Hint: Click on the entertainer or venue names (in blue) for more details, location, and a dedicated list of their events.
Calendar of Events
M Mon
T Tue
W Wed
T Thu
F Fri
S Sat
S Sun
2 events,
Sunset Sail with Mekiel Reuben
Sunset Sail with Mekiel Reuben
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
4 events,
8 events,
Sunset Sail with Danny Draher
Sunset Sail with Danny Draher
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
8 events,
Sunset Sushi on the Sky Deck with Gyasi Clarke
Sunset Sushi on the Sky Deck with Gyasi Clarke
Enjoy a night of sushi, live music and breathtaking views. Make Your Reservation
7 events,
Sunset Sail with Gyasi Clarke
Sunset Sail with Gyasi Clarke
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
The Greatest Show on Earth
The Greatest Show on Earth
A fundraiser for the St. Croix Animal Welfare Center - SPECTACULAR SPECTACULAR is a monthly Talent Showcase highlighting the diversity of talent on the island. ...
8 events,
Sunset Sail with Mercy Child
Sunset Sail with Mercy Child
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
1 event,
Sunset Sail with Steve Katz
Sunset Sail with Steve Katz
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
2 events,
Sunset Sail with Mekiel Reuben
Sunset Sail with Mekiel Reuben
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
4 events,
Sunset Sail with Mercy Child
Sunset Sail with Mercy Child
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
9 events,
Sunset Sail with Kim Wentzel
Sunset Sail with Kim Wentzel
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
8 events,
9 events,
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
Sunset Sail with Gyasi Clarke
Sunset Sail with Gyasi Clarke
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
7 events,
Guardians of Culture Brunch Benefit
Guardians of Culture Brunch Benefit
A benefit for the iconic Guardians of Culture Moko Jumbies program on St Croix. Enjoy bottomless mimosas and bloody marys along with photo opportunities and ...
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
2 events,
2 events,
Sunset Sail with Mekiel Reuben
Sunset Sail with Mekiel Reuben
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
5 events,
Sunset Sail with Mercy Child
Sunset Sail with Mercy Child
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
7 events,
Sunset Sail with Danny Draher
Sunset Sail with Danny Draher
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
5 events,
Galentine’s Sushi Night on the Sky Deck
Galentine’s Sushi Night on the Sky Deck
Enjoy a night of sushi, live music and breathtaking views. Make Your Reservation
12 events,
Friday Night Party featuring Walshy Fire
Head upstairs at Shupe's for an unforgettable night on the dance floor with DJ Cypha and Walshy Fire!!! Walshy Fire is 1/3 of the Major ...
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
Sunset Sail with Gyasi Clarke
Sunset Sail with Gyasi Clarke
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
9 events,
Agrifest 2025
Agrifest 2025
The largest country fair in the Caribbean! Enjoy local Crucian foods and entertainment; purchase local produce, fruits, jams, spices, and more; view livestock and the ...
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
6 events,
Agrifest 2025
Agrifest 2025
The largest country fair in the Caribbean! Enjoy local Crucian foods and entertainment; purchase local produce, fruits, jams, spices, and more; view livestock and the ...
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
3 events,
Agrifest 2025
Agrifest 2025
The largest country fair in the Caribbean! Enjoy local Crucian foods and entertainment; purchase local produce, fruits, jams, spices, and more; view livestock and the ...
Sunset Sail with Mekiel Reuben
Sunset Sail with Mekiel Reuben
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
5 events,
Sunset Sail with Mercy Child
Sunset Sail with Mercy Child
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
7 events,
Sunset Sail with Kim Wentzel
Sunset Sail with Kim Wentzel
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
9 events,
Sunset Sail with Jahnee Red Locks
Sunset Sail with Jahnee Red Locks
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
10 events,
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
Sunset Sail with Gyasi Clarke
Sunset Sail with Gyasi Clarke
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
8 events,
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
Sunset Sail with Mercy Child
Sunset Sail with Mercy Child
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
4 events,
Waitress: The Musical
Waitress: The Musical
Waitress: The Musical brings the Tony-nominated Broadway phenomenon to the big screen. Featuring composer-lyricist Sara Bareilles as Jenna Hunterson, a waitress and expert pie maker ...
1 event,
Sunset Sail with Mekiel Reuben
Sunset Sail with Mekiel Reuben
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
5 events,
Sunset Sail with Mercy Child
Sunset Sail with Mercy Child
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
7 events,
Sunset Sail with Danny Draher
Sunset Sail with Danny Draher
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
7 events,
Sunset Sail with Jahnee Red Locks
Sunset Sail with Jahnee Red Locks
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
4 events,
Sunset Sail with Gyasi Clarke
Sunset Sail with Gyasi Clarke
Enjoy live music aboard Jolly Mon with unlimited Rum Punch and a cash bar. $70 ages 10+; $35 Children 3-9; $60 Local St Croix residents ...
The Greatest Show on Earth
The Greatest Show on Earth
A fundraiser for the St. Croix Animal Welfare Center - SPECTACULAR SPECTACULAR is a monthly Talent Showcase highlighting the diversity of talent on the island. ...






