Explore the San Juan Islands!

I first fell in love with life on the water in the San Juan Islands. Growing up, I spent summer days with my brothers, exploring tide pools, paddling through sandstone inlets, and hiking to island bluffs.

That early sense of freedom has stayed with me, shaping a lifetime spent sailing around the world and sharing that feeling with others. This multi-day experience returns me to those roots: an immersive journey through the islands I call home, aboard a performance trimaran, with great food, quiet anchorages, and the kind of connection that only time on the water can bring.

Choose between our island camping tour and the Rosario Resort experience—two distinct ways to explore the San Juan Islands. Each custom itinerary is designed to seamlessly incorporate your preferred style of lodging while making the most of this stunning cruising ground.

Private:

Duration: 2 nights, 3 days

1- 4 passengers

Starting at: $3650

Please get in touch with us below to plan your trip!

Eligibility for booking this tour requires prior sailing experience and/or sailing with us on Penn Cove.

Available dates:

Aug 25th - 27th - Sold out // August 29th - 31st - Sold out

Septmeber 9th - 11th - Available