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Explore Greetwell

Explore extraordinary experiences in 500+ destinations

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Adventure & Active

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Questions? We're here to help.Real people, 7 days a week.

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  • The Ultimate List: 15 Best Things to Do in San Diego (Updated 2026)
  • Best 242

    things to do in Kissimmee, FL

    Showing 121-144 of 242 results
    Self-Drive Blue Slingshot Rental in Apopka

    Self-Drive Blue Slingshot Rental in Apopka

    Take the wheel of a blue Slingshot

    4.8 • 16 reviews
    $212/ slingshot
    Winter Haven 4-Hour Pontoon Cruise With Lunch Stop

    Winter Haven 4-Hour Pontoon Cruise With Lunch Stop

    Cruise connected lakes with a captain-led lunch stop and local stories

    5.0 • 38 reviews
    $113/ person
    Zip Line & Treetop Adventure Park in Kissimmee

    Zip Line & Treetop Adventure Park in Kissimmee

    Book a 10+ group treetop course with giant zip lines and team-ready add-ons

    4.7 • 1.4K reviews
    $61/ person
    Jet Ski Rental on a Private Lake in Clermont

    Jet Ski Rental on a Private Lake in Clermont

    Ride a Jet Ski on a private lake with safety instruction

    4.7 • 1.3K reviews
    $63/ jet ski
    22' Pontoon Boat Rental on the Winter Haven Chain of Lakes

    22' Pontoon Boat Rental on the Winter Haven Chain of Lakes

    Take the helm and explore lakes linked by canals

    4.7 • 584 reviews
    $339/ boat
    Private Airboat Swamp Tour in Kissimmee

    Private Airboat Swamp Tour in Kissimmee

    Your own boat and captain for a private swamp outing

    4.9 • 37 reviews
    $2,017/ boat
    20-Minute Orlando Theme Park Helicopter Tour

    20-Minute Orlando Theme Park Helicopter Tour

    See Orlando’s major theme parks from the air on a 40-mile helicopter route

    4.8 • 2.1K reviews
    $154/ seat
    Daily Cabana Rental in Longwood

    Daily Cabana Rental in Longwood

    Gather in a renovated cabana with a summer kitchen and grill

    4.6 • 4.9K reviews
    $367
    Private Horseback Trail Ride at Lake Louisa State Park

    Private Horseback Trail Ride at Lake Louisa State Park

    Share the trails with your favorite people and wranglers focused on your group

    4.9 • 864 reviews
    $575& up
    23' Sailboat Rental on Lake Fairview, Orlando
    5 to 6

    23' Sailboat Rental on Lake Fairview, Orlando

    Take the helm for a sail on Lake Fairview

    4.7 • 169 reviews
    $96/ boat
    Magic Kingdom Twilight Helicopter Tour

    Magic Kingdom Twilight Helicopter Tour

    Twilight helicopter views of Magic Kingdom Park and Orlando landmarks

    4.8 • 1.4K reviews
    $178/ person
    Family-Friendly Pedal Boat Rental in Orlando
    Up to 2

    Family-Friendly Pedal Boat Rental in Orlando

    Slow down and enjoy the lake at your own pace

    5.0 • 16 reviews
    $45/ boat
    Old Town Ferris Wheel Ride

    Old Town Ferris Wheel Ride

    Ride high above Old Town, then enjoy an all-American meal

    4.6 • 38K reviews
    $17/ ticket
    Orlando 24-Hour Moped Rental

    Orlando 24-Hour Moped Rental

    Easy automatic moped rides around International Drive

    5.0 • 4 reviews
    $150/ moped
    2-Hour Aerial Obstacle Course in Kissimmee

    2-Hour Aerial Obstacle Course in Kissimmee

    Climb, swing, and zip through a pine forest

    4.7 • 1.4K reviews
    $6/ person
    Family UTV Guided Tour in Clermont

    Family UTV Guided Tour in Clermont

    Follow a guide across 15 miles of off-road trails

    4.7 • 1.3K reviews
    $428
    22' Pontoon Boat Rental on the Winter Haven Chain of Lakes
    Up to 12

    22' Pontoon Boat Rental on the Winter Haven Chain of Lakes

    Enjoy a relaxed lake outing with powered shade and room to unwind

    4.7 • 584 reviews
    $339/ boat
    Wekiwa Springs Self-Guided Paddleboard Rental

    Wekiwa Springs Self-Guided Paddleboard Rental

    Explore Wekiwa Spring at your own pace on a self-guided paddleboard outing

    4.5 • 58 reviews
    $51/ paddleboard
    Orlando 15-Minute Helicopter Tour

    Orlando 15-Minute Helicopter Tour

    See Orlando's theme parks and resorts from above on a 30-mile helicopter route

    4.8 • 2.1K reviews
    $111/ person
    VIP Cabana Rental in Longwood

    VIP Cabana Rental in Longwood

    Private riverside cabana with grilling space and a sandy waterfront area

    4.6 • 4.9K reviews
    $266
    Indian River Lagoon Bioluminescence Kayak Tour

    Indian River Lagoon Bioluminescence Kayak Tour

    Paddle after dark through seasonal glowing waters

    $73/ kayak
    Canoe Rental on Lake Fairview in Orlando

    Canoe Rental on Lake Fairview in Orlando

    Head out for a paddle with your partner or family

    4.7 • 169 reviews
    $45/ canoe
    Epic Universe Helicopter Tour Over Orlando

    Epic Universe Helicopter Tour Over Orlando

    A 20-mile aerial route past Orlando’s major theme parks

    4.8 • 1.4K reviews
    $133/ person
    Private Romantic Night Boat Cruise in Orlando

    Private Romantic Night Boat Cruise in Orlando

    Share a quiet evening on the water with someone special

    5.0 • 16 reviews
    $281
    1…567…11
    Boat Tours38Kayaking Tours30Boat Rentals20Helicopter Tours16Golf and Mini Golf9
    More
    • Horseback Riding8
    • Art Tours7
    • Fishing Charters7
    • Water Skiing7
    • Paddleboarding6
    • ATV Tours5
    • Outdoor Picnics5
    • Escape Games4
    • Food Tours4
    • Stand Up Paddle Boarding4
    • Theme and Water Parks4
    • Group Fitness Classes3
    • Jet Skiing3
    • Scenic Flights3
    • Self Guided and Passes3
    • Themed Experiences3
    • Zip Lining3