Things to do in Winter Park

    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.

    Popular Activities in Winter Park

    Winter Park Chain of Lakes Clear Kayak Tour

    Paddle transparent tandem kayaks through scenic lakes and canals on a guided 2-hour adventure

    4.9 946 reviews
    $64/ person

    Orlando Manatee Encounter

    Paddle Blue Springs State Park to observe manatees and diverse wildlife with a Florida Master Naturalist guide.

    4.9 687 reviews
    $80/ person

    Orlando Alligator Experience

    Paddle an eight-mile wild river and spot massive alligators with expert guides

    4.9 687 reviews
    $100/ person

    Nature Escape Kayak Adventure on Blackwater Creek

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

    5.0 563 reviews
    $80/ person

    Blue Spring State Park Manatee Discovery Kayak Tour

    Paddle serene Blue Spring waters to encounter manatees and abundant wildlife up close

    5.0 563 reviews
    $70/ person

    Private Family Fishing Excursion

    Enjoy a 3-hour catch-and-release trip with gear, drinks, and fun water toys included

    4.9 193 reviews

    Private All-Inclusive Dolphin Tour

    Experience dolphin hotspots with swimming, snorkeling, and water toys included

    4.9 193 reviews
    $385/ boat

    Full Day Escape Private Boat Charter

    Island-hop to Egmont, Passage, and Beer Can Islands with snorkeling gear and water toys on a private boat

    4.9 193 reviews
    $995/ boat

    Half-Day Private Island-Hopping Boat Escape

    Explore Egmont, Passage, and Beer Can Islands on a private 4-hour charter packed with water toys

    4.9 193 reviews
    $649/ boat

    Egmont Key Private Snorkeling and Island-Hopping Charter

    Customize a 4-hour island-hopping adventure with snorkeling gear, paddle boards, and family-friendly fun

    4.9 193 reviews
    $649/ boat

    Emerald Cut Kayak Adventure

    Paddle crystal-clear Rock Springs Run and float back downstream on a guided, family-friendly outing.

    4.7 4.9K reviews
    $49/ person

    Cypress Forest Guided Kayak Nature Eco Tour

    Paddle through pristine Shingle Creek cypress forest with expert guidance and wildlife insights

    4.8 729 reviews

    StarCraft CX 23 Pontoon Boat Rental

    Cruise the Harris Chain in a spacious 10-passenger pontoon for a full or half-day lake adventure

    4.8 301 reviews

    One Hour Airboat Eco Tour

    Glide across the St. Johns River on a guided airboat and meet resident wildlife afterward

    4.9 2.4K reviews
    $42/ person

    Clermont Chain of Lakes Catamaran Tour

    Captain a two-person catamaran across pristine Florida lakes for an unforgettable two-hour adventure

    5.0 678 reviews

    45-Minute Seaplane Gator and Attractions Tour

    Spot alligators and fly over Orlando theme parks on a thrilling 45-minute seaplane ride

    4.9 281 reviews
    $200/ person

    St. Johns River & Springs Seaplane Eco Tour

    Fly low above the St. Johns River for sweeping wildlife views on a thrilling 1-hour seaplane adventure

    4.9 281 reviews
    $260/ person

    Explore the Charms of Winter Park

    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.

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