
11th Annual Charles Island SUP Cup 2025
WHERE:
Walnut Beach, Milford, Connecticut
113 E. Broadway
Milford, CT 06460
WHEN: June 13th, 2026, 9AM-2PM
Run of Show:
8-9am- Racer Check-in
8:45am- Racer Meeting
9:00am- Long Course start
9:05am- Short Course start
11:00am- Award ceremony (by M/F, first, second, third, age brackets)
12:15pm- SURFRIDER SPRINTS!
Race options:
5 Mile Long course (Charles Island Challenge)
M/F
Race boards up to 14′
Kayaks,Surfski,OC1, OC2, OC6
2.5 Mile Short course (Land Ho!)
M/F
SUP
Kayaks
Half Mile Youth race (Arrr Matey)
M/F
SUP
Kayak
Surfrider Sprints (Pirate’s Booty Challenge) All skill levels welcomed. 18+ only, unless parent approves of youth participation. Register day of only at Surfrider tent. SUP boards only.
Friday-Timed Trials- You against the clock. 1 Mile out and back. Cash Purse
Please note:
• Rain or Shine! Delay for lightning. No refunds.
• Finisher medals for first 150 guaranteed
INTERNATIONAL SURFING DAY ACTIVITIES:
FREE TO ALL
Live music THE ELWOODS!!!
BEND Yoga 8AM
Kids Crafts 10am-2pm
Kayaking and Paddleboarding (Scoot & Paddle) 11:30am-2:00pm
Wellness (ReMind Wellness) 9:30am-12:30pm
Used Board Swap- Pick up used boards at a great rate or unload your inventory to make room for new!
Dancing, hula hoop, free kayaking and paddleboarding after the race, craft tent, wellness tents, beach yoga, games, and more. Follow on Facebook for updates
*Food trucks on site for food purchase
Sponsors welcome, service businesses who want to provide a service on the beach day of event please contact: Tina 203-506-5402