I Can Play Original Songs!
I Can Play Over 400 Covers!
I can play up to 2 hours of Sublime covers!
I Can Play With A Band!
Enjoy a Solo Acoustic Performance for your Event!
Enjoy a Live Band for your Event! (4-piece, trio, or duo)
Enjoy a live DJ/MC for your Event!
Enjoy a little Karaoke for your Event!
Simple solo acoustic setup -- Can fit anywhere!
Simple DJ setup -- Can fit anywhere!
Are you looking for high-quality entertainment to elevate your event?
Book Dylan Santiago Now!
*Live Music, Event DJ, and Karaoke*
Hassle-Free, Clear Communication, and Excellent Service!
Dylan Santiago is a baritone ukulele playing, singer/songwriter who has traveled and performed around the world. His sound is similar to the styles of Jack Johnson/Jason Mraz/Ed Sheeran.
Since 2021, he’s become a full-time Entertainer — performing over 500 events for local businesses, weddings, private parties, corporate parties, large public events, and more!
Satisfaction guaranteed!
Current bookings are growing fast -- Availability is limited so book Dylan Santiago for your event now!
16 reviews
Aubrey S.
May 6, 2025Dylan 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. Interactions with him were easy and professional. I can't wait for a chance to work with him again. Thank you for helping to make our fundraising event so successful, Dylan!!
Hired as: DJ, Emcee
Jean G.
April 24, 2025We 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!
Hired as: DJ
Bill B.
April 23, 2025Dylan 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!
Hired as: Singer/Songwriter, Singing Guitarist, Singing Telegram, Ukulele Player
Nikki V.
April 19, 2025Dylan 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!
Hired as: Singing Guitarist
Dee R.
December 4, 2024We 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!
Hired as: DJ, Emcee, Ukulele Player, Wedding DJ, Wedding Singer
Dylan Santiago
Thank you so much for the positive review, Dee! I had a great time being a part of your special day. Congrats!
Price range: $300 and up
Languages: English, Spanish
Gig length: 30 - 480 minutes
Insurance: $2,000,000 - Insured by Great American Alliance, Policy Number: PLF135685, Certificate Number: CEPA158847
You can expect me to:
- Show up early (30+ min) to set up
- Bring all necessary sound and lighting equipment
- Introduce myself with a smile :)
- Create a fun, warm, and positive vibe
- Play excellent music on my Baritone Ukulele or
- Provide excellent DJ/MC/Karaoke services
- Help make your event extra special and perfect!
Are you looking for high-quality entertainment to elevate your event?
Book Dylan Santiago Now!
*Live Music, Event DJ, and Karaoke*
Hassle-Free, Clear Communication, and Excellent Service!
Dylan Santiago is a baritone ukulele playing, singer/songwriter who has traveled and performed around the world. His sound is similar to the styles of Jack Johnson/Jason Mraz/Ed Sheeran.
Since 2021, he’s become a full-time Entertainer — performing over 500 events for local businesses, weddings, private parties, corporate parties, large public events, and more!
Satisfaction guaranteed!
Current bookings are growing fast -- Availability is limited so book Dylan Santiago for your event now!
Saturday
Sporting Event
7:00am - 1:00pm
•
Washougal, WA
Saturday
Nonprofit Event
9:00am - 12:00pm
•
Bend, OR
Wednesday
Corporate Event
8:00pm - 10:00pm
•
Silverton, OR
Tuesday
Birthday Party
6:30pm - 6:45pm
•
Silverton, OR
Friday
Gig
6:00pm - 9:00pm
Saturday
Gig
6:00pm - 9:00pm
Friday
Gig
5:30pm - 8:30pm
Saturday
Gig
5:00pm - 7:00pm
Sunday
Wedding Reception
2:30pm - 5:00pm
•
Vancouver, WA
Friday
Gig
5:30pm - 8:30pm
Saturday
Gig
3:00pm - 5:00pm
Friday
Gig
6:00pm - 8:00pm
Friday
Gig
2:00pm - 3:00pm
Saturday
Gig
7:00pm - 9:00pm
Friday
Gig
7:00pm - 10:00pm
Saturday
Gig
7:00pm - 11:30pm
Saturday
Gig
3:00pm - 5:00pm
Saturday
Gig
8:00pm - 11:00pm
Friday
Gig
5:00pm - 8:00pm
Friday
Gig
2:00pm - 3:00pm
Friday
Gig
6:00pm - 9:00pm
Sunday
Gig
1:00pm - 4:00pm
Saturday
Gig
6:00pm - 9:00pm
Friday
Gig
2:00pm - 3:00pm
Saturday
Gig
9:00pm - 11:00pm
Saturday
Gig
4:00pm - 6:00pm
Saturday
Gig
12:00pm - 3:00pm
Friday
Gig
6:00pm - 8:30pm
Saturday
Gig
5:00pm - 7:00pm
Friday
Gig
8:00pm - 10:00pm
Saturday
Gig
1:00pm - 4:00pm
Friday
Gig
7:00pm - 9:00pm
Sunday
Gig
1:00pm - 4:00pm
Saturday
Gig
6:00pm - 9:00pm
Friday
Gig
6:00pm - 8:00pm
Thursday
Gig
5:00pm - 7:00pm
Sunday
Gig
1:00pm - 4:00pm
Saturday
Gig
8:00pm - 11:00pm
Saturday
Gig
4:00pm - 6:00pm
Friday
Gig
8:00pm - 11:00pm
Friday
Gig
2:00pm - 3:00pm
Saturday
Gig
7:00pm - 9:00pm
Friday
Gig
4:00pm - 7:00pm
Thursday
Gig
5:00pm - 7:00pm
Saturday
Gig
6:00pm - 9:00pm
Friday
Gig
8:00pm - 10:00pm
Sunday
Gig
11:30am - 2:30pm
Saturday
Gig
4:00pm - 6:00pm
Friday
Gig
12:00pm - 1:00pm
Saturday
Gig
3:00pm - 6:00pm
Saturday
Corporate Event
10:30am - 2:00pm
•
Portland, OR
Friday
Gig
6:00pm - 8:00pm
Friday
Gig
2:00pm - 3:00pm
Saturday
Gig
1:00pm - 4:00pm
Friday
Gig
8:00pm - 10:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Gig
8:00pm - 11:00pm
Saturday
Gig
2:00pm - 4:00pm
Friday
Gig
7:00pm - 9:00pm
Saturday
Gig
6:00pm - 9:00pm
Saturday
Nonprofit Event
9:00am - 12:00pm
•
Bend, OR
Friday
Gig
4:00pm - 7:00pm
Sunday
Gig
1:00pm - 4:00pm
Saturday
Gig
10:00am - 12:00pm
Friday
Make Music Day
4:00pm - 10:00pm
Friday
Gig
2:00pm - 3:00pm
Saturday
Gig
9:00pm - 11:00pm
Friday
Gig
4:30pm - 7:30pm
Saturday
Gig
8:00pm - 11:00pm
Saturday
Gig
12:00pm - 4:00pm
Friday
Gig
6:00pm - 9:00pm
Thursday
Gig
5:00pm - 8:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Gig
1:00pm - 4:00pm
Friday
Gig
2:00pm - 3:00pm
Friday
Gig
8:00pm - 11:00pm
Saturday
Gig
8:00pm - 11:00pm
Friday
Gig
2:00pm - 3:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Wedding Reception
6:30pm - 7:30pm
•
Happy Valley, OR
Friday
Gig
7:00pm - 9:00pm
Friday
Gig
8:00pm - 11:00pm
Sunday
Gig
3:00pm - 5:00pm
Saturday
Gig
3:00pm - 5:00pm
Saturday
Gig
8:00pm - 11:00pm
Friday
Gig
2:00pm - 3:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Gig
5:00pm - 7:00pm
Friday
Gig
8:00pm - 11:00pm
Saturday
Gig
7:00pm - 9:00pm
Friday
Gig
6:00pm - 9:00pm
Saturday
Gig
8:00pm - 11:00pm
Thursday
Retirement Community Event
3:00pm - 4:00pm
•
Corvallis, OR
Sunday
Gig
2:00pm - 4:00pm
Saturday
Gig
3:00pm - 5:00pm
Friday
Gig
6:00pm - 9:00pm
Friday
Gig
2:00pm - 3:00pm
Wednesday
Gig
11:30am - 12:30pm
Saturday
Wedding Reception
6:00pm - 10:00pm
•
North Plains, OR
Friday
Gig
8:00pm - 11:00pm
Monday
Gig
5:00pm - 8:00pm
Saturday
Gig
8:00pm - 11:00pm
Thursday
Gig
7:00pm - 9:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Gig
7:00pm - 9:00pm
Friday
Gig
6:00pm - 9:00pm
Friday
Gig
6:00pm - 8:30pm
Tuesday
Gig
6:00pm - 8:30pm
Saturday
Gig
7:00pm - 9:30pm
Friday
Gig
2:00pm - 3:00pm
Thursday
Gig
6:00pm - 8:30pm
Saturday
Gig
8:00pm - 11:00pm
Friday
Gig
6:00pm - 8:30pm
Sunday
Gig
12:00pm - 4:00pm
Saturday
Gig
12:00pm - 4:00pm
Thursday
Gig
6:00pm - 8:30pm
Sunday
Gig
12:00pm - 3:00pm
Saturday
Gig
8:00pm - 11:00pm
Saturday
Gig
12:00pm - 3:00pm
Friday
Gig
2:00pm - 3:00pm
Tuesday
Gig
6:00pm - 8:30pm
Sunday
Gig
12:00pm - 3:00pm
Saturday
Gig
12:00pm - 3:00pm
Thursday
Gig
6:00pm - 8:30pm
Sunday
Gig
12:00pm - 3:00pm
Saturday
Gig
12:00pm - 3:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Halloween Party
5:30pm - 7:00pm
•
Salem, OR
Friday
Gig
7:00pm - 10:00pm
Sunday
Gig
3:00pm - 5:00pm
Saturday
Birthday Party
6:00pm - 7:30pm
•
Salem, OR
Saturday
Gig
6:00pm - 8:00pm
Friday
Gig
2:00pm - 3:00pm
Saturday
Gig
6:00pm - 8:00pm
Saturday
Gig
2:30pm - 4:00pm
Friday
Gig
7:00pm - 9:00pm
Friday
Birthday Party
11:00am - 11:15am
•
Woodburn, OR
Friday
Gig
7:00pm - 9:00pm
Sunday
Gig
7:00pm - 9:00pm
Saturday
Gig
7:00pm - 9:00pm
Thursday
Gig
5:00pm - 7:00pm
Saturday
Gig
5:30pm - 8:30pm
Friday
Gig
7:00pm - 9:00pm
Wednesday
Retirement Community Event
4:00pm - 6:00pm
•
Hillsboro, OR
Saturday
Gig
4:00pm - 7:00pm
Saturday
Gig
6:00pm - 8:00pm
Friday
Gig
3:00pm - 7:00pm
Saturday
Gig
3:00pm - 5:00pm
Friday
Gig
5:30pm - 8:30pm
Thursday
Gig
7:00pm - 9:00pm
Thursday
Retirement Community Event
3:00pm - 4:00pm
•
Newberg, OR
Monday
Gig
5:00pm - 8:00pm
Saturday
Gig
7:00pm - 10:00pm
Saturday
Gig
1:00pm - 4:00pm
Friday
Gig
6:00pm - 9:00pm
Saturday
Gig
9:00pm - 11:30pm
Friday
Gig
7:00pm - 9:00pm
Saturday
Gig
7:00pm - 10:00pm
Friday
Gig
5:30pm - 8:30pm
Saturday
Gig
7:00pm - 10:00pm
Friday
Gig
4:30pm - 7:30pm
Saturday
Gig
3:00pm - 5:00pm
Friday
Gig
3:00pm - 7:00pm
Friday
Gig
6:30pm - 8:30pm
Wednesday
Make Music Day
All-day event
Friday
Gig
5:30pm - 8:30pm
Saturday
Gig
3:00pm - 5:00pm
Friday
Gig
6:00pm - 8:00pm
Sunday
Gig
7:00pm - 9:00pm
Sunday
Gig
3:00pm - 5:00pm
Saturday
Gig
3:00pm - 6:00pm
Friday
Gig
5:30pm - 8:30pm
Friday
Gig
6:00pm - 9:00pm
Saturday
Gig
4:30pm - 6:30pm
Friday
Gig
6:00pm - 9:00pm
Sunday
Gig
2:00pm - 4:00pm
Saturday
Gig
3:00pm - 5:00pm
Friday
Gig
7:00pm - 9:00pm
Thursday
Gig
7:00pm - 9:30pm
Saturday
Gig
12:00pm - 5:00pm
Saturday
Gig
2:00pm - 5:00pm
Friday
Gig
7:00pm - 9:00pm
Thursday
Gig
8:30pm - 10:00pm
Saturday
Gig
3:00pm - 6:00pm
Friday
Gig
5:30pm - 8:30pm
Friday
Retirement Community Event
2:00pm - 3:00pm
•
Salem, OR
Monday
Gig
5:00pm - 8:00pm
Thursday
Gig
8:00pm - 11:00pm
Saturday
Gig
7:00pm - 10:00pm
Friday
Gig
6:00pm - 8:30pm
Saturday
Gig
3:30pm - 5:30pm
Saturday
Gig
4:30pm - 6:30pm
Thursday
Gig
8:00pm - 11:00pm
Friday
Gig
7:00pm - 10:00pm
Friday
Gig
7:00pm - 9:00pm
Thursday
Gig
6:00pm - 9:00pm
Saturday
Gig
7:00pm - 11:30pm
Friday
Gig
6:00pm - 8:30pm
Wednesday
Gig
7:00pm - 9:00pm
Monday
Gig
5:00pm - 9:00pm
Original Music
Various Covers of All Styles, Decades, and Genres
Sublime Covers (Up to 2 Hours)
Beatles Covers (Up to 2 Hours)
DJ setlist of any kind of music
Huge list of Karaoke songs
I can supply all necessary sound and lighting equipment. Standard power source needed (e.g. regular power outlet)
Singing Guitarist