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Things To Do ORL
Two paddleboarders gliding across the Winter Park Chain of Lakes at sunset with pink and orange skies
Outdoors

Winter Park Sunset Paddle Board Tour

5:30 PM – 7:30 PM

Venue

Kraft Azalea Garden (Lake Maitland)

1293 Alabama Dr, Winter Park, FL 32789

Date & Time

Start
Friday, October 23, 2026
Time
5:30 PM – 7:30 PM
Price
$75

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The real Winter Park sunset paddle is run by Otter Paddle Orlando, not from Dinky Dock but from Kraft Azalea Garden on Lake Maitland. The 2-hour guided tour paddles open lakes and the Venetian-style canals of the Winter Park Chain of Lakes, past historic waterfront homes, as the light goes down.

It is beginner and family friendly. The $75 adult rate (ages 13 and up; $65 for children 4 to 12) covers the paddle board and all equipment, a life vest, a dry bag, the guide, and a photo and video package. A kayak hybrid setup is available at no extra cost if you would rather sit.

Tours also leave at 8:00am and 11:00am. Booking is required, tours need at least two guests to run, and everyone has to be comfortable in the water. The sunset departure is timed to that day's sunset, and the exact meet time comes with your booking confirmation.

Organizer

Otter Paddle Orlando

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