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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
US$ 88.99*
and up
Small-Group San Diego Sunset Sailing Excursion
More Info
US$ 88.99*
and up
Small-Group San Diego Afternoon Sailing Excursion
More Info
US$ 690.00*
and up
Half Day Local Fishing Trips in San Diego

TripAdvisor Reviewer Highlights

Read all 1,249 reviews
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    Excellent
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    Very good
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    Average
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    Terrible
A relaxing and customized sailing experience in San Diego Bay with Master Sailor Shon.

A great, intimate experience with my wife and I and one other couple. Captain Shon let us pick what sights and places we wanted to see and made suggestions to get the most our of... read more

5 of 5 bubblesReviewed 2 days ago
flippomusic
,
Skokie, Illinois
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1,249 Reviews from our TripAdvisor Community

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Showing 1,241: English reviews
Skokie, Illinois
1 review
5 of 5 bubbles Reviewed 2 days ago NEW

A great, intimate experience with my wife and I and one other couple. Captain Shon let us pick what sights and places we wanted to see and made suggestions to get the most our of our three hours. It was fun trying out the "Princess Seats" raised up in the back of the boat and the beanie bag chairs way... More 

Helpful?
Thank flippomusic
1 review
5 of 5 bubbles Reviewed 3 days ago NEW via mobile

Sail San Diego was exceptional!! The boats were great and the guide was knowledgeable and personable. He was also an exceptional sailor!! The boat was well stocked with snacks and drinks and it is kid friendly!! I strongly recommend trying out Sail San Diego!!

Helpful?
Thank Ella M
A TripAdvisor Member
5 of 5 bubbles Reviewed 4 days ago NEW via mobile

I went on the sunset sail for my birthday and it was amazing! Captain Art was so friendly and knew what he was doing. Great first time sailing!!

Helpful?
Thank A TripAdvisor Member
Houston, Texas
2 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 bubbles Reviewed 5 days ago NEW

My husband and I enjoyed a lovely sunset sail on our babymoon a week and a half ago. Happy Captain Greg was our captain and he made sure we were comfortable and informed but also let us enjoy the wonderful experience. This was a fun excursion for us!

Helpful?
Thank CNDGon
Arlington, Texas
2 reviews
5 of 5 bubbles Reviewed 1 week ago via mobile

Excellent trip. In San Diego for an educational event. Decided to play hooky and go for an afternoon sail. 3 hour sail in San Diego bay for $90. Exceptional value. Anthony, our skipper, was on point. Very informative and pleasant. Highly recommend.

Helpful?
Thank jaypond
Indianapolis
1 review
5 of 5 bubbles Reviewed 1 week ago via mobile

We spent the afternoon with captain Anthony Austin. It was a wonderful day of true sailing. He is a great sailor that loves sailing. Everything you could want was supplied. If want a real afternoon of sailing go with Captain Anthony & Sail San Diego. AJ & Dee

Helpful?
Thank Arell W
1 review
5 of 5 bubbles Reviewed 2 weeks ago via mobile

My husband and I had such an awesome time with Captain Greg! We saw a few whales and enjoyed lot of drinks and snacks! We would love to do it again next time we are in town!

Helpful?
Thank Diana P
Level Contributor
38 reviews
9 attraction reviews
common_n_attraction_reviews_1bd8 15 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago via mobile

Went out with Sail san diego today. Very nice. It was a great combination of relaxation and excitement. Captain was great saw a couple of Gray Whales, but even if we didn't the Sail would have been worth it. Highly recommend, especially over the large tour/ watching boats with so many people.

Helpful?
Thank SaylorBucker
Scottsdale, Arizona
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 2 weeks ago

I bought a private lesson for 2 for my boyfriend for Christmas. We went out on the boat with Mike Roll and had a great time. He's very easy-going and calm - helpful when you're try to control a boat. He explained everything we needed to know in depth before we went out on the water. The 3 hours flew... More 

Helpful?
1 Thank cls42187
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 bubbles Reviewed 2 weeks ago

Superlatives and adjectives fail me; the experience SSD provided to my party of 4, 2 of whom can suffer from motion sickness, went above and beyond. Captain Mike R., who took credit for the fantastic weather, (Thank You Mike.) was the rel deal and should be requested for those seeking a true 'natives' view. Anything one would need is provided,... More 

Helpful?
1 Thank Benjamin G

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