Trip OverviewJoin us for a Daysailing lesson.
Day sailing teaches us to plan a day on the water, navigate to our destination, and embrace the freedom that sailing provides. Sailing takes a lifetime to master—begin that journey with a day on Penn Cove with Captain Paul. Immerse yourself in an introduction to docking, anchoring, sail trimming, and itinerary planning, gaining hands-on experience to set you and your group on course to becoming sailors.
Why choose a private daysail lessons?
Learn at Your Own Pace – while exploring Penn Cove with sailing instruction tailored to the learning style of your group.
Beyond simply being a passenger— work together as a crew to navigate the boat to a secluded beach for lunch.
Create lasting memories with this unique, hands-on sailing experience.
Have you always wanted to sail a trimaran!? — Join us for a chance to experience the thrill of multi-haul sailing.
Cost
Five-hour daysail lesson for up to four passengers: $625
When
July - September
Meet your Instructor
Paul Porter
Captain & Owner
Paul began his career as a charter captain In 2014, offering crewed charters in Sweden, Thailand, Italy, Greece, Croatia, The US and British Virgin Islands, and The San Juan Islands. In 2016, he moved to the Virgin Islands to work as a full-time captain aboard SV Pelican, a 58-foot catamaran, leading all-inclusive dive sailing charters in the USVI and BVI. Having the Caribbean right off the back deck provided ample opportunity for guiding free-diving, kiteboarding, hiking, and the unique activities that make a sailing trip a great adventure. Returning to the Mediterranean every summer, Paul continues to grow his local knowledge with a focus on Greece and Italy. His passion for the sailing lifestyle and the ocean is infectious, and he brings both excitement and experience to every charter.
General Information
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Onboard meals, refreshments, a full bar, all cruising costs for the week, snorkel gear, and water sports accessories.
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On-shore expenses, meals, transportation, and activities.
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Item description
Our Catamaran, Windy.
Corsair 24 MK1
Guests – 4
Interior heat - Main Cabin
Trip length – 2 Hours to Multi-day Sails
Sail plan – Mainsail, Jib, Screecher, and asymmetrical Spinnaker Windy offers a comfortable and unique day-sailing experience. With her midship and forward lounging nets and a beam of 18 feet, she has a surprising amount of enjoyable space. Windy combines lightweight performance and comfortability, making her ideal for afternoon sailing in the protected waters of Penn Cove and the San Juans. Windy has a cozy cabin heater, deck blankets, and automatic life jackets for all guests.
Learn with Us
Explore, learn, and connect with others through our sailing program.