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Best 236

things to do in Winter Park, FL

Showing 1-24 of 236 results
Self-Guided 4-Hour Paddle on Rock Springs Run

Self-Guided 4-Hour Paddle on Rock Springs Run

Paddle out and back on Rock Springs Run from King’s Landing

4.8 • 6.2K reviews
$61& up
Guided Manatee Kayak Tour Near Blue Spring State Park

Guided Manatee Kayak Tour Near Blue Spring State Park

Kayak near Blue Spring State Park to look for manatees and local wildlife

5.0 • 967 reviews
$85/ person
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
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
Guided Manatee Kayak Tour from Blue Springs

Guided Manatee Kayak Tour from Blue Springs

Guided St. Johns River paddling with seasonal manatee spotting

5.0 • 75 reviews
$69/ kayak
Manatee Kayaking Tour at Blue Spring State Park

Manatee Kayaking Tour at Blue Spring State Park

Paddle Blue Spring State Park and look for manatees on a 2-hour guided kayak tour

4.9 • 729 reviews
$90/ 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
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
Kayak Rock Springs Run Emerald Cut Guided Tour

Kayak Rock Springs Run Emerald Cut Guided Tour

Paddle the Emerald Cut with a 2-hour guided kayak tour and swim stops

4.8 • 6.2K reviews
$66/ person
Private Lake Jesup Airboat Charter

Private Lake Jesup Airboat Charter

Your private airboat ride around Lake Jesup and Bird Island

4.7 • 1K reviews
$415
Self-Guided Single Kayak Rental at Wekiwa Springs

Self-Guided Single Kayak Rental at Wekiwa Springs

Paddle Wekiwa Spring independently from a sandy-beach launch

4.5 • 58 reviews
$45& up
1920s Speakeasy Murder Mystery Dinner Show in Orlando

1920s Speakeasy Murder Mystery Dinner Show in Orlando

Solve a 1920s crime over dinner as your vote shapes the finale

4.4 • 172 reviews
$100/ person
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
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
$53/ 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
Blackwater Creek Guided Kayak Tour in Seminole State Forest

Blackwater Creek Guided Kayak Tour in Seminole State Forest

Paddle secluded Blackwater Creek with expert guides and small groups for an immersive nature escape

5.0 • 967 reviews
$85/ person
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
Kids Horse Experience in Sanford

Kids Horse Experience in Sanford

Hands-on horse care and riding for young learners

5.0 • 408 reviews
$107/ 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
$103/ person
Emerald Cut Kayak Float with Golf Cart Shuttle in Apopka

Emerald Cut Kayak Float with Golf Cart Shuttle in Apopka

Skip the paddle up the Emerald Cut with a golf cart ride, then float 2 miles by kayak

4.8 • 6.2K reviews
$100/ person
Wekiva River Wildlife Kayak Tour

Wekiva River Wildlife Kayak Tour

Paddle the lower Wekiva River while watching for Florida wildlife

5.0 • 75 reviews
$60/ kayak
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
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
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  • Paddleboarding9
  • Golf and Mini Golf7
  • Art Tours6
  • Scenic Flights5
  • Escape Games4
  • Outdoor Picnics4
  • Bike Rentals3
  • Food Tours3
  • Stand Up Paddle Boarding3
  • Zip Lining3