Day Sail

Pricing Details

Price: $945 for a Couple

On Sale Price: $850 for a Couple

Optional Photography Packages $155 & $275 Read more

Perfect for: Performance Sailing, Entertaining Clients, Families with Kids, Thrill Seekers

    • Absolutely All Private, just your party
    • 51-foot Classic Yacht
    • USCG Licensed Captain
    • 3-hour Sail
    • Custom tailored experience to your needs

This time of day is really lots of fun. With sustained warm temperatures throughout the sail and optimal wind patterns, this is an action packed adventure for all ages. Perfectly tailored for families.

Kids of all ages are welcome to learn and participate in the sailing experience while mom and dad get to relax upfront with a glass of wine. Kids get a history lesson on the compass and learn how to steer the vessel under sail. Depending on age, the concept of what makes a sailboat go is discussed and put to the test.

With this sail we sometimes go as far as the Coronado Cays, a coastal waterway that is host to San Diego’s most exotic real estate. Almost like a southern California Venice.

On the way back, we sail by a wild land reserve beach which, creates that classic Pacific feel. With the downtown skyline in the backdrop and the wind kicking up, you suddenly find yourself cruising at 7 knots without a care in the world.


  •  I had an amazing experience booking a proposal cruise with Sail Away San Diego. Robert was very helpful in helping me set up the whole thing. I was able to enjoy an awesome cruise in the bay with my fiancee, especially with the nice breeze and setting sun. Robert did well to give us our privacy, but also provided us with a good conversation when we wanted. Then came the proposal with the pictures, which went smoothly and looked great. Dinner was also well-prepared and everything was perfect! I never felt rushed or intruded upon. I highly recommend working with Robert for all your cruising needs in San Diego!

    Peter Le

    Testimonial Source: 

  •  Ramona and I can NOT begin to describe the truly fairytale experience we had with Robert and Katrina and Sail Away San Diego! From the moment we were picked up and ferried to their sailing yacht, to sipping champagne on the bear skin rug, to dropping on my knee to ask my Sweetheart if she would marry was TRULY a magical evening that neither one of us will ever forget. Thank you to both Robert and Katrina for capturing this moment for us to treasure for a lifetime. By the way...She said "YES!"...Yeah!!! We look forward to sailing with you both again someday... With heartfelt appreciation, Tim & Ramona

    Tim Probasco

    Testimonial Source: 

  • Great experience. That's is the best way do make a proposal - very romantic and beautiful. Champagne, romantic music, sunset, beautiful yacht - no chance she will say "No". It is affordable as well. After 3 hours of sailing we were very surprised to get a free ride to our hotel - that's how good Robert treat his clients. Be sure he is the best!

    Pavel Khitrikov

    Testimonial Source: 

  • Sailaway San Diego provided us the best food and the best experience we could possibly have for an anniversary. The champagne was awesome, the salmon was perfectly cooked, and not to mention, the weather was perfect for such an occasion. I strongly recommend the photo service because the pictures he took for us were definitely better than the ones I signed up for. I strongly recommend Sail Away San Diego for a place to go for a romantic occasion. Thanks alot Robert!

    Steve Kang

     Testimonial Source: 

  • Our experience on Sail Away was Fantastic! We both truly enjoyed the experience and felt like we really had our own special moment to start this new journey in our lifetime. Captain Robert was very helpful and funny. He knew exactly where to take the photos and how to customize the proposal. We highly recommend Sail Away SD to the people out there thinking of something on their own with great sunsets and views around our beautiful city here in SD!

    Srinivas Reddy

     Testimonial Source: 


    To read more reviews visit our Google Plus page.


Photos by Robert Svoboda

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    Mailing Address Only

    Sail Away San Diego
    2726 Shelter Island Dr. #370
    San Diego CA

    Contact Details

    Phone: (619) 723 0218

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