What is “Trip With Jane”?
As the owner of Longshore Sailing School and a travel advisor specializing in the Azores, Portugal, I balance my passion for the sea with my love for adventure and cultural exploration. At Longshore, I have dedicated my career to teaching and inspiring a new generation of sailors, fostering a love for the water through hands-on education and expert instruction. Meanwhile, the seasonality of my business plus my expertise in travel advising allows me to craft unforgettable journeys to the Azores (and beyond), helping travelers discover the stunning landscapes, rich history, and unique experiences this beautiful archipelago has to offer.
My connection to the Azores runs deep—my father is from São Miguel, and this heritage has given me a profound appreciation for the islands, their people, and their traditions. Being well-versed in the culture, I take pride in creating authentic, immersive experiences for those looking to explore the Azores beyond the usual tourist paths.
With years of experience managing a thriving sailing school, I’ve developed strong leadership, customer service, and operational skills that seamlessly translate into my role as a travel advisor. Whether I'm helping someone find their sea legs at Longshore or guiding them to an extraordinary adventure in the Azores, my goal remains the same: to create meaningful, enriching experiences.
My advising skills do not end with the Azores. I love creating adventures for solo travelers as well as large groups and families.
I am able do everything from create personalized itineraries to booking accommodations, car services, car rentals and tours.