2026 Schedule Information
The Island Castaways Band is excited to announce our availability for bookings in 2026. We're focused on filling our schedule with indoor/outdoor concerts, festivals, private parties, and corporate events. Our performances feature a blend of Jimmy Buffett, Trop Rock Artist covers and originals that emulate the style of Jimmy Buffett. A performance is 100% confirmed once an agreement has been signed and a good faith deposit has been received.
2026 Performances
April 25 Thompson Speedway 7:30-10:30pm
205 E. Thompson Rd
Thompson, CT 06277
June 18 Stonebridge Milford, CT 6-8pm
July 8 Brimfield Town Common 6-8pm
N. Main St.
Brimfield, MA 01010
July 23 Kimball Library 6-8pm
5 Academy Ave #5
Atkinson, NH 03811
July 24 Rutland Town Common 6-9pm
250 Main St.
Rutland, MA 01543
August 13 Sturbridge Town Common 6-8pm
278 Main St.
Sturbridge, MA 01566
August 22 Mendon Drive-In 5-8pm
Jimmy Buffett Tribute Night
35 Milford St.
Mendon, MA 01756
August 23 Topsfield Town Common 6-7:45pm
8 West Common St.
Topsfield, MA
Book The Island Castaways Band
Want The Island Castaways Band to bring the Trop Rock experience to your event in 2025? Contact us to discuss availability and booking details!