Discover the enchanting charm of Winter Park, where serene waterways meet rich cultural heritage. Immerse yourself in unforgettable adventures, from peaceful kayaking tours through lush nature trails to captivating sightseeing cruises and historical walking tours. Whether you are seeking a romantic escape, a family adventure, or an eco-friendly exploration of local landmarks, Winter Park offers a diverse range of top-rated experiences. Book your journey today to explore hidden gems, enjoy guided excursions, and create lasting memories in this breathtaking destination.
$95–$109 typical
Wide range from $54 to $777
4.85★ average
Based on 155 pooled reviews
1.5–6.5 hours
Median duration is 5.2 hours
Sightseeing & Culture
83% are sightseeing tours, 67% are cultural
Guided & Group
100% are guided tours, 67% are group formats
Eco-friendly options
33% of tours are tagged eco-friendly
8 Products
Be ready for a glow in the dark paddling excursion that will showcase Winter Park’s natural beauty from the water and lead guests through the night. Enjoy the glow from our LED equipped kayaks as we’ll guide the way through narrow Venetian style canals laced with history and lined with some of Flori...
All sales are final. No refund is available for cancellations.
Discover Orlando highlights and hidden gems with a city tour that includes Lake Eola and Downtown, a cruise through the Chain of Lakes in Winter Park, and free time at Disney Springs.
Explore Winter Park's haunted history on a 90-minute guided walking tour. Hear spine-tingling tales of spirits and eerie sites.
Discover Orlando on a private tour through the Magic City! Visit Lake Eola, Winter Park, and Disney Springs on a comprehensive tour with an exclusive guide.
Free cancellation up to 24 hours before the activity starts. Any cancellations after this or no-shows on the day will not be refunded.
Join a day tour of Orlando’s unique neighborhoods. Start in Winter Park with a narrated boat cruise to see city homes and the local college from the water. Visit Downtown Orlando to see Lake Eola and its famous swans. The tour vehicle will travel through various areas, with a guide providing det...
Explore Winter Park's haunted history on a 90-minute guided walking tour. Hear spine-tingling tales of spirits and eerie sites.
Discover Orlando with a whirlwind tour that includes Lake Eola and Downtown, a cruise through the Chain of Lakes in Winter park, free time at Disney Springs, and finally a stop at the Orlando ICON Park.
Winter Park, Park Avenue and ICON Orlando 360... Explore Orlando's most emblematic landmarks and monuments on this guided tour of the city with a boat trip.
Free cancellation up to 24 hours before the activity starts. Any cancellations after this or no-shows on the day will not be refunded.
Landmarks travelers visit on the same route as Winter Park.
