Live Wildly Team Challenge Thomas O’Connor Sunshine Open Water Swim 1 Sunshine Open Water Swim II Rainbow River Swim Club
Live Wildly Team Challenge
Saturday, Oct 24, 2026
Thomas O’Connor
FEBRUARY 14, 2026
Sunshine Open Water Swim 1
MARCH 07, 2026
Sunshine Open Water Swim II
MAY 16, 2026
Rainbow River
Swim Club

Welcome to

Leo's Open Water Swim
it’s not just fitness
it’s a OWS lifestyle

"just keep swimming"
BETO said so!

Swim Challenge

Awards and Recognition: All participants will receive a specially designed shirt and an award indicating your total distance swum for the year.

Plus, you’ll earn bragging rights within our swim community!
Registration Details:

• Challenge Fee: $50 for the entire year.
• Sign-Up Deadline: Please register by February 28, 2026.

Motivation: Let’s keep each other motivated! Share your progress, tips, and encouragement with fellow swimmers.

SWIM🤙🏽CHALLENGE 2026

Swim what you can!

Thu January 1 - Thu December 31, 2026

Get ready to dive into our annual swim challenge, “Swim What You Can”! This is a fantastic opportunity to set your own swimming goals and stay motivated throughout the year.

Year-End Challenge: Join us for our traditional 100x100 swim on December 31, 2026. This is a great way to celebrate our hard work and achievements!

Challenge Guidelines:

Swim Frequency: Swim at your own pace, whenever and wherever you can! There are no minimum or maximum distances—just swim what you’re able to accomplish each week.

Weekly Reporting: Every week, please report your distances to Coach Leo. Include both your weekly total and your cumulative total for the year.

 

 

Open Water Swim Festival

The Challenge: Team Relay (4 Miles Total)
Course: A thrilling ¼-mile loop in open water.
Team Structure: Teams of 3 to 8 swimmers—strategize, collaborate, and push your limits together!
Rules:

Each swimmer completes one loop at a time, tagging the next teammate in rotation.
No consecutive loops by the same swimmer—strategy is key!
No swimmer may exceed 3 total loops—every teammate must contribute.
Order is up to you—pace, endurance, and tactics will determine your success!

This is more than a swim; it’s a test of teamwork, pacing, and perseverance. Whether you’re racing for the podium or simply soaking in the fun, the Live Wildly Team Challenge promises an unforgettable experience.

Solo Endurance Option
Prefer to go it alone? Take on the individual challenge:

Swim the loop, exit the water each time, and run around shoreline flags before diving back in.

Live Wildly Team Challenge

Celebrating Worlds Swim Day

Saturday, October 24th, 2026

Join us for the 5th Annual Live Wildly Team Challenge, an exhilarating open-water swim event in celebration of World Swim Day! This year, we’re bringing back an innovative and team-focused competition that combines strategy, endurance, and camaraderie in the beautiful waters of Florida.

Presented by Live Wildly, this event supports a vital cause: the protection of the Florida Wildlife Corridor. Stretching from the Panhandle to the Everglades, this 18-million-acre expanse is the ecological and economic heart of Florida. Live Wildly was founded to safeguard this irreplaceable landscape—and by participating, you’re helping preserve the Sunshine State’s natural legacy.

Discipline, stamina, and mental toughness will be your greatest allies.

Why Join?

Celebrate World Swim Day in a unique, team-driven format.
Support Florida’s Wildlife Corridor—every splash makes a difference.
Challenge yourself in a dynamic, fast-paced environment.
Make memories with friends, teammates, and fellow water enthusiasts.
Gather your crew, strategize your relay order, and dive into an event like no other. Let’s make waves together!

Register Now and be part of a movement that’s wild at heart.

Open Water Swim 2026 Events

You are respectfully invited to participate in the 4th annual TOC5 memorial 1-mile swim with Rory O’Connor, the Clearwater Beach lifeguards, and Leo.

Thomas O'Connor Charity Swim

Date: Feb 14, 2026

Day: Saturday

Time: 6:30 AM - 9:00 AM

OWS
EVENT

This complimentary event honors the legacy of Tom O’Connor, a former Clearwater Beach lifeguard and member of the Tampa Bay Frogman.

Donations of any amount are welcomed in support of the non-profit Leo’s Swim Safe Foundation FKA Open Water Open Arms

🌊 March 7, 2026 – Pass-a-Grill Beach
🌊 May 16, 2026 – Indian Rocks Beach 

Sunshine Open Water Swim SERIES 1

Date: Mar 07, 2026

Day: Saturday

Time: 6:00 AM - 10:30 AM

OWS
EVENT

Dive into 2026! New Distances, Same Intimate Spirit.
The Sunshine Open Water Swim Series is back with two stunning dates:

We’re growing thoughtfully! To celebrate every swimmer, we’re adding a 10K challenge for the ultra-distance seekers and a 1/4 mile splash for newcomers and families!

Thank you for being part of the journey. Let’s make 2026 unforgettable!

🌊 March 7, 2026 – Pass-a-Grill Beach
🌊 May 16, 2026 – Indian Rocks Beach 

Sunshine Open Water Swim SERIES 2

Date: May 16, 2026

Day: Saturday

Time: 7:00 AM - 9:30 AM

OWS
EVENT

Dive into 2026! New Distances, Same Intimate Spirit.
The Sunshine Open Water Swim Series is back with two stunning dates:

We’re growing thoughtfully! To celebrate every swimmer, we’re adding a 10K challenge for the ultra-distance seekers and a 1/4 mile splash for newcomers and families!

Thank you for being part of the journey. Let’s make 2026 unforgettable!

Rainbow River Swim Club

Come swim the beautiful Rainbow River with fellow athletes and open-water enthusiasts. This event is a focused practice swim (a straight 3.5-mile route) in a constant water temperature of 72°F river perfect preparation for upcoming races. 
 

RAINBOW RIVER
SWIM CLUB SERIES

Date: Mar 14, 2026

Day: Saturday

Time: 7:00 AM - 9:30 AM

RIVER
SWIM
EVENTS

We’ll keep an eye on the weather, so please arrive on time, bring all required swim gear, and support our nonprofit if you can. Coach Leo will conduct a safety briefing and coordinate transport.
 

Rainbow River Swim Club

RAINBOW RIVER
SWIM CLUB SERIES

RIVER
SWIM
EVENTS

“We Love our
Partners!

thank you friends”