Shupe’s Celebrates 10th Year on the Boardwalk

Shupe's Happy Time with Family

St. Croix – When you head down to the Boardwalk on St. Croix, there’s really only one name that comes to mind when you’re looking to have a good time, catch a brew, chill out on the harbor view, and have the juiciest burger and fries on the Big Island, that name is Shupe’s

For ten years, Derek Shupe and his wife Jenn have built STX’s Go-to gathering spot, for locals and tourists alike. Shupe’s on the Boardwalk was created in the same cozy space as the iconic old Stixx joint.  

After all these years of great success, this guy Shupe is still quite a hands-on type of owner-operator. His father, a farmer, taught him well: Grit, humility and hard work were non-negotiable. On any given day you might find him scrubbing the floors, taking out the trash, dripping in sweat as he runs boxes of goods between Shupe’s and his other Boardwalk ventures, Brew STX and Estera, his newly opened eatery in the Pan Am Pavillion. He’s a guy who thinks the best way to lead the pack is to lead by example. Put your head down, work hard and smart, use your God-given brains and talents, and treat people the way you’d want them to treat you – with kindness and understanding.

By day, Shupe’s is known for its easygoing, waterfront vibe – serving fresh-made burgers from top-notch meat, a variety of sandwiches, veggie options, and hand-cut fries in his signature “to-go style” in brown paper bags. By night, the upstairs shifts into a high-energy nightclub featuring local DJ’s, visiting artists, and performers from around the world. It’s become one of the island’s most reliable spots for great music and jumpin’ nights that spell out the Caribbean experience. 

What causes Shupe’s on the Boardwalk to shine bright in the eyes of many Crucians is its welcoming heart. As soon as you sit down, you can feel the vibes of a staff that is truly friendly, bent on making your dining experience top-rated, and a group of island people that exude that island-cool panache.    

The business has grown into a true community staple basically due to its family atmosphere. Every decision by Derek and Jenn is made as a family. Six employees have been with the Shupes since day one, and many others have been part of the team for 6 to 8 years, with all managers promoted from within the company – a true testament to a successful operation especially in a day and age where looking over your shoulder for the next opportunity seems to be the rule of employment.

Shupe’s regularly hosts private events, wedding receptions, community gatherings, and celebrations of every kind. 

After ten great years, Derek and Jenn Shupe are proud to be a part of Christiansted’s waterfront legacy – a place where locals gather, tourists create lifelong memories, and families feel at home. Their dream has stayed the same: Good Food, Good Music, Good People, and a space where everyone feels they belong.

Kudos Shupe’s! Congrats on Ten Great Years! We can’t wait to see how the next ten roll out!

Up next


Editor’s Desk: Defining Political Status in the Virgin Islands with Rudy Giuliani on NiteCap


Watch: Super Bowl Champion Bryant McKinnie Upcoming on NiteCap


America’s Most Expensive Stadium


Trump’s Tariffs and Their Immediate Impact on the US Virgin Islands


Shared Prosperity of the BVI and USVI within the Greater Virgin Islands  


Meet the East End Rapist, No Arrests in Brutal Attacks on St.Thomas


Cold Cases, Unprocessed Evidence Leaves Rape Survivors Denied Justice


Yellow Cedar Exclusive: Wired For Sound, An Elaborate Federal Sting Exposed Deep-Rooted Corruption in Key Government Agencies


 The Essence of Public Service 


Editor’s Desk: If St. Thomas is the Face of the VI, What is St. Croix?


Ground is Shifting Under Government Officials Linked to Federal Corruption Probe 


Happy New Year! – Upfront Ft. Governor Bryan Episode #2


Arrival Survival


Rudy Giuliani Talks Legacy, Trump & America’s Racial Divide on NiteCap


A Fete to Forget?


Editor’s Desk: A “New Vision Cookout” Spreads Christmas Cheer


From Biden’s St. Croix Retreats to Trump’s Policies: The US Virgin Islands’ New Reality


Editor’s Desk: Friday Night Lights, Why We need Football in Paradise


WATCH: Governor Albert Bryan Jr. on Upfront


Editor’s Desk: Can the Virgin Islands be Wakanda?


Investing In VI Athletes: A New Local Economy


Editor’s Desk: Cheers to the Mothers


More than the Minimum: Why a Wage Hike Alone Can’t Make the Virgin Islands Livable 


Breaking the Cycle of Violence: A Call for Community Responsibility in the Virgin Islands


Carol Burke Named State Chair of the Virgin Islands Democratic Party


Gordon C. Rhea, Esq. Officially Sworn in as Attorney General


More Bureaucracy, Same Problems: The Case Against a Virgin Islands Ethics Commission


USVI/BVI Friendship Day; Local SNAP Payouts; USVI Women’s B-Ball Champs; Williams to Superior Court 
Pedro K Williams Esq


UVI Attends CERF Int’l Coastal Conference
USVI at CERF


Trump’s End Game in Venezuela: Block China
Xi Jinping with Venezuelan President Nicolás Maduro Moros


Bryan to Africa; $10M in Tax Refunds; Shutdown Ending
Bryan to Africa


The $100 Jet Bridge to Nowhere

Most read

Leave a Reply

Your email address will not be published. Required fields are marked *

×

Vote The Buccaneer for Best Resort 2026

The Buccaneer has been nominated for Best Resort in the Condé Nast Traveler Readers’ Choice Awards 2026. Voting closes June 30, 2026.

Vote Now