Sunny Side
$1,000 starting price
New Orleans and Surrounding Areas
Service area
Rob Montgomery
OWNER
Typically responds within 24h
AWARD WINNER (1X)
Thanks to recommendations from couples on The Knot
Sunny Side specializes in Jazz Receptions, Cocktail Hours, Ceremonies and New Orleans style second lines for Weddings, Corporate Events, and a variety of private events. This band performs traditional New Orleans influenced jazz and brass band music with a blend of singing and dancing that is full of energy. Our jazz receptions are full of classic New Orleans and traditional jazz that are great for dancing. We can also accommodate specific song requests to make it unique for your event. We would love to create timeless memories for your special day!
Prices & packages
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Details
Instruments
Bass
Guitar
Keyboard
Percussion
Saxophone
Trombone
Trumpet
Vocals
Music Genres
Jazz
Music Services
Live Music
Recorded Music
Sound Equipment
Wedding Activities
Rehearsals & Parties
After Party
Wedding
After Party
Ceremony
Reception
Awards and Affiliations
Any questions?
Meet the team
Rob Montgomery
Owner
Rob Montgomery has over 20 years of experience in the music industry. He studied music and engineering at Ohio State University. After school he worked as a Mechanical Engineer in the steel industry for 5 years. Living in New Orleans fueled his passion for music, and in April 2017 he left the steel industry to pursue music full time. His inspiration ranges from jazz, funk, soul, rock, blues, and much more. His diverse experience and fun loving character helps drive the focus of Sunny Side while still allowing time for several other music projects.
Reviews
5.0
out of 5.035 reviews
Your trust is our goal. Our community relies on honest reviews to help you make those big decisions with ease.
Review Summary
This AI-generated summary is a snapshot of this vendor's ratings and feedback.
Sunny Side Jazz Band is highly praised by various reviewers for their exceptional performances at weddings, providing ceremony, reception, and Second Line music. The band is commended for learning new songs, interaction with guests, and creating a festive atmosphere. Rob, the main contact, is highlighted for his professionalism, responsiveness, and adaptability, exemplified by thoughtful suggestions like providing a tarp in case of rain. The band's seamless coordination, energy, and ability to captivate guests with classic yet fun jazz music make them a popular choice for creating memorable wedding experiences.Review photos
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julia m
5.0
1/13/2025
Sunny Side is truly a wonderful band. They played at our rehearsal dinner, and the jazz in the background made the night. I wish it could have gone on forever! I could not recommend them enough.
response 01/14/2025
Thank you Julia! We had a great time playing for you and your family. It was a beautiful n...
ight.
Amanda S
5.0
10/04/2024
Our guests are still talking about the amazing band at our wedding a year later. We had a quartet playing during the ceremony, a brass band second line, and then the full band at the reception. Sunny Side even learned a completely new song for our first dance. They were a joy to work with an made our wedding a celebration of New Orleans.
response 10/04/2024
We had a great time playing for you and your family. Thank you for having us on this very ...
special day. Happy to hear the band was a hit!
Any questions?
Pauline S
5.0
10/03/2024
I can’t recommend Sunny Side enough! They performed at our wedding at the Napoleon House in New Orleans. Our wedding guests are still raving about our wedding day, and Sunny Side played a major part in making it happen
Rob and the band went out of their way to learn our favorite songs, including "Where Is My Mind" and "Hallelujah," which they played beautifully “Sunny Side style” during the processional. Their unique interpretation added a personal touch that made our ceremony feel intimate and so very special. My biggest regret to this day is not having a recording or video of this 😭
They also learned our selections for the mother/son and father/daughter dances, and the quality of their performance was outstanding.
Rob expertly handled everything from the ceremony and second line to the dinner and dance party, keeping the energy lively throughout the night. If you’re looking for a talented band that can create an unforgettable atmosphere, Sunny Side is the way to go. They deserve every bit of praise—10/10 recommend!
response 10/04/2024
Thank you Pauline!
I'm honored to help curate such a big part of your wedding. Our band h...
ad a great time playing for you and your family. Thank you again for having us.
-Rob Montgomery
Luke R
5.0
4/06/2024
The Sunny Side Jazz Band was absolutely fantastic. They played our ceremony and reception excellently. We had a lot of jazz fans in attendance and they were blown away by the performance and skill of the musicians. The vocalist had a fun, upbeat vibe and got everybody dancing! They learned a new song for our first dance (they offer to learn three), and even sent us a recording of their rehearsal for us to practice to.
response 04/14/2024
Thank you very much for having us! We had a great time, happy to provide the arranged musi...
c to make it extra special, and very happy to hear you enjoyed our music.
Rita K
5.0
4/06/2024
Sunny Side was spectacular! I don’t think my guests ever stopped dancing. Rob was very easy to work with and answered all my questions. The band worked very well with the venue and even learned a song for our first dance. Every member of the band was friendly and upbeat. I can’t thank Sunny Side enough for creating such a wonderful experience for my husband and I and all our guests. I just hope they had as good of a time as we did.
response 04/14/2024
Thank you very much Rita, yes we had a great time! We absolutely loved sharing the music t...
hat we love, creating such a positive experience for you and your family.
Claire R
5.0
2/29/2024
I cannot say enough good things about Sunny Side Jazz Band! They far exceeded our expectations. From our first interaction with Rob to the wonderful time they provided at the wedding ceremony, second line and reception, we've had nothing but positive experiences. Rob was very quick to respond and communicate, even when they were out on tour. I would not hesitate to book them again and would recommend them without hesitation! They created memories to last us a lifetime! Hope to catch them next time we're in New Orleans!
response 02/29/2024
Thank you Claire for having us! We had a great time providing music for you and your famil...
y! It was a beautiful wedding, fantastic venue, delicious food, and perfect weather.
Joshua B
5.0
2/23/2024
My wife and I were fortunate to have SunnySide perform at our small, intimate wedding at Race & Religious in New Orleans.
Throughout the entire process, our main point of contact was Rob. He was exceptional in every aspect, making the whole setup process a breeze. Rob was highly responsive to our phone calls and emails. He asked insightful questions, ensuring all the necessary details were covered for a seamless day, particularly concerning the second line and wedding performance. A notable instance showcasing Rob's exceptional service happened when the band arrived at our wedding. Heavy rain had persisted for nearly an hour earlier in the day, and ominous clouds lingered around our event location. Rob asked, "Do you have a backup plan in case it rains again?" Unfortunately, we didn't. Without hesitation, he suggested, "If it's okay, I have a tarp available, and we can cover the band if it rains." Fortunately, it never rained again, but we are immensely grateful for Rob's forward-thinking approach. He also set up the route and took care of our permits for the second line; this was very helpful as we’re from Wisconsin, saving us time from navigating these issues.
As for the performance, SunnySide truly rocked it! The second line experience left our families in awe, and their infectious energy set the perfect tone for the entire night. We must also mention Darold, the lead vocalist, in this review. He did an incredible job of singing, and his dance moves will leave you speechless.
We decided to have our wedding in New Orleans for two reasons: the food and the music. Thanks to SunnySide, our event was spectacular – showcasing the best of New Orleans jazz music.
response 10/04/2024
Thank you Josh, we had a great time and are honored that you chose us to provide music for...
your wedding. Happy to play for you and your family.
katy c
5.0
2/22/2024
The service provided by Sunnyside Jazz is truly exceptional. From start to finish, their professionalism shines through, making the entire experience seamless and enjoyable. Their attention to detail ensures that every aspect of their performance is executed flawlessly, leaving no room for disappointment. The communication with their team is prompt and courteous, making it easy to coordinate and plan events. Overall, Sunnyside Jazz delivers a top-notch service that exceeds expectations and leaves a lasting impression.
response 02/22/2024
Thank you Katy for this Glowing review! We are very happy to have provided music for your...
sister and her now fiancé!
Julie P
5.0
2/02/2024
We hired Sunny Side to play at a welcome party the evening before our son’s wedding.
The band far exceeded our expectations.
Rob and the band captured the exact New Orleans vibe we were looking for and set the mood for warm and relaxing evening.
Guests were telling us how wonderful the band was all weekend long.
Rob was a pleasure to work with and we felt the cost was extremely reasonable.
Sunny Side was the perfect choice and we would highly recommend them to everyone.
response 02/03/2024
Thank you Julie for having us! We loved playing for you and your family. Great vibes all...
around, the guests, the food, the venue, and we're very happy to provide music that everyone enjoyed!
Molly B
5.0
9/09/2023
Sunny Side was fantastic! Their upbeat energy and music really set a great mood to start off our wedding reception. All the musicians were very professional and courteous. Rob was great and responsive throughout the booking process. Everyone kept mentioning how great the band was! Delighted we chose them and would highly recommend them for your event!
response 10/04/2024
Thank you Molly! Happy to hear you enjoyed our music! We had a great time playing for you ...
and your family.
Alexandra W
5.0
7/11/2023
We absolutely LOVE Sunny Side and definitely made the best decision with having this band play at our wedding reception! Rob especially was so very helpful every step of the way - we cannot thank him enough for his professionalism and assistance! He coordinated the music for both our second line band (including the permitting) as well as our reception band, and both groups of musicians truly were perfect for what we had envisioned for our wedding day! We just loved the traditional jazz music vibe that Sunny Side provided for our 200+ guest wedding at Gallier Hall! Sunny Side was able to prepare a special request for our first dance which was a Louis Armstrong song that the band was able to add to its already incredible repertoire of jazz music. We look forward to continue hearing Sunny Side play around town and are so very thankful to have found this band of talented vocalists and musicians!
response 07/11/2023
Thank you Alexandra for such a glowing review! I’m happy to hear you and your family enjo...
yed our music on such a special day.
Western Governors U
5.0
5/02/2023
We hired Sunny Side Jazz Band for our Universities commencement ceremony in New Orleans. They were a HIT! They were great to work with prior to the event and during the event. They did a second line for our graduates and really made for a memoriable experience. Would definitely recommend using Sunny Side for your event experience.
response 07/11/2023
Thank you for this review! We really enjoyed playing at both the graduation and the welc...
oming event. It was a joy to see everyone’s face light up with our music.
Erika F
5.0
4/11/2023
We had a Jazz Brunch themed wedding and as soon as I found Sunny Side I knew we wanted them!! They were upbeat and so much fun. We had so many compliments from our guests on the music. Rob was also quick to respond and work with us. They also played for our second line. Highly recommend!
response 04/11/2023
Thank you Erika, we had a great time providing music for you, Ryan, family, and friends! ...
Glad to hear you enjoyed our music!
Mollye S
5.0
4/05/2023
We had the absolute best wedding with Sunny Side! They arrived early, easily moved throughout our venue to provide music for the ceremony and cocktail hour and reception, and we heard from absolutely EVERYONE (guests, other vendors, the venue) how wonderful they were and what a highlight of the wedding they were. Communication leading up to the day was great and quick and they made it easy not to worry about anything regarding music. During the reception, Sunny Side got everyone dancing and some of those videos are my favorite takeaways from the night. The ceremony music worked beautifully and provided the perfect soundtrack for our event. Highly recommend them to any couple and can't wait for the next tour y'all do to NYC!
response 04/05/2023
Thank you Mollye for such a great review! We also had a great time providing music for yo...
u and your family. -Rob Montgomery
Cera J
5.0
3/18/2023
I first saw Sunny Side on The Knot, but again on other sites as well. I was searching for a band for a Christmas cocktail fundraiser I was hosting for the Special Olympics. THEY WERE PERFECT! I was able to request some Christmas music to be thrown in between their other songs and their sound was AMAZING! I had people the entire night telling me how fun & great they were & how amazing they sounded. I had multiple people reach out and ask for their information for future events! We went with the 7 piece band and it was perfect for the country club indoor setting we had! Their sound is fantastic, their energy was captivating and I thoroughly enjoyed having them as our entertainment! I highly recommend them and will be reaching out to them for future events as well!
response 03/20/2023
Thank you Cera for such a great review! We loved playing at your event, and had a great t...
ime providing music for you and everyone there.
Celine S
5.0
3/09/2023
Loved Sunny Side band, Rob was so great and easy to work with. So accommodating to our song requests and had such a great energy. We loved ending the night with the second line just made the evening even more memorable. We got so many compliments on the band they really nailed the fun authentic nola jazz band vibe we were looking for for our wedding :)
response 03/09/2023
Thank you Celine for this positive review! We enjoyed playing for you and you're family. ...
Very happy to hear we provided what you were looking for :)
David F
5.0
2/26/2023
We booked Sunny Side to play at our wedding welcome reception at the Hotel Saint Vicent. The band couldn't have brought a better vibe as we sipped cocktails in the courtyard enjoying the music. Rob was super easy to work with and I would highly recommend Sunny Side for your next event.
response 02/27/2023
Thank you David, we very much enjoyed playing for you and the family.
Mary M
5.0
1/11/2023
We had Sunny Side at our wedding in December 2022 and they were absolutely incredible. We had a full seven piece band for the main reception and a three piece instrumental band for our cocktail hour—both were exactly what we wanted. The music was great and flowed with the evening and setting. Communication leading up to the wedding was great as well. I fully recommend this band to anyone wanting a jazz ensemble!
response 01/11/2023
Thank you Mary and Steven for having us at your wedding! We had a great time performing f...
or your family. It was great to see everyone get up and dance at the end and enjoy the music and celebration!
Natalie S
5.0
9/08/2022
We had a difficult time finding just the right style and combination of music for our small wedding and reception at Mosquito Supper Club - but Sunny Side saved us and showed us all a good time! Rob worked with us to understand the event setting and our preferences and then he coordinated with the other musicians in the band. We enjoyed a string trio during the ceremony and their six member band during dinner and the outdoor reception. They were easy going, reliable, and truly talented. Their style and song catalogue was perfect - classic, but not stuffy; fun, but not cheesy. Everyone enjoyed the music, most of us danced, and we all had a really great time. Looking back now, their music played a big role in our enjoyment of our wedding celebration and it will certainly be a fond part of our memories for all the years to come! We are grateful for them and their talents. Thank you Sunny Side!
response 01/11/2023
Thank you so much Natalie for this great review! I'm also honored to hear that you found...
our performance such a positive memorable experience.
Carla M
5.0
6/28/2022
We hired this band for a small wedding ceremony and dinner. Everything was perfect. They are very professional, prompt, and accommodating. I requested two songs which they played beautifully. They even provided music during the short break. I highly recommend them!
response 01/11/2023
Thank you Carla, we enjoyed playing for your wedding and also appreciate the excellent foo...
d!
Yasi H
5.0
5/09/2022
We loved having Sunny Side at our wedding on 4/9/22! They played for our ceremony (a trio), the second line immediately following the ceremony and then the jazz band during the cocktail hour/first half of our reception. We were so happy with how the music turned out and it made the day really special. We requested special songs for our first dances which turned out great. Our guests were raving to us about how much they enjoyed the music and the band had people on the dance floor. They were one of the best vendors that we worked with- Rob was extremely easy to communicate with and reached out by email/phone throughout the process to confirm details and make any suggestions about the second line route, etc. Definitely recommend!
response 05/18/2022
Thank you Yasi for such a positive review!
Steven R
5.0
4/17/2022
We recently celebrated the wedding of our son and daughter-in-law in New Orleans and hired Sunnyside for our 2nd line. Rob Montgomery and his crew were fabulous. Preparation and process leading up to the performance was exceptional. I highly recommend their services to top off any Wedding or party you are considering.
response 05/18/2022
Thank you Steven for the glowing review!
Joanna M
5.0
2/25/2022
We cannot say enough about what an amazing time we had at our wedding mostly due to Sunny Side band! They provided our ceremony music, Second Line band and reception music. We loved their vibe when we were researching bands and immediately hired them after watching their videos. They happened to go on tour last summer and we got to see them live in Brooklyn after hiring them and we're so glad we did. Our guests can't stop talking about how fun they were and how excited our NY guests are to see them again when they go on tour this summer. Rob the band leader is easy to communicate with and very organized. Sunny Side accommodated our request to play our first dance song that they haven't played before and we loved it. Our guests felt like they were at a concert and loved dancing to the upbeat New Orleans jazz music and watching them do their magic. Can't wait to have another event so we can hire these skillful musicians again! Thank you Sunny Side!
response 02/26/2022
Thank you very much Joanna! We enjoyed very much playing at your wedding. We're looking ...
forward to seeing you, David, and friends in New York City!
Aline A
5.0
12/20/2021
Love Sunny Side! We booked them to play at our welcome party for our wedding weekend at the Parlor at the Pontchartrain. Robert was flexible and very easy to communicate with. The band sounded fantastic and our guests loved them! Really added that New Orleans flair that everyone loves.
response 12/23/2021
Thank you Aline for the positive review!
Angela M
5.0
12/17/2021
From start to finish, Sunny Side was first class. Rob was fantastic - he attended to our every request with great attention to detail . Sunny Side played at our welcome reception, ceremony, second line and reception. The music, vocals and spirit of Sunny Side helped transform our already special day into something magical. Myself, husband and guests absolutely loved everything about this band - they are wildly talented, professional and perfect for any festive occasion.
response 12/23/2021
Thank you so much Angela for the great review!
Annie N
5.0
10/18/2021
What an absolutely fantastic band! We booked them based off of other reviews since we live out of state. We have zero regrets! We had our wedding in the French Quarter and they played our second line, our ceremony, and the entire reception! We and every single one of our guests had a blast dancing to their music. They played jazz, gospel, and even a killer hava nagila. Rob, the band leader, is also organized, responsive, and communicative, and a super nice guy. The band was also great at corralling the guests (who had never done a 2nd line) and leading them out of the venue to glorious song and music before putting on a heck of a show through the streets of the quarter. We just wish we could have danced all night long to this band’s amazing music.
response 10/20/2021
Thank you Annie for such a great review! We had a great time, glad to hear you and your f...
amily enjoyed the music!
Denise B
5.0
4/08/2021
Sunny Side was the perfect choice for our wedding! Great selection of music, easy to work with, reliable, and their performance was outstanding! I received endless compliments from my guests and by the end of the night everyone was gathered around the band thoroughly enjoying their captivating performance! They really made our wedding perfect!
response 04/08/2021
Thank you Denise! We really enjoyed playing for you and the family.
Madalyn S
5.0
8/09/2020
We booked Sunny Side for our second line band for our upcoming wedding in New Orleans. Unfortunately due to COVID we had to cancel our wedding. Rob was quick to respond to answer my questions through out the booking process. When it came time to cancel our wedding and ask for our deposit back, Rob was completely understanding and gave us our money back. He is the only vendor so far that has refunded us our deposit. I am so thankful for people like Rob! I highly recommend working with Sunny Side. We are heart broken they can't be a part of our wedding celebration anymore.
response 08/18/2020
Thank you Madalyn for such a positive review! I’m glad we could support your needs with ...
communicating clearly and refunding your deposit. It is unfortunate that we couldn’t play for you. I would have really enjoyed it (and I think you and your family and friends would have as well). Maybe we will in the future when it is safer to celebrate together.
Aimee W
5.0
3/03/2020
We hired the Sunny Side band to play our second line and our only regret was that we didn't have them stay for the whole reception. They were a really lively band that showed up early dressed professionally. I had watched their promo video and loved it but when you see them in person it does not do them justice. You can't go wrong hiring these guys. Rob (the band manager) was really good to work with and went so far as to make a video showing the route we'd take since it was a destination wedding. I had almost hired a different band but being so difficult to contact they were making me nervous. So glad we went with Sunny Side!
response 03/03/2020
Thank you Aimee, we really appreciate such positive feedback! We also enjoyed playing fo...
r you and your family, and are grateful to help make it such a memorable evening!
Marybeth S
5.0
2/18/2020
Rob Montgomery and his band were the best part of our wedding. The energy and enthusiasm they play with is out of this world. We hired them to perform for our destination wedding, Rob came up with two separate styles for before and after the ceremony. They even learned my husband's favorite Dylan song with little notice! His communication was A+, and that is very important as you plan a wedding from afar. My guests keep complimenting the band and were so impressed! Truly so happy I was able to get them! Thanks
response 02/19/2020
Thank you so much Marybeth for such a positive Review! We really enjoyed playing for you...
and your family and I'm happy to hear it was well received.
Kristyn G
5.0
2/05/2020
These guys were AMAZING!!! I originally saw them playing on Royal St. I picked up a business card and called Rob. He responded within 24hrs. After calling around and speaking with several bands, I booked them for our wedding ceremony, second line band and wedding reception. I had several custom request and they had no problem making them possible! They were fun, entertaining, great music and super professional to work with. Our wedding weekend was PERFECT and these guys played a huge role in that! I want to have our wedding all over again (bc it was sooooo fun) and I’d def use them again. I highly recommend.
response 02/05/2020
Thank you so much Kristyn! We really enjoyed playing for you and your family! I'm happy...
to hear you also enjoyed the music. Thanks again for taking the time to write this review.
Jen R
5.0
11/30/2019
Sidewalk Swing played a Second Line at our wedding, and it was magical. The parade was a huge hit, and a highlight of our wedding. I would highly recommend doing this for anyone that may be on the fence! Working with Rob on the preparations leading up to the wedding was an amazing experience. He dealt with all the paperwork and legalities which was a huge help - and everything went so smoothly. The band themselves were the nicest guys, superior players, and really went the extra mile to make sure everyone enjoyed themselves.
response 12/01/2019
Thank you for such a positive review Jen! We really enjoyed playing for you and your fam...
ily!
Laura C
5.0
11/08/2019
I cannot recommend Sidewalk Swing highly enough!
My husband and I were looking not only for a talented, professional and punctual brass band to play at our wedding, but a band that were willing to learn and perform a new song and perform a second line with a difference....! Sidewalk Swing did all that and then some! They kicked off our dance party with aplomb, surprising our guests and performing with huge amounts of energy, finesse and fun. They were the highlight of our wedding for so many of our guests and I would book them again in a heartbeat!!!
I also have to share that due to matters outside of our control we were running hugely late, we kept the band waiting for over half an hour. Not only did the band hang around, they didn’t complain and even performed an encore at the chants of our enchanted guests. Thank you Sidewalk Swing, we love you!
response 11/08/2019
Thank you Laura for such positive feedback! We really enjoyed playing for you and your fa...
mily!
Mallory J
5.0
10/14/2019
I can not say how amazing these guys are!!! Definately the best brass band in town skill wise, but qick response time and help making this whole seccond line prosses a breeze, I cant say thank you enough for making my wedding day more than perfect! From helping me plan the perfect route, to times, to looking amazing for the photos and the music! I couldnt have asked for more. Patient, as i changed my mind about dates quite a bit, professional and over the top helpful. I was out of town and these guys made it all just what i wanted. Thank you so much guys!!!!
response 10/16/2019
We had a great time playing for you and your family for your wedding! We also appreciat...
e such a positive review! Thank you Mallory!
Meagan D
5.0
2/10/2019
I had a destination wedding in New Orleans and found this lovely band by word of mouth. Rob and his band exceeded our expectations and were amazing! Rob was very professional and got back to me promptly, which is nice when planning from afar. The band was full of energy, professional and entertaining. I would completely recommend them!
response 02/11/2019
Thank You Meagan for taking the time to write such positive review! This means a lot to ...
us. We really love playing music, and to have created such a memorable experience for you and your family. Thank you for having us! Sincerely, Rob Montgomery, Sidewalk Swing
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Rob Montgomery
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