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Address: 2051 Shelter Island Drive, Shelter Island Marina, San Diego, CA 92106
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
$89*
and up
Small-Group San Diego Afternoon Sailing Excursion
More Info
$690*
and up
Half Day Local Fishing Trips in San Diego
More Info
$1,650*
and up
Full Day Offshore Fishing Trip from San Diego

TripAdvisor Reviewer Highlights

Read all 1,036 reviews
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  • 986
    Excellent
  • 39
    Very good
  • 4
    Average
  • 2
    Poor
  • 1
    Terrible
Best sailing experiences so far!

I have used Sail San Diego for 3 different events and have never been disappointed. Bachelorette party, Birthday party, and most recent just a fun day of sailing over 4th of July... read more

Review collected in partnership with this attraction

5 of 5 starsReviewed 2 days ago
Maggie L
,
San Diego, California
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1,036 Reviews from our TripAdvisor Community

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Showing 1,032: English reviews
San Diego, California
1 review
5 of 5 stars Reviewed 2 days ago NEW

I have used Sail San Diego for 3 different events and have never been disappointed. Bachelorette party, Birthday party, and most recent just a fun day of sailing over 4th of July weekend. Everyone is so nice and very professional. I love the fact that they provide beer, wine, and snacks, but they also allow you to bring your own... More 

Review collected in partnership with this attraction

Helpful?
Thank Maggie L
Cave Creek, Arizona
1 review
3 of 5 stars Reviewed 2 days ago NEW

I was expecting to have a ride time sail. Where the boat tips and you go fairly quick across the water. This was more like being on a catamaran. Real slow and not really any adventure. We were able to talk with the other couples but found ourselves trying to think of things to say. Also, we took the sunset... More 

Review collected in partnership with this attraction

Helpful?
Thank simplybrigid
Phoenix, Arizona
1 review
5 of 5 stars Reviewed 2 days ago NEW

Couldn't of asked for a better trip. The boat was prompt, updated and clean. The weather was prestine and the biggest treat was our expert guide Billy, he made this trip fun, knowledgeable and one to remember! Nothing like seeing a 10 year old's face when he hooks a 20lb halibut!

Review collected in partnership with this attraction

Helpful?
Thank jqraider602
Santa Fe, New Mexico
2 reviews
5 of 5 stars Reviewed 2 days ago NEW

This was a wonderful evening of wind and water. Beautiful scenery and fresh air. It was a wonderful way to end a trip to San Diego.

Review collected in partnership with this attraction

Helpful?
Thank Thomas B
Level Contributor
3 reviews
5 of 5 stars Reviewed 3 days ago NEW

Let me begin by saying I'm generally cheap (value oriented). I went with one of my daughters (13yo) to San Diego this weekend, and thought a sail or cruise in San Diego would be a nice way to spend some time. I looked at various options, from the smaller sail boats like Sail San Diego, to the larger ones on... More 

Helpful?
Thank Jack S
Level Contributor
13 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 stars Reviewed 4 days ago NEW via mobile

We have used Sail San Diego for 4 years and have never been disappointed. This year truly topped the trips. Captain Kevin was awesome... Great weather/wind helped make this a sailing trip a trip to remember!

Helpful?
Thank piggie24
Minnesota
Level Contributor
22 reviews
common_n_attraction_reviews_1bd8 22 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

It was just one other couple and us (another couple), plus Captain Art. Great time, very relaxing.... We'd do it again in a second.

Helpful?
Thank northfieldmn
Level Contributor
4 reviews
5 of 5 stars Reviewed 1 week ago NEW

We chose to finish our trip to California with a sunset sail and Sail San Diego delivered perfectly. We were greeted by the owner who gave us a short briefing and then by Captain Art and Rosana. Being from Ohio sailing on San Diego Harbor and the ocean was a wonderful experience. Captain Art shared lots of information about the... More 

Helpful?
Thank Dan R
Kimball, Nebraska
1 review
5 of 5 stars Reviewed 1 week ago NEW

Had a wonderful, relaxing trip with Captain John! So relaxing and beautiful! Would highly recommend this to anyone!

Review collected in partnership with this attraction

Helpful?
Thank kathy_wistrom
Philadelphia, Pennsylvania
1 review
5 of 5 stars Reviewed 1 week ago

My son and I had a great time. Captain Anthony, who was highly skilled and friendly, was a big part of that. He is great with kids and made our experience extremely memorable. Would definitely recommend him as your Captain!

Helpful?
Thank Dagpa215

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Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Sail San Diego and other visitors
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Catania, Italy
Meredith, New Hampshire
11 months ago
Meredith, New Hampshire
11 months ago
Cupertino, California
over a year ago

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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?