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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 245 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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483 reviews from our community

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Date | Rating
  • English first
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English first
Milwaukee, Wisconsin
1 review
5 of 5 stars Reviewed September 29, 2014 NEW

Arrrrr....we land lubbers be tacking and jibing!!!! I just couldn't help myself. My wife and I sailed a sunset charter with the coolest captain and an intimate group of regulars (7 of us total) on a voyage of truly amazing proportions. A luxurious experience without the pretention, what more could you ask for. Captain Greg's knowledge and expertise of all... More

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2 reviews
5 of 5 stars Reviewed September 29, 2014 NEW

A great afternoon on the water. Beautifully maintained boat, professional captain (Captain Dave), all the amenities. This is better than having your own boat! Davis

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Woodside, California
Senior Reviewer
7 reviews 7 reviews
7 helpful votes 7 helpful votes
5 of 5 stars Reviewed September 28, 2014 NEW

We had a sail on a Saturday afternoon with Dave that was marvelous! He was fun, funny and told us lots about the area! He knows his stuff. There were five of us and it was the best activity we did while in San Diego. I couldn't recommend this more highly. Worth every penny. It was actually VERY reasonable .

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Odenville, Alabama, United States
Contributor
12 reviews 12 reviews
4 attraction reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 28, 2014 NEW

I recently went on a sunset sail with Captain John and had a blast! A great value for what you get- beautiful scenery, relaxing ride, snacks & drinks. These guys are top notch with service and want to make sure you enjoy your trip. Before departing, Captain John asked us (me and the mother/son pair also on the boat) what... More

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Los Angeles, California
Contributor
20 reviews 20 reviews
4 attraction reviews
12 helpful votes 12 helpful votes
5 of 5 stars Reviewed September 27, 2014 NEW

This is a great way to spend a nice sunny day in San Diego and well worth the price. We sailed with Captain Greg in early September and had an excellent time. The boat is well maintained and comfortable and the captain described points of interest throughout the trip. Beer and wine is provided along with a few snacks although... More

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Mesa
1 review
5 of 5 stars Reviewed September 25, 2014 NEW

Perfect 3+ hour sail in San Diego Harbor and the Ocean I was a first time sailor on a sail boat Minor quez in stomach Not worry tho Capt. Art handled the boat like a pro He kept up the chatter and pointed out all the points of interest A real pleasure to sail with him and Sail San Diego... More

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London, United Kingdom
1 review
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 23, 2014

Just back from an excellent sailing trip with 'Sail San Diego'. We had 'Art' as our Captain and he was really great, so friendly and really knowledgeable about all the sights we passed on our way out of Shelter Island and past Coronado/ Point Lomo. The boat was clean and comfortable and Art has years & years of experience sailing... More

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Lancaster, Pennsylvania, United States
Senior Contributor
29 reviews 29 reviews
3 attraction reviews
10 helpful votes 10 helpful votes
5 of 5 stars Reviewed September 23, 2014 via mobile

I was on a business trip and went on a sailboat cruise that was spectacular. Staff, boat, all accommodations were great!! I would do this again on my next trip, no question!

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San Diego, California
Reviewer
3 reviews 3 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed September 22, 2014

This is the first sailing charter I've been on, as I previously sailed on my own boat or boats that belong to friends. So I know a thing or two about boats and sailing. The boat was clean and comfortable and sailed really well. Our captain, John, sailed the boat with ease and made sure everyone was comfortable and having... More

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Norco, California
1 review
5 of 5 stars Reviewed September 22, 2014

Listen to me!, this turned out to be the without a doubt, the best bang for my buck I spent on my family during our stay in San Diego!, it couldn"t have been easier, very personable staff in fact, they made my family and I feel like we were some of their friends! awesome day! awesome memory! This is now... More

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