Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Concierge Support

    • Help Center
    [email protected](650) 414-7338

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Free Concierge Service
    Text or call (650) 414-7338
    Ask AIAI
    Ask AIAI

    Best 76 things to do in Winter Park, FL

    Showing 25-48 of 76 results
    Explore Rainbow River Paddleboard & Kayak Tour
    Kayaking Tours

    Explore Rainbow River Paddleboard & Kayak Tour

    Guided paddle tour on Rainbow River and Indian Creek

    Guided paddle tour on Rainbow River and Indian Creek
    $84/ person
    Paddleboard & Kayak Tour at Silver Springs State Park
    Kayaking Tours

    Paddleboard & Kayak Tour at Silver Springs State Park

    Guided paddle on Silver Springs with a photo and video package

    Guided paddle on Silver Springs with a photo and video package
    $84/ person
    2-Hour Winter Park Sunset Paddleboard & Kayak Tour
    Kayaking Tours

    2-Hour Winter Park Sunset Paddleboard & Kayak Tour

    Paddle or kayak Winter Park’s lakes and tropical canals with a guided 2-hour tour

    Paddle or kayak Winter Park’s lakes and tropical canals with a guided 2-hour tour
    $84/ person
    2-Hour Bioluminescence Paddleboard Tour in Merritt Island
    Stand Up Paddle Boarding

    2-Hour Bioluminescence Paddleboard Tour in Merritt Island

    Paddle after sunset and watch the Banana River glow

    Paddle after sunset and watch the Banana River glow
    $111/ person
    2-Hour Dolphin & Manatee Paddleboard Tour
    Stand Up Paddle Boarding

    2-Hour Dolphin & Manatee Paddleboard Tour

    Paddle Merritt Island mangroves with a guide and spot dolphins and manatees

    Paddle Merritt Island mangroves with a guide and spot dolphins and manatees
    $84/ person
    Private Paddleboard Lesson On Lake Conway
    Paddleboarding

    Private Paddleboard Lesson On Lake Conway

    Learn to paddleboard with a private pro lesson on calm Lake Conway

    Learn to paddleboard with a private pro lesson on calm Lake Conway
    $111& up
    Explore Anna Maria Island on a 6-Hour Island Hopping Cruise
    Boat Tours

    Explore Anna Maria Island on a 6-Hour Island Hopping Cruise

    Private 6-hour island-hopping charter for up to 6 guests

    Private 6-hour island-hopping charter for up to 6 guests
    5.0 • 200 reviews
    $1,124& up
    Explore Anna Maria Island on a 4-Hour Island-Hopping Cruise
    Boat Tours

    Explore Anna Maria Island on a 4-Hour Island-Hopping Cruise

    Private 4-hour island-hopping boat tour for up to 6 guests

    Private 4-hour island-hopping boat tour for up to 6 guests
    5.0 • 200 reviews
    $733& up
    Cruise Anna Maria Island on a 2-Hour Dolphin Tour
    Dolphin Watching

    Cruise Anna Maria Island on a 2-Hour Dolphin Tour

    Private 2-hour dolphin tour with sandbar stops for up to 6 guests

    Private 2-hour dolphin tour with sandbar stops for up to 6 guests
    5.0 • 200 reviews
    $435& up
    3-Hour Family Fishing Charter in Anna Maria Island
    Fishing Charters

    3-Hour Family Fishing Charter in Anna Maria Island

    Private family fishing trip with sandbar swim time for up to 6 guests

    Private family fishing trip with sandbar swim time for up to 6 guests
    5.0 • 200 reviews
    $593& up
    Private Egmont Key Snorkeling Charter in Cortez
    Snorkeling

    Private Egmont Key Snorkeling Charter in Cortez

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

    Island-hop for 4 hours with snorkeling and water toys, tailored for families
    5.0 • 200 reviews
    $733/ boat
    Island-Hopping Private Boat Charter From Anna Maria
    Boat Tours

    Island-Hopping Private Boat Charter From Anna Maria

    Private 3-hour island-hopping charter with snorkeling and paddle boarding for up to 6

    Private 3-hour island-hopping charter with snorkeling and paddle boarding for up to 6
    5.0 • 200 reviews
    $593& up
    Sunset Cruise in Anna Maria Island
    Sunrise and Sunset Tours

    Sunset Cruise in Anna Maria Island

    Cruise Anna Maria Island at sunset on a private boat for up to 6 guests

    Cruise Anna Maria Island at sunset on a private boat for up to 6 guests
    5.0 • 200 reviews
    $435& up
    Chocolate Kingdom Factory Tour in Orlando
    Chocolate Tours

    Chocolate Kingdom Factory Tour in Orlando

    Tour Chocolate Kingdom and see how beans become chocolate bars

    Tour Chocolate Kingdom and see how beans become chocolate bars
    4.7 • 3.3K reviews
    $24/ person
    Guided Clear Kayak Tour in Rock Springs
    Kayaking Tours

    Guided Clear Kayak Tour in Rock Springs

    Paddle Rock Springs in a clear tandem kayak with a certified guide

    Paddle Rock Springs in a clear tandem kayak with a certified guide
    4.9 • 3.1K reviews
    $138/ person
    Kayak Rock Springs Run Emerald Cut Guided Tour
    Kayaking Tours

    Kayak Rock Springs Run Emerald Cut Guided Tour

    Paddle the Emerald Cut with a 2-hour guided kayak tour and swim stops

    Paddle the Emerald Cut with a 2-hour guided kayak tour and swim stops
    4.8 • 5.5K reviews
    $66/ person
    2-Hour Clear-Bottom Kayak Tour in Apopka
    Kayaking Tours

    2-Hour Clear-Bottom Kayak Tour in Apopka

    Paddle the Emerald Cut on a 2-hour guided clear-bottom kayak tour

    Paddle the Emerald Cut on a 2-hour guided clear-bottom kayak tour
    4.8 • 5.5K reviews
    $100/ kayak
    Self-Guided 8.5-Mile Paddle From King's Landing
    Kayaking Tours

    Self-Guided 8.5-Mile Paddle From King's Landing

    Paddle 8.5 miles downstream with shuttle back to King’s Landing

    Paddle 8.5 miles downstream with shuttle back to King’s Landing
    4.8 • 5.5K reviews
    $72/ kayak
    Self-Guided 4-Hour Paddle on Rock Springs Run
    Kayaking Tours

    Self-Guided 4-Hour Paddle on Rock Springs Run

    Paddle out and back on Rock Springs Run from King’s Landing

    Paddle out and back on Rock Springs Run from King’s Landing
    4.8 • 5.5K reviews
    $61/ kayak
    VIP 2.5-Hour Kayak Tour at King’s Landing
    Kayaking Tours

    VIP 2.5-Hour Kayak Tour at King’s Landing

    Skip the paddle up the Emerald Cut with a golf cart ride, then float 2 miles by kayak

    Skip the paddle up the Emerald Cut with a golf cart ride, then float 2 miles by kayak
    4.8 • 5.5K reviews
    $100/ person
    Sunset Kayak Tour at King's Landing
    Kayaking Tours

    Sunset Kayak Tour at King's Landing

    Paddle the Emerald Cut at sunset with a guided kayak tour

    Paddle the Emerald Cut at sunset with a guided kayak tour
    4.8 • 5.5K reviews
    $66/ person
    Sunrise Guided Kayak Tour on Rock Springs Run
    Kayaking Tours

    Sunrise Guided Kayak Tour on Rock Springs Run

    Paddle the Emerald Cut at sunrise before the crowds

    Paddle the Emerald Cut at sunrise before the crowds
    4.8 • 5.5K reviews
    $66/ person
    4-Hour Everglades Airboat Eco Safari Tour
    Ecotours

    4-Hour Everglades Airboat Eco Safari Tour

    Explore Florida Everglades marshes by airboat with an educational captain-led tour

    Explore Florida Everglades marshes by airboat with an educational captain-led tour
    4.7 • 1.3K reviews
    $211/ person
    2-Hour Everglades Airboat Tour From Kissimmee
    Boat Tours

    2-Hour Everglades Airboat Tour From Kissimmee

    Ride a 2-hour Everglades airboat tour with US Coast Guard–licensed captains

    Ride a 2-hour Everglades airboat tour with US Coast Guard–licensed captains
    4.7 • 1.3K reviews
    $108/ person
    1234