San Diego's Finest Yacht Charter

About Us

Twenty years from now, you will be more disappointed by the things you didn’t do than those you did. So throw off the bowlines. Sail away from safe harbor. Catch the wind in your sails. Explore. Dream. Discover.

Mark Twain
American Writer

Experience San Diego Bay like never before with our private boat rentals and charters, complete with licensed captain and crew, breathtaking views of the skyline, and sightings of dolphins and sea lions – all on the safest luxury charter sailboat in San Diego!

Romancing The Wind offers the ultimate luxury sailing experience on a 60-foot custom ketch, designed specifically for charter operations. With a USCG licensed captain and qualified crew, you can sit back and relax while taking in the breathtaking views of San Diego Bay. Whether you’re celebrating a special occasion or simply enjoying a day on the water with your favorite people, our private boat rentals are perfect for groups of up to 30 passengers. All taxes and fees are included in our quoted prices, and we provide a variety of catering options, as well as water, sodas, light snacks, and Bluetooth speakers for your entertainment. Book your private boat rental today and experience the best San Diego has to offer!

All Port and Marina fees are included in our pricing.
Our charters are led by a USCG licensed Captain and qualified crew.
We provide water, sodas, light packaged snacks, ice, coolers, and JBL Party Box 300 Bluetooth speakers on every charter.
We offer a variety of Food and Bar catering options or you can BYO food and beverages for an additional corking/cleaning up fee.

Why Choose Us



Our professionalism is what sets us apart from the rest. Our experienced crew and captain are dedicated to providing exceptional service to ensure your satisfaction. You can trust us to make your sailing experience safe, enjoyable, and unforgettable.



We pride ourselves on our friendly and welcoming atmosphere. Our crew is dedicated to making sure every guest feels comfortable and has an enjoyable experience on our luxury charter sailboats. From greeting you at the dock to serving you drinks and snacks onboard, our team is always ready to assist you with a smile.



We prioritize earning and maintaining our clients’ trust. We achieve this through our commitment to transparency, honesty, and integrity in every aspect of our services. You can trust us to provide the best possible experience for your event or occasion.



We pride ourselves on providing affordable services without hidden fees or surprises. We believe in transparent pricing and include all taxes and fees in our quoted prices, so you know exactly what you’re paying for. You can trust us to provide you with high-quality services at an affordable price.