Experience food, art and all the feels with these cultural Magical Dining pairings.


Dinner and a show? Always. A gallery stroll before your new favorite restaurant? Absolutely. It’s easy to go beyond the table with Visit Orlando’s Magical Dining® presented by Orlando Health (Aug. 15 – Sept. 30, 2025) — just dine at participating restaurants and head to a local show or immersive art experience. With hundreds of events happening during the season, your night doesn’t have to end after dessert.

We’ve highlighted a few must-see shows, festivals and free cultural experiences to pair with your Visit Orlando’s Magical Dining plans. From solo adventures to big family and friends’ outings, low-key film nights to immersive club vibes — there’s something for every age and mood.

For more Magical Dining cultural pairings, visit ArtsinOrlando.com.

Orlando vacation planning made easy — and free. Make a complimentary appointment with Visit Orlando’s Vacation Planners at a time and date of your choosing for the latest insider advice, special offers and more ahead of your next visit.

Sounds of the City

This season’s soundtrack is live and local. With dozens of music-focused events, you can infuse your dining plans with anything from jazz and blues to Latin rhythms and global beats. Pair these concerts with restaurants in Orlando’s Audubon Park Garden District, City District Main Street, Ivanhoe Village Main Street, Mills 50® District and SODO Main Street District, as well as nearby Winter Park.

Guitarist Hiroya Tsukamoto at Timucua Arts Foundation in Orlando.
International Guitar Festival: Hiroya Tsukamoto at Timucua Arts

International Guitar Festival (Weekends, Aug. 1 – 23, 2025)

Get ready to vibe with epic string skills from around the world at the most intimate venue in town during this four-weekend festival, taking place at Timucua Arts Foundation in downtown’s SODO district.

Discover: Inside Timucua Arts Foundation

Groove Royalty (Aug. 16, 2025)

South American beats meet bold American vibes in this genre-blending jam led by drummer Pablo Aragona and a crew of powerhouse guest artists at Blue Bamboo Center for the Arts in Winter Park.

Discover: Things to Do in Winter Park

Sunset Serenades Classical Concert Series (Aug. 28, 2025)

Take in a golden hour concert with Rimma and Friends, blending Baroque, Romantic and more in the serene beauty of the Camellia Room at Harry P. Leu Gardens in Audubon Park.

Discover: Things to Do in Audubon Park

Classic Albums Live: Led Zeppelin II (Sept. 13, 2025)

Experience the hard-rock breakthrough performed by this extraordinary ensemble of musicians at Dr. Phillips Center for the Performing Arts, part of downtown’s City District.

Discover: Things to Do in City District

Ricky Sylvia and the Buzzcatz prepare to perform at the Orlando Shakes.
Ricky Sylvia & The Buzzcatz at Orlando Shakes

Crooners, Cool Cats & All That Jazz (Sept. 27 & 28, 2025)

At Orlando Shakes in Ivanhoe Village’s Loch Haven Park, step into vintage Vegas vibes with Ricky Sylvia & The Buzzcatz, serving up swingin’ jazz, soul and classics with a 10-piece band and special guest Carmen Harrell.

Discover: Things to Do in Ivanhoe Village

Center Stage

The curtain’s up on Orlando’s theater scene — from cult parodies to Broadway legends to locally produced immersive experiences. Pair these performances with restaurants in Orlando’s City District, Ivanhoe Village Main Street, Mills 50® District, SODO Main Street District and Restaurant Row near Universal Orlando Resort, plus Winter Park.

Anthology: Elemental by Creative City Project (August 15 – 17, 2025)

Creative City Project brings back its captivating literary experience Anthology: Elemental, an immersive evening of poetry, music and craft cocktails at Renaissance Theatre Company in Ivanhoe Village.

An audience claps at the Dr. Phillips Center for the Performing Arts in Orlando.
Dr. Phillips Center for the Performing Arts

The Music Man, in Concert by Central Florida Vocal Arts (Aug. 22 – 24, 2025)

March along to this timeless, toe-tapping musical classic filled with charm and Americana at the Dr. Phillips Center for the Performing Arts in City District.

Anna in the Tropics (Select Dates, Aug. 27 – Sept. 21, 2025)

A Pulitzer Prize-winning play that simmers with poetry, passion, and Cuban cigar smoke in 1920s Florida, presented at Orlando Shakes in Ivanhoe Village.

Nosferatu (Select Dates, Sept. 5 – Nov. 8, 2025)

Step into the shadows of this immersive vampire experience at Renaissance Theatre Company where you’ll wander through the lair of the undead — then party with the Coven at V-Bar, featuring dancers, drag and dark delights.

Stranger Sings! The Parody Musical (Select Dates, Sept. 19 – Oct. 5, 2025)

At Theatre South Playhouse on Orlando’s Restaurant Row, this hilarious offbeat parody dives into the upside-down with retro flair, outrageous laughs and a nostalgic twist on the cult hit.

Discover: Restaurant Row

Golden-Grove-Media-Toolkit-ShakespeareCenter-GGM.jpg
Orlando Shakes

Forever Plaid by The Winter Park Playhouse (Select Dates, Sept. 25 – Oct. 19, 2025)

A nostalgic musical comedy at Orlando Shakes that delivers harmony, humor, and heart in one smooth show.

The Wiz (Sept. 30 – Oct. 5, 2025)

This Broadway classic at the Dr. Phillips Center brings high-energy choreography, dazzling design and all the soul you’d expect from the Land of Oz.

Arts for All

Creative energy is everywhere — festivals, art nights, film fests, and free museum days. Dive in by pairing these events with restaurants in Orlando’s Ivanhoe Village Main Street, Mills 50® District, Thornton Park District and West Lakes Market Street District, plus Maitland near Winter Park.

Three women celebrate at the BLK Joy Festival in Orlando.
BLK Joy Festival

BLK JOY Festival (Aug. 16, 2025)

This family-friendly celebration of culture and creativity is back for its 5th year at Lake Lorna Doone Park, part of downtown’s West Lakes district.

Discover: Things to Do in West Lakes

Access for All at Orlando Museum of Art (Aug. 21 & Sept. 18, 2025)

Enjoy free admission as Orlando Museum of Art opens its doors to the community in Ivanhoe Village’s Loch Haven Park.

Discover: Local Museums & Galleries

3rd Thursday Art Walk (Aug. 21 & Sept. 18, 2025)

Pop into downtown galleries, meet artists and vibe with live performances at CityArts and the Orange County Regional History Center in downtown’s Thornton Park.

Discover: Things to Do in Thornton Park

Art Night (Sept. 6, 2025)

Enjoy a laid-back evening of contemporary art, wine and conversation in one of Orlando’s most welcoming arts spaces, Mills Gallery in the Mills 50 district.

An audience watches movies at the Global Peace Film Festival in Orlando.

Global Peace Film Festival (Sept. 16 – 21, 2025)

Thought-provoking films take center stage in this weeklong festival dedicated to inspiring peace and social change through storytelling. It will feature screenings in Orlando, Winter Park and Maitland; stay tuned for additional details.

Latin Festival of Performing Arts (FLAE) by Open Scene (Sept. 22 – 28, 2025)

One week. World-class Latinx theater, dance, music and visual art — all in one place at the Art & History Museums of Maitland near Winter Park.

Did You Know?

Every event and venue listed here is run by a local nonprofit. That means when you buy a ticket, you’re helping fund scholarships, free arts programs and job opportunities across Central Florida. We hope to see you at the shows!


Stay Connected to Orlando
You never know what we will dream up next. Connect with Visit Orlando’s Vacation Planning Services for free, personalized assistance, and follow us on Facebook, X, Instagram, TikTok, Pinterest, Threads and YouTube for valuable offers, exclusive tips, fresh attractions and the latest events. You can also subscribe to our eNewsletter for more information from Orlando: Theme Park Capital of the World.

Have feedback about this blog? Let us know.