Sapling Program

A six month, immersive apprenticeship-type programs for experienced sailors looking to get a hand up in the sailing industry. Spend a whole summer or winter at Oakcliff, learning all there is to know about racing, boat maintenance, organization and more from the experts at Oakcliff.

Winter Sapling: Fall Sept 4 – Dec 18 & Spring Jan 14 – May 16, 2021 

(arrival/departure flexible) 

Cost: $200 a week plus food (Scholarships available)

Have a gap year, or time off in the winter? Oakcliff sailing does not stop when the snow flies. Join the team in the boat shop learning absolutely everything that it takes to keep our fleets ready to race. Be first in line for winter racing when available, get pro workout coaching from the team, and even get a head start for a full sapling session in the summer.

Summer Sapling 2021: May 1 – Sept 5, 2021 

(arrival/departure flexible) 

Cost: $950/week (Scholarships available)

A summer-long dive intro pro sailing through a structured apprenticeship at Oakcliff’s America’s Cup style campus. Gain leadership experience as the boat captain or first mate on one of our 40’ keelboats. Master a wide set of technical skills including marine electronics, rigging, composites, boat building, sailmaking, marine engines, and campaign management. Explore multiple career opportunities with an insider’s perspective from Oakcliff’s coaches and partners.

Through our network, trainees develop relationships that can transition into a career in sailing.