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Sail San Diego

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Address: 2071 Shelter Island Drive, Shelter Island Marina, San Diego, CA 92106
Phone Number: +1 619-297-7426
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Description: San Diego's Finest Sailing Experience! With over 26 years of experience...
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 ahead on Viator
$85*
and up
Small-Group San Diego Sailing Excursion
$85*
and up
San Diego Whale Watching Sailboat Cruise

TripAdvisor Reviewer Highlights

Read all 728 reviews
Visitor rating
  • 690
    Excellent
  • 33
    Very good
  • 4
    Average
  • 1
    Poor
  • 0
    Terrible
San Diego's best sailing adventure!

They make you feel so welcomed and safe, They offer morning , afternoon and sunset sails. Great for whale watching season. A must do when visiting San Diego. Located on Shelter... read more

5 of 5 starsReviewed September 1, 2015
ibdanny
,
San Diego, California
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Date | Rating
  • English first
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English first
San Diego, California
Level Contributor
4 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed September 1, 2015 NEW

They make you feel so welcomed and safe, They offer morning , afternoon and sunset sails. Great for whale watching season. A must do when visiting San Diego. Located on Shelter Island next to The Island Palms Hotel !

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San Diego, California
1 review
5 of 5 stars Reviewed September 1, 2015 NEW

We recently took an afternoon sail with Captain Tim and it was an incredible experience! He is very knowledgeable and entertaining for the entire trip. You can definitely tell he loves what he does. The boat we took was a 42 footer, super clean and in great shape. I would highly recommend Sail San Diego and definitely will be back!

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Boston, Massachusetts
Level Contributor
28 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed September 1, 2015 NEW

Me and my daughter had a great time. Such a relax company. Captain lets us sail, great sunset and we really enjoy ourselves. We spent more than 3 hours, and it was an amazing experience. I sailed at San Diego before, but these guys are one of the best.

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Lemont, Illinois
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed September 1, 2015 NEW

Definitely recommend the sunset sail with Sail San Diego. The sail boats are great & new, the staff is wonderful & knowledgeable. Saw a lot of wildlife. John, our captain was great in answering any questions about San Diego as well as showing us how to sail. The boat was brand new, absolutely great time. They provide you with unlimited... More 

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San Diego, California
1 review
5 of 5 stars Reviewed August 31, 2015 NEW

I have lived in San Diego for 10 years, and every time we go sailing, we always go to Tim and Sail San Diego. From the moment you get out to the docks, the experience is amazing! Tim is a great captain, always keeping the mood light and fun, but giving plenty of fun facts about the surroundings of San... More 

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Marana, Arizona
Level Contributor
7 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed August 28, 2015

The sailboat was a 42' stunner. Captain John was fun, flexible, and informative. The views of the city, harbor and islands were amazing and unforgettable. If you're a couple looking for some romantic time don't miss a sunset cruise on Sail San Diego!

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Fort Wayne, Indiana
Level Contributor
12 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed August 27, 2015

This was one of the highlights of my San Diego stay. The guide was very kind and knowledgeable. I enjoyed the amenities of a newer boat!

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Albuquerque, New Mexico, United States
Level Contributor
14 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed August 27, 2015

We went for a sunset cruise with Kevin as our Captain. He was a superb captain and his love for both sailing and for the city of San Diego were clear. This made the experience wonderful!

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1 review
5 of 5 stars Reviewed August 26, 2015

The three hour sailing was great. Captain Mike is a native of San Diego and had some great stories. He is way laid back but professional. This was a memorable experience.

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Dumas, Arkansas
Level Contributor
64 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 79 helpful votes
4 of 5 stars Reviewed August 26, 2015

Wanted to do a sail around the bay during a recent trip to the area. Decided on this company mainly because they offered very small groups. Only 2-6 on a regular cruise. We were met by owner and staff (Cal) who were very friendly taking us to boat and explaining where things were and how to use the potty. Captain... More 

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  • Will you pick up and drop off at my hotel?
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