1. Enjoy San Diego Bay From Our Deck!
  2. Enjoy San Diego Bay From Our Deck!
  3. Enjoy San Diego Bay From Our Deck!

Enjoy San Diego Bay From Our Deck!

3 reviews
9 bookings

Romancing The Wind is the ultimate sailboat for cruising San Diego Bay and nearby coastal waters! Our USCG inspected vessel can safely and comfortably hold up to 38 passengers, suitable for all ages! RTW sails gracefully through San Diego Bay providing our guest with views of the picture-perfect downtown San Diego skyline, the historic vessels at the Maritime Museum, fantastic views of the Coronado Bridge, Point Loma, Cabrillo National Monument, and the beautiful coastline. Each charters include an USCG licensed Captain, knowledgeable crew, a variety of soft drinks, water, light packaged snacks, ice, and coolers. We also offer a wide variety of catering and beverage packages to suit your tastes and needs at an additional cost. Guests may BYO, some restrictions apply. We also staff a friendly and fun event planner who can customize your charter to your specific needs! If you have any questions, we can answer those through GetMyBoat’s messaging platform. Just select “Send an Inquiry” at the bottom of the page. We look forward to help you create your next sailing adventure!

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
37 guests
Luxury, Events & Large groups
Tall Ship

Owner:Jim Manos

Hello, and Welcome aboard! As the owner and operator, my crew and I endeavor to make your sailing adventure a memorable one. Come and enjoy the views and comfort of our custom-built 55’ sailboat. Our decks are spacious, comfortable, and safe for all ages. San Diego is the ultimate sailing destination, and RTW is the ultimate vessel to see and experience everything San Diego has to offer!


3 reviews

5.0 out of 5!

  • Listing Accuracy

  • Departure & Return

  • Vessel & Equipment

  • Communication

  • Value

  • Itinerary & Experience

1 photo has been added by reviewers who booked this listing.
  1. MM

    From start to end, this was the easiest and most pleasant experience organizing an event I have ever encountered. Booking through GMB was seamless - the crew is super responsive and accommodating, especially considering most of us were from out of town! Bernice helped coordinate catering and had everything delivered and set up when we arrived. The crew was efficient at getting us welcomed onboard and at sea quickly so we could enjoy our time at sea. The boat itself was spacious and accommodating, the restroom was nice and well-lit, and there was enough cabin space for us to store our luggage. Overall, would HIGHLY recommend Romancing the Wind to enjoy San Diego in all it's glory :)

  2. JS

    Perfect trip. Captain Jim and crew were amazing.. Bernice made sure I was comfortable from first inquiry to stepping off. Everyone went above and beyond - thinking and implementing details that we couldn't imagine. This was truly a blessing. We are all grateful to you and for you

  3. PS

    Amazing yacht, hospitality and captain! I would highly recommend Jack and his crew any day!

Features & Details

  • Life jackets/required safety gear
  • BBQ
  • Bluetooth
  • Galley Stove & Oven
  • Watersports Equipment
  • Cabin
  • Wheel steering
  • Inboard Engine
  • Chart Plotter
  • Dinghy
  • Single Engine
  • Fuel type: Diesel
  • Generator
  • Inverter
  • Berth
  • Head
  • Furling Headsail
  • Furling Mainsail

Approximate Location

You’ll get directions for the exact departure location when you make a booking inquiry.

The boat's approximate location on a map

Cancellation Policy

Full refund up to 6 days prior.

Additional Terms & Information

We offer multi-tiered pricing based on the size of your group starting at $450.00 per hour, with a two-hour minimum. All of our charters include an experienced USCG Certified Captain, and a knowledgeable crew. A selection of light snacks consisting of packaged cookies, chips, pretzels etc., water, sodas, coolers, and ice are provided. We have bluetooth speakers ready for your enjoyment. We also offer a wide variety of catering and beverage options to suit your taste. Contact us for additional details and information. Gratuity is not required but greatly appreciated! Standard charter gratuity rate is between 15-20% of the total charter price. For your convenience, you can pre-pay a gratuity on your credit card or, give any tip directly to the Captain for distribution to the crew.

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