Positive Legacy in Paradise!
Upcoming Cloud 9 Adventures Activities
JAM CRUISE DAY OF SERVICE
February 9, 2026 @ 9:00AM — 3:30PM Eastern Time
Disembark with Positive Legacy On Grand Turk for a day of giving back, fun and celebration!
Day of Service
We have planned an action-packed day of service, cultural connection, community celebration and music!
This year, Positive Legacy is joining forces with the Rotary Club of Grand Turk to bring much‑needed infrastructure to the Eliza Simons Primary School as part of Jam Cruise 22.
As part of The Oasis Project, we will be helping to transform the school’s outdoor space into a safe, functional, and welcoming environment for students. Together, we’ll work on the basketball court resurfacing, refresh the landscape and complete some repairs and help to restore the school's gardens.
While volunteers are hard at work, our friends at the Moog Foundation will engage the students in the art and science of sound through a Dr. Bob’s SoundSchool experience. To cap off the day, Matt Butler will lead an unforgettable Everyone Orchestra performance featuring Jam Cruise musicians and local artists—Island style, of course.
Activities for the day will include:
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Resurface and repaint the basketball court
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Garden Restoration
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Landscaping & grounds repair
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Dr. Bob’s SoundSchool
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Lunch & live music
MUSIC LINE UP
The Day of Service music will feature a collaborative performance featuring Karl Denson, Pete Shand, Sam Fribush, Simon Allen, Ricky Giordano, Anna Moss, Matt Butler, Sari Jordan, Brett McConnell, Aniana, plus The Fireside Collective.
TICKET COST
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$100 in advance
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$125 on board (if available)
*The revenue from ticket sales help to offset the costs associated with the Day of Service, including supplies and materials, transportation, food, payments for local cooks and musicians, sponsoring kids and families to celebrate with us, etc.
Why it matters
In 2017, Hurricanes Irma and Maria devastated the school, destroying key buildings including the students’ lunch shed (covered outdoor area). While a concrete slab remains, the school still needs a roof and seating to restore a proper, shaded eating area. By upgrading the lunch shed and extending the playground, we can give students a safe, joyful place to eat, play, and thrive.
All additional donations received will be dedicated toward our Match Campaign to complete the $25,000 needed to fully fund The Oasis Project. While a concrete slab for the lunch shed already exists, the school requires a roof and seating to create a proper shaded eating area. The current playground space is narrow and already contains some equipment; therefore, the plan is to extend it and install one large Skyfort Swing Set to maximize the area safely without overcrowding.
Positive Legacy will MATCH EVERY DOLLAR RAISED up to $12.500!
Your generosity will create a lasting dining and recreational resource for the children, promoting health, well‑being, and community for years to come. Together, we can leave a positive legacy for the young people of Grand Turk!
RECAPS
January 20th - 24th 2026
Positive Legacy at...
PANIC EN LA PLAYA RECAP
Positive Legacy would like to extend our heartfelt gratitude to the Widespread Panic family and the fans who showed up with open hearts at Panic en la PLaya Trece. Your generosity, spirit, and deep-rooted sense of community helped power an unforgettable week of connection and impact—proof that this road really does keep going.
Day of Service
This year, our Day of Service took us into the heart of the local community, where volunteers rolled up their sleeves and worked side by side to give back. Together, we tackled a school wide painting project that transformed shared spaces while fans built genuine connections along the way.
Between paint strokes and teamwork, there was time to slow down, swap stories, and share laughs. Live music from a local jazz duo, camaraderie, and a shared purpose to share our time and energies to help the young people at Benjamin Bloom Elementary School carried us through the day, a reminder that we walk each other home in more ways than one. We even got a special nod from the RCD Fundacion in a special ceremony, giving food, toys and sports equipment to all the local kids. With full hearts and a lot of pride, the Day of Service once again proved the power of coming together with intention.
Charity Auction
The charity auction was once again filled with the best in art, albums, unique gifts and of course instruments. Fueled by the incredible generosity of the Panic family, the silent and live auctions raised nearly $50,000 in support of Positive Legacy’s programs. The room buzzed with big energy and the unmistakable sense that this community always shows up when it matters most.
Endless thanks to Widespread Panic for their continued support, and to every artist, partner, and fan who donated one-of-a-kind items and raised a hand for a cause that truly matters.
Poolside Bingo
The good times kept rolling with poolside bingo hosted by Circles Around the Sun —easy going, laughter-filled, and full of that unmistakable Panic vibe. With great music, a beautiful setting, and nonstop smiles, the event raised over $2,500, proving once again that sometimes the best moments happen when you let the good times roll and give back at the same time.
A heartfelt thank you to the Widespread Panic team and Cloud 9 Adventures for their unwavering collaboration and support. None of this would be possible without your belief in the power of music, community, and showing up—ain’t life grand when we do it together?
To every fan who showed up, gave back, and led with love, we thank you.
We truly couldn’t do this without you.
January 15th - 19th 2026
Positive Legacy at... Wilco's Sky Blue Sky RECAP
Positive Legacy would like to extend our deepest thanks to the Wilco family and the fans who showed up with open hearts at Wilco’s Sky Blue Sky music festival. Your generosity, curiosity, and genuine care for the community helped fuel an inspiring week of connection and impact.
Day of Service
This year, our Day of Service brought volunteers into the heart of the local community, where a full crew of fans rolled up their sleeves and worked side by side to give back. Together, we took on meaningful projects that left a lasting imprint—transforming shared spaces while building real relationships along the way.
Between paint strokes and teamwork, there was time to slow down, share stories, and connect across cultures. Music floated through the day, reminding us that creativity and service are deeply intertwined. With full hearts and a strong sense of purpose, the Day of Service once again proved how powerful it can be when a community comes together with intention.
Charity Auction
The Charity Auction was a standout moment of the week, energized by the generosity and enthusiasm of Wilco fans. Thanks to the incredible support of donors and bidders, the silent and live auctions raised over $33,000 to support Positive Legacy’s programs. The room buzzed with excitement, generous bids, and a shared belief in the power of giving back.
Endless thanks to Wilco for lending their presence and support, and to every artist, partner, and fan who contributed one-of-a-kind items and raised a hand for something bigger than themselves.
Name That Tune Bingo
This session turned into a music-lover’s playground, challenging fans to dig deep into Jason Narducy’s catalog and test their knowledge of obscure gems and rock ’n’ roll history. Between laughs, “aha” moments, and plenty of good-natured banter, this gathering captured the heart of the week—raising over $3,200 and reminding everyone that learning, listening, and giving back go hand in hand.
A heartfelt thank you to the Wilco team and Cloud 9 for their continued collaboration and support. None of this would be possible without your commitment to creating experiences that extend beyond the music.
To every fan who participated, gave back, and led with kindness—thank you. We are endlessly grateful to walk this path with you
January 10th - 14th 2026
Positive Legacy at...
CLOSER TO THE SUN RECAP
Positive Legacy would like to extend our gratitude to the Slightly Stoopid family and the fans who showed up with open hearts at the 11th annual Closer To The Sun. Your energy, generosity, and love for community powered an unforgettable week of impact.
Day of Service
This year, our Day of Service took us into the heart of Puerto Aventuras, where volunteers rolled up their sleeves at the José Antonio Tzuc Esparza Jr. High School. Together, we painted nearly the entire school, built an eco-bench and table, and spent the day connecting with the local community.
Between brushstrokes, we shared stories, made new friends, and enjoyed a beautiful lunch soundtracked by Galactika Deep Roots…our favorite local band. With music in the air, full bellies, and even fuller hearts, the Day of Service once again proved that when we come together, real change happens.
Charity Auction
This year’s charity auction was nothing short of electric. Thanks to the incredible generosity of the fans and donors, the silent and live auctions raised almost $70,000 in support of Positive Legacy’s programs. The room buzzed with excitement, big bids, and big love. Special thanks again to Slightly Stoopid for bringing the musical magic to help the festivities and endless thanks to everyone who donated one-of-a-kind items and to all who raised their hands for a great cause.
Poolside Bingo
The good times kept rolling with poolside bingo, hosted by The Elovators, who brought laughs, vibes, and nonstop fun. With great tunes and an unbeatable setting, the event raised over $3,400, proving that giving back can feel just as good as it does meaningful.
A heartfelt shoutout to the Slightly Stoopid team and Cloud 9 for their unwavering support and collaboration…none of this would be possible without you.
To every fan who showed up, gave back, and led with love, we thank you.
We truly couldn’t do this without you!
December 6th - 10th 2025 | Positive Legacy at...
Blackberry Smoke HighTide Getaway - RECAP!
Positive Legacy is very grateful for all of the incredible support from the guests at High Tide Getaway! Thanks to the incredible donations from this amazing community, we were able to raise over $26,000 that will help support our beneficiaries, The Brit Turner Family Fund - CURE Childhood Cancer and Healthy Reefs for Healthy People.
We had an amazing turnout and fundraising success at charity bartending with Paul and Brandon from BlackBerry Smoke raising over $1,000! Name that Tune Bingo with with Elizabeth Cook was full of laughs and poolside fun with over $2,000 in donations!!
We completed the week at our Charity Auction with a lovely musical set from Band of Heathens. A big THANK YOU to all of the High Tide Getaway musicians for their incredible donations and time to add signatures for the auction. Our heartfelt thanks all of YOU guests for making this such a successful first High Tide Getaway!!
December 11th - 15th 2025 | Positive Legacy at...
Strings & Sol - RECAP!
Positive Legacy is deeply thankful for the incredible generosity shown by the guests at the 13th Strings & Sol. Through the support of this passionate community, we raised over $32,000 in total funds to benefit Positive Legacy and our Healthy Reefs for Healthy People Caribbean King Crab Project.
The week was filled with memorable moments of giving and connection. Charity bartending with Mountain Grass Unit and Torrin from Kitchen Dwellers brought great energy and raised over $800, while Name That Tune Bingo with The Kitchen Dwellers delivered plenty of laughs and poolside fun, generating over $2,000 in donations.
One of the highlights of the week was our Day of Service at Casa de la Cultura in Puerto Morelos. Guests rolled up their sleeves to take part in a variety of hands-on service activities, all while enjoying live music from Tim Carbone and the local band Galactica Deep Roots, creating a joyful atmosphere rooted in community, culture, and impact.
We closed out the week with our Charity Auction, featuring a beautiful musical set from Lindsay Lou, and raising $27,000. A huge THANK YOU to all of the Strings & Sol musicians for their generous donations and for taking the time to add signatures for auction items. And, to all of the guests — your support made this Strings & Sol an amazing success.
MORE DAYS OF SERVICE COMING SOON!
