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On the Water · Sailing

Regattas in Puerto Rico

The national federation's calendar, from dinghy regattas at Club Náutico de San Juan to the Discover the Caribbean Regatta in Ponce. Registration runs through the clubs on Clubspot.

Coming up

Regattas starting each month, Jan 2026 to Feb 2027; months already past are paler.
RegattaDatesWhereOrganizer
Discover the Caribbean Regatta (36th)With Discover Coffin Island on Oct 30Oct 30 to Nov 1, 2026PoncePonce Yacht & Fishing Club
Discover the Caribbean Dinghy RegattaOptimist, ILCA, 420 and SunfishNov 14–15, 2026PoncePonce Yacht & Fishing Club
Regata Eddie RamosDec 5–6, 2026PonceClub Náutico de Ponce
Winter Cup RegattaDec 19–20, 2026Club Náutico de San JuanAcademia de Vela CNSJ
Pan Pepín International Dinghy RegattaFeb 13–15, 2027Club Náutico de San JuanAcademia de Vela CNSJ
Sources (5)

Held this year

RegattaDatesWhere
Regata de OctubreOct 3–4, 2026Punta Salinas, Toa Baja
Advantix Fall RegattaSep 11–13, 2026Former Roosevelt Roads, Ceiba
Banco Popular Summer CupAug 22–23, 2026Club Náutico de San Juan
Quinta Copa Agustín TejeroJul 24–26, 2026Playa de Santa Isabel
La Vuelta a CulebraMay 23–25, 2026Ensenada Honda, Culebra
MCS Dinghy Sailing RegattaMay 2–3, 2026Club Náutico de San Juan
Festival de VelasApr 24–26, 2026Hotel Vista Bahía, Salinas
Advantix RegattaMar 6–8, 2026Former Roosevelt Roads, Ceiba
Pan Pepín International (dinghy)Feb 14–16, 2026Club Náutico de San Juan
Wind Warriors Windsurf World Cup VIFeb 14–28, 2026Playa de Vega Baja
Festival Olímpico de PlayaFeb 7–8, 2026Balneario Punta Salinas, Toa Baja
San Sebastián IC24 CupJan 17–19, 2026Club Náutico de San Juan
Show all 12 heldShow fewer

From Federación de Vela de Puerto Rico, Calendario de Eventos y Regatas 2026 (updated May 28, 2026).