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Best results for

Water Activities in Cudjoe Key, FL

Showing 673-696 of 822 results
4-Hour Lobstering Charter

4-Hour Lobstering Charter

Catch your own lobster on a private day on the water

$908& up
6-Hour Spearfishing & Sandbar Charter in Key West

6-Hour Spearfishing & Sandbar Charter in Key West

Private water day combining spearfishing and sandbar stops

$1,135& up
Vandenberg Wreck Scuba Charter in Key West

Vandenberg Wreck Scuba Charter in Key West

Dive through the Vandenberg’s decks, masts, and radar structures

$908
Key West Inshore Fishing Charter

Key West Inshore Fishing Charter

Private inshore fishing with gear and bait provided

$908& up
Private Sunset Sail on a 60' Schooner in Key West

Private Sunset Sail on a 60' Schooner in Key West

Make sunset your own with a private schooner sail

$681
Private 60' Schooner Wedding at Sea in Key West

Private 60' Schooner Wedding at Sea in Key West

Exchange vows at sea with a licensed captain officiating

$1,703
21' Sundeck Boat Rental in Marathon, FL
Up to 10

21' Sundeck Boat Rental in Marathon, FL

Make room for cruising, fishing, and snorkeling on one versatile boat

$350/ boat
Private Full-Day Fishing Charter in Marathon

Private Full-Day Fishing Charter in Marathon

Take on a sunrise-to-sunset fishing challenge

$2,181
Private Boat-Towed Hydrofoil Lesson in Key West

Private Boat-Towed Hydrofoil Lesson in Key West

Build your foiling skills at your own pace

$345/ person
Private Wake Foiling Session for All Levels in Key West

Private Wake Foiling Session for All Levels in Key West

Build your wake foiling skills with time to practice and progress

$716
Private Wake Foiling Excursion in Key West

Private Wake Foiling Excursion in Key West

Make room for real progress, from your first ride to advanced wake foiling

$954
21' Deck Boat Rental in Marathon
Up to 14

21' Deck Boat Rental in Marathon

Make room for snorkeling, sandbar hopping, and relaxing on the water

$408/ boat
Key West Sunset Snapper Fishing Trip

Key West Sunset Snapper Fishing Trip

Fish for snapper as twilight settles over Key West waters

5.0 • 841 reviews
$77/ person
Key West Sunday Brunch Sail

Key West Sunday Brunch Sail

Sunday sailing with brunch bites and bottomless mimosas

5.0 • 375 reviews
$124/ person
Christmas Brunch Sail in Key West

Christmas Brunch Sail in Key West

Sail into Christmas morning with brunch, mimosas, and Key West views

5.0 • 375 reviews
$227/ person
Marathon Sandbar Cruise

Marathon Sandbar Cruise

Sightsee around Marathon, then float and paddle at a local sandbar

5.0 • 281 reviews
$129/ person
Morning Mimosa Swim Tour in Marathon

Morning Mimosa Swim Tour in Marathon

Cruise Marathon waters, swim for sand dollars, and enjoy a morning mimosa

5.0 • 281 reviews
$83/ person
2-Hour Sandbar Boat Cruise

2-Hour Sandbar Boat Cruise

Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

5.0 • 183 reviews
$462
Cruise Key West Backcountry Sandbars

Cruise Key West Backcountry Sandbars

Key West sandbar cruise for up to 6 guests with captain and drinks included

5.0 • 183 reviews
$488
Key West 2-Hour Sandbar Charter

Key West 2-Hour Sandbar Charter

Cruise to a backcountry sandbar with a captain, cooler, and floats

5.0 • 183 reviews
$510
Private Florida Keys Shelling & Snorkeling Charter

Private Florida Keys Shelling & Snorkeling Charter

Snorkel and shell with your private group in the Lower Keys

5.0 • 136 reviews
$1,120& up
6-Hour Florida Keys Shelling & Snorkeling Tour

6-Hour Florida Keys Shelling & Snorkeling Tour

Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

5.0 • 136 reviews
$392/ person
Spearfishing Charter With Instruction

Spearfishing Charter With Instruction

Learn spearfishing with Captain Amy on a private charter

5.0 • 115 reviews
$848& up
Great White Heron Refuge Eco Charter

Great White Heron Refuge Eco Charter

Cruise mangroves, snorkel shallow waters, and explore sandbars in the Lower Keys

5.0 • 115 reviews
$742& up
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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