Booking

“This is one of the best artists in the area”

– Chade C., Shades of Brew
Live at the Historic Grand Theatre

I appreciate your interest in having me play for your event!

I’ll do my best to make your booking quick, easy, and hassle-free for you.

Plus, you’re in great hands as I’ve performed over 600 events!

“Our team danced and sang for two hours, and we are so glad we had Dylan there.”

– Jean G., Corporate Event Planner

This page is set up to answer most questions you may have about my music, services, and background.

Scroll down for more info, or simply click a link below:

How can I contact you?

For bookings, questions, and comments — please send me an email: 

dylan@dylansantiagomusic.com

Or for urgent inquiries — please call/text me at: 

503-428-3559

(If I don’t answer your phone call, please leave a message and I’ll get back to you shortly.)

Want to check my availability first? Click Here Now!

“Interactions with him were easy and professional. I can’t wait for a chance to work with him again.”

– Aubrey S., Walk MS Fundraiser

Do you play private events, weddings, etc?

Yes!

I’ve played for many private parties, corporate events, charities/non-profits, weddings, festivals, etc.

“Our guests loved Dylan’s vocals and acoustic ukulele set…We highly recommend!”

– Adrienne B., Newlywed
Dylan Santiago playing for a private party.

I’ll help make everything easy for you!

I’ll be sure to provide all sound/music/lighting equipment, show up early to set up, and guarantee a great musical experience!

Availability is limited, book now!

Are you interested in hosting a Living Room Concert? Find out more here!

“Dylan is bar none the nicest musician to work with”

– Jennifer B.

Do you offer any other (DJ/Karaoke) services?

Yes!

I also offer DJ, Karaoke, and MC services for your next event!

“Next time we need a dj, I will definitely be calling Dylan up!”

– Emily E., Newlywed

This includes all sound equipment, lighting, and microphones including:
1300 Watt Sound System with 2 PA Speakers
1200 Watt Subwoofer
10-Channel Sound Mixer and Cables
4 Wireless Microphones
Dance/Ambient Lighting
MC Announcements
Additional Equipment Upon Request
(TV/Projector, Extra lighting, Fog Machine, etc.)
Free Consultation
Playlist Creation
Early Setup
Quick, Easy, Clear Communication
Good Vibes and a Friendly Smile!

Availability is limited, book now!

“Dylan was a great DJ for our fundraising event”

– Harmonie J., Oregon Humane Society

Do you have liability insurance?

Yes!

If your venue/event requires performers to be insured, then I’ve got it covered with a $2,000,000 policy ($1,000,000 each occurrence)

Policy Number: PLF135685-CEPA158847

“Dylan went above and beyond for our ceremony”

– Niqui L. , Homes for Heroes

Do you have any music samples?

Of course! Listen to the following recordings:

Dylan Santiago – Bedhead (Solo)
Dylan Santiago – Alone Together (Solo)
Dylan Santiago – Linger Longer (Band)


And you can find more music through my social media links below!

“Your voice sounds so great with the tone of the uke!”

– Hannah C.

Where can I find you on social media?

Click a link below!

Youtube | Instagram

Spotify | Facebook

Apple | TikTok

Amazon

“Great music! Good vibes. Would listen again!”

– Grand P., Live Show Attendee

What are your solo performances like?

If you’re looking for a more intimate, acoustic setting, then I can play solo for you and your guests to enjoy.

We had Dylan play at our reception this weekend and he was incredible!

– Dee R., Newlywed

I can easily perform for up to 4 hours
Original songs, acoustic covers, or a mix of both
Cover songs of all genres available (Pop, Rock, Jazz, Etc.)
All sound and lighting equipment included
Early setup/sound check
Quick, Easy, Clear Communication
Good Vibes and a Friendly Smile!

Availability is limited, book now!

What are your band performances like?

I can play as a duo, trio, or 4-piece band (with guitar, bass, and drums added) for a fuller, livelier set — This ensemble is very flexible and works well in all kinds of spaces and venues.

“You’re the best music I’ve ever heard in person”

-Christian S.

We can easily perform for up to 4 hours
Original songs, acoustic covers, or a mix of both
Cover songs of all genres available (Pop, Rock, Jazz, Etc.)
All sound and lighting equipment included
Early setup/sound check
Quick, Easy, Clear Communication
Good Vibes and Friendly Smiles!

Availability is limited, book now!

You have a real gift and natural ability to connect with a crowd.

-Mike V., Singer/Songwriter

Do you play any specialty shows?

Yes!

Sublime (Band) photo

“I grew up in the 80’s and 90’s near Long Beach, California, so I love your Sublime covers. Very good.”

– Andrew M.

Are you a fan of Sublime? Me too!

“Sublime was an American reggae/punk/ska band from Long Beach, California, United States. A more detailed look at the band’s stylistic influences reveals a mix of reggae and dub, Ska, punk, progressive rock, acoustic rock, hip-hop, and dancehall.” (The Vogue)

You can bring “A Dylan Santiago Tribute to Sublime” to your venue and enjoy up to 2 hours of live hits including Santeria, What I Got, Badfish, Wrong Way, Doin’ Time and more!

Performances can be solo acoustic or with the full band.

Availability is limited, book now!

“Discovered Dylan at the Sublime tribute show he played and my whole family was blown away by his talent and energy!”

– Bean D.

Can you explain your style/music/history? (bio)

Check Out this Interview with Salem’s CCTV Show, “Voices of the Community”

Bio:
Once alone in a strange land with nothing but a backpack and a baritone-ukulele… Dylan Santiago set out to see the world and share his love of music.

From being kicked out of playing in the streets, rejected by venues, and ignored by labels — Dylan Santiago has now performed over 600 shows with his unique style of down-to-earth, ukulele vibes.

A prolific songwriter, Dylan Santiago has published over 100 original songs — most of which can only be heard live — that rival contemporary artists such as Jack Johnson and Jason Mraz.

You’re invited to join a tight-knit community of followers through his website where you’ll have access to unreleased music downloads, updates, giveaways, and more: https://dylansantiagomusic.com/

“You are certainly one of the hardest-working musicians in town, and we are happy about your success and how much you enjoy performing.”

Mark G. , Make Music Salem

When are you available to play?

If you’re interested in booking, Now is the time to do it! Current bookings are growing fast and they come on a first-come, first-serve basis.
Reserve now!

If time permits, I can play multiple shows on a single day.

Any bookings outside of these dates/times are available:
(*Playing w/ Band)


September 2025
Sept 3 – 9 | Unavailable
Sept 12 Fri | 7-9pm | Hops on Tap (Tigard)
Sept 13 Sat | 5-7pm | West Hills Vineyards (Salem)
Sept 14 Sun | 2-5pm | Cubanisimo Vineyards (Salem)
Sept 18 Thurs | 5-7pm | Park & Main (Carlton)
Sept 19 Fri | 4:30-6:30pm | The Inferno Restaurant (Independence)
Sept 19 Fri | 7:30-9:30pm | Gilgamesh: The River (Independence)
Sept 20 Sat | 5-8pm | NASO (Portland)
Sept 21 Sun | 10am-12pm | Gilgamesh: The River (Independence)
Sept 26 Fri | 2-3pm | Private Event (Keizer)
Sept 26 Fri | 7-9pm | Front Street Station* (Salem)
Sept 27 Sat | 6-8pm | Stomp By Croft Vineyards* (Salem)
Sept 28 Sun | All Day | Private Event — Invite Only* (Keizer)
October 2025
Oct 3 Fri | 6-9pm | Shades of Brew Taphouse* (Salem)
NEW ZEALAND/AUSTRALIA TRIP UNTIL 2027

Current bookings are growing fast and they come on a first-come, first-serve basis. Reserve now!

“Dylan’s music will inevitably make you smile. He has such a positive warm energy!”

-E.C. Rocha

Do you have any promo photos?

Click on a picture to see the full image:

I can also provide a customized social media poster for your event upon request!

Do you have any reviews/testimonials?

“This is one of the best artists in the area. Our customers flock to our location to see Dylan. He is professional and a great dude. The music is awesome and great for breweries and taphouses.”

– Chade C.

“Dylan made it super easy to pull off a wonderful surprise birthday. Exceptionally professional, super entertaining, and he took all my song suggestions and created an amazing performance enjoyed by everyone. Couldn’t have asked for better!”

– Bill B.

“We had a corporate retreat at the Oregon Gardens Resort, and Dylan was our DJ. He is fantastic. Our team danced and sang for two hours, and we are so glad we had Dylan there. He set up his equipment and even had a disco effect with lights. Thank you, thank you, thank you!”

– Jean G.

“Dylan was great! He brought fun vibrant energy to our event. Everyone was pleased with his energy on the mic and the sound quality. His setup was sleek. He came prepared with the notes I provided and ready with a positive attitude and an infectious smile…”

– Aubrey S.

“Dylan’s is very talented. He preforms at our senior community monthly and does an outstanding job. The residents love him! His politeness and warm personality is truly admirable.”

– Giselle S. M.

“We hired Dylan for a Luau event in our retirement community. Everyone absolutely loved him!”

– Haley

“Dylan DJ’d our wedding reception for us and did a great job. His equipment sounded great, and he worked with our other entertainment to make a seamless night…”

– Emily E.

“Thank you for the wonderful performance at our wedding! Our guests loved Dylan’s vocals and acoustic ukulele set. Dylan was also so kind and responsive in planning our event. We highly recommend!”

– Adrienne B.

“I work for a Non-profit that hosted an event for a severely injured veteran in Bend. Dylan went above and beyond for our ceremony. He arrived early, did an amazing job, and even accommodated some last minute requests…”

– Niqui L.

“Very well rounded. Perfect for a party.”

– David T.

“We had Dylan play at our reception this weekend and he was incredible! He blended live music and dj sets perfectly and was friendly, professional and has an incredible voice! We would absolutely hire him again!”

– Dee R.

“Dylan was amazing! He was able to perform short notice for us, brought all of his own equipment and was very prompt. On top of that, he was great with our residents and did very well engaging with them.
Thank you Dylan!”

– Mackenzie M.

“Dylan is bar none the nicest musician to work with, has the best rates and last but not least, a wonderful voice and terrific musical talent. We heard him at Eola Hills and knew he was perfect for my birthday party event.”

– Jennifer B.

“Dylan was a great DJ for our fundraising event. Given the limited guidelines I gave him, he excelled and provided a fantastic experience for our guests. Thank you, Dylan!”

– Harmonie J.

“Dylan did a wonderful job for my Easter celebration in my Assisted living facility! That was the most applause I have heard in a long time!! He played a great variety of music. We will definitely have him back!”

– Nikki V.

I look forward to playing for you!

Cheers,

Dylan