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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 258 Activities in San Diego
Certificate of Excellence 2014
Type: Tours, Adventure
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Attraction details
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.
Useful Information: Bathroom facilities
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516 reviews from our community

Visitor rating
Date | Rating
  • English first
  • Any
English first
Las Vegas, Nevada
2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed November 18, 2014 NEW

My boyfriend and I went on a sunset cruise to celebrate his 30th birthday. Captain Greg was great! He had a funny sense of humor and made us laugh the whole time. The group decided to head out to the ocean where we saw huge ships, sea lions, and birds. The boat was beautifully kept and delicious snacks/drinks were provided... More

Was this review helpful? Yes
1 review
5 of 5 stars Reviewed November 13, 2014

Captain Art was great very knowledgeable about the area. Beautiful sunset on a sailboat with just 5 people! Great value, highly recommend!

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Tucson, Arizona
1 review
5 of 5 stars Reviewed November 13, 2014

Thank you, Sail San Diego and Captain Greg Tupaj, for a truly wonderful sail on this past Thursday (11/6/14, 2pm) aboard the Zen Yatta. From the start, the company made you feel very comfortable, from the welcoming, through the safety briefing, to the end of the sail. While I have some sailing experience, he was very accommodating to everyone's experience... More

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2 reviews
5 of 5 stars Reviewed November 12, 2014

We had such a good time last year on our first time sailing with Sail San Diego we decided to book a sailing again this year. We had a wonderful sail with Captain Art on our 61st anniversary. We drove from northern Arizona to celebrate this afternoon sail on our 61st anniversary. Captain Art is very knowledgeable of the area... More

Was this review helpful? Yes
1 review
5 of 5 stars Reviewed November 12, 2014

My wife and I took the sunset sail a few days ago, our first visit to San Diego. This was an amazing and relaxing activity that I highly recommend, and will definitely do again on my next visit. Captain Greg was fantastic, making us feel very welcome. He is very knowledgeable about the San Diego bay and ocean areas around... More

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Tucson, Arizona
1 review
5 of 5 stars Reviewed November 10, 2014

We had a wonderful day of sailing in the bay with Captain Dave B, the past Tuesday, 11/4. The weather was perfect for sailing and Captain Dave handled the boat beautifully and was an excellent tour guide taking us by the sea lions, the USS Reagan, Coronado Bridge, the USS Midway, and downtown San Diego. Thank you, Captain Dave, for... More

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1 review
5 of 5 stars Reviewed November 9, 2014

Thank-you San Diego Sail.... and a Much appreciated Thanks to Cap. Greg for a warm trade wind like sail before we head home to 8F and snow. The S.Cal memories will ease us into Winter. Lovely 80F day with a fine Skipper, sweet time with my wife and daughter, beautiful Catalina, fun Alberta girls, and a 12kt Pacific breeze. As... More

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San Diego, California
2 reviews
2 helpful votes 2 helpful votes
5 of 5 stars Reviewed November 8, 2014

I could not have imagined a better way to celebrate my 50th birthday than to spend the day out sailing. We booked a three hour tour which took us out past the light house at the tip of Point Loma and around the San Diego Bay. The combination of the salty air, the warm sun, the thrill of the boat... More

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Michele P, Owner at Sail San Diego, responded to this review

The entire crew at Sail San Diego thanks all of you for sharing your heart-felt feelings and photos of the time you spent sailing with us. We are an incredibly close and caring team and each of us gives 110% of ourselves to work hard and earn these praises. Descriptions like best, perfect, glorious, phenomenal, stunning, loved, and amazing are... More

Amherst, New Hampshire
1 review
5 of 5 stars Reviewed November 5, 2014

This was a great experience as a birthday gift from my daughter. I raced offshore boats back in the 70's so it was nice to touch the helm again. The Catalina 40 was immaculate. The cabin was well appointed and although this was an afternoon sail, it would have been very comfortable for a multiday trip. The rigging and sails... More

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Chambly, Quebec, Canada
1 review
5 of 5 stars Reviewed November 2, 2014

We had a super sailing afternoon, thanks to Capt. Art and its Catalina 40 that was cutting thru the Pacific swell like butter. Enjoyed the relax ambiance, the captain's tales and great sense of humour, the good company. And All crew members had the opportunity to steer that fourthyfooter! Sail people are great people to hang around...

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