To Travel the world is to travel within oneself. For all the adrenaline junkies out there are cool adventure events in Kissimmee 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 itβs swimming, river rafting, rappelling , riding with motorcycle club or cycling with friends or just a weekend getaway near Kissimmee, we have got you covered.
Find your adventure and trips near Kissimmee.
## Trips & Adventures Events in Kissimmee - **Event Name**: Boots Bulls and Barrels at Silver Spurs Arena at Osceola Heritage Park - **Interested Audience**: - Count: 10 - Avatar: https://lh3.googleusercontent.com/a/ACg8ocJ_8Ga1FPEA4mVLxgb-F1t3qrQ0P4Jt5o3HivRFkdeOLnxIfg=s96-c?sz=200 - Avatar: https://lh3.googleusercontent.com/a/ACg8ocJjsILY69MZVHvhKJxU2fpej4BWGsb4L7qCZe0RW4Cea0RyvGF4=s96-c?sz=200 - Avatar: https://www.gravatar.com/avatar/358b98fe067dc685965555aab7334000?s=100&d=identicon&r=g - **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**: π Venue: Silver Spurs Arena at Osceola Heritage Park π Address: 1875 Silver Spur Lane, Kissimmee, FL 34744 π City: Kissimmee π Location: 28.2979, -81.3688β¨ Embark on an extraordinary journey at Boots Bulls and Barrels, where every moment - **Date**: Sat Oct 03 2026 at 07:30 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**: Into the Unkown Market - **Description**: Come over the garden wall with us on October 18th. Shop 70+ vendors and jump into the forest that's over the garden wall, with treat trails and activities all event-long! - **Interested Audience**: - Count: 2 - **Date**: Sun Oct 18 2026 at 12:00 pm (-04:00) - **Event URL**: https://allevents.in/kissimmee/into-the-unkown-market/200030737470611 - **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/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEvYmFubmVycy8yNjJjYmQyNDBjNjFjN2QwNDJiMTBkOWM4Y2NmNzUyYTM4NzgzYzk1MDNiNWY3MDNhMjBjNmU1MGIzNzg4MWMwLXJpbWctdzEyMDAtaDY3NS1kY2M4NjgxOC1nbWlyP3Y9MTc5MDM1NDgzMQ.avif - **Categories**: trips-adventures - **Event Name**: Mexico City Capitanes at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park - **Date**: Thu Nov 12 2026 at 07:00 pm β Thu Nov 12 2026 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/mexico-city-capitanes-at-osceola-magic-at-silver-spurs-arena-at-osceola-heritage-park/2400028836467808 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy84MTU1YWIwMC1iYmExLTExZjEtOTkxMy0yMTU3NDQzN2UyMTMtcmltZy13MTIwMC1oNjc1LWRjMDg0ODg4LWdtaXIuanBnP3Y9MTc5MDY0Mzc3NQ.avif - **Categories**: trips-adventures, contests - **Event Name**: Long Island Nets at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park - **Date**: Thu Jan 21 2027 at 07:00 pm β Sun Mar 14 2027 at 05:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/long-island-nets-at-osceola-magic-at-silver-spurs-arena-at-osceola-heritage-park/2400028835521720 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9hMjJmMjQxMC1iYjhjLTExZjEtOTkxMy0yMTU3NDQzN2UyMTMtcmltZy13MTIwMC1oNjc1LWRjMDgwODA4LWdtaXIuanBnP3Y9MTc5MDYzNDgyMw.avif - **Categories**: contests, trips-adventures - **Event Name**: Delaware Blue Coats at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park - **Date**: Thu Jan 28 2027 at 07:00 pm β Sun Mar 07 2027 at 05:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/delaware-blue-coats-at-osceola-magic-at-silver-spurs-arena-at-osceola-heritage-park/2400028829177042 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy83ZDE1MTAwMC1iYjMxLTExZjEtOTkxMy0yMTU3NDQzN2UyMTMtcmltZy13MTE3OS1oNzYzLWRjMDgwODA4LWdtaXIuanBnP3Y9MTc5MDU5NTY3Mw.avif - **Categories**: trips-adventures - **Event Name**: Osceola Magic vs. Long Island Nets - **Date**: Thu Jan 21 2027 at 07:00 pm β Sun Mar 14 2027 at 05:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/osceola-magic-vs-long-island-nets/2300028803770819 - **Venue**: Silver Spurs Arena - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy80YWJlMzBhMC1iYjFkLTExZjEtYjNiMi00OWNlMTc5OTVhZDctcmltZy13MTIwMC1oNjc1LWRjMDg0ODg4LWdtaXIuanBnP3Y9MTc5MDU4NzAwMA.avif - **Categories**: trips-adventures - **Event Name**: Windy City Bulls at Osceola Magic - **Description**: π Venue: Silver Spurs Arena at Osceola Heritage Park π Address: 1875 Silver Spur Lane, Kissimmee, FL 34744 π City: Kissimmee π Location: 28.2979, -81.3688π Welcome to Windy City Bulls at Osceola Magic, where dreams come alive and possibi - **Date**: Mon Feb 01 2027 at 07:00 pm β Wed Feb 03 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/windy-city-bulls-at-osceola-magic/3200027127035915 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czQvYmFubmVycy82OGFlOTM3MC1mODIzLTExZWYtYjczZS00Yjk4MDFkMWE2MDAtcmltZy13MTIwMC1oNjc1LWRjMTMxNTE3LWdtaXIuanBnP3Y9MTc0MTAwMTY0NA.avif - **Categories**: trips-adventures - **Event Name**: Osceola Magic vs. Delaware Blue Coats - **Date**: Thu Jan 28 2027 at 07:00 pm β Sun Mar 07 2027 at 05:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/osceola-magic-vs-delaware-blue-coats/2300029785464629 - **Venue**: Silver Spurs Arena - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy80YWJlMzBhMC1iYjFkLTExZjEtYjNiMi00OWNlMTc5OTVhZDctcmltZy13MTIwMC1oNjc1LWRjMDg0ODg4LWdtaXIuanBnP3Y9MTc5MDU4Njk5Mg.avif - **Categories**: trips-adventures, contests - **Event Name**: Osceola Magic vs. Greensboro Swarm - **Date**: Mon Mar 22 2027 at 07:00 pm β Wed Mar 24 2027 at 09:00 pm (-04:00) - **Event URL**: https://allevents.in/kissimmee/osceola-magic-vs-greensboro-swarm/2300027118248634 - **Venue**: Silver Spurs Arena - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy80ZDUwZTk3MC1iYjFkLTExZjEtYjNiMi00OWNlMTc5OTVhZDctcmltZy13MTIwMC1oNjc1LWRjMDg3ODg4LWdtaXIuanBnP3Y9MTc5MDU4Njk5Ng.avif - **Categories**: trips-adventures - **Event Name**: Table 26: Kissimmee | Dinner with New Friends - **Description**: Life can feel lonely, especially when youβre on the grind. Make new friends over dinner every 26th of the month!About this EventEveryone has something to bring to the table...literally.When was the last time you di - **Date**: Mon Oct 26 2026 at 07:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/table-26-kissimmee-dinner-with-new-friends/100001903008091429 - **Venue**: Restaurant of the Week - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy84OGRhNmRjNzUxZTQ0MzBmMzE5YWE5M2RiZGZhODc1NTk1ZDg1ZmY4ZTkxMzIyMjNlZDFjYjY3YjUxM2VkYzQxLXJpbWctdzEyMDAtaDkwMC1kY2M0YmJhOC1nbWlyLmpwZz92PTE3NjI4NTUzODA.avif - **Price**: USD 23 - **Categories**: fitness, trips-adventures - **Event Name**: Greensboro Swarm at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park - **Date**: Mon Mar 22 2027 at 07:00 pm β Wed Mar 24 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/greensboro-swarm-at-osceola-magic-at-silver-spurs-arena-at-osceola-heritage-park/2400027671410357 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvYzQ3MzM0MDAtYmI1My0xMWYxLTk5MTMtMjE1NzQ0MzdlMjEzLXJpbWctdzEyMDAtaDY3NS1kYzE4MTgxOC1nbWlyLmpwZz92PTE3OTA2MTAzODg.avif - **Categories**: trips-adventures - **Event Name**: Noblesville Boom at Osceola Magic - **Description**: π Venue: Silver Spurs Arena at Osceola Heritage Park π Address: 1875 Silver Spur Lane, Kissimmee, FL 34744 π City: Kissimmee π Location: 28.2979, -81.3688π Journey into wonder at Noblesville Boom at Osceola Magic, where extraordinary exp - **Date**: Thu Feb 25 2027 at 07:00 pm β Thu Mar 25 2027 at 09:00 pm (-05:00) - **Event URL**: https://allevents.in/kissimmee/noblesville-boom-at-osceola-magic/3200030627901743 - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=Noblesville+Boom+at+Osceola+Magic&date=Thu+Feb+25+2027+at+07%3A00+pm&bg=4 - **Categories**: trips-adventures - **Event Name**: K-Pop Warriors - **Description**: π Venue: Events Center at Osceola Heritage Park π Address: 1901 Chief Osceola Trail, Kissimmee, FL 34744 π City: Kissimmee π Location: 28.299, -81.3667π Step into a world of wonder at K-Pop Warriors, where extraordinary moments await! ποΈ - **Date**: Thu Oct 01 2026 (-05:00) - **Event URL**: https://allevents.in/kissimmee/k-pop-warriors/3200030651691149 - **Venue**: Events Center at Osceola Heritage Park - **Banner**: https://dyn-image.allevents.in/generate-image?v=4&title=K-Pop+Warriors&date=Thu+Oct+01+2026&bg=5 - **Categories**: trips-adventures ## Trending Events in Kissimmee - **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**: Boots Bulls and Barrels at Silver Spurs Arena at Osceola Heritage Park - **Venue**: Silver Spurs Arena at Osceola Heritage Park - **Banner**: https://cdn-az.allevents.in/events10/banners/ed12d900-6e15-11f1-980e-39e44e9692a8-rimg-w1200-h676-dc461a01-gmir.png?v=1782117588 - **Event Name**: TEMA Foundation's 20th Annual Diwali Celebration - **Description**: Join The TEMA Foundation as we celebrate 20 years of Diwali tradition, culture, and community at our annual Diwali Celebration. Enjoy an evening filled with live performances, music, cultural entertainment, free food and refreshments, and free admission - **Venue**: 700 Generation Pt, Kissimmee, FL 34744-5957, United States - **Banner**: https://cdn-az.allevents.in/events7/banners/21e023f01fdd34adaef21bd2a50305eea2569fac4f661f00bdfa38387eb8f3e4-rimg-w1200-h500-dcf8f8f8-gmir?v=1790703660 - **Event Name**: Promenade & Orlando Health Breast Cancer Awareness Car & Truck Show - **Description**: Promenade Breast Cancer Awareness Car & Truck Show. 100% of Every Dollar raised benefits the Orlando Health Cancer Institute.About this Event"Promenade at Sunset Walk" - **Venue**: Promenade at Sunset Walk - **Banner**: https://cdn-az.allevents.in/events3/banners/58754be4280799e8e13e26097ad2d5f6a1a07603da3e275a413789d45a3828ab-rimg-w1200-h600-dcebc0c0-gmir.jpg?v=1784240298 - **Event Name**: Promenade Sunset Walk & Real Radio "Best of Challenge - Signature Edition" - **Description**: Promenade Sunset Walk Presents the "Best of Challenge" Signature Edition, Hosted by Real Radio 104.1's "The Jim Colbert Show" & DJ K1X.About this EventPromenade at Sunset Walk & Real Radio 104.1 present the - **Venue**: Promenade at Sunset Walk - **Banner**: https://cdn-az.allevents.in/events1/banners/575f1b1bf14c16dd2dacfcdee08757239e016e9b1714545ad225c921ef554611-rimg-w1200-h600-dc580808-gmir.jpg?v=1787386512 - **Event Name**: K-Pop Warriors Live Show - **Venue**: Events Center At Osceola Heritage Park - **Event Name**: In-person Free Robotics Workshop For Kids at Kissimmee, FL (7-14yrs) - **Description**: Searching for the best robotics classes for kids in Kissimmee, FL?Register for the Moonpreneur complimentary in-person workshop and transform your child's curiosity into creation. After our previous event got completely booked, we a - **Venue**: Hampton Inn & Suites Orlando-South Lake Buena Vista - **Banner**: https://cdn2.allevents.in/thumbs/thumb6ab4d253ec02a.jpg - **Event Name**: Kissimmee Collectorfest 2026 - Fall - **Description**: Florida Toy Shows presents: Kissimmee Collectorfest Fall 2026 ONE DAY ONLY! 9AM -4PM TOYS, GAMES, COMICS & MORE! NEW VENDORS + NEW INVENTORY = LOTS OF COOL STUFF! Admission: $10 ($15 for Early Bird) Kids Under 12 Free Free Hot Wheels for Kids What - **Venue**: Osceola Heritage Park - **Banner**: https://cdn-az.allevents.in/events6/banners/29dea3341b631b7bba9b923d25eb65e91178dc7def87b9fdb739596c7d3a7fce-rimg-w849-h474-dc081828-gmir?v=1788205584 - **Event Name**: Family Fall Festival - **Description**: A DAY OF FUN, FAMILY, COMMUNITY, AND A BRIGHTER SUTURE TOGETHERAbout this Eventπ Family Fall FestivalCelebrate the season with Womenβs Council of NAREB Orlando Chapter at our - **Venue**: EcoLove Nursery and Farm LLC - **Banner**: https://cdn-az.allevents.in/events9/banners/fe8adb85b07fa471c393dd242b08c0a0db12242e560b57024bc3ca39b37583c7-rimg-w1200-h600-dcf8f8e8-gmir.jpg?v=1789087625 ## 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 September in Kissimmee](https://allevents.in/kissimmee/trips-adventures--september) - [Trips & Adventures Events in October in Kissimmee](https://allevents.in/kissimmee/trips-adventures--october) ## 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), Into the Unkown Market (Sun Oct 18 2026 at 12:00 pm at 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States), Mexico City Capitanes at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park (Thu Nov 12 2026 at 07:00 pm at Silver Spurs Arena at Osceola Heritage Park), Long Island Nets at Osceola Magic at Silver Spurs Arena at Osceola Heritage Park (Thu Jan 21 2027 at 07:00 pm at Silver Spurs Arena at Osceola Heritage Park). - **Q**: What Trips & Adventures events are happening in Kissimmee this weekend October 2β4, 2026? - **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), Boots Bulls and Barrels at Silver Spurs Arena at Osceola Heritage Park (Sat, 03 Oct at 07:30 pm at Silver Spurs Arena at Osceola Heritage Park). - **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, 1901 Chief Osceola Trl, Kissimmee, FL 34744-6112, United States, Silver Spurs Arena. - **Q**: What is the price range for Trips & Adventures events in Kissimmee? - **A:** Prices for Trips & Adventures events in Kissimmee range from USD 23 to USD 23. Many events also offer free entry. - **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, Osceola Heritage Park. - **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 Williamsburg](https://allevents.in/williamsburg-fl/trips-adventures) - [Trips & Adventurous Activities in Belle Isle](https://allevents.in/belle-isle/trips-adventures) - [Trips & Adventurous Activities in Orlando](https://allevents.in/orlando/trips-adventures)