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Best results for

Water Activities in Cudjoe Key, FL

Showing 745-768 of 822 results
Private Schooner Charter in Key West

Private Schooner Charter in Key West

Take the helm or relax beneath the sails on a private classic schooner

4.8 • 376 reviews
$1,345
Rent a 17' Bay Boat in Key West
Up to 4

Rent a 17' Bay Boat in Key West

17 ft bay boat rental for up to 4 passengers at Oceans Edge

4.8 • 284 reviews
$496/ boat
Fish on a 4-Hour Private Charter in Key West

Fish on a 4-Hour Private Charter in Key West

Cast off on a 4-hour private fishing trip for up to 6 guests

5.0 • 25 reviews
$2,014
Houseboat Charter in Key West
Up to 6

Houseboat Charter in Key West

Charter a custom houseboat and relax on a remote Key West mooring

4.8 • 89 reviews
$1,166& up
Key West Sunset Charter

Key West Sunset Charter

Tailor a private sunset outing with water activities and island exploration

4.8 • 89 reviews
$318& up
3.5-Hour Key West Eco Charter

3.5-Hour Key West Eco Charter

Design a private Key West day of paddling, snorkeling, fishing, and island exploration

4.8 • 89 reviews
$530& up
Key West Eco Charter

Key West Eco Charter

Explore reefs, wildlife habitats, and private islands on a flexible Key West charter

4.8 • 89 reviews
$742& up
Night Fishing Charter in Key West

Night Fishing Charter in Key West

Fish Key West after dark with a small-group charter

5.0 • 18 reviews
$908& up
4.5-Hour Key West Sandbar Cruise

4.5-Hour Key West Sandbar Cruise

Float, wade, and unwind at Key West’s shallow-water sandbars

4.7 • 8.1K reviews
$202/ person
Key West Culinary Snorkel Sail

Key West Culinary Snorkel Sail

Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar

4.7 • 8.1K reviews
$81/ person
Full-Day Kayak & Snorkel Rental in Marathon

Full-Day Kayak & Snorkel Rental in Marathon

Paddle shallow bay waters with snorkel gear and park access

4.7 • 1.2K reviews
$66/ kayak
Coral Restoration Dive in Key West

Coral Restoration Dive in Key West

Join hands-on coral nursery care and reef restoration work in Key West

4.6 • 349 reviews
$186/ person
Discover Scuba Resort Course in Key West

Discover Scuba Resort Course in Key West

Learn scuba basics and make two guided reef dives in one day

4.6 • 311 reviews
$284/ person
Private Guided Sandbar Trip in Key West
Up to 10

Private Guided Sandbar Trip in Key West

Swim and snorkel at Key West sandbars with a licensed captain and included gear

5.0 • 2 reviews
$597& up
Captained Sandbar Boat Rental in Key West
Up to 10

Captained Sandbar Boat Rental in Key West

Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10

5.0 • 2 reviews
$851
22' Center Console Boat Rental in Marathon
Up to 6

22' Center Console Boat Rental in Marathon

Fish, snorkel, or relax at sandbars with 150HP power

4.5 • 95 reviews
$347/ boat
20' Dual Console Boat Rental in Marathon
Up to 6

20' Dual Console Boat Rental in Marathon

Fish, snorkel, or relax at sandbars on a versatile dual-console boat

4.5 • 95 reviews
$231/ boat
20' Cape Horn Boat Rental in Marathon
Up to 6

20' Cape Horn Boat Rental in Marathon

Set out to fish from a 20-foot Cape Horn center console

4.5 • 95 reviews
$375/ boat
21' Parker Boat Rental in Marathon
Up to 7

21' Parker Boat Rental in Marathon

Fish and visit the sandbar aboard a 21-foot center-console

4.5 • 95 reviews
$404/ boat
25' Center Console Boat Rental in Marathon
Up to 10

25' Center Console Boat Rental in Marathon

Fish or dive from a 25-foot Proline with a fin-friendly boarding ladder

4.5 • 95 reviews
$578/ boat
18' Center Console Boat Rental in Marathon

18' Center Console Boat Rental in Marathon

A shaded center-console boat for flexible time on the water

4.5 • 95 reviews
$347/ boat
Marathon 20' Mako Boat Rental
Up to 7

Marathon 20' Mako Boat Rental

A family-friendly boat for sandbars, reefs, and fishing

4.5 • 95 reviews
$433/ boat
22' Sea-Hunt Boat Rental in Marathon
Up to 7

22' Sea-Hunt Boat Rental in Marathon

Explore sandbars, snorkeling spots, and fishing areas by boat

4.5 • 95 reviews
$491/ boat
24' Deck Boat Rental in Marathon
Up to 10

24' Deck Boat Rental in Marathon

Get out on the water aboard a shaded 24-foot deck boat

4.5 • 95 reviews
$520/ boat
1…313233…35
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