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Sail San Diego

2071 Shelter Island Drive, San Diego, CA 92106
+1 619-297-7426
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Ranked #3 of 240 Activities in San Diego
Certificate of Excellence 2014
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Type: Tours
Owner description: San Diego's Finest Sailing Experience! With over 26 years of experience and thousands of happy clients, our crew works diligently to insure each Sail... more » Owner description: San Diego's Finest Sailing Experience! With over 26 years of experience and thousands of happy clients, our crew works diligently to insure each Sail is a perfect one for all! All of our crew love what they do and it shows!!Come out for an intimate sail for 2,corporate event,sailing lessons with a few friends,whale watching experience, or a memorable celebration at sea. WE excel at doing private parties, proposals, anniversaries, birthdays or a romantic sunset sail. All or excursions come with a knowledgeable friendly Captain, complementary chilled Wine, Beer, Sodas,& yummy snacks. Take the helm, trim the sails,or sit back and enjoy a glass of wine on the bow. Our boats were purchased with YOU in mind. Not an old "classic" boat we decided to charter. The cockpit is where you will spend much of your time and it's roomy enough for 12 people. We Sail (3)Uber clean 40' boats and (1) Brand new 42' boat in our fleet. We can't wait to take you for your next San Diego adventure. « less
Useful Information: Bathroom facilities
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453 reviews from our community

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Date | Rating
  • English first
  • Any
English first
Claremont, California, United States
1 review
5 of 5 stars Reviewed September 1, 2014 NEW

This was the most relaxing and enjoyable experience we have had in months! What fun! If you have never sailed or even if you have, we highly recommend this! Captain Art, was very informative and gave a great tour of the bay and San Diego surrounding us. We will definitely put this on our list to do again. Well worth... More

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1 review
5 of 5 stars Reviewed August 27, 2014 NEW via mobile

Sunset sail with Cap'n Kevin and a couple from Tokyo. Beautiful night, huge surf, geeat visiting with native Diegan Kevin, cold beer, learned some sailing, awesome sailboat, trip catered to us 3 and our interests. It doesn't get any better than this! Thanks.

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1 review
4 of 5 stars Reviewed August 26, 2014 NEW

My wife and I spent a Saturday evening sailing with Art. He was great. He explained all of the destinations we sailed past and had some great anecdotes. He handled the boat safely and effortlessly. The wind in San Diego in the evening isn't necessarily ideal for sailing but he made due. Would recommend this to anyone looking for a... More

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Tyler, Texas
Top Contributor
62 reviews 62 reviews
9 attraction reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed August 23, 2014

We were gretted on time, taken to our boat (3 couples plus a captain on our boat), given a safety briefing, showed us where the drinks and snacks were, and off we went. We were given the choice as to where to go and we elected to go out in the ocean. It was a beautiful, smooth trip. The Captain... More

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Maple Shade, New Jersey
1 review
5 of 5 stars Reviewed August 21, 2014

We took the 3 hour sunset cruise. Unfortunately, it was a cloudy evening, but nonetheless, we enjoyed ourselves. Our captain, Mike, was very friendly and informative, and went out of his way to make us feel comfortable and to answer our questions. There was plenty of refreshing beverages...(mine was wine!) ...and small snacks. The scenery was beautiful despite the lack... More

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Indianapolis, Indiana
1 review
5 of 5 stars Reviewed August 19, 2014

We had a great time on our first sailing experience. Captain John was very informative with answers to our sailing questions and he was able to explain things in an easy to understand way. The sail boat was very comfortable and the company and refreshments along with the great weather and conditions made it a must do again.......and a step... More

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MN
Senior Contributor
32 reviews 32 reviews
9 attraction reviews
16 helpful votes 16 helpful votes
5 of 5 stars Reviewed August 19, 2014

My husband surprised me with a Sail San Diego sunset tour for our anniversary, and it was a great success! Captain Art was fantastic! We sat at the front of the boat while the other passengers were in the back, making it feel like we had our own private tour. We some some seals and pelicans and a gorgeous sunset.... More

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Albuquerque, NM
Reviewer
5 reviews 5 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed August 19, 2014

I took my family of 6 sailing for an afternoon sail with Sail San Diego in August of 2014. Super easy to book, and we had the entire boat to ourselves. Greg was our great captain and very funny and entertaining. Jackets, blankets, hats, snacks, drinks (including beer & wine) made the beautiful day that much better. We have sailed... More

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1 review
5 of 5 stars Reviewed August 18, 2014

If you can only do one thing in San Diego, this should be it! What a great experience. Captain Art did an outstanding job making sure everyone was safe and had fun. This company is professional, timely, and a great deal! We will be back, thanks.

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San Diego, California
2 reviews
5 of 5 stars Reviewed August 17, 2014

My daughter and I celebrated her birthday taking the sunset sail with John as the Captain and we both agree it was fabulous! John was superb as Captain working the sails effortlessly and talking to us at the same time. The trip was worth every penny and we plan on returning in the winter for the whale watching cruise. I... More

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