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Best results for

Water Activities in Cudjoe Key, FL

Showing 721-744 of 822 results
Fish an Inshore Patch Reef Charter in Cudjoe Key

Fish an Inshore Patch Reef Charter in Cudjoe Key

Fish an inshore patch reef charter in Cudjoe Key (2–6 hours, up to 4 fishermen)

4.9 • 189 reviews
$424& up
Paddleboard Fishing Charter in Cudjoe Key

Paddleboard Fishing Charter in Cudjoe Key

Paddleboard fishing in Cudjoe Key with flexible 2–6 hour options

4.9 • 189 reviews
$371& up
2-Hour Key West Seaport Cruise

2-Hour Key West Seaport Cruise

Cruise Key West’s seaport by tiki boat with captain-guided local stories

4.9 • 192 reviews
$85/ person
6-Hour Flats & Backcountry Fishing Charter in Key West

6-Hour Flats & Backcountry Fishing Charter in Key West

Fish the flats and backcountry on a 6-hour private charter

5.0 • 50 reviews
$1,060
Fish The Flats & Backcountry In Key West

Fish The Flats & Backcountry In Key West

Fish the flats and backcountry on an 8-hour private charter

5.0 • 50 reviews
$1,272
Fish For Tarpon In Key West Morning & Evening

Fish For Tarpon In Key West Morning & Evening

Target tarpon twice in one day with morning and evening sessions

5.0 • 50 reviews
$1,378
Sunset Tarpon Fishing Charter in Key West

Sunset Tarpon Fishing Charter in Key West

Private sunset tarpon charter that departs around dusk

5.0 • 50 reviews
$583
Key West Catch & Release Fishing Charter

Key West Catch & Release Fishing Charter

Private, light-tackle fishing in the calm Florida Keys backcountry

4.9 • 137 reviews
$795& up
Key West Pirate Treasure Hunt Charter

Key West Pirate Treasure Hunt Charter

Follow pirate clues to hidden Key West sandbar treasure

5.0 • 39 reviews
$525
Key West Sunset Charter

Key West Sunset Charter

Cruise the Historic Seaport as the sun sets

5.0 • 34 reviews
$448
Sunset Snorkeling Tour at Sand Key

Sunset Snorkeling Tour at Sand Key

Snorkel Sand Key, then watch the Gulf sunset from the water

4.9 • 63 reviews
$423/ person
Night Fishing Party Boat Trip in Key West

Night Fishing Party Boat Trip in Key West

Fish Key West at night on a 5.5-hour party boat trip

4.8 • 1.7K reviews
$89/ person
Private Party Boat Fishing Charter in Key West

Private Party Boat Fishing Charter in Key West

Private fishing for your Key West group, with gear and fish cleaning included

4.8 • 1.7K reviews
$2,290
3-Hour Charter in San Jose

3-Hour Charter in San Jose

Shape a private boat outing around your group's interests

5.0 • 29 reviews
$737
Key West Deep Sea Fishing Charter

Key West Deep Sea Fishing Charter

Fish Key West’s offshore waters from a stable 45-foot sportfishing boat

4.8 • 1K reviews
$1,305& up
Private 34' Light Tackle Fishing Charter in Key West

Private 34' Light Tackle Fishing Charter in Key West

Fish reefs, shallows, and offshore edges aboard a fast 34-foot center console

4.8 • 1K reviews
$1,325& up
Sunset Fishing Charter in Key West

Sunset Fishing Charter in Key West

Fish Key West’s evening bite for snapper and grouper under the stars

4.8 • 1K reviews
$1,305
Key West Jet Ski Tour: 26-Mile Island Circle

Key West Jet Ski Tour: 26-Mile Island Circle

Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.

4.8 • 782 reviews
$170
Private Sandbar & Snorkel Boat Charter in Key West

Private Sandbar & Snorkel Boat Charter in Key West

Private Barefoot II charter for up to 6 to snorkel and relax in the Florida Keys

4.8 • 782 reviews
$849& up
Key West Sunset Snorkel Cruise

Key West Sunset Snorkel Cruise

Sail, snorkel and watch the Key West sunset from your private boat

4.8 • 376 reviews
$1,129
Key West Sunset Schooner Cruise

Key West Sunset Schooner Cruise

Sail a 1930 schooner into the Key West sunset

4.8 • 376 reviews
$124/ person
Sunset Sail Charter in Key West

Sunset Sail Charter in Key West

Sail Key West aboard a 1939 wooden schooner with captain and crew

4.8 • 376 reviews
$2,474
Historic Schooner Sail in Key West

Historic Schooner Sail in Key West

Sail Key West aboard a 1939 wooden schooner built for General George S. Patton

4.8 • 376 reviews
$85/ person
Key West Sunset Schooner Cruise

Key West Sunset Schooner Cruise

Sail Key West’s Atlantic coast at sunset aboard a historic schooner

4.8 • 376 reviews
$124/ 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