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Address: 2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
Phone Number: +1 619-297-7426
Website
Recommended length of visit: 2-3 hours
Description:

San Diego's Finest Sailing Experience! With over 26 years of experience and...

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.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.

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Book In Advance
More Info
$88.99*
and up
Small-Group San Diego Sunset Sailing Excursion
More Info
$1,650.00*
and up
Full Day Offshore Fishing Trip from San Diego
More Info
$610.00*
and up
San Diego Private Whale Watching Tour

TripAdvisor Reviewer Highlights

Read all 1,129 reviews
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  • 1074
    Excellent
  • 42
    Very good
  • 4
    Average
  • 2
    Poor
  • 1
    Terrible
Great sailing adventure

We took the sunset cruise with Jon as our captain. It was amazing!! It was very windy so we were moving at close to maximum speed and the boat was tipped on its side for awhile... read more

5 of 5 starsReviewed yesterday
824Debbies2013
,
Moore, Oklahoma
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1,129 Reviews from our TripAdvisor Community

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Showing 1,123: English reviews
Moore, Oklahoma
Level Contributor
8 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed yesterday NEW

We took the sunset cruise with Jon as our captain. It was amazing!! It was very windy so we were moving at close to maximum speed and the boat was tipped on its side for awhile. It was exhilarating. Jon had complete control and entertained us while navigating. Seeing downtown San Diego at sunset from a sailboat is beautiful as... More 

Helpful?
Thank 824Debbies2013
Encinitas, California
1 review
5 of 5 stars Reviewed 3 days ago NEW

great time on the open ocean! everyone on board - captain, crew - were awesome. would highly recommend to anyone!

Helpful?
Thank brentwillbond
Raleigh, North Carolina
1 review
5 of 5 stars Reviewed 3 days ago NEW

Seeing San Diego from the water was spectacular. Our group was able to experience things we'd never done before.

Review collected in partnership with this attraction

Helpful?
Thank curb550
San Diego, California
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

This was my 2nd sailing afternoon with Sail San Diego. Took me back to my days of sailing as a kid! Each time the captain was very personable, accommodating & it was like the small group of us was on our own personal boat- terrific!

Review collected in partnership with this attraction

Helpful?
Thank nancy o
Edinburgh, United Kingdom
Level Contributor
8 reviews
5 attraction reviews
5 of 5 stars Reviewed 4 days ago NEW

We booked last minute as a birthday gift so had the luxury of having the yacht for only ourselves and Anthony the captain. We had the most wonderful day. Anthony was absolutely a fantastic host and let us get as involved as we wished - he truly loved what he did which resulted in us getting truly enthralled in sailing... More 

Review collected in partnership with this attraction

Helpful?
Thank Lesley S
San Diego, California
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

We hired Sail San Diego for a "sailing regatta" for a client event. It was a "sailing regatta" in that we had two boats and could race them, however, the people on one boat were a little more into the regatta aspect than the other boat. But, that is the beauty of this experience, you can work on the boat... More 

Helpful?
1 Thank kab712
Kansas City, Missouri
1 review
5 of 5 stars Reviewed 4 days ago NEW

We had a group of 6 that took the Sunset Cruise, and it was the highlight of our week in San Diego. Captain Anthony was an awesome captain. He was very knowledgeable, and had a great sense of humor. While we weren't taking in all of the sites, he kept us entertained. I would definitely recommend to anyone looking to... More 

Review collected in partnership with this attraction

Helpful?
Thank dustindchi
Tyler, Texas
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed 4 days ago NEW

Excellent afternoon sail into the Pacific. The captain, Mike, was very knowledgeable of the area and easy to talk to. The boat was clean, the food was catered, and office staff was accommodating. Will Use this company again in the future. Highly recommend the company.

Helpful?
1 Thank ja2016419
Jarrell, Texas
1 review
5 of 5 stars Reviewed 4 days ago NEW

We were in San Diego for a bachelorette party and the bride wanted to ride a sail boat. We were lucky enough to have Anthony as our captain. Everything was amazing and we had a blast!

Review collected in partnership with this attraction

Helpful?
Thank Heather K
TOKYO
1 review
5 of 5 stars Reviewed 4 days ago NEW

I enjoyed whole experience during sailing. The captain, the boat and the weather .. everything was so nice .

Review collected in partnership with this attraction

Helpful?
Thank 503hiro

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Questions & Answers

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?