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Best results for

Water Activities in Naval Air Station Key West, FL

Showing 1-24 of 659 results
Key West Guided Night Kayak Tour

Key West Guided Night Kayak Tour

Light up the sea floor on a guided kayak paddle beneath the stars

4.8 • 996 reviews
$93/ kayak
4-Hour Sandbar Cruise in Key West

4-Hour Sandbar Cruise in Key West

Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching

$596
5-Hour Reef Fishing Trip in Key West

5-Hour Reef Fishing Trip in Key West

Reef fishing for snapper and grouper, with bait and tackle included

5.0 • 841 reviews
$89/ person
Key West Parasailing with Dry Take-Offs & Landings

Key West Parasailing with Dry Take-Offs & Landings

Parasail above Key West on a 12-passenger boat with tandem flight options

4.9 • 12.7K reviews
$74/ person
Dive 2-Tank Private Charter in Key West

Dive 2-Tank Private Charter in Key West

Charter a private 2-tank dive with an in-water dive master

4.9 • 330 reviews
$1,192
Parasail & Water Sports Day Pass at Smathers Beach

Parasail & Water Sports Day Pass at Smathers Beach

All-day Smathers Beach pass with parasail flight and unlimited watersports

4.8 • 24.1K reviews
$113/ person
Dolphin Watch & Guided Snorkel Tour in Key West

Dolphin Watch & Guided Snorkel Tour in Key West

Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour

5.0 • 1.7K reviews
$124/ person
Clear Kayak Mangrove Tour in Sugarloaf Key Near Key West

Clear Kayak Mangrove Tour in Sugarloaf Key Near Key West

Paddle clear waters and mangrove tunnels with an eco-guide

5.0 • 1.3K reviews
$81/ person
Private Dry Tortugas Boat Charter from Key West

Private Dry Tortugas Boat Charter from Key West

Cruise to Fort Jefferson and swim in Dry Tortugas waters

5.0 • 379 reviews
$2,120
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
Private Sunset Cruise in Key West

Private Sunset Cruise in Key West

Sail turquoise waters as Key West’s sunset colors emerge

5.0 • 278 reviews
$477/ boat
6-Hour Private Charter in Key West

6-Hour Private Charter in Key West

Customize your day on Key West’s waters with snorkeling, fishing, or island exploring

5.0 • 199 reviews
$965
Key West Half-Day Sandbar & Snorkel Charter

Key West Half-Day Sandbar & Snorkel Charter

Cruise Key West by private boat with snorkel gear and a sandbar stop

5.0 • 188 reviews
$1,272
Private Key West Sandbar Trip with Lunch & Snorkeling
Up to 6

Private Key West Sandbar Trip with Lunch & Snorkeling

Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

5.0 • 183 reviews
$780
Key West Sunset Harbor Charter

Key West Sunset Harbor Charter

Cruise Key West's calm harbor channels on a private sunset charter

5.0 • 841 reviews
$802
Guided Backcountry Fishing Charter in Key West

Guided Backcountry Fishing Charter in Key West

Backcountry flats fishing for up to 4 anglers on the ShadowCaster

5.0 • 172 reviews
$742& up
Explore Key West Sandbars Private Charter

Explore Key West Sandbars Private Charter

Choose a 3–6 hour private sandbar charter with floats, snorkel gear, and shade

5.0 • 115 reviews
$583& up
Customize Your Key West Private Boat Charter

Customize Your Key West Private Boat Charter

Build your own private Key West day on the water for up to 6 guests

5.0 • 101 reviews
$1,007& up
4-Hour Private Sandbar & Snorkel Charter in Key West

4-Hour Private Sandbar & Snorkel Charter in Key West

Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included

5.0 • 1.7K reviews
$847
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 Private 6-Hour Fishing & Snorkeling Charter

Key West Private 6-Hour Fishing & Snorkeling Charter

Customize a private day of fishing, snorkeling, sandbar stops, or island hopping

5.0 • 379 reviews
$1,007
8-Hour Private Fishing Charter in Key West

8-Hour Private Fishing Charter in Key West

Spend 8 hours on a private Key West fishing charter tailored to your target species

5.0 • 101 reviews
$1,590
Private Half-Day Snorkel & Dolphin Boat Charter in Key West
Up to 6

Private Half-Day Snorkel & Dolphin Boat Charter in Key West

Create your perfect four-hour Key West boat charter with snorkeling, dolphins, fishing, or beach time.

5.0 • 278 reviews
$795
Private Key West Island Hopping & Snorkel Boat Charter

Private Key West Island Hopping & Snorkel Boat Charter

Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise

5.0 • 199 reviews
$738
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Naval Air Station Key West Things To Do
Fishing Charters138Boat Tours103Yacht Charters91Snorkeling78Sailing72
More
  • Scuba Diving52
  • Boat Rentals47
  • Car Rentals40
  • Sunrise and Sunset Tours37
  • Private Fishing Charters26
  • Bike Rentals25

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.

Dolphin Watching
22
  • Jet Skiing14
  • Kayaking Tours14
  • Scavenger Hunts8
  • Ghost and Haunted7
  • Scenic Flights7
  • Scooter Rentals7
  • Bar and Pub Crawl6
  • Dinner Cruises6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Bike Tours4