key West sunset aboard a spacious catamaran

4.9 • 635 reviews
$112/ person
Private Captained Boat Charter in Key West

Private Captained Boat Charter in Key West

Cruise Key West waters aboard a private captained Boston Whaler

5.0 • 183 reviews
$900
Sail a Live Music Sunset Cruise in Key West

Sail a Live Music Sunset Cruise in Key West

Sunset catamaran sail with live music, appetizers, and included drinks

4.9 • 12.7K reviews
$101/ person
Private Key West Sunset Sailing Charter

Private Key West Sunset Sailing Charter

Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

4.9 • 5.9K reviews
$3,500
4-Hour Key West Reef Snorkel Charter

4-Hour Key West Reef Snorkel Charter

Private reef time aboard a 30-foot Jeanneau yacht

5.0 • 74 reviews
$1,267
Men's Sailing Cruise in Key West

Men's Sailing Cruise in Key West

A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

4.9 • 414 reviews
$146/ person
Fish a 4-Hour Split Charter in Key West

Fish a 4-Hour Split Charter in Key West

Share a 4-hour fishing charter and meet fellow anglers in Key West

4.9 • 287 reviews
$227/ person
Private Sunset Cruise in Key West

Private Sunset Cruise in Key West

Design a Key West charter around your group’s occasion

4.9 • 1K reviews
$3,235& up
Key West 2-Hour Guided Jet Ski Tour

Key West 2-Hour Guided Jet Ski Tour

Circle Key West by jet ski with guided stops and free-ride time

5.0 • 59 reviews
$237/ jet ski
Full-Day Backcountry Fishing Charter in Key West

Full-Day Backcountry Fishing Charter in Key West

Spend 8 hours fishing deeper into Key West’s backcountry waters

5.0 • 59 reviews
$1,272
Half-Day Private Snorkeling Charter in Key West

Half-Day Private Snorkeling Charter in Key West

Customize your private Key West water charter with snorkeling gear, drinks, and snacks included

4.9 • 384 reviews
$1,020
Private 10-Hour Dry Tortugas Snorkel & Dive Charter

Private 10-Hour Dry Tortugas Snorkel & Dive Charter

Ride in comfort on the gyro-stabilized Park Shark to Dry Tortugas

4.9 • 330 reviews
$3,971
Private Champagne Sunset Catamaran Sail in Key West

Private Champagne Sunset Catamaran Sail in Key West

Private catamaran sailing with champagne, wines and a gourmet cheese buffet

4.9 • 635 reviews
$1,470
28-Mile Guided Jet Ski Tour of Key West

28-Mile Guided Jet Ski Tour of Key West

Circle Key West by jet ski with guided landmark stops and swim time

5.0 • 59 reviews
$237/ jet ski
Dolphin Watch & Backcountry Snorkel Tour in Key West

Dolphin Watch & Backcountry Snorkel Tour in Key West

Dolphin watch and backcountry snorkel with complimentary drinks

4.9 • 12.7K reviews
$73/ person
Sandbar, Snorkel & Sunset Schooner Sail in Key West

Sandbar, Snorkel & Sunset Schooner Sail in Key West

Relax on a schooner with snorkeling, sandbar time, snacks, and drinks

4.9 • 5.9K reviews
$132/ person
Marquesas Keys Private Charter

Marquesas Keys Private Charter

Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day

5.0 • 74 reviews
$2,761& up
Half-Day Key West Snorkel & Sandbar Charter

Half-Day Key West Snorkel & Sandbar Charter

See reefs below the surface and relax at a Key West sandbar

5.0 • 59 reviews
$793
Shared Party Boat Fishing Charter in Key West

Shared Party Boat Fishing Charter in Key West

Split a 4-hour party fishing charter with up to 14 people

4.9 • 287 reviews
$101/ person
Private Boat Charter in Key West

Private Boat Charter in Key West

Customize a private day on the water with lunch, drinks and watersports

4.9 • 1K reviews
$3,235/ boat
Guided 28-Mile Jet Ski Tour Around Key West

Guided 28-Mile Jet Ski Tour Around Key West

Circle Key West by Yamaha WaveRunner with landmark and sandbar stops

5.0 • 59 reviews
$215/ jet ski
Half-Day Backcountry Fishing Charter in Key West

Half-Day Backcountry Fishing Charter in Key West

Fish Key West backcountry waters on a 4-hour charter

5.0 • 59 reviews
$795
23' Tritoon Pontoon Rental with Delivery in Cudjoe Key
Up to 12

23' Tritoon Pontoon Rental with Delivery in Cudjoe Key

GPS-guided tritoon cruising with walk-up water access

5.0 • 58 reviews
$624/ boat
Dry Tortugas Private Snorkel & Dive Charter From Key West

Dry Tortugas Private Snorkel & Dive Charter From Key West

Spend 10 hours exploring Fort Jefferson and snorkel or dive Dry Tortugas sites

4.9 • 330 reviews
$3,404
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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