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Best results for

Water Activities in Cudjoe Key, FL

Showing 73-96 of 822 results
Key West 2-Hour Paddleboard Rental

Key West 2-Hour Paddleboard Rental

Paddle mangrove creeks with an included lesson and area map

4.9 • 8K reviews
$45/ person
Adults-Only Champagne Sunset Sail in Key West

Adults-Only Champagne Sunset Sail in Key West

Adults-only Key West sunset sail with champagne and gourmet cheese

4.9 • 635 reviews
$112/ person
Key West Backcountry Schooner Sail, Kayak & Snorkel Tour

Key West Backcountry Schooner Sail, Kayak & Snorkel Tour

Explore mangrove islands by schooner, kayak and snorkel

4.9 • 3K reviews
$146/ person
4.5-Hour Sail, Snorkel & Kayak Tour in Key West

4.5-Hour Sail, Snorkel & Kayak Tour in Key West

Sail, snorkel, and kayak on a historic schooner with drinks and snacks included

4.9 • 5.9K reviews
$120/ person
5-Hour Key West Sandbar Charter

5-Hour Key West Sandbar Charter

Relax at Key West sandbars with lunch, drinks, and a captain

5.0 • 183 reviews
$847
Private Backcountry Sandbar Boat Tour in Key West

Private Backcountry Sandbar Boat Tour in Key West

Choose your sandbar stops and explore Key West’s mangroves by private boat

5.0 • 76 reviews
$610
Key West Private 3-Hour Bottom Fishing Charter

Key West Private 3-Hour Bottom Fishing Charter

Private inshore fishing with captain guidance tailored to your group

5.0 • 101 reviews
$848
Snipes Key Sandbar Boat Tour from Key West

Snipes Key Sandbar Boat Tour from Key West

Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

4.9 • 1K reviews
$128/ person
Key West 28-Mile Guided Jet Ski Tour

Key West 28-Mile Guided Jet Ski Tour

Ride Key West waters with a guide and views of island landmarks

4.9 • 12.7K reviews
$151/ Jet Ski
Key West 4-Hour Private Sandbar Charter

Key West 4-Hour Private Sandbar Charter

Trade crowded boat routes for secluded Lower Keys sandbars

5.0 • 74 reviews
$1,267
4-Hour Private Cruise Charter in Key West

4-Hour Private Cruise Charter in Key West

Charter Cowfish for a 4-hour private cruise with any two water activities

4.9 • 414 reviews
$847
Guided Clear Kayak Eco-Tour in Marathon

Guided Clear Kayak Eco-Tour in Marathon

Paddle Marathon’s mangroves and seagrass flats in a clear tandem kayak with a guide

4.9 • 391 reviews
$116/ person
Private Sandbar Charter in Key West

Private Sandbar Charter in Key West

Private Key West sandbar charter with snorkel gear, drinks, and snacks

4.9 • 384 reviews
$850
Key West Champagne Dolphin Sail & Reef Snorkel

Key West Champagne Dolphin Sail & Reef Snorkel

Sail, snorkel, and toast with included drinks aboard a spacious catamaran

4.9 • 635 reviews
$112/ person
Private Sunset Sail in Key West

Private Sunset Sail in Key West

Settle into a classic schooner for an intimate Key West sunset

4.9 • 3K reviews
$125
Private Historic Schooner Day Sail in Key West

Private Historic Schooner Day Sail in Key West

Charter a private historic schooner sail with drinks and snacks included

4.9 • 5.9K reviews
$1,713
Private Full-Day Captained Boat Charter in Key West

Private Full-Day Captained Boat Charter in Key West

Private captained day on the water with lunch, floats, and refreshments

5.0 • 183 reviews
$1,304
Private Backcountry Sandbar Boat Tour in Key West

Private Backcountry Sandbar Boat Tour in Key West

Design your own sandbar escape among Key West’s mangroves

5.0 • 76 reviews
$477
6-Hour Fishing Charter in Key West

6-Hour Fishing Charter in Key West

Flexible fishing from offshore waters to the reef

5.0 • 101 reviews
$1,378
Key West Sandbar & Sunset Cruise

Key West Sandbar & Sunset Cruise

Lunch, water activities, and a sunset cruise in one Key West afternoon

4.9 • 1K reviews
$148/ person
Snorkel Key West Reef With Margaritas

Snorkel Key West Reef With Margaritas

Snorkel Key West’s coral reef, then relax with complimentary margaritas

4.9 • 12.7K reviews
$57/ person
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
Private Kayak, Snorkel & Sail Charter in Key West

Private Kayak, Snorkel & Sail Charter in Key West

Sail, kayak, and snorkel Key West's shallow waters on a private cruise

4.9 • 414 reviews
$847
Key West Wreck Diving: Two-Tank Adventure

Key West Wreck Diving: Two-Tank Adventure

Explore historic shipwrecks guided by a dive master for an unforgettable 4-hour underwater adventure.

4.9 • 330 reviews
$226/ person
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Cudjoe Key Things To Do
Fishing Charters206Boat Tours112Boat Rentals92Yacht Charters92Snorkeling90
More
  • Sailing72
  • Scuba Diving68
  • Car Rentals49
  • Sunrise and Sunset Tours43
  • Private Fishing Charters27
  • Bike Rentals25
  • 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.

Kayaking Tours
17
  • Jet Skiing15
  • Scenic Flights9
  • Scavenger Hunts8
  • Dinner Cruises7
  • Ghost and Haunted7
  • Scooter Rentals7
  • Bar and Pub Crawl6
  • Parasailing6
  • Private Boat Charters6
  • Helicopter Tours5
  • Historical Tours5
  • Paddleboarding5