Jimmy Buffett Day Celebration September 4th-6th, 2026

A weekend full of live music, giveaways, and giving back.

Three days. Plenty of live music. One big party with a purpose.

Join us September 4–6 at Compass Hotel Naples and 5 o’Clock Somewhere Bar & Grill for a weekend celebrating the life, music and laid-back spirit of Jimmy Buffett! Enjoy three days of live music, island-inspired fun, a silent auction, 50/50 raffles, special appearances and more—all while helping us raise funds and awareness for the LS Warriors. Grab your flip-flops, bring your crew and get ready to party with a purpose in paradise!

Friday September 4th, 2026

Jimmy Buffett Day

Ease into island time and kick off Jimmy Buffett Day Celebrations with an evening of live music and the start of our weekend-long fundraising activities.

Schedule

12:00 PM – 50/50 Raffle Ticket Sales Begin
6:00 PM – Special Visit from Bird Gardens of Naples
6:00–9:00 PM – Live Music by Gypsy Blue

Saturday September 5th, 2026

The Main Celebration

Saturday is the biggest day of the weekend! Spend the day with us for nonstop live music, special appearances, our charity cornhole tournament and plenty of opportunities to support the LS Warriors.

Schedule

(Silent Auction & 50/50 Raffle Continue)
11:00 AM–2:00 PM – Live Music by Orlando Phillips (Steel Drum)
11:00 AM–12:00 PM – Curtis Pride Meet & Greet + Book Signing
2:00–5:00 PM – Live Music by Wendell Ray
3:00 PM – Special Visit from Bird Gardens of Naples
3:00–4:30 PM – Charity Cornhole Tournament
5:00–8:00 PM – Live Music by Brandon Allen

Sunday September 6th, 2026

One More Day in Paradise

We’re wrapping up Jimmy Buffett Day Celebrations with another afternoon of music, fun and fundraising. Get those final silent auction bids in and enter for your last chance to win the 50/50 raffle!

Schedule

Final Day of Silent Auction & 50/50 Raffle
2:00–5:00 PM – Live Music by Head Above Water
3:00 PM – Special Visit from Bird Gardens of Naples
6:00 PM – Silent Auction Closes
6:00 PM – Final 50/50 Winner Announced

A Beach With Palm Trees And A Boat In The Water

Keep the Party Going

Exclusive Rooms Offer with Commemorative Cups

Book a stay of two nights or more and receive 20% off retail rates*, plus two special-edition commemorative cups created to celebrate this annual tradition across Margaritaville properties. As part of your stay, $5 per night will be contributed to Louisville Slugger Warriors, supporting their mission and extending the spirit of service beyond your visit.

Whether you are escaping to paradise for a weekend or a longer retreat, your stay helps honor Jimmy's belief that a little generosity can go a long way.

* Offer is valid for stays between 8/3/2026 and 9/27/2026.

Book Now

Party with a Purpose

Meet the Louisville Slugger Warriors

The Louisville Slugger Warriors National Amputee Baseball Team is a 501(c)(3) nonprofit and highly competitive baseball team made up of athletes with amputations and limb differences. The team includes U.S. military veterans, active-duty service members, Wounded Warriors, and current and former college baseball players who continue to compete at an impressive level.

The LS Warriors travel across the country competing in national and regional tournaments and special events. More than baseball, the organization provides its athletes with camaraderie, competition and an opportunity to inspire others by showing what’s possible when determination outweighs limitations.

How your can support them?

Throughout the weekend, we’re proud to support the LS Warriors through our silent auction, 50/50 raffles, cornhole tournament and other fundraising opportunities.

Stop by the LS Warriors information table during the weekend to learn more, meet the team and discover additional ways to show your support.

Learn More

Meet and Greet & Book Signing Event with

Curtis Pride: Former MLB Player and Author

Join us Saturday morning for a special meet and greet and book signing with former Major League Baseball player Curtis Pride. Stop by to meet Curtis, have your book signed and learn more about the LS Warriors.

Saturday, September 5th 11:00AM-2:00PM

Schedule of Events

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Jimmy Buffett Day Celebration September 4th-6th, 2026

A weekend full of live music, giveaways, and giving back.

Jimmy Buffett Day

Schedule

The Main Celebration

Schedule

One More Day in Paradise

Schedule

Keep the Party Going

Exclusive Rooms Offer with Commemorative Cups

Meet the Louisville Slugger Warriors

How your can support them?

Curtis Pride: Former MLB Player and Author

Saturday, September 5th 11:00AM-2:00PM

Schedule of Events

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