Havana Daydreamin’

This is a cover Paul Kane and Joe Holewa did of Jimmy Buffett’s song Havana Daydreamin’ on a cold December night in New England.

Outgoing Tide – Hear Our Brand New Single!

Outgoing Tide (Click here)


Waterfront Mary’s Webster, MA June 15th 8:30pm

Get there early! This will be a great time at one of Webster’s most popular Lake establishments.

Releases New Single “Free Bird”


The Island Castaways Band Released it’s new reggae version of one of the all time classic rock hits “Free Bird”.  Our version is getting strong radio play internationally! The original version of Free Bird was created by Allen Collins, Ronnie Van Zant with Songs of Universal Music.

Give it a listen and let us know how you like it!

Margaritaville Night Fenway Park August 1st


Margaritaville Night

Calling all Parrots to the Park! Get ready for summertime at Fenway Park with Margaritaville Night at Fenway on Thursday, August 1. This special night will include a pre-game concert on Jersey St. by The Island Castaways Band and a limited-edition Margaritaville Red Sox towel to use at the beach!

For groups of 20 or more or any questions, please contact Travis Pollio at 617-226-6790 or tpollio@redsox.com.
Buy Tickets
All times ET. Subject to change.

Aug 1
7:10 PM

Tampa Bay

308 Lakeside East Brookfield, MA May 18th

The band is trying to play a few more local gigs this year. Come see us on May 18th 9:00pm – 12:00 am. No Cover!


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2019 Please inquire about Select Booking Dates