Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Why travelers choose Greetwell

Curated by our team

Every experience is hand selected and approved by Greetwell.

Personal concierge

Real humans available to help before, during, and after your booking.

Intimate & authentic

Including unique in-home experiences you won't find anywhere else.

Easy booking & cancellation

Reserve in minutes with free cancellation on most experiences.

Greetwell

Experiences that stay with you long after the trip

Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

About

  • Our Story
  • For Experience Providers
  • For Hospitality Partners
  • For Developers

Resources

  • Travel Guides
  • Experience Gift Cards
  • Help Center
[email protected]1-877-GREET-WELL

Safe & Secure Payments

© 2026 Greetwell, Inc. All rights reserved.
Privacy PolicyTerms
Free Concierge Service
Text or call 1-877-GREET-WELL
Ask AIAI
Ask AIAI
Best results for

Water Activities in Key West St John

Showing 121-144 of 720 results
Key West Private Sailing Charter

Key West Private Sailing Charter

Sail, snorkel, and seek sandbars aboard a private catamaran

4.9 • 635 reviews
$1,470& up
Freestyle Jet Ski Ride in Key West

Freestyle Jet Ski Ride in Key West

Open the throttle in Key West’s open-water freeride zones

5.0 • 59 reviews
$182/ jet ski
2-Stop Coral Reef Snorkel Trip in Key West

2-Stop Coral Reef Snorkel Trip in Key West

Snorkel two reef sites on a fast catamaran with drinks after the swim

4.9 • 12.7K reviews
$73/ person
Private Sunset Cruise in Key West

Private Sunset Cruise in Key West

Cruise Key West harbor at sunset with your group and captain

4.9 • 5.9K reviews
$427
Key West Patch Reef Fishing Charter

Key West Patch Reef Fishing Charter

Private light-tackle fishing aboard a 30-foot Jeanneau with a licensed captain

5.0 • 74 reviews
$1,479& up
Key West Full-Day Snorkel & Sandbar Charter

Key West Full-Day Snorkel & Sandbar Charter

Design your own reef and sandbar escape aboard a glass-bottom boat

5.0 • 59 reviews
$1,362
Shared 3/4-Day Fishing Charter in Key West

Shared 3/4-Day Fishing Charter in Key West

Share a captain-led fishing trip tailored to the day’s bite

4.9 • 287 reviews
$292/ person
Small-Group Dry Tortugas Boat Tour

Small-Group Dry Tortugas Boat Tour

Discover Fort Jefferson and Dry Tortugas waters by captained boat

5.0 • 55 reviews
$793/ person
Private Sandbar Boat Charter in Key West
Up to 6

Private Sandbar Boat Charter in Key West

Private Key West sandbar charter for up to 6 guests on a 25 ft tritoon

5.0 • 54 reviews
$568& up
2-Hour Key West Swim Stop Cruise

2-Hour Key West Swim Stop Cruise

Cruise to a Gulf swim stop on a tiki boat

4.9 • 192 reviews
$85/ person
22' Tritoon Boat Rental in Cudjoe Key
Up to 12

22' Tritoon Boat Rental in Cudjoe Key

GPS-guided Tri Toon cruising with delivery to eligible properties

5.0 • 58 reviews
$624/ boat
Guided 2-Tank Reef Dive in Key West

Guided 2-Tank Reef Dive in Key West

Do two guided reef dives with an in-water divemaster

4.9 • 330 reviews
$226/ person
Key West Private Day Sailing Charter

Key West Private Day Sailing Charter

Private Key West sailing with snorkeling, sandbars, and dolphin searches

4.9 • 635 reviews
$1,356& up
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Customize a private Key West boat day with room for your dog

4.9 • 187 reviews
$747& up
3-Hour Morning Snorkel Cruise in Key West

3-Hour Morning Snorkel Cruise in Key West

Morning catamaran snorkel trip with gear and drinks

4.9 • 12.7K reviews
$46/ person
Key West Fantasy Fest Sandbar Sail on a Historic Schooner

Key West Fantasy Fest Sandbar Sail on a Historic Schooner

Take your Fantasy Fest day to the water with a sandbar stop and floating gear

4.9 • 5.9K reviews
$146/ person
Private Bachelor & Bachelorette Sandbar Charter in Key West

Private Bachelor & Bachelorette Sandbar Charter in Key West

Build a private Key West celebration around your group's ideal day on the water

5.0 • 74 reviews
$1,479& up
Key West Reef Snorkeling Charter

Key West Reef Snorkeling Charter

Snorkel coral reefs and relax at a Key West sandbar

5.0 • 59 reviews
$169/ person
Key West 4-Hour Light Tackle Fishing Charter

Key West 4-Hour Light Tackle Fishing Charter

Fish calm nearshore waters from the Stella Blue

4.9 • 287 reviews
$918/ boat
Dry Tortugas Private Boat Charter From Key West

Dry Tortugas Private Boat Charter From Key West

Ride a private charter to Dry Tortugas with a licensed captain

5.0 • 55 reviews
$2,836
Cruise to the Key West Sandbar on a Private Charter
Up to 12

Cruise to the Key West Sandbar on a Private Charter

Private 25 ft tritoon sandbar charter for up to 12 guests

5.0 • 54 reviews
$795& up
Key West Tiki Boat Sunset Cruise Past Mallory Square

Key West Tiki Boat Sunset Cruise Past Mallory Square

Cruise Key West Harbor on a tiki boat at sunset

4.9 • 192 reviews
$91/ person
23' Boat Rental in Cudjoe Key
Up to 8

23' Boat Rental in Cudjoe Key

Cruise or fish the Keys with GPS-guided local routes

5.0 • 58 reviews
$596/ boat
Private 4-Hour Wreck Dive Charter

Private 4-Hour Wreck Dive Charter

Dive the USNS General Hoyt S Vandenberg on a private 2-tank wreck trip

4.9 • 330 reviews
$1,192
1…567…30

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