To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in [CITY] like hiking in the forests, camping in mountains, hanging by the cliffs and a lot more. An adrenaline rush is sure to have when one is out there on adventure. Whether it’s swimming, river rafting, rappelling , riding with motorcycle club or cycling with friends or just a weekend getaway near [CITY], we have got you covered.
Find your adventure and trips near [CITY].
## Trips & Adventures Events in Kissimmee - **Event Name**: Boots Bulls and Barrels at Silver Spurs Arena at Osceola Heritage Park - **Interested Audience**: - Count: 5 - **Date**: Sat Oct 03 2026 at 07:30 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/boots-bulls-and-barrels-at-silver-spurs-arena-at-osceola-heritage-park/2400029719673808 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZWQxMmQ5MDAtNmUxNS0xMWYxLTk4MGUtMzllNDRlOTY5MmE4LXJpbWctdzEyMDAtaDY3Ni1kYzQ2MWEwMS1nbWlyLnBuZz92PTE3ODIxMTc1ODg.avif - **Categories**: trips-adventures - **Event Name**: Boots Bulls and Barrels - **Description**: 📍 Venue: Silver Spurs Arena at Osceola Heritage Park 🏠 Address: 1875 Silver Spur Lane, Kissimmee, FL 34744 🌆 City: Kissimmee 📍 Location: 28.2979, -81.3688🌟 Be part of history at Boots Bulls and Barrels, an extraordinary gathering that wi - **Date**: Sat Oct 03 2026 at 07:30 pm – Sat Oct 03 2026 at 09:30 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/boots-bulls-and-barrels/3200030310957113 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Boots+Bulls+and+Barrels&date=Sat+Oct+03+2026+at+07%3A30+pm&bg=4 - **Categories**: trips-adventures, Contests - **Event Name**: Atlanta United 2 at Orlando City B - **Description**: 📍 Venue: Osceola County Stadium 🏠 Address: 631 Heritage Parkway, Kissimmee, FL 34744 🌆 City: Kissimmee 📍 Location: 28.2979, -81.3645🎉 Welcome to Atlanta United 2 at Orlando City B, where the impossible becomes possible and dreams take fl - **Date**: Sun Sep 20 2026 at 02:00 pm – Sun Sep 20 2026 at 04:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/atlanta-united-2-at-orlando-city-b/3200029570921206 - **Venue**: Osceola County Stadium - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Atlanta+United+2+at+Orlando+City+B&date=Sun+Sep+20+2026+at+02%3A00+pm&bg=2 - **Categories**: trips-adventures - **Event Name**: Chattanooga FC at Orlando City B - **Description**: 📍 Venue: Osceola County Stadium 🏠 Address: 631 Heritage Parkway, Kissimmee, FL 34744 🌆 City: Kissimmee 📍 Location: 28.2979, -81.3645✨ Enter a world of endless possibilities at Chattanooga FC at Orlando City B, where every moment tells a - **Date**: Wed Aug 19 2026 at 11:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/chattanooga-fc-at-orlando-city-b/3200029570287622 - **Venue**: Osceola County Stadium - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Chattanooga+FC+at+Orlando+City+B&date=Wed+Aug+19+2026+at+11%3A00+pm&bg=3 - **Categories**: trips-adventures - **Event Name**: Toronto FC II at Orlando City B - **Description**: 📍 Venue: Osceola County Stadium 🏠 Address: 631 Heritage Parkway, Kissimmee, FL 34744 🌆 City: Kissimmee 📍 Location: 28.2979, -81.3645🌟 Step into a world of wonder at Toronto FC II at Orlando City B, where extraordinary moments await! 🏛️ L - **Date**: Sun Sep 13 2026 at 07:00 pm – Sun Sep 13 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/toronto-fc-ii-at-orlando-city-b/3200029570841530 - **Venue**: Osceola County Stadium - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Toronto+FC+II+at+Orlando+City+B&date=Sun+Sep+13+2026+at+07%3A00+pm&bg=1 - **Categories**: trips-adventures - **Event Name**: Hike - Shingle Creek South (Steffee Landing) - **Description**: Join us for a fun hike at Shingle Creek South, starting from Steffee Landing—let’s explore nature together!About this EventHike - Shingle Creek South (Steffee Landing)Join us for a fun and shady in-person hik - **Date**: Sat Sep 26 2026 at 08:30 am – Sat Sep 26 2026 at 11:00 am (-04:00) - **Event URL**: https://allevents.in/kissimmee/hike-shingle-creek-south-steffee-landing/100001996355818995 - **Venue**: Osceola History Welcome Center - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czMvYmFubmVycy9kNTFjYWFjYTRiYjU2MmU2MGU4YmQ1YjdjMWY4MjE4Nzk1NWQ5MzQ0ODBmNWFlODM3MmUzMGQ1ZTA3ODQzZTgxLXJpbWctdzEwMDAtaDc1MC1kYzA4MDgwOC1nbWlyLmpwZz92PTE3ODU4MTk5Nzg.avif - **Price**: Free - **Categories**: trips-adventures, kids, trekking, dog - **Event Name**: Crown Legacy FC at Orlando City B at Osceola County Stadium at Osceola Heritage Park - **Date**: Sun Aug 30 2026 at 07:00 pm – Sun Aug 30 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/crown-legacy-fc-at-orlando-city-b-at-osceola-county-stadium-at-osceola-heritage-park/2400027936247225 - **Venue**: Osceola County Stadium at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czkvYmFubmVycy9kM2NjMWZmMC05NGE5LTExZjEtYmVmNC04YjMyNjczM2I0MDUtcmltZy13MTIwMC1oNjc1LWRjMTgxODE4LWdtaXIuanBnP3Y9MTc4NjM1OTI1NA.avif - **Categories**: trips-adventures, contests - **Event Name**: Talk Like a Pirate Day ! Let's Celebrate - **Description**: Ahoy mates! Join us in person to celebrate Talk Like a Pirate Day with fun, laughs, and pirate talk all around!About this EventTalk Like a Pirate Day ! Let's CelebrateAhoy, mateys - **Date**: Sat Sep 19 2026 at 12:00 pm – Sat Sep 19 2026 at 09:00 pm (-07:00) - **Event URL**: https://allevents.in/kissimmee/talk-like-a-pirate-day-lets-celebrate/100001985641998670 - **Venue**: Violet's Venom Brewery - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czgvYmFubmVycy9iY2RlYzQyYzAyY2QzMzQzNDlhMTFlMGJiYzY5MjI2MmU2NWM2ZjVlMTM2ZGNiZDRjYmRmZmQwYWJmYjdmNThmLXJpbWctdzEyMDAtaDE1OTQtZGMxYzFhMTUtZ21pci5qcGc_dj0xNzc0MTk4MDQ2.avif - **Price**: Free - **Categories**: fitness, trips-adventures - **Event Name**: Revenge of the Dreamers - **Description**: Step into a galaxy of thrills this spooky season as Revenge of the Dreamers delivers an unforgettable adventure. - **Interested Audience**: - Count: 10 - **Date**: Sun Sep 27 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/kissimmee/revenge-of-the-dreamers/200030527844819 - **Venue**: 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvOWYwMTQ0ZDNhNjQyNjNhMTUwODVkNTU5ZWJmYTE5NGJhM2E1YWNmNzJkNjJiNjMzOTExZGZhNGVkNzE0NjZiMy1yaW1nLXcxMjAwLWg2NzUtZGMzODE4MDgtZ21pcj92PTE3ODYyNDIwMTk.avif - **Categories**: trips-adventures - **Event Name**: Vacation in paradise - **Description**: 🌿 Princess Senses the Mangrove 🌿 Where nature, luxury, and serenity meet in one unforgettable escape ✨ Step into a world of calm with a Swim-Out Suite experience designed for pure relaxation and connection 🏊♀️💚 📅 August 13–17 (4 nights) 💰 $3,000 for 2 - **Interested Audience**: - Count: 3 - **Date**: Thu Aug 13 2026 at 03:00 am (-04:00) - **Event URL**: https://allevents.in/kissimmee/vacation-in-paradise/200030343146046 - **Venue**: Montego Bay, Jamaica - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy84MjUwYjhhNTRjNjhlMGIzNjI0MjMwZDZmNTMxMGMwODEwYjI3N2U0MjVkOTI0NTg5MGU0YWFkMDQyZjQzNjJlLXJpbWctdzEwMjQtaDE1MzYtZGMxODA4MDgtZ21pcj92PTE3ODYzODAyMjk.avif ## Trending Events in Kissimmee - **Event Name**: Kissimmee Scavenger Hunt For Couples - SHOW LOVE (Date Night!!) - **Description**: CITY LOVE SCAVENGER HUNT Date For Couples (Self-Guided) Enjoy your city scavenger hunt with fun digital activities along the way!About this Eventhttps://youtu.be/-2gjHn9I0_cCITY LOVE SCAVENGER HUNT FOR COUPLES - **Venue**: Recommended scavenger starting point or other city spot of your choice! (YOU MUST USE PDF TICKETS EMAILED FOR EVENT- NO MOBILE APP OR QR CODES ACCEPTED) - **Banner**: https://cdn-az.allevents.in/events7/banners/8d76ea5b65d367e75bfeba052b514e539c7869c0e7fa12a2d614b83eace5309e-rimg-w1200-h660-dc171816-gmir.jpg?v=1758488289 - **Event Name**: Promenade - Sunset Walk Labor Day Celebration September 4th thru 7th - **Description**: Join us for our End of Summer Celebration with 4 days of Non-Stop Entertainment, Artisan Markets, Car Shows and More this Labor Day Weekend!About this EventCelebrate the "Unofficial End of Summer - **Venue**: Promenade at Sunset Walk - **Banner**: https://cdn-az.allevents.in/events3/banners/36373c51ff2911636cfe90493e5028bf207d47824214787cf4817600b30f9319-rimg-w1200-h600-dc070713-gmir.jpg?v=1783528374 - **Event Name**: Orlando Tattoo Show - **Description**: Experience Central Florida's premier tattoo event featuring artists, vendors, competitions, entertainment, and more.About this EventThe Orlando Tattoo Show returns for its 5th edition September 11–13, 2026, at Osceola Her - **Venue**: Osceola Heritage Park - **Banner**: https://cdn-az.allevents.in/events3/banners/d576cead02c63c53ed40c299defabc7180e4caff451206d8e74ee38a5094cf67-rimg-w1200-h642-dcf8f8f8-gmir.jpg?v=1785607629 - **Event Name**: Jimmy Buffett Day at Margaritaville Resort Orlando 2026 - September 4th! - **Description**: Mark your calendars for the 3rd annual Jimmy Buffett Day and Margaritaville Day of Service on Friday, September 4, 2026!About this EventWelcome to the Annual Jimmy Buffett Day at Margaritaville Resor - **Venue**: Margaritaville Resort Orlando - **Banner**: https://cdn-az.allevents.in/events6/banners/fbfb66f4b2e6fc493809b598e67121c226718fe5130430041b9d722caba4c4c3-rimg-w1200-h705-dcefa765-gmir.jpg?v=1783717503 - **Event Name**: Showdown At The Net: Pittsburgh vs Tennessee & Texas A&M vs Stanford - **Description**: 📍 Venue: ESPN Wide World of Sports - State Farm Field House 🏠 Address: 700 Victory Way, Kissimmee, FL 34747 🌆 City: Kissimmee 📍 Location: 28.3376, -81.557🎉 Prepare to be amazed at Showdown At The Net: Pittsburgh vs Tennessee & Texas A&M v - **Venue**: ESPN Wide World of Sports - State Farm Field House - **Event Name**: Promenade - Sunset Walk "Trunk or Treat" Trick or Treating & Car Show - **Description**: Promenade "Trunk or Treat" Car & Truck Show - Candy distributed at every Show Car beginning at 5:00pm! Free Admission & Free ParkingAbout this EventPromenade at Sunset Walk - - **Venue**: Promenade at Sunset Walk - **Banner**: https://cdn-az.allevents.in/events4/banners/596ff8341384edc99a74156bac770ae8fcdc1dd27a39303ab551f3ec4a8dc1c5-rimg-w1200-h600-dc151b2f-gmir.jpg?v=1785331050 - **Event Name**: Black Forest Haunt — The Octoberfest Haunt - From Beer to Fear! - **Description**: Board the haunted tram and enter nearly one-third mile of dark forest, possessed animals, cages, live scares, and two container haunts.About this EventWhen the sun goes down, the celebration takes a terrifying turn at - **Venue**: Krush Brau Park - **Banner**: https://cdn-az.allevents.in/events2/banners/0f64e7c454bd56dc6c55c3ca6e9a8306767ca5caf0d52e151d8d0cb3664ac3b9-rimg-w1024-h1536-dc050403-gmir.jpg?v=1785331667 - **Event Name**: Krush Braus Annual Oktoberfest - **Description**: Join us at Krush Brau Park World Event Center for our 5th annual Oktoberfest at our massive German Beer GardenAbout this EventOktoberfest at Krush Brau!Get ready for an un - **Venue**: Krush Brau Park Portal Immersion Center - **Banner**: https://cdn-az.allevents.in/events1/banners/1e79626c69d6a15374dd525d3c56d13c66ef7a30711fedecbae5909a21ebc6bf-rimg-w1200-h600-dc14110a-gmir.jpg?v=1780810630 - **Event Name**: Willie Crespo, Billy Crespo, Kharim Santos, Lisa Lopez in Kissimmee - **Description**: 🎶 Don't Miss Lisa Lopez Live in Kissimmee on Saturday, September 26, 2026! 🎶 Are you ready to experience Lisa Lopez like never before? With chart-topping hits like Rumores, Si Quieres Verme Llorar and Seru00e1 El u00c1ngel - **Venue**: Sun On the Beach - **Banner**: https://cdn-az.allevents.in/events4/banners/10d324c0-59bd-11f1-9cc0-c1334642bbae-rimg-w1200-h675-dcf0f0f0-gmir.webp?v=1779880399 ## Browse Trips & Adventures Events by Date - [Trips & Adventures Events Today in Kissimmee](https://allevents.in/kissimmee/trips-adventures--today) - [Trips & Adventures Events This Weekend in Kissimmee](https://allevents.in/kissimmee/trips-adventures--this-weekend) - [Trips & Adventures Events in August in Kissimmee](https://allevents.in/kissimmee/trips-adventures--august) - [Trips & Adventures Events in September in Kissimmee](https://allevents.in/kissimmee/trips-adventures--september) ## FAQs - **Q**: What are the top Trips & Adventures events in Kissimmee? - **A:** Boots Bulls and Barrels at Silver Spurs Arena at Osceola Heritage Park (Sat Oct 03 2026 at 07:30 pm at Silver Spurs Arena at Osceola Heritage Park), Boots Bulls and Barrels (Sat Oct 03 2026 at 07:30 pm at Silver Spurs Arena at Osceola Heritage Park), Atlanta United 2 at Orlando City B (Sun Sep 20 2026 at 02:00 pm at Osceola County Stadium), Chattanooga FC at Orlando City B (Wed Aug 19 2026 at 11:00 pm at Osceola County Stadium), Toronto FC II at Orlando City B (Sun Sep 13 2026 at 07:00 pm at Osceola County Stadium). - **Q**: What are the top free Trips & Adventures events in Kissimmee? - **A:** Hike - Shingle Creek South (Steffee Landing) (Sat Sep 26 2026 at 08:30 am at Osceola History Welcome Center), Talk Like a Pirate Day ! Let's Celebrate (Sat Sep 19 2026 at 12:00 pm at Violet's Venom Brewery), Florida Kids and Family Expo (Sat, 22 Aug at Orange County Convention Center). - **Q**: What Trips & Adventures events are happening in Kissimmee in August 2026? - **A:** Chattanooga FC at Orlando City B (Wed Aug 19 2026 at 11:00 pm at Osceola County Stadium), Crown Legacy FC at Orlando City B at Osceola County Stadium at Osceola Heritage Park (Sun Aug 30 2026 at 07:00 pm at Osceola County Stadium at Osceola Heritage Park), Vacation in paradise (Thu Aug 13 2026 at 03:00 am at Montego Bay, Jamaica), Florida Kids and Family Expo (Sat, 22 Aug at Orange County Convention Center). - **Q**: How can I find Trips & Adventures events in Kissimmee? - **A:** You can discover upcoming Trips & Adventures events in Kissimmee on AllEvents.in. Browse by date, venue, or price to find events that match your interests. - **Q**: How do I buy tickets for Trips & Adventures events in Kissimmee? - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets. - **Q**: What are the popular venues for Trips & Adventures events in Kissimmee? - **A:** Some popular venues hosting Trips & Adventures events in Kissimmee include Silver Spurs Arena at Osceola Heritage Park, Osceola County Stadium, Osceola History Welcome Center. - **Q**: Who are the top organizers for Trips & Adventures events in Kissimmee? - **A:** Popular organizers hosting Trips & Adventures events in Kissimmee include Vivid Events, Seat Geek, Florida Native Plant Society - Pine Lily Chapter. - **Q**: Are there any online Trips & Adventures events available? - **A:** Yes, many Trips & Adventures events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere. - **Q**: How can I get notified about new Trips & Adventures events in Kissimmee? - **A:** Follow the Trips & Adventures category on AllEvents.in to get notified when new Trips & Adventures events are listed in Kissimmee. ## Category Banner - **Banner Image**: https://cdn2.allevents.in/transup/d4/526b9c2f9443799c294c7c3b6e3343/freepik__candid-photography-with-natural-textures-and-highl__27226-1.webp ## Trips & Adventurous Activities from nearby cities - [Trips & Adventurous Activities in Saint Cloud](https://allevents.in/saint-cloud-fl/trips-adventures) - [Trips & Adventurous Activities in Lake Buena Vista](https://allevents.in/lake-buena-vista/trips-adventures) - [Trips & Adventurous Activities in Belle Isle](https://allevents.in/belle-isle/trips-adventures) - [Trips & Adventurous Activities in Conway](https://allevents.in/conway-fl/trips-adventures)