One Street.
One Day.
All Day.
- Date
- Sept 27 · 12–6PM
- Where
- Exchange Street Shutdown
- After
- Cuties · 7–9PM
- Prize
- $5,000 Cash Giveaway
Hosted by Mocean in collaboration with portlandoldport.com. Free to watch, open to skate — print it, post it, bring a friend.
New England's
Premier Skate,
Art & Culture Event
Six years in the making, Cobble to Cobble finally hit the streets of Portland's iconic Exchange Street in 2025 — and the verdict was unanimous: "One for the books."
Presented by Mocean Skateboards and Portland Old Port, we shut down one of Maine's most iconic streets and fill it with skateboarding, live art, music, local vendors, and thousands of people who showed up to witness something special.
Now we're making it bigger. 2026 means custom-designed ramps, a $5,000 cash giveaway, expanded vendor market, more artists, more chaos — and the same soul that made the first one unforgettable.
Four Hours.
Infinite Energy.
$20K in custom-designed ramps transform Exchange Street into a world-class setup. Open jam format — anyone can skate.
Artists paint massive murals live throughout the day. Watch something iconic get created in real time.
DJs and MCs keep the energy electric all event long. Red Bull fueled, Portland approved.
Dozens of independent vendors, local artists, vintage sellers, and food pop-ups fill the street.
Best trick contests, audience choice moments, and spontaneous cash prizes throughout the day.
Professional photo and video. Skate footage and a recap reaching 150,000+ people online.