Upcoming events

Bucket Lists Are Better Together.

Upward creates curated experiences designed to bring our community together in extraordinary places — family masterminds, bucket-list destinations and once-in-a-lifetime adventures.

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Events

2026 Upward Family Mastermind

November 19–22, 2026 Hawks Cay Resort - Duck Key, Florida

Four days built around what matters most: family,
growth, community and adventure.

Join us in the Florida Keys for our annual Family Mastermind — an
intimate gathering of families coming together to learn from one
another, create unforgettable experiences and strengthen the
relationships that matter most.

Apply to join upward

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Inspiring speakers and
conversations

Real conversations around family, business, parenting, relationships,
mindset and creating a life you actually want to live.

Community roundtables

Some of the greatest knowledge already exists within our village.
Parents and community leaders lead conversations around the things
they know best.

Kid’s Programming

Our kids get their own opportunity to learn, connect and grow — with experiences led by talented members of our community.

Family Adventure Day

One day is intentionally left open for excursions, adventure and family time. Sometimes the best part of the mastermind happens outside the mastermind.

Famgiving & Contribution

Giving back is at the heart of our village. Through shared meals, meaningful connections, and opportunities to contribute, we celebrate gratitude, generosity, and the power of lifting each other up. Because the strongest communities are built on what we give, not just what we gain.

Planning Your Trip

Planning Your Trip

Planning Your Trip

Hawks Cay sits on Duck Key in the middle Keys, about 90 minutes from Key West International and just over two hours from Miami International.

Families book their own accommodations at the resort through
our group block. Details and rates go out with your acceptance.

Hawks Cay sits on Duck Key in the middle Keys, about 90 minutes from Key West International and just over two hours from Miami International.

Families book their own accommodations at the resort through
our group block. Details and rates go out with your acceptance.

Arrival: Thursday, November 19

Arrival: Thursday, November 19

Arrival: Thursday, November 19

Departure: Sunday, November 23

Departure: Sunday, November 23

Departure: Sunday, November 23

Nearest airports: EYW (90 min) and MIA (2 hr 15 min)

Nearest airports: EYW (90 min) and MIA (2 hr 15 min)

Nearest airports: EYW (90 min) and MIA (2 hr 15 min)

Room block and pricing shared upon acceptance

Room block and pricing shared upon acceptance

Room block and pricing shared upon acceptance

Programming runs Friday and Saturday; one day left open for
adventure

Programming runs Friday and Saturday; one day left open for
adventure

Schedule details are subject to change as we finalize speakers and
excursions.

Come For the Experience.
Stay For the People.

Upward experiences are open to member families. Applications are reviewed personally, and we'll reach out with next steps if it feels like a fit. 

Apply to join the village

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The village it takes.

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© 2026 Upward Events LLC

The village it takes.