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 concerts at Mayan Beach Club and Zama Beach Club (airfare, lodging, meals, and drinks not included). The catamaran trip and the cenote trip will be offered at an additional cost for those that would like to join us on those. 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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