Orlando in September

By Sarah Harris
Published: July 18, 2024

Wondering what to do in Orlando? Don’t worry, we’ve got you covered! If you’ve never been to Florida, there's no better place to start! The entertainment capital of the South is packed with everything from world-famous theme parks and waterparks to fantastic shopping destinations and museums. The city is also home to many beautiful parks and wilderness reserves to be discovered. Come autumn time, the area has a lot of exciting activities and events, so be sure to check those out! So, if you’re planning to make the visit, have a read through our list of the best things to see and do in the area. Wherever your interests may lie, there’s sure to be something for you.

Explore the Area

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In September, Orlando can get pretty hot, and well... humid. If you’re looking to get away from all of the heat, why not head over to the Orlando Museum of Art? Founded by a group of art enthusiasts in 1924, the institute works to bring seminal pieces to a broad audience. Upon entrance, visitors can view an impressive collection of over 2,400 pieces, including paintings, sculptures, photography, and more. These works span from the 18th to 20th century and come from a broad spectrum of acclaimed international artists. We recommend setting a good few hours aside for this one since there’s a lot to see here.

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Since Florida is known for its beautiful tropical weather, it only makes sense that the state is home to some of the best nature reserves just waiting to be explored. Part of Everglades National Park, the Disney Wilderness Preserve stands out for its entirely unique ecosystem. No, really – this habitat is the only one of its kind currently found on earth! A total nature lover’s haven, the park has over 1,000 species of plants and animals on-site. At the park, you can take scenic strolls or off-road buggy tours to learn more about the environment and the animals which thrive there. Just remember to wear your comfiest walking shoes!

Find Fun Activities

Looking for something a little different? Well, look no further than the Museum of Illusions! Breaking away from the typical museum experience, the institute offers a totally unique sensory experience where nothing is quite as it seems. Upon entrance, you’ll be able to explore over 50 immersive exhibits which play with motion, color, shape, and space to twist the mind. Fan favorites include kaleidoscopes and holograms and tilted and reverse rooms. Don't forget to bring your phone so you can capture some snapshots of the incredible exhibits!

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If you’re looking to get into the true Florida spirit, what better place to be than Repticon Kissimmee? Taking place in late September, this two-day reptile show is a total must for any animal lovers in the area. Held in over 50 cities and 20 states, the festival recognized as one of the biggest animal expos of its kind. At the event, you’ll be able to get up close with a wide array of exotic reptiles in a safe and considerate way. In addition, you can attend live seminars and demonstrations to learn more about the animals and the different habitats which they come from. As fun as it is engaging, the festival provides a totally one-of-a-kind experience to remember.

Those who are travelling with family might be interested in the next item on our list. Spanning over 50 acres of gorgeous greenery, Harry P. Leu Gardens is an unmissable sight any time of the year. Standing out from other green spaces in the city, these tropical gardens showcase a wide array of exotic plants, thanks to founders Mr. And Mrs. Harry P. Leu, who scoured the world for unusual vegetation to bring back from their excursions. In early September, the park transforms into a magical forest with its Fairy Doors exhibition. At the event, you’re tasked to spot the beautiful wooden doors hidden around the park on some of the centuries-old trees. Bringing magic to life, this event would make the perfect family day trip.

Relax!

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Another one of our favorite things to do for the month of September in Orlando is checking out the Lakeridge Wine and Cheese Festival. Now over 10 years old, the event celebrates local artisan vendors and outstanding winemakers on the beautiful grounds of their lush vineyard. Culinary offerings cover a wide variety of cuisines and can be meat and seafood-forward, though Lakeridge also offers many alternatives for those with special dietary requirements. Throughout the weekend, there are outdoor performances, activities, winery tours and wine tastings to be enjoyed. If the aim of the game is to spoil you, then the festival sure does its job.

If you want to indulge your inner foodie, then Magical Dining might just be the festival for you! Running the whole way throughout the month, this event gives diners the opportunity to try out some local favorites at lowered prices. Living up to its name, the event offers delectable dishes across a wide array of cuisines from around the globe. Whether you’re looking for fine dining, a quiet romantic date spot, or something a little more casual, you’re sure to find something to suit your tastes. Explore the best that the city has to offer, with no holding back! Oh, and the best part? For every magical meal bought, $1, is donated to charity, so everyone benefits.

Orlando is known as ‘’The City Beautiful’', and with good reason. Spend a day in the area, and it defies you not to fall in love with it. Fall is a fantastic time to visit since the crowds will have thinned out, whilst the weather will still be summery. The best things to do there run the gamut – it‘s just up to you to choose! Looking for great family day trips? Head the Museum of Illusions for the ultimate day of fun. Or, discover the city’s artsy side at the Orlando Museum of Art. If you’re an outdoorsy type, spend a day at the Disney Wilderness Preserve. Whatever your pleasure, the city provides a wide array of attractions, activities, and festivals to be enjoyed. And now, you don’t have to miss a thing - to get the most out of your trip, try Go City’s All-Inclusive Pass or Explorer Pass. If you’d like to know more, connect with us on Instagram and Facebook. With Go City, you can see more, for less.

Sarah Harris
Go City Travel Expert

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The Best Winter Markets in Orlando for Festive Fun

When the holidays arrive in Orlando, the whole city kicks into celebration mode. Palm trees get twinkly, cocoa flows (yes, even in shorts weather!), and our markets transform into wonderlands packed with good cheer, quirky treats, and Florida-style festive fun. Whether you’re a planner mapping out every shopping stop or a laid-back browser who enjoys sampling peppermint everything, Orlando’s winter markets provide all the holiday feels you crave—plus plenty of surprises.  We’ve explored the city’s most delightful seasonal happenings, from European-style open-air markets to beloved neighborhood pop-ups, plus the big festive adventures you should build into your holiday trip. Get ready for gingerbread, glitter, and all the local flair you could want—and discover the best Orlando winter markets and magical holiday experiences that’ll have you counting the days until your visit.  Our favorite Orlando winter market experiences:  Lake Eola Holiday Market  Winter Park Christmas Market  Orlando Farmer’s Market—Holiday Edition  German Christmas Market at Avalon Park  Promenade at Sunset Walk Holiday Market  Enzian’s Annual Outdoor Holiday Market & Movie  Ivanhoe Village Jingle Eve  Winter Wonderland at Boxi Park  Night of a Million Lights at Island H2O Water Park  Winter Park Christmas Market  Charming downtown Winter Park pulls out all the festive stops with its annual Christmas Market in Central Park. Think winding brick paths, cheerful stalls, and trees strung with lights—all the ingredients for winter wonder, Florida style. This market feels like a warm hug: welcoming, walkable, and packed with gifts you’ll actually want to give (and get).  You’ll find artisan pottery, jewelry, candles, hand-knitted toys, and locally made foodie treats—hello, gingerbread popcorn and peppermint fudge! The market encourages plenty of snacking, so start with a warm beignet or apple cider, then scope out sweet and savory bites from food trucks and pop-up stalls. Caricature artists, carolers, and a mini-train for kids keep the whole family smiling.  After you’ve shopped and nibbled your way through the market, take a stroll up Park Avenue for boutique shopping, holiday window displays, and a coffee or glass of wine outside one of the many sidewalk cafés. The overall atmosphere is festive but relaxing, perfect for winding down after a day of Orlando adventure.  Orlando Farmer’s Market—Holiday Edition  Held every Sunday year-round, the Orlando Farmer’s Market gets an extra burst of magic during the holiday season. Picture the regular treasure trove of top-notch produce, baked goods, and plants—plus a serious upgrade in the festive department. This is our go-to for holiday bouquets, wreaths, and the city’s friendliest fruitcake purveyors.  What sets it apart? The focus on both fresh and quirky gifts. Local artists line the path with handmade woodwork, soy candles in winter scents, and watercolor prints of Lake Eola’s beloved swan boats. Bakery popups roll out ginger cookies and mini pies, while food trucks ladle up hot chowders and creative holiday lattes.  Kids love the crafts tent and Santa photo ops, and the grownup crowd enjoys live acoustic sets and seasonal mimosas. The market’s dog-friendly, so your furry family members can join in the festive fun (bandana in holiday plaid, obviously).  German Christmas Market at Avalon Park  Orlando goes full European with the annual German Christmas Market in Avalon Park. This is as close as you’ll get to a Bavarian winter fest in the subtropical sun—a merry maze of stalls selling gingerbread hearts, wooden toys, and classic imported decorations, plus music and food straight out of Munich.  From your first whiff of cinnamon and roasted nuts, you’ll be hooked. Vendors sell crisp potato pancakes, bratwurst on crusty rolls, hot mulled wine, and decadent stollen—all perfect for eating while you wander. Peruse handmade ornaments, nutcrackers, and gifts from local crafters.  After dark, the market glows with fairy lights and feels like a cozy little village. This is a great outing if you're missing the traditions of a Northern holiday but appreciate browsing in a T-shirt. Regular performances of oompah bands and kids’ activities keep everyone smiling. Swing by for a spirited evening out—prost!  Enzian’s Annual Outdoor Holiday Market & Movie  Love your holiday shopping with a side of cult-classic movies? The Enzian Theater in Maitland hosts a standout outdoor holiday market each year, followed by their annual screening of “National Lampoon’s Christmas Vacation” (or other equally merry faves). The vibe here is retro, artsy, and full of creative energy.  Explore the market for screen-printed tea towels, quirky ceramic mugs, indie jewelry, and letterpress cards—great for scoring gifts with personality. Food trucks at the ready serve everything from tacos to vegan donuts. Don’t forget to check the seasonal cocktail bar for spiced wine or winter punch.  Dusk brings out the crowds as picnic blankets and lawn chairs claim a spot in front of the giant outdoor screen. There’s something about watching Chevy Chase’s Christmas chaos under the stars (and moss-draped oaks) that just hits different. If you love blending festivity with film, this is an Orlando event not to miss.  Ivanhoe Village Jingle Eve  In the creative heart of Orlando, Jingle Eve in Ivanhoe Village kicks the winter season into high gear with a market-meets-block-party event spread out across the neighborhood. This is more than shopping—it’s sipping, strolling, and discovering hidden gems among art studios, indie boutiques, and historic haunts.  Stroll through rows of vendors peddling holiday crafts, vintage ornaments, jewelry, and upcycled homewares—there’s always something new and unexpected here. Food trucks and pop-up bars pep up the scene with holiday punch, booze-infused hot chocolate, and charcuterie cones, all to a soundtrack of local bands and roving carolers.  Don’t skip the annual “Boat Parade of Lights” on Lake Ivanhoe or the free wine walk, where local shops pour samples as you browse. The area’s creative, alternative vibe means you’re as likely to find a punk rock Santa as you are peppermint bark. It’s the kind of event that feels iconic to Orlando—friendly, a little quirky, and always fun.  Winter Wonderland at Boxi Park  Boxi Park in Lake Nona transforms its outdoor shipping-container village into a festive wonderland each winter with faux snow, pop-up shops, and a packed calendar of holiday events. This market hits that sweet spot between family-friendly and foodie heaven.  Vendors run the gamut: find handmade wooden puzzles, chunky knit hats (yes, Orlando gets a few cool nights!), and local artwork for gifting. The food scene makes it a real destination—think Nashville chicken sliders, lobster roll bites, barbecue tasting plates, and epic gourmet fries, all served from on-site containers alongside local craft beer and cocoa-to-go.  There are kid zones with crafts and visits from Santa, plus live holiday music and Instagram-perfect backdrops for every age. Whether you’re wrangling little ones, meeting friends, or out for date night, Boxi Park’s cheery scene makes every visit memorable. We recommend capping off the night with s’mores toasted tableside and a seasonal brew.  Night of a Million Lights at Island H2O Water Park  If you want jaw-dropping holiday sparkle, Night of a Million Lights at Island H2O Water Park is the event to build your holiday trip around. The market element here is surrounded by a full spectacle—millions of synchronized lights, dancing fountains, and themed photo ops at every turn. It’s immersive, vibrant, and pure, glittery fun.  Wander the decorated park spotting pop-up holiday market kiosks with art, gifts, and edible treats. From peppermint bark to personalized ornaments and local art, you’ll check off gifts on even the trickiest list. Hot cocoa and seasonal snacks pop up throughout, so there’s plenty to nibble as you explore.  The real draw? Holiday lights pulse to music, illuminated tunnels beckon for selfies, and surprise performances (think acrobats or choreographed Christmas dancers) pop up all evening. You’ll leave feeling the holiday high, arms full of gifts and your camera roll overflowing.  Ready for Your Orlando Winter Market Adventure?  Orlando’s winter market scene mixes just enough tradition with a helping of playful local flavor. From downtown’s community charm to markets bursting with international food, and show-stopping light displays that dazzle everyone, there’s a holiday adventure waiting at every turn. Bring an extra tote (or three!), keep your eyes peeled for the perfect artisan gift, and let yourself get swept up in Orlando’s unique brand of holiday cheer—all under sunny winter skies.    Like this? Check out our secret guide to Orlando’s hidden gems, or browse the city’s market scene.     Step up your sightseeing with Go City®  We make it easy to explore the best a city has to offer. We’re talking top attractions, hidden gems and local tours, all for one low price. Plus, you'll enjoy guaranteed savings, compared to buying individual attraction tickets.  See more, do more, and experience more with Go City®– just choose a pass to get started! 
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LEGOLAND® Florida vs. Fun Spot America: Your Orlando Thrill Guide

Planning a trip to Orlando can sometimes feel like sorting a bucket of loose LEGO® bricks: colorful, exciting, a little overwhelming, and loaded with possibilities. With the city bursting at the seams with theme parks, picking where to spend your precious holiday hours is no small task! Two gems that always spark curiosity—LEGOLAND® Florida and Fun Spot America—offer very different spins on family fun. Whether you’re craving bright, brick-built worlds or the whoosh of wild coasters, our guide will walk you through everything you need to know to choose the park that fits your group’s vibe, energy level, and appetite for fun.  The Lowdown  LEGOLAND® Florida  Location: Winter Haven, about 45 minutes from Orlando proper  Top draw: 150 acres packed with rides, stunning LEGO® creations, and a water park (seasonal)  Perfect for: Kids ages 2-12, LEGO® fans, families  Cool factor: Miniland USA’s tiny cities, LEGO® -themed roller coasters, and a lush botanical garden  Extras: Onsite LEGO® hotels, immersive experiences, special events    Fun Spot America Orlando  Location: Heart of International Drive, minutes from Universal and Disney  Top draw: Classic wooden coaster (White Lightning), multi-level go-karts, carnival rides, and arcade  Perfect for: All-ages thrill-seekers, classic amusement park lovers, quick fun  Cool factor: Free admission, pay-as-you-play, unlimited wristbands available  Extras: SkyCoaster, bumper cars, and an old-school fairground feel  Sounds good, tell me more...  Okay, so which one is most impressive?  LEGOLAND® Florida stands out for its unique creativity—where else can you see cities built from meticulously snapped-together bricks or zip around on a LEGO® dragon? The park’s scale means you can easily spend a full day (or two!), discovering world-building on an epic scale. Little surprises hide around every corner—talking figures, intricate mosaics, and whimsical shows. Everything here leans into adventure for kids, with gentle thrills tailored for toddlers up to tweens.  Fun Spot America, meanwhile, impresses with its flexibility and old-school appeal. You don’t need to plan your whole day around it—just pop in, grab some instant excitement, and move on to your next Orlando adventure. Its rides hit that sweet spot between adrenaline and nostalgia. The multi-level go-karts are a highlight, and climbing onto the SkyCoaster, you’ll appreciate just how high you’re soaring over the city’s colorful skyline. Whether it’s your first time or your fifth, the fun is just as real.  Which one is more fun?  They both bring a riot of energy, but in their own ways. LEGOLAND® shines for immersive worlds, hands-on play and the simple delight of creating something together. Families love the cooperative spirit—build memories (and castles), solve puzzles, and laugh through interactive shows. The magic sits in the details: the smell of fresh bricks, mischievous LEGO®  characters posing for photos, and the palpable sense of discovery.  Fun Spot America races ahead for classic, visceral thrills. The sensation of wind in your hair as you barrel down a go-kart track, the rush of White Lightning, and the giddy freedom of hopping from ride to ride at your own pace. It beckons groups of friends, teens, and anyone who wants that old-fashioned, no-fuss thrill with a sprinkle of nostalgia.  Which is more beautiful?  LEGOLAND® Florida’s lush, colorful sprawl wins here. The park weaves through a lush former botanical garden, with towering pines framing scenes of minifigs, rainbow-bright brickwork, and shimmering lakes. Paths wind you between whimsical LEGO® sculptures, splashing water features, and flower gardens where the colors pop in every direction. Sunshine or storm, LEGOLAND® always looks vibrant—and the natural surroundings ensure you don’t forget you’re in sunny Florida.  Fun Spot America channels a lively fairground charm. Neon lights, classic rides, vibrant signage, and sunsets over International Drive create a fun, energetic setting. When the coasters light up in the evening, and popcorn scents waft through the park, you get that warm, buzzing carnival glow that feels like summer year-round.  Which has the better view?  At LEGOLAND® Florida, climb the Island in the Sky rotating platform to get sweeping vistas of Lake Eloise and the surrounding park. The lakefront setting offers plenty of spots to pause and admire the water sparkling among the bricks. The botanical gardens also serve up scenic respites if you need to recharge.  Fun Spot America’s Ferris wheel and SkyCoaster both offer fantastic, if heart-thumping, perspectives. The SkyCoaster in particular gives you a bird’s-eye view of International Drive and the neon-drenched stretch of Orlando’s world-famous tourism strip. After dark, when the park lights flare up, the sight is pure magic.  How do I get there?  LEGOLAND® Florida sits about 45 minutes by car from Orlando’s theme park area. There’s no direct public transit from International Drive, but LEGOLAND® operates a dedicated shuttle from the I-Drive 360 / ICON Park area—reservations are a smart move as it fills fast.  Fun Spot America Orlando is right off International Drive, between Universal Orlando Resort and ICON Park. Lynx buses stop nearby, and it’s a short Uber or Lyft from major hotels. Its central location means you can combine your visit with other I-Drive or Universal attractions in the same day, no problem.  Best choice for families, couples or friends  Families with young kids lean toward LEGOLAND® Florida. With age-appropriate rides, interactive play zones, and gentle attractions, it’s especially welcoming for children aged 2-12. The themed hotels enhance the experience, letting little ones play right up until bedtime.  Friends and groups of mixed ages often gravitate to Fun Spot America. Its ride selection, go-karts, and arcade hit all the right notes for teens, adults, or anyone wanting a short, punchy burst of excitement. You can arrive late, catch the after-dark lights, and head out for a night in Orlando with ease.  Couples can enjoy either, but fun-loving duos will appreciate Fun Spot America’s cozy, slightly retro vibe for a spontaneous date night—especially if you’re the competitive type on a go-kart track!  I’ve got fidgety kids to entertain— which has more ‘hands-on’ activities?  LEGOLAND® delivers hands-on activities in spades. Kids build cars, race them, pilot boats, and tackle creative challenges daily. The LEGO® Creation Zones let your little engineers dig into bins of bricks, constructing wild contraptions (or following instructions—if that’s more your style). Character meet-and-greets, scavenger hunts, and live shows keep active minds engaged.  Fun Spot America leans into physical activity with go-kart races, bumper boats, and big, bouncy rides. The arcade—loaded with prize games—offers another way for kids to burn energy and win something cool.  What’s the accessibility like?  Both parks make accessibility a priority. LEGOLAND® Florida offers special ride passes for guests with disabilities, wheelchair rentals, and accessible pathways throughout the park. Detailed guides are available online and at guest services to help you plan your day.  Fun Spot America keeps things flexible, with step-free entrances on many rides and helpful staff to assist those with mobility questions. The relatively compact layout is especially friendly for those with strollers or mobility devices.  Best lunch spots nearby?  LEGOLAND® Florida  Granny’s Apple Fries (in the park)—legendary thick-cut fries dusted with cinnamon and sugar, served with a creamy dipping sauce. A must-try that’s unique to LEGOLAND® .  Bricks Family Restaurant (in the LEGOLAND® Hotel)—buffet-style, colorful decor, easygoing for groups, and even better for fussy eaters.  Harry's Old Place—just outside the park, classic Florida seafood spot with a lake view. Grab a Grouper Sandwich if you’re feeling adventurous. Casual, fun, and buzzing with locals.  Fun Spot America Orlando  Deli Fresh Cafe (in the park)—grab-and-go sandwiches, salads, and picnic-style snacks, perfect for quick bites between rides.  Mrs. Potato—wallet-friendly Brazilian comfort food just a few blocks away; try the loaded “rosti” (a giant stuffed hash brown), a local favorite.  Cafe Tu Tu Tango—a few minutes up International Drive, vibrant boho décor, tapas plates, artists painting at your table, and a lively buzz. Be sure to try their famous sangria if you swing by for brunch.  For those craving variety, International Drive’s ICON Park complex packs tons of eateries and even a food hall—perfect for picky eaters and snackers.  Where are the best photo opportunities?  LEGOLAND® Florida offers photo gold everywhere you look. Miniland’s micro cities look especially vibrant in the morning or late afternoon — when the sun casts long shadows between LEGO® buildings. Don’t skip the dragon coaster for a mid-action snap, and be sure to pose by the signature entrance archway. Gardens, bridges, and lakeside benches are prime for family photos.  Fun Spot America brings neon and thrill to your Instagram grid. The Ferris wheel at sunset turns a simple selfie into a glowing backdrop, while the SkyCoaster’s harnessed descent creates pure action shots (smiles guaranteed). After sundown, the park’s illuminated rides make for endlessly colorful, lively pictures.  We’re finished and thirsty— is there a decent bar in the area?  Near LEGOLAND® Florida:  The Twisted Teapot: Quirky tea room by day, stylish cocktail hideout after hours, with craft gin drinks and cozy, mismatched furniture—a real winner in Winter Haven.  Old Man Frank’s: Laidback lakeside bar known for live music, crisp beers, and deck seating on the water. The perfect way to wind down after a day with the kids.  Near Fun Spot America Orlando:  Icebar Orlando: A chilled-out spot—literally—where everything (including your glass) is carved from ice. Their signature “Firebird” cocktail will warm you right back up.  Miller’s Ale House: Friendly neighborhood hangout just around the corner, with dozens of draft beers, crowd-pleasing menu, and specials all week.  For a fancier toast, The Hampton Social at ICON Park pours craft rosé cocktails and fresh-spun seafood towers—great for people-watching and a little indulgence.  We’re finished and thirsty— is there a decent bar in the area?  Near LEGOLAND® Florida:  The Twisted Teapot: Quirky tea room by day, stylish cocktail hideout after hours, with craft gin drinks and cozy, mismatched furniture—a real winner in Winter Haven.  Old Man Frank’s: Laidback lakeside bar known for live music, crisp beers, and deck seating on the water. The perfect way to wind down after a day with the kids.  Near Fun Spot America Orlando:  Icebar Orlando: A chilled-out spot—literally—where everything (including your glass) is carved from ice. Their signature “Firebird” cocktail will warm you right back up.  Miller’s Ale House: Friendly neighborhood hangout just around the corner, with dozens of draft beers, crowd-pleasing menu, and specials all week.  For a fancier toast, The Hampton Social at ICON Park pours craft rosé cocktails and fresh-spun seafood towers—great for people-watching and a little indulgence.  Summary  When it comes to fun in Orlando, LEGOLAND® Florida and Fun Spot America both deliver adventure in completely different packages. LEGOLAND® is our pick for creative, gentle curiosity and multi-day wonder, while Fun Spot America nails nostalgic fairground thrills and flexible, come-and-go excitement. Whichever you choose, rest easy knowing you’re in for unforgettable experiences, unique to Orlando—and if you’re clever with your planning, you can even try both!  With Go City, you’ll make the most of your time and budget, exploring Tampa Bay, Orlando, and beyond for less, with one handy pass. Here’s to making your next Orlando vacation as vibrant and thrilling as you’ve been dreaming.    Like this? Why not check out our secret guide to Orlando’s hidden gems, or see LEGOLAND®  size up Disney World?  Step up your sightseeing with Go City®  We make it easy to explore the best a city has to offer. We’re talking top attractions, hidden gems and local tours, all for one low price. Plus, you'll enjoy guaranteed savings, compared to buying individual attraction tickets.  See more, do more, and experience more with Go City®– just choose a pass to get started! 
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