July 25, 2026 | The Lounge - 1st Show (5PM) | Paul Shimomoto Sings Sinatra’s Songbook with DeShannon Higa

🎶 Jazz Up Close presents
Paul Shimomoto Sings Sinatra’s Songbook

Two Ultra-Intimate Shows • Very Limited Seating

Step into an evening of timeless style as acclaimed Honolulu vocalist Paul Shimomoto brings the music of Frank Sinatra to life at Kapono's at the Lounge. Joined by an all-star jazz ensemble featuring Dan Del Negro (piano), Mark Tanouye (bass), Abe Lagrimas, Jr. (drums), DeShannon Higa (trumpet), and Reggie Padilla (saxophone), Paul celebrates the timeless songs of Frank Sinatra and the Great American Songbook with warmth, swing, and sophistication.

Known throughout Hawaiʻi for his smooth vocals, engaging stage presence, and deep appreciation for the golden age of American popular music, Paul captures the romance, elegance, and effortless charm that made Sinatra one of the world's most beloved entertainers. Audiences can look forward to classics including Come Fly With Me, Fly Me to the Moon, The Way You Look Tonight, I've Got You Under My Skin, My Way, and more.

Presented as part of DeShannon Higa's monthly jazz series, this intimate concert offers a rare opportunity to experience world-class musicians up close in one of Hawaiʻi's most unique listening rooms. Whether you're a lifelong Sinatra fan or simply love exceptional live jazz, expect an unforgettable evening of timeless music, masterful musicianship, and classic swing in a setting designed for true music lovers.

Genre: Jazz / Great American Songbook / Swing / Vocal Jazz

About Paul Simomoto

Award-winning vocalist Paul Shimomoto is one of Hawaiʻi’s premier interpreters of the Great American Songbook. Known for his smooth vocals, engaging stage presence, and timeless style, Paul brings the music of Frank Sinatra and the classic crooners to life with warmth, sophistication, and an enduring love for the golden age of jazz.

About DeShannon Higa

DeShannon Higa
A celebrated Hawai‘i jazz artist, DeShannon Higa is known for his expressive trumpet and flugelhorn work, blending jazz sophistication with island soul. His career spans international stages, recordings, and collaborations that have made him a cornerstone of Hawai‘i’s jazz community.

About JazZ Up Close

JazZ Up Close is an intimate live music experience curated by celebrated Hawai‘i trumpeter DeShannon Higa, bringing world-class musicianship into a setting designed for deep listening and connection.

Each performance explores a unique musical theme—ranging from jazz traditions and global influences to soulful grooves and contemporary interpretations—brought to life through DeShannon’s expressive trumpet and thoughtfully selected guest artists. With every show, audiences are invited into a close-up musical conversation where rhythm, improvisation, and storytelling unfold in the moment.

Presented in The Lounge’s intimate atmosphere, JazZ Up Close offers a rare opportunity to experience live music the way it’s meant to be heard—up close, personal, and alive with energy and connection.