1. Sailing in San Diego, California Aboard a Custom Sailboat for Up to 38 People
  2. Sailing in San Diego, California Aboard a Custom Sailboat for Up to 38 People
  3. Sailing in San Diego, California Aboard a Custom Sailboat for Up to 38 People

Sailing in San Diego, California Aboard a Custom Sailboat for Up to 38 People

Go sailing with this 38 person sailing charter ready to book now! Starting at $450 USD per hour and a preferred minimum rental of 2 hours. Discover the gorgeous region of San Diego, California and the city by the water. Whether for a family vacation or with friends, this is the perfect boat to just kick back and relax! Enjoy the sun and the comfort of this sailing cruise. Rate: • $450 USD per hour (2 hours minimum) Rate Includes: • Rent of the boat and its on-board equipment • Safety Required • Fuel • Captain What you can Expect: Romancing the Wind is the ultimate sailboat for cruising San Diego Bay and nearby coastal waters! Our USCG inspected vessel comfortably holds up to 38 passengers, and is suitable for all ages! Sail gracefully through San Diego Bay while enjoying the picture-perfect downtown San Diego skyline, see the historic vessels at the Maritime Museum, enjoy views of the Coronado Bridge, Point Loma, Cabrillo National Monument, and the beautiful coastline. We specialize in Corporate Events, Family Get Togethers, Bachelor/ Bachelorette Parties, Birthday Parties, Sunset Cruises, Seasonal Swimming, Memorials, and much, much more. We offer a multi-tiered pricing program starting at $450/hr. Each charter includes: A USCG licensed Captain, experienced crew, sodas, water, light packaged snacks, ice and coolers. We offer full catering services featuring a wide variety of food and beverage options. Guests May also BYO, some restrictions apply. Allow us to help you plan your next adventure on the water. If you have any questions, we can answer those through GetMyBoat’s messaging platform before you pay. Just hit, “Request to Book” and send us an inquiry for a custom offer.

Captain is included.
A captain is provided by the listing owner to host and operate the trip.
38 guests
Luxury, Events & Large groups
Sailing Mega Yacht


I am the Owner and Operator. Myself and my crew endeavor to make your sailing experience a memorable one! San Diego is the ultimate sailing destination and RTW is the ultimate vessel to see and experience everything San Diego has to offer.

Features & Details

  • Life jackets/required safety gear
  • Bar
  • BBQ
  • Bluetooth
  • Galley Stove & Oven
  • Cabin
  • Toilet
  • Wheel steering
  • Inboard Engine
  • Center Cockpit
  • Dinghy
  • Single Engine
  • Fuel type: Diesel
  • Generator
  • Inverter
  • Berth
  • Head

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

A 50% is deposit required at time of booking. Full payment required 7 days prior to day of charter. Cancellations made 5 days or less are subject to a 20% per day proration fee, or may be rebooked to later date, some restrictions apply. No refunds offered for cancellations on day of charter. Cancellations due to inclimate weather Is at the sole discretion of the Captain. If this occurs you may rebook to a later date, some restrictions may apply.

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