Things to do in Winter Springs

    Discover amazing Winter Springs activities and premium in-home experiences.

    Winter Springs offers a perfect blend of natural beauty and suburban charm, where lush parks meet inviting neighborhoods. Known for its family-friendly atmosphere and vibrant community events, this city invites residents and visitors alike to enjoy tranquil days by the lake or adventurous hikes through scenic trails. Whether you're exploring local wildlife or savoring the small-town vibe at seasonal festivals, Winter Springs provides an idyllic setting to relax and unwind in true Florida style.

    Popular Activities in Winter Springs

    Paddleboard Rental Belle Isle with Flexible Times

    Explore Florida's scenic waterways at your own pace with flexible pick-up and drop-off times

    5.0 483 reviews

    Rainbow Springs Paddle & Waterfall Hike Adventure

    Paddle crystal-clear springs, hike to waterfalls, and spot wildlife on a guided 4-hour escape

    5.0 483 reviews
    $89/ person

    Guided Rainbow Springs Kayak Tour with Naturalist

    Paddle crystal-clear Rainbow River and Indian Creek with a knowledgeable guide.

    5.0 483 reviews
    $59/ person

    Paddle Crystal Waters & Spot Wild Manatees

    Explore crystal-clear Silver Springs and spot manatees and wildlife on a beginner-friendly paddling tour.

    5.0 483 reviews
    $59/ person

    Winter Park Lakes Guided Kayak & Paddle Tour

    Explore scenic canals and lakes near Orlando on a 2-hour guided paddleboard or kayak tour

    5.0 483 reviews
    $49/ person

    Winter Park Clear Kayak Chain of Lakes Tour

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

    4.9 946 reviews
    $64/ person

    Private Boat Charter with Snorkeling & Water Toys

    Island-hop around Anna Maria with snorkeling gear and water toys on a private charter

    5.0 200 reviews

    Longwood Private Boat Tour: Island Hopping

    Customize a 4-hour private island-hopping adventure for families, up to 6 guests per boat

    5.0 200 reviews
    $649/ boat

    Anna Maria Island Family Fishing Charter for Kids

    Enjoy a 3-hour catch-and-release outing with kid-friendly fun, sandbar stops, and included drinks and gear

    5.0 200 reviews
    $525/ boat

    Egmont Key Snorkeling Charter for Families

    Island-hop for 4 hours with snorkeling and water toys, tailored for families

    5.0 200 reviews
    $649/ boat

    Silver Springs Clear Kayak with Manatees Orlando

    Paddle crystal-clear waters to spot manatees, monkeys, and more, guided by experts in Florida's largest spring.

    4.9 3.9K reviews

    2Hr Clear Kayak & Paddleboard Rental Orlando

    Explore Orlando’s calm lake system in transparent kayaks or stable paddleboards at your own pace

    4.9 3.9K reviews

    Clear Kayak Gator Tour at Silver Springs

    Paddle crystal-clear Silver Springs waters to observe alligators and abundant wildlife with expert guides

    4.9 3.9K reviews

    Bioluminescent Comb Jelly Clear Kayak Night Tour

    Paddle clear kayaks at night to witness glowing comb jellies and brilliant stars.

    4.9 3.9K reviews

    Clear Kayak Dolphin & Manatee Tour in Orlando

    Beginner-friendly paddle across a biodiverse lagoon to spot dolphins, manatees and stingrays

    4.9 3.9K reviews

    Date Night Glow Kayak & Champagne in Orlando

    Sip sparkling wine as LED-lit clear kayaks or boards glide across gator-free Lake Ivanhoe at sunset or under the stars.

    4.9 3.9K reviews
    $80/ vessel

    LED Night Glow Clear Kayak Tour on Lake Ivanhoe

    Glide across Lake Ivanhoe in a clear vessel illuminated by multi-color LEDs for a unique nighttime Orlando adventure.

    4.9 3.9K reviews

    Dog Paddleboard & Clear Kayak Tour in Orlando

    Learn paddleboarding or clear kayaking alongside your dog on a calm, gator-free Orlando lake.

    4.9 3.9K reviews

    Clear Kayak Tour at Sunset on Orlando Lakes

    Paddle crystal-clear kayaks or stand-up boards at sunset on calm Orlando lakes

    4.9 3.9K reviews
    $55/ kayak

    Clear Kayak Tour on Lake Ivanhoe, Orlando

    Glide over gator-free Lake Ivanhoe in transparent kayaks or stable paddleboards with expert guidance.

    4.9 3.9K reviews

    Emerald Cut Kayak Adventure in Apopka

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

    4.7 4.9K reviews
    $49/ person

    Orlando Kayak Tour on Secluded Blackwater Creek

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

    5.0 563 reviews
    $80/ person

    Manatee Kayak Tour at Blue Spring State Park

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

    5.0 563 reviews
    $70/ person

    Seaplane Tour Tavares: St. Johns River Wildlife

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

    5.0 259 reviews
    $260/ person

    Seaplane Tour Over Orlando Theme Parks & Gators

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

    5.0 259 reviews
    $200/ person

    Clear Kayak Bioluminescence Tour in Titusville

    Paddle clear kayaks at sunset to witness seasonal bioluminescence and wildlife in calm Merritt Island waters

    4.8 3.3K reviews
    $85/ person

    90-Minute Manatee & Dolphin Kayak Tour

    Paddle waterways on a 90-minute morning tour with chances to see manatees and dolphins

    4.8 3.3K reviews
    $50/ person

    Titusville Kayak Rentals: Half-Day to Overnight

    Choose flexible half-day to overnight rentals and paddle local waterways at your own pace.

    4.8 3.3K reviews

    Can-Am ATV Rental at The Ranch

    Ride premium Can-Am ATVs on scenic forest trails for a thrilling 1-hour adventure

    5.0 2.8K reviews

    Sea Doo Jet Ski Rental

    Make waves on Orlando’s lakes during a 60-minute ride with fuel and safety gear

    $120/ jet ski

    Wildlife Paddling on Silver River with Shuttle

    Paddle 5 miles downstream on Silver River and ride a shuttle back for a relaxed, wildlife-rich adventure

    5.0 483 reviews
    $119/ person

    Anna Maria Island Private Dolphin & Snorkel Tour

    Spot dolphins and enjoy sandbar swims, snorkeling, and paddle boarding on a private 2-hour outing

    5.0 200 reviews
    $385/ boat

    Clear Kayak Bioluminescence Tour in Orlando

    Experience glowing bioluminescence and stargazing on a beginner-friendly clear kayak or paddleboard adventure.

    4.9 3.9K reviews

    Downtown Orlando Clear Kayak Happy Hour at Sunset

    Sip your favorite drink while paddling gator-free Lake Ivanhoe at sunset, just minutes from downtown Orlando.

    4.9 3.9K reviews

    Manatee Kayak Tour at Blue Springs Orlando

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

    4.9 1.5K reviews
    $80/ person

    Orlando Alligator Kayaking Experience

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

    4.9 1.5K reviews
    $100/ person

    Cruise Harris Chain Lakes in 10 Person Pontoon

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

    4.8 301 reviews

    Kissimmee Cypress Forest Kayak Tour with Guide

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

    4.8 729 reviews

    Explore the Charm of Winter Springs

    Winter Springs is a delightful community where natural beauty meets suburban tranquility. Known for its lush parks and scenic trails, this area offers an inviting escape from the hustle and bustle of nearby cities. The town's commitment to preserving green spaces makes it a haven for outdoor enthusiasts looking to explore Florida’s unique landscapes.

    Begin your adventure at Central Winds Park, where you can enjoy walking paths shaded by towering oaks or catch a local sports game on well-maintained fields. For those who love nature walks, the Cross Seminole Trail provides miles of picturesque pathways perfect for biking or leisurely strolls through serene surroundings. If you're visiting in springtime, don't miss the annual Winter Springs Festival of the Arts—a vibrant celebration that showcases local talent with live performances and art displays.

    For a taste of history blended with charm, head over to Tuscawilla Country Club which offers not just golf but also beautiful views across manicured greens. Afterward, unwind at one of Winter Springs' cozy cafes or family-owned restaurants offering delicious fare that reflects both Southern hospitality and modern culinary trends. Whether you're exploring tree-lined streets or savoring quiet moments by Lake Jesup's edge, Winter Springs promises memorable experiences wrapped in warmth and authenticity.

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