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Best results for

Water Activities in Kissimmee, FL

Showing 73-96 of 99 results
Sunset Clear Kayak or Paddleboard Tour in Orlando

Sunset Clear Kayak or Paddleboard Tour in Orlando

Paddle Orlando’s lakes at sunset by clear kayak or board

4.9 • 4.7K reviews
$71& up
90-Minute Airboat Tour in Blairsville

90-Minute Airboat Tour in Blairsville

Glide through swamps and marshes in a padded, covered-shade airboat

4.9 • 1.4K reviews
$93/ person
Winter Haven 1-Hour Group Watersports

Winter Haven 1-Hour Group Watersports

Choose your watersport discipline and get all necessary equipment for your time on the water

5.0 • 36 reviews
$339
22' Pontoon Boat Rental on Winter Haven Chain of Lakes

22' Pontoon Boat Rental on Winter Haven Chain of Lakes

Explore connected lakes with stops for parks and a bite to eat

$339/ boat
Lake Conway Paddle Board & Kayak Tour Near Orlando

Lake Conway Paddle Board & Kayak Tour Near Orlando

Paddle Lake Conway’s quiet waterways by board or kayak

5.0 • 574 reviews
$84/ person
22' Pontoon Boat Rental on the Winter Haven Chain of Lakes
Up to 12

22' Pontoon Boat Rental on the Winter Haven Chain of Lakes

Enjoy a relaxed lake outing with powered shade and room to unwind

$339/ boat
Private Lake Floating Cabana Rental in Orlando
4 to 6

Private Lake Floating Cabana Rental in Orlando

Make room for a laid-back lake day with family and friends

$169/ cabana
19' Deck Boat Rental on the Clermont Chain of Lakes
Up to 9

19' Deck Boat Rental on the Clermont Chain of Lakes

Captain your own boat through cypress-lined lakes, with swim stops at your pace

4.0 • 20 reviews
$311/ boat
Winter Haven 4-Hour Pontoon Cruise With Lunch Stop

Winter Haven 4-Hour Pontoon Cruise With Lunch Stop

Cruise connected lakes with a captain-led lunch stop and local stories

5.0 • 36 reviews
$113/ person
Private Floating Cabana Rental on the Lake in Orlando
8 to 10

Private Floating Cabana Rental on the Lake in Orlando

Give your next gathering its own private space on the water

$337/ cabana
Clear Kayak or Paddleboard Tour in Orlando

Clear Kayak or Paddleboard Tour in Orlando

Paddle Lake Ivanhoe’s clear waters and discover natural scenery near downtown Orlando

4.9 • 4.7K reviews
$142
22' Tritoon Pontoon Rental on the Clermont Chain of Lakes
Up to 12

22' Tritoon Pontoon Rental on the Clermont Chain of Lakes

Explore 11 connected lakes with your own boat, your music and your pace

4.0 • 20 reviews
$396/ boat
Family-Friendly Pedal Boat Rental in Orlando
Up to 2

Family-Friendly Pedal Boat Rental in Orlando

Slow down and enjoy the lake at your own pace

$45/ boat
23' Tritoon Boat Rental on the Clermont Chain of Lakes
Up to 12

23' Tritoon Boat Rental on the Clermont Chain of Lakes

Explore cypress-lined lakes at your own pace, with no captain needed

4.0 • 20 reviews
$396/ boat
Private Romantic Night Boat Cruise in Orlando

Private Romantic Night Boat Cruise in Orlando

Share a quiet evening on the water with someone special

$281
1-Hour Lake Pierce Airboat Tour

1-Hour Lake Pierce Airboat Tour

Glide across Lake Pierce and look for wild alligators

5.0 • 214 reviews
$67/ person
Bioluminescence Clear Kayak Tour on Indian River Lagoon

Bioluminescence Clear Kayak Tour on Indian River Lagoon

Paddle glowing lagoon waters by clear kayak or paddleboard

4.9 • 4.7K reviews
$163
Bioluminescence Kayak Tour in Port Canaveral

Bioluminescence Kayak Tour in Port Canaveral

Paddle after dark and see the water glow with bioluminescent dinoflagellates

4.9 • 729 reviews
$90/ person
Winter Haven Waterski Lesson

Winter Haven Waterski Lesson

Choose your watersport and learn with an experienced coach, boat and gear included

4.9 • 73 reviews
$175
Guided Trophy Bass Fishing Tour in Clermont

Guided Trophy Bass Fishing Tour in Clermont

Cast for trophy bass on a private 65-acre stocked lake

4.7 • 1.3K reviews
$393
Guided Clear Kayak Tour in Silver Springs

Guided Clear Kayak Tour in Silver Springs

Paddle the Silver River in a clear kayak while looking for local wildlife

$73/ person
Private Pontoon Cruise on Lake Pierce

Private Pontoon Cruise on Lake Pierce

Glide through quiet coves and cypress stands with a licensed captain

5.0 • 214 reviews
$67/ person
Downtown Orlando Clear Kayak Happy Hour at Sunset

Downtown Orlando Clear Kayak Happy Hour at Sunset

Sip your favorite drink while paddling gator-free Lake Ivanhoe at sunset, just minutes from downtown Orlando.

4.9 • 4.7K reviews
$130
Full-Day Barefoot Skiing Lesson in Winter Haven

Full-Day Barefoot Skiing Lesson in Winter Haven

Build your barefoot skiing skills with four sets split across morning and afternoon sessions

4.9 • 73 reviews
$292/ person
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Kissimmee Things To Do
Boat Tours34Kayaking Tours30Helicopter Tours16Boat Rentals12Golf and Mini Golf8
More
  • Horseback Riding8
  • Water Skiing7
  • Art Tours6
  • Paddleboarding6
  • ATV Tours5
  • Outdoor Picnics5
  • Escape Games4

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.

Fishing Charters
4
  • Food Tours4
  • Group Fitness Classes3
  • Jet Skiing3
  • Scenic Flights3
  • Stand Up Paddle Boarding3
  • Zip Lining3