Discover amazing Winter Park activities and premium in-home experiences.
Winter Park is a charming blend of picturesque parks, elegant boutiques, and vibrant arts that captures the essence of laid-back sophistication. Known for its scenic lakes and cultural treasures like the Charles Hosmer Morse Museum, this enchanting city invites you to experience leisurely strolls through tree-lined avenues or indulge in culinary delights along famed Park Avenue—perfectly combining natural beauty with refined elegance.
Paddle transparent tandem kayaks through scenic lakes and canals on a guided 2-hour adventure
Paddle Blue Springs State Park to observe manatees and diverse wildlife with a Florida Master Naturalist guide.
Paddle an eight-mile wild river and spot massive alligators with expert guides
Paddle secluded Blackwater Creek with expert guides and small groups for an immersive nature escape
Paddle serene Blue Spring waters to encounter manatees and abundant wildlife up close
Enjoy a 3-hour catch-and-release trip with gear, drinks, and fun water toys included
Experience dolphin hotspots with swimming, snorkeling, and water toys included
Island-hop to Egmont, Passage, and Beer Can Islands with snorkeling gear and water toys on a private boat
Explore Egmont, Passage, and Beer Can Islands on a private 4-hour charter packed with water toys
Customize a 4-hour island-hopping adventure with snorkeling gear, paddle boards, and family-friendly fun
Paddle crystal-clear Rock Springs Run and float back downstream on a guided, family-friendly outing.
Paddle through pristine Shingle Creek cypress forest with expert guidance and wildlife insights
Cruise the Harris Chain in a spacious 10-passenger pontoon for a full or half-day lake adventure
Glide across the St. Johns River on a guided airboat and meet resident wildlife afterward
Captain a two-person catamaran across pristine Florida lakes for an unforgettable two-hour adventure
Spot alligators and fly over Orlando theme parks on a thrilling 45-minute seaplane ride
Fly low above the St. Johns River for sweeping wildlife views on a thrilling 1-hour seaplane adventure
Winter Park is a vibrant city known for its lush landscapes, rich history, and cultural flair. Just minutes from Orlando's hustle and bustle, this charming area offers a refreshing escape with tree-lined streets and scenic lakes. Visitors can start their journey at the renowned Charles Hosmer Morse Museum of American Art to admire an extensive collection of Tiffany glass. Afterward, take a leisurely stroll down Park Avenue—home to boutique shops, inviting cafes, and delightful art galleries.
For those who love nature’s tranquility, Winter Park boasts beautiful outdoor spaces like Central Park where you can enjoy picnics or simply relax under majestic oak trees. The city's chain of lakes provides opportunities for kayaking or paddleboarding amidst serene surroundings. A must-do experience is the Scenic Boat Tour that glides through canals offering picturesque views of historic homes and natural beauty.
Throughout the year, Winter Park hosts various events such as art festivals and farmers' markets that capture its community spirit. Whether savoring gourmet cuisine at local eateries or exploring nearby landmarks like Rollins College with its stunning campus architecture—there’s always something unique to discover here. With its blend of culture, nature, and warm hospitality; Winter Park promises memorable experiences around every corner.