SailingRTW

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1450 Harbor Island Dr
San Diego, CA 92101

Romancing The Wind is the premier charter boat company in San Diego, offering private yacht charters and offshore sailing packages. With their beautiful 60-foot sailing yacht, they provide the best way to experience the sights of San Diego Bay and surrounding waters. Their charters are perfect for a variety of occasions, including corporate events, weddings, birthday parties, and family reunions. With a capacity of up to 30 passengers, Romancing The Wind ensures a safe and enjoyable experience for all ages. Guests can also indulge in customized food and beverage catering packages or bring their own. With their experienced crew and breathtaking views, Romancing The Wind guarantees a memorable and fun-filled experience.

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Reviews

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4.556 reviews
Photo of Zachary K.
Zachary K.
8/23/2025

Captain Corey is the absolute man. Set the good vibes from the beginning, was diligent about safety, but dialed on fun. Could not recommend highly enough

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devin b.
4/1/2025

RTW is the perfect boat charter in San Diego for a large group! I just celebrated my birthday with around 20 friends and we chose RTW since they had a boat large enough to accommodate everyone....

Photo of Vanessa P.
Vanessa P.
11/15/2024

A PERFECT BIRTHDAY CELEBRATION! Romancing the Wind was everything I hoped for and more for my birthday celebration! Captain Jim and the first mate were simply amazing--so accommodating,...

Photo of Michele F.
Michele F.
7/4/2025

Highly recommend! We had a great afternoon sail to celebrate a birthday and it couldn't have been better. James and Corey took great care of us. Can't wait to do it again!

Photo of Joshua S.
Joshua S.
3/25/2024

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...

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