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Best results for

Water Activities in Cudjoe Key, FL

Showing 625-648 of 822 results
3/4-Day Key West Fishing Charter for Tarpon & Snapper

3/4-Day Key West Fishing Charter for Tarpon & Snapper

More time on the water to target a variety of Keys fish

$1,060
Full-Day Key West Sandbar Charter

Full-Day Key West Sandbar Charter

A private white-sand escape for your group

$954
Private Custom Cruise in Key West

Private Custom Cruise in Key West

Shape a shaded Key West boat day around your crew's interests

$954& up
Private Sandbar Hopping Boat Charter in Key West

Private Sandbar Hopping Boat Charter in Key West

Ride a 60-knot Freeman for sandbars and wildlife watching

$2,329
Sandbar Charter in Key West

Sandbar Charter in Key West

Reach sandbars quickly on a private Freeman charter

$2,965
Private 37' Boat Charter & Sandbar Hopping in Key West

Private 37' Boat Charter & Sandbar Hopping in Key West

Cruise Key West waters at speeds up to 60 knots

$3,601
Private 37' Boat Charter & Sandbar Hopping in Key West

Private 37' Boat Charter & Sandbar Hopping in Key West

Explore Key West waters aboard a fast, shallow-draft private boat

$1,693
Private Sandbar Hopping Fast Boat Charter in Key West

Private Sandbar Hopping Fast Boat Charter in Key West

Cruise to the Dry Tortugas on a fast, shallow-draft private boat

$3,392
Private Sandbar Hopping Boat Charter in Key West

Private Sandbar Hopping Boat Charter in Key West

Reach Dry Tortugas fast aboard a private boat with an onboard bathroom

$4,028
Key West 8-Hour Private Fishing Charter

Key West 8-Hour Private Fishing Charter

A shallow-draft private boat for fishing, sandbar stops and wildlife viewing

$3,180
Key West 42' Sailing Catamaran Charter

Key West 42' Sailing Catamaran Charter

Sail the ocean in privacy with a full bathroom and kitchen onboard

$2,138
Sandbar Charter in Key West

Sandbar Charter in Key West

Private shallow-draft boating for sandbars, swings and wildlife watching

$1,219
4-Hour Shared Charter in Key West

4-Hour Shared Charter in Key West

Head to the sandbar or reef on a shared Key West charter

$398/ person
42' Sailing Catamaran Charter in Key West

42' Sailing Catamaran Charter in Key West

Private sailing with a full bathroom and kitchen

$1,709
42' Sailing Catamaran Charter in Key West

42' Sailing Catamaran Charter in Key West

Sail Key West waters privately with an onboard kitchen and full bathroom

$1,817
Sunrise & Sunset Catamaran Charter in Key West

Sunrise & Sunset Catamaran Charter in Key West

Sail Key West waters on a private catamaran timed for sunrise or sunset

$1,375
42' Sailing Catamaran Charter in Key West

42' Sailing Catamaran Charter in Key West

Sail the ocean on a private catamaran with a full bathroom and kitchen

$1,693
4-Hour Boat Charter in Key West

4-Hour Boat Charter in Key West

Shallow-draft sandbar hopping with dolphin and turtle watching

$1,219
Private Sailing Catamaran Charter in Key West

Private Sailing Catamaran Charter in Key West

Spend the day sailing Key West waters aboard a private catamaran

$2,567
Key West Offshore & Reef Fishing Charter

Key West Offshore & Reef Fishing Charter

Troll offshore or fish reefs and wrecks with a captain and deckhand

$1,219& up
Light Tackle Fishing Charter in Key West

Light Tackle Fishing Charter in Key West

Fish offshore, reefs, and wrecks with lighter tackle from a center-console boat

$1,113& up
Private Tiki Boat Sandbar Party in Key West

Private Tiki Boat Sandbar Party in Key West

Private tiki boat time for swimming, floating, and relaxing with your crew

$426
6-Hour Deep Sea Fishing Charter in Key West

6-Hour Deep Sea Fishing Charter in Key West

Cast off aboard an air-conditioned sportfishing boat

$1,484
Full-Day Key West Deep Sea Fishing Charter

Full-Day Key West Deep Sea Fishing Charter

Head offshore aboard an air-conditioned sportfishing boat for a private day on the water

$1,802
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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.

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
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