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Best results for

Water Activities in Kissimmee, FL

Showing 1-24 of 99 results
Explore Winter Park on a Clear Kayak Tour

Explore Winter Park on a Clear Kayak Tour

Guided clear kayak tour through Winter Park’s lakes and canals

4.9 • 1.2K reviews
$86/ person
Airboat Ride & Baby Gator Encounter in St. Cloud

Airboat Ride & Baby Gator Encounter in St. Cloud

Skim the Everglades by airboat and meet resident gators

4.8 • 2.6K reviews
$54/ person
1-Hour Airboat Tour in St. Cloud

1-Hour Airboat Tour in St. Cloud

Glide across waterways and look for wildlife on an airboat ride

5.0 • 1.3K reviews
$59/ person
Dolphin & Manatee Paddle Tour in Merritt Island

Dolphin & Manatee Paddle Tour in Merritt Island

Paddle Merritt Island mangroves with a guide and spot dolphins and manatees

5.0 • 574 reviews
$84/ person
1-Hour Everglades Airboat Tour

1-Hour Everglades Airboat Tour

Glide through Everglades headwaters and look for Florida wildlife by airboat

5.0 • 30 reviews
$54/ person
Tandem Kayak Rental at Wekiwa Springs State Park

Tandem Kayak Rental at Wekiwa Springs State Park

Paddle Wekiwa Spring on your own route with included gear and a map

4.5 • 58 reviews
$56& up
Sea-Doo Jet Ski Rental in Clermont Near Orlando

Sea-Doo Jet Ski Rental in Clermont Near Orlando

Ride Orlando lakes with fuel, gear, and a safety briefing

5.0 • 3.5K reviews
$148/ jet ski
Chain of Lakes Wildlife Pontoon Tour in Winter Haven

Chain of Lakes Wildlife Pontoon Tour in Winter Haven

Pair local history with wildlife spotting on a relaxed family cruise

5.0 • 2K reviews
$20/ person
Self-Drive Catamaran Tour on the Clermont Chain of Lakes

Self-Drive Catamaran Tour on the Clermont Chain of Lakes

Captain a personal catamaran through the Clermont Chain of Lakes with a guide at your side

5.0 • 1K reviews
$282/ boat
2-Hour Kayaking Lesson in Deltona

2-Hour Kayaking Lesson in Deltona

Learn kayaking basics, then take a short guided paddle in Deltona

5.0 • 967 reviews
$85/ person
Paddleboard & Clear Kayak Manatee Tour at Silver Springs

Paddleboard & Clear Kayak Manatee Tour at Silver Springs

Paddle clear spring waters while searching for manatees, monkeys, and more

4.9 • 4.7K reviews
$87& up
Rock Springs Run Clear Kayak Tour in Apopka

Rock Springs Run Clear Kayak Tour in Apopka

Paddle clear spring water and look for native wildlife

4.9 • 4.3K reviews
$115/ person
Private Swamp Airboat Tour in Kissimmee

Private Swamp Airboat Tour in Kissimmee

Ride a small airboat with headsets on a 1-hour swamp tour

4.9 • 1.4K reviews
$64/ person
Private Clear Kayak Tour of Winter Park Lakes & Canals

Private Clear Kayak Tour of Winter Park Lakes & Canals

Private clear kayak tour through Winter Park lakes and Venetian-style canals

4.9 • 1.2K reviews
$753
Kayak, Tandem Kayak & SUP Rentals in Clermont

Kayak, Tandem Kayak & SUP Rentals in Clermont

Rent a kayak, tandem kayak, or stand up paddle board in Clermont

4.9 • 863 reviews
$34/ kayak
Paddleboard Rental in Belle Isle, Florida

Paddleboard Rental in Belle Isle, Florida

Rent an inflatable paddleboard and explore at your own pace

5.0 • 574 reviews
$78/ rental
4-Hour River Paddle Trip in Chuluota

4-Hour River Paddle Trip in Chuluota

Paddle 8.5 miles in 4 hours with all gear and a shuttle back to your vehicle

4.9 • 729 reviews
$55& up
Explore Anna Maria Island on a 6-Hour Island Hopping Cruise

Explore Anna Maria Island on a 6-Hour Island Hopping Cruise

Private 6-hour island-hopping charter for up to 6 guests

4.9 • 283 reviews
$1,124& up
10-Passenger Pontoon Boat Rental in Orlando
Up to 10

10-Passenger Pontoon Boat Rental in Orlando

Take the helm for fishing and wildlife watching on a self-guided lake cruise

5.0 • 3.5K reviews
$314/ boat
1-Hour Everglades Pontoon Boat Tour in Kissimmee

1-Hour Everglades Pontoon Boat Tour in Kissimmee

Cruise covered waterways while learning about Everglades wildlife

4.9 • 135 reviews
$39/ person
Winter Haven Chain of Lakes Narrated Pontoon Cruise

Winter Haven Chain of Lakes Narrated Pontoon Cruise

See historic lakeside sites and stop at a Chain of Lakes restaurant

5.0 • 36 reviews
$85/ person
Kayak Paddle Strokes & Rescue Skills Class in Deltona

Kayak Paddle Strokes & Rescue Skills Class in Deltona

Build core kayak strokes and rescue skills in a 4-hour class

5.0 • 967 reviews
$170/ person
Orlando Clear Kayak & Paddleboard Rental

Orlando Clear Kayak & Paddleboard Rental

Paddle Orlando's historic lakes at your own pace

4.9 • 4.7K reviews
$52/ rental
Clear Kayak Tour at Rock Springs

Clear Kayak Tour at Rock Springs

Paddle clear spring water privately with a guide, then drift back through Rock Springs

4.9 • 4.3K reviews
$695/ 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