Take a 2 hour guided tour in our 100% clear kayaks while exploring the Winter Park Chain of Lakes. Winding through the Venetian style canals you’ll find the picturesque city is laced with history and lined with some of Florida’s finest flora and fauna. Plenty of birds, fish, and other wildlife are likely to make an appearance, along with extravagant homes that are nestled along the lakes.

Be ready for a paddling excursion that will showcase Winter Park’s natural beauty from the water and lead guests up to a breathtaking sunset. We’ll guide the way through narrow Venetian style canals laced with history and lined with some of Florida’s finest flora and fauna. Plenty of birds, fish, and other wildlife will no doubt make an appearance, along with the extravagant houses that are nestled among the lakes.

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 Florida’s finest flora and fauna. Plenty of birds, fish, and other wildlife will no doubt make an appearance, along with the extravagant houses that are nestled among the lakes.

Enjoy a 90-minute stand-up paddleboard lesson in Winter Park, near Orlando Florida. You'll paddle almost 2-miles around Winter Park's Chain of Lakes. All necessary equipment including board and personal flotation device are included. During your tour see multi-million dollar homes set back on lush landscapes as well as many with beautiful cypress trees lining the shores. Never been before or your a beginner ? No problem! This tour is perfect for first time paddlers or those with limited experience! We start each tour with a quick refresher lesson on the basics of stand up paddleboarding. Our boards are custom made for us to be extra stable and easy to paddle! Your fun and success is guaranteed!

Discover there is more to Orlando than theme parks on a guided sightseeing tour of the city. On the City Tour of Orlando you will cruise around the "Chain of Lakes" in Winter Park on a boat tour, have some free time to explore Park Avenue, then enjoy a narrated drive through downtown Orlando to see Lake Eola and the highlights and history of the city and visit Disney Springs, home of shopping and dining.... . This is the full day tour. For the Discover Orlando 5 hour City Tour, you see the best of Winter Park and Lake Eola. This is a great value option for if you have less time to explore the city. You get free time in Winter Park to stroll the cobblestoned Park Avenue, visit its boutiques, museums, churches or stop for a coffee at the street side cafe. You will also have the full tour of Downtown Orlando including some photo stops. On the Discover Orlando tour the Scenic Boat Cruise is not included.

Welcome to our Winter Park neighborhood on this beautiful day! While many well-known celebrities have passed through this storied village over its rich history, probably no one impacted, and was impacted by, Winter Park more than Fred McFeely Rogers, lovingly known the world over to millions of people as the unforgettable host of Mister Rogers’ Neighborhood for over 50 years now. Come along on our Mister Rogers Walking Tour as we visit the heart of town where Fred and his lifetime sweetheart, Sara Joanne Byrd Rogers, fell in love while in college and spent many years later in life. You’ll learn fascinating tidbits about how Fred was motivated by a mural in Winter Park to begin a lifetime ministry of serving others. Walk in the same places that Fred and Joanne did through different seasons of their life, as you come to better understand what inspired this legendary man to leave his unique mark on the world and impact millions of children with his special gifts.

This 4-hour walking tour of Winter Park will immerse you an exciting and educational culinary experience trying between 12 to 15 menu items along the way. We will be walking to 4-5 different family-owned restaurants, meeting local artisans, and eating unique foods hand-picked from state-of-the-art chefs. After the tour we will give you suggested places to spend the rest of your evening. Get ready for a great culinary tour giving you a behind the scenes experience of local culture, food, cocktails, and more.

Discover the allure of Winter Park on our exclusive paddle tour! Immerse yourself in the historical charm and lush tropical beauty that adorn the canals connecting the Winter Park Chain of Lakes. Picture a serene day on the water, surrounded by both urban elegance and stunning natural landscapes. Our tour offers a distinctive vantage point, allowing you to experience this urban paradise from the tranquil waters, providing an unparalleled perspective of Winter Park's enchanting fusion of cityscape and nature.

Join a 4-hour Winter Park food tour for a unique & educational experience. Savor 12-15 menu items from 4-5 family-owned spots. Perfect for foodies, romantic dates, or a fun time with friends & family

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.

Winter Park has some of the finest art museums clustered together in close walking distance. Join us for a guided historical tour of this breath-taking village as we explore art and historical museums and share a brief history of the town and its buildings while traveling from location to location. (Actual museum visits depend on day of week and operating hours, however all admissions are included).

Take a bite out of the secret side of Winter Park and venture off Park Avenue on our unique Gastro Secrets of Winter Park Foodie Walking Tour! Winter Park is home to many internationally themed and locally owned boutique restaurants who are thrilled to share samples of their cuisine with you! During your guided visit, you will learn about the rich history of the area as well as enjoy a delicious selection of food and drinks along the way. The best way to experience Winter Park is on foot as you are able to take in the sights, sounds and tastes that locals love. The brick streets and canopy trees create an atmosphere unlike any other in Florida, and the offerings along the way will have you coming back for more afterwards! Whether this is your first time in Winter Park or you are a local who has been visiting for years, you will fall back in time while hearing fascinating tales about how this beautiful town evolved, and where to find its gastronomical gems!

Indulge in a romantic journey through the charming streets of Winter Park with our “Winter Park Whispers: Love and Legacy in Orlando” tour. Begin at the Winter Park Chamber of Commerce, the gateway to this picturesque neighborhood. Next, explore the artistic treasures of The Charles Hosmer Morse Museum of American Art, a haven of American creativity. Appreciate the exterior charm of the Casa Feliz Historic Home Museum, a beautifully restored Spanish farmhouse, from the outside. Conclude your tour with a serene walk through Palm Cemetery, a place of tranquility and historical significance. This 2-hour tour combines the beauty of art, history, and the peaceful ambiance of Winter Park, making it perfect for couples seeking a romantic and culturally enriching experience.

"Winter Park Whispers" is a 2-hour romantic tour in Orlando's Winter Park, visiting the Chamber of Commerce, Morse Museum of American Art, Casa Feliz, and Palm Cemetery, blending art.