The second annual stand up paddleboard (SUP) race to Charles Island is scheduled June 19.

The race is hosted by Scoot & Paddle and Surfrider CT, and all proceeds will go to local charities.

The event will take place at Walnut Beach from 8 a.m. to 3 p.m.

Races include a five-mile elite race, The Charles Island Challenge; a 2.25-mile recreational race, Land Ho!, and a five-mile youth race, Arrr Matey!

Elite racers will start from the beach, circle the island, head in toward shore for a spectator friendly buoy turn, travel parallel to shore to another buoy, turn and head back to Walnut Beach.

Recreational racers will start in the water and circle a buoy at Charles Island and then head back to Walnut Beach.

The youth race will run parallel to shore for .25 mile, circle a buoy and head back.

Stand up paddleboards, kayaks, outrigger canoes and surf skis are welcome. There will be different gender groups, age brackets and SUP sizes.

The event will include the following:


  • The Aquatudes and Commercial Interruption with hula hoopers and dancers.

  • DJ/MC Brian Smith (formerly of Smith & Barber in the morning, currently Brian Smith Radio.)

  • Kaiholunuie Polynesian Dance Company, leading an interactive tour of the Polynesian Islands through music and dance.

  • Bend Yoga & Wellness tent offering free massages and free yoga on the beach and more.

  • A Breath of Calm and Scoot & Paddle offering free SUP Yoga.

  • Free demonstrations and trials of paddleboards, kayaks, surf skis and outriggers immediately following the race and throughout the day.

  • Children's craft tent with free Father's Day craft and free rock painting and decorating.



  • Food Trucks such as Walnut Beach Creamery with handmade gourmet ice cream, Crazy Taco Mex, Silver Sand Pizza Truck and more.

  • Vendor tents and sponsor tents with SUP industry leaders and local companies like Whole Foods offering free products.



  • Raffles and giveaways.

  • Volleyball, hula contests, can jam and much more in the works.


Scoot & Paddle is a small business at Walnut Beach renting and selling stand up paddleboards, kayaks and bikes with a strong focus on healthy living and community building.

Surfrider Foundation is a grassroots, non-profit environmental organization dedicated to cleaning the oceans and protecting the waterways since 1984.

The Surfrider Connecticut Chapter has joined with Scoot & Paddle to celebrate International Surfing Day in conjunction with the race.

Manu’iwa Outriggers and Canoe Club, a non-profit educational organization, will join the event this year.

The Coast Guard Auxiliary and the Milford Police Department, as well as a lot of volunteers, will be on the water to ensure safety.