Tickets & Live Shows

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Grab tickets to live concerts and destination festivals with our trop-rock and country singer-songwriters — from intimate showcases to the annual IslandFest. Reserve your spot before it sells out.

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Windstar Cruise with Scotty Bryan — Aruba to Barbados (22 Feb 2027 - 2 March 2027)
★ FeaturedBooking by requestCruise

Windstar Cruise with Scotty Bryan — Aruba to Barbados (22 Feb 2027 - 2 March 2027)

Feb 22, 2027
Southern Caribbean — Aruba to Barbados, aboard Windstar's Star Legend

A luxury small-ship cruise through the less-traveled Southern Caribbean aboard Windstar's 312-passenger all-suite Star Legend — round-trip Aruba to Barbados (Aruba, Bonaire, Curaçao, Grenada, Bequia, St. Lucia/Pitons, Mayreau, Barbados), 22 February 2027 through 2 March 2027 — with special music events on and off the yacht hosted by our favorite Navy Veteran and musician Scotty Bryan. Group perks: 5% off published rates, all-inclusive package, and a $500/person shipboard credit. To book your cruise, please contact Jerry York at jyork@expediacruises.com For Questions about the cruise contact Sam Densler at sdensler@songwritersisland.com Note: a separate $100/person entertainment fee is collected before the voyage.

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MomFest 2027
★ FeaturedFrom $40.00MomFest

MomFest 2027

Mar 21, 2027
Punta Gorda, FL

Songwriters Island's annual waterfront songwriter jam — "the biggest and best Songwriter Jam Session in SW Florida" — noon–6pm in a waterfront park in Punta Gorda, FL. A non-profit event: all money collected goes 100% to cover the musicians' costs. General admission lawn seats $40 (before Feb 1) / $50 after; 50 VIP seats $75 (they sell out fast).

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IslandFest 2027
★ Featured$125.00IslandFest

IslandFest 2027

May 17, 2027
Isla Mujeres, Mexico

Songwriter's Island's flagship annual destination festival in Isla Mujeres, Mexico — multi-day beach concerts, pool parties, and sunset shows. The 2027 edition features Tres Amigos (Mark Mulligan, Kelly McGuire, Sunny Jim) with John Patti, plus special guest Eric Erdman and a cenote trip. General admission $125 includes all music events (airfare, lodging, meals, and drinks not included). Capped at 100 guests to keep the shows intimate. Host hotel: Nautibeach Condos.

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Windstar Cruise with Kelly McGuire — French Polynesia (1-13 April 2028)
★ FeaturedBooking by requestCruise

Windstar Cruise with Kelly McGuire — French Polynesia (1-13 April 2028)

Apr 1, 2028
French Polynesia — aboard Windstar's Star Breeze

A luxury small-ship cruise through French Polynesia's Tuamotus, Marquesas, and Society Islands (incl. Tahiti and Bora Bora) aboard Windstar's 312-passenger all-suite Star Breeze, with special music events on and off the yacht hosted by singer-songwriter Kelly McGuire. Group perks: 5% off published rates, all-inclusive package (beverages, gratuities, wifi), and up to $200/person shipboard credit. 1-13 April 2028. To book your cruise, please contact Jerry York at jyork@expediacruises.com Additional questions about the cruise please contact Sam Densler at sdensler@songwritersisland.com Note: a separate $100/person entertainment fee is collected before the voyage.

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