Romancing the Wind
The finest sailing yacht in San Diego!
Located on beautiful San Diego Bay, Romancing The Wind offers year round private charters for private groups up to 35 passengers. We specialize in Corporate Events, Bachelor and Bachelorette Parties, Birthday Parties, Reunions, Weddings, and complete Burials at Sea services. Our 60’ sailing yacht, with her unique high rigid rails, allows us to provide a wide range of cruising options, and we are certified safe for children of all ages! From gentle motor-sail sightseeing cruising to full speed sailing fun, we are the perfect venue to create lasting memories on! Guest favorites include Sunset Sails, Cocktail Cruises, Sail, Anchor & Swim Parties, Corporate Team Building, and on the water Family Fun! We do it all! Call, Text, or Email us today to plan your next adventure!
Romancing the Wind
San Diego’s Finest Sailing Yacht Charter
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Romancing the Wind has all the amenities you could want form a Sailing Yacht. This Vessel was designed with comfort and Safety in Mind. From its large and Spacious Deck and Salon to its high rigid rails perfect for safety or dive platform for swim charters. A state of the art sound system and a cool, laid back professional crew will make your San Diego Bay Charter one to remember. Call us today to schedule one of our many Bay or Party Cruises
Choose Your Perfect Maritime Adventure!



We Honor Our Community Heros

We offer discounts to active and retired Military, active First Responders, and Seniors 65 or older.
See What Our Customers are Saying


We had the absolute best time! The team was very professional and fun! I highly recommend you work with them and spend the best time in the ocean!

What a fantastic day on Romancing the Wind! Everyone on the crew went above and beyond to make everything right for us & we had a truly epic day on the ocean on this wonderful boat. Jim and Bernice were great getting us booked and working with us, & our crew of Captain Cory, James & Allison were the best. An absolutely phenomenal way to spend the day with family on the beautiful San Diego Bay!

We had a great sail with captain Cory and crew! Highly recommend this crew!

Perfect venue to honor my late husband and to release his ashes to the sea with family. Boat was beautiful and the Captain and his crew were friendly yet respectful of the event. Would recommend for any special event.

We booked Sailing RTW to scatter my dads ashes. The crew are super nice and very professional. They are a very well run charter and definitely will be on their great boat again

Fabulous day on the water. The boat is very comfortable, and the ride was very smooth. Highly recommend this charter.

This boat was awesome!! Crew was amazing and so nice. Definitely a ride a to remember

10/10 Recommend!! We were looking for a boat that can accommodate our group of 18 people and we had very limited options. I am so glad we found SailingRTW because it was truly one of the best experiences to ride with them! They were friendly, welcoming, professional, and the booking process was seamless. Thank you sooo much for making our bachelor/bachelorette group memorable!

Romancing the Winds is the choice for chartering a boat to enjoy the beautiful San Diego harbor. My family and I gathered to spread my father's ashes. Jim, the rest of the crew, and Bernice were excellent. Professional and accommodating they ensured this special event went flawlessly. Two of the family members have limited mobility, and have issues with stairs. Jim and the crew got them out of the wheelchairs, and onboard with no problems. The large vessel had comfortable seating for folks in their seventies and younger. Plenty of room for the nineteen attendees. Finally, the team are excellent communicators. From the booking to returning to dock I felt informed and taken care of. We were racing against a storm, and the FUNeral speeches were going a bit long. Jim politely came up to me, whispered "fifteen minutes until the rain starts", and allowed me to direct the family to wrap it up. This small detail meant the world during this difficult time, and ensured we got back safe. You won't be disappointed when booking Romancing the Wind.

Captain Dan took us in an amazing boat ride to see the sunset in the bay! He was super smooth and patient!!!! His boat was very comfy and clean! Let’s do it again!!!!!

Romancing the Wind provided exceptional service for our nonprofit's event on Veteran's Day. Captain Jim Manos and his team are top notch professionals and communicated through the lead-up to our event. On event day, they went above and beyond with excellent day-of communications, helping our guests, offering warm blankets and beverages on board, ensuring everyone's safety, and then providing a beautiful sunset sail. Thank you, Captain Jim and team!

Amazing hospitality and such a great time was had on the boat :) I would highly recommend to anyone

Best experience out here in SD it’s a definite must do when in San Diego

We enjoyed our boat cruse with Sailing RTW. Jim, Bernice, and Dustin were great hosts for our group of 29. The boat was in great condition and the route chosen by our crew had a lot of wonderful San Diego sights to see. We would definitely recommend Sailing RTW to anyone looking to have an amazing boat trip during their time in San Diego! We can't wait to come back and book another trip with them soon!

We had a great time, about 20 of us went on a graduation excursion. The captain and crew made sure we were all comfortable and made it even more memorable for us.

Booked with RTW sailing for my bachelorette party and I wish I could give 100000 stars!!! If you want a fun time with an amazing boat book with Jim and his crew!!!! ⛵️
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