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Sail San Diego

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Tours from Sail San Diego tend to sell out - travelers recommend booking in advance!
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Certificate of Excellence
Traveler Overview
  • Excellent94%
  • Very good3%
  • Average1%
  • Poor1%
  • Terrible1%
Travelers talk about
“captain greg”(130 reviews)
“captain art”(106 reviews)
“whale watching”(92 reviews)
San Diego's Finest Sailing! With over 28 years of experience and thousands of happy clients, our crew works diligently to insure each trip is a perfect one for all! All of our crew love what they do and it shows!! Come out for an intimate sail for...more
Suggested duration: 2-3 hours
2646 Shelter Island Dr, San Diego, CA 92106-3116
+1 619-297-7426
Ways to Experience Sail San Diego
from $88.99
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from $88.99
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Reviews (1,984)
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All reviews captain greg captain art whale watching great captain snacks and beverages highly recommend this company wonderful afternoon beautiful boat open water sea lions great trip small group highlight of our trip shelter island hour cruise three hours point loma
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1 - 10 of 1,970 reviews
Reviewed yesterday

I've taken sunset cruises in Nantucket, Boston Harbor, Miami and now San Diego and Sail San Diego and in particular our 'Captain Happy'...made it the best sail ever! Of course the weather was perfect, it's San Diego after all, but from the minute I walked...More

Thank Charlotte A
Reviewed 2 days ago

We had a super knowledgeable, friendly crew and it was a well-maintained, clean, comfortable boat--definitely a trip highlight for us! We would pick them again no questions asked, though just be prepared, the snacks are just little chip bags or granola bars. But definitely would...More

Thank peternanna
Reviewed 2 days ago

We booked the 3-hour sunset sail, and it was outstanding. Captain Shon, the best looking Captain, was great! He was a wealth of information while we sailed and knew so much about the history of San Diego. His naval experience is very interesting. Loved his...More

Thank Terry S
Reviewed 3 days ago

Great experience on the small group sail with Captain Scott. My friends and I opted for the bay tour, and loved it. You meet at the marina, not the office, but there is free parking in a nearby lot. Beautiful views of the bay, Coronado,...More

Thank sudomxn121
Reviewed 5 days ago

We had a wonderful sunset sail with Captain Shon! The weather was beautiful and Captain Shon's knowledge of San Diego and love of sailing made the trip very enjoyable. The boat was clean and well stocked with drinks and snacks. Would definitely recommend!

Thank crimsonandblue05
Reviewed 1 week ago via mobile

We had a great time doing the 3 hour sailing experience. Captain Anthony was awesome. He let us participate as much as wanted. He answered all of our questions well. He was truly passionate about his job. I would definitely do this again with friends...More

Thank raykype
Reviewed 1 week ago

Our family of 6 adults and an 18-month-old had a great time on our 4-hour private sail with Captain Theo on a 40-ft Catalina sailboat. Sail San Diego handled all of our questions and booking, as well as the actual sail day and charging of...More

Thank upandaway99
Reviewed 1 week ago

Captain Art was great! Very knowledgeable and a great sense of humor!!! We went on the Sunset Cruise for our anniversary. The weather and company were perfect. Thanks Art.

Thank Rich H
Reviewed 2 weeks ago via mobile

We had such a great time on our sail, not only was the sail smooth but Captain Shon made it fun and informative! He was a fun captain and answered all our questions and had fun with us! I suggest captain Shon if you want...More

Thank Danielle M
Reviewed 2 weeks ago

Captain Anthony did a great job maneuvering and teaching me how to steer behind the helm! I can hardly wait until I’m in town again to sail again! The 3 hour is a must do!

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Questions & Answers
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Sarah K
August 19, 2018|
Response from Michael R |
Dolphins are wild animals so that means they are unpredictable. But you have a positive chance to view captive dolphins that are in the navy’s marine mammal program. We see wild dolphins on the sunset sail around Ballast... More
April 22, 2018|
Response from Cal M | Property representative |
Our guests are generally very friendly. Just mention that you're not into it, and it will be turned off.
Jerry W
April 11, 2018|
Response from Cal M | Property representative |
We do not allow pets.