Things to do in Longwood

    Discover amazing Longwood activities and premium in-home experiences.

    Longwood is a charming slice of old-world elegance married to modern living, where tree-lined streets and historic homes stand side by side with vibrant local shops and eateries. Known for its lush parks and engaging community events, this welcoming city invites visitors to explore the harmony between rich history and contemporary culture. Whether you're discovering hidden gems or enjoying outdoor adventures, Longwood offers an inviting escape that's both nostalgic and fresh.

    Popular Activities in Longwood

    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

    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

    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

    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

    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

    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

    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

    Cypress Forest Guided Kayak Nature Eco Tour

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

    4.8 729 reviews

    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

    Explore the Charm of Longwood

    Longwood is a delightful blend of history, nature, and community spirit. Known for its rich heritage and small-town feel, this city offers visitors a chance to step back in time while enjoying modern amenities. Begin your journey at the Historic District where Victorian-era architecture stands proudly amidst tree-lined streets. The Bradlee-McIntyre House Museum is a must-see for those interested in 19th-century design and local lore.

    For outdoor enthusiasts, Wekiva Springs State Park provides an escape into Florida's natural beauty just minutes from downtown Longwood. Here you can kayak along crystal-clear waters or hike through lush trails teeming with wildlife. If you're visiting during spring or fall, take advantage of the mild weather to explore these serene landscapes without the summer crowds.

    Food lovers will appreciate Longwood’s burgeoning culinary scene featuring everything from cozy cafes to eclectic eateries offering global flavors. Don’t miss out on trying some locally sourced dishes that highlight regional ingredients—perfect after a day spent exploring nearby attractions like Lake Jesup Conservation Area or Rock Springs Run Reserve. Whether you're here for relaxation or adventure, Longwood promises memorable experiences around every corner.

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