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Sail San Diego

#1 of 159 Boat Tours & Water Sports in San Diego Features Animals
2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
+1 619-297-7426
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Small-Group San Diego Afternoon Sailing Excursion
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Private Half Day Local Fishing Trips in San Diego
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Private Full Day Offshore Fishing Trip from San Diego
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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.
  • Excellent94%
  • Very good3%
  • Average1%
  • Poor1%
  • Terrible1%
Travellers talk about
“captain greg” (121 reviews)
“sunset sail” (114 reviews)
“captain art” (101 reviews)
Suggested Duration: 2-3 hours
2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
+1 619-297-7426
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Reviews (1,351)
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1 - 10 of 1,343 reviews

Reviewed yesterday

From Dock to Sea and Back it was a first class experience. Our captain was excellent and entertaining. The sailboat was gorgeous and well stocked....I must say, I was blown away!

Thank wesfirkin
Reviewed 3 days ago

Our family of six had an awesome time! Captain Mike made us feel at home. The boat is comfortable and kids loved it. We would do it again!

Review collected in partnership with this attraction
1  Thank khosravi10
Reviewed 3 days ago

This was our first sailing experience and we didn't know what to expect. It was wonderful!! The captain and boat was exceptional!! Love it!!

Review collected in partnership with this attraction
Thank veronicacV2233UG
Reviewed 3 days ago

Our afternoon with Captain Shon was the highlight of our vacation! For reference, we also did Disneyland, the zoo, Petco Oark, and even Vegas. It was my husband, my 10 yo son (he didn't go to vegas) and me. Three other women were on the...More

Review collected in partnership with this attraction
Thank Kberkos
Reviewed 4 days ago

Had a great sunset cruise with Captain Mike! He was very informative and taught us about the area and sailing. The wind was not our friend, but Mike made the trip fun. It was a wonderful way to end a day and a highlight to...More

1  Thank rlw88
Reviewed 1 week ago

Been coming to San Diego every summer for almost 20 years and we just got around to doing a day sail. After this experience, we'll probably make it a part of all future summer vacations! Captain Anthony was fantastic. We even had the pleasure of...More

Thank jharberg
Reviewed 1 week ago

We sailed the harbor with Captain Anthony who was very knowledgeable and very experienced. The trip was unforgettable and it was a beautiful night. I would highly recommend this to anyone. Someone had asked me what was the best part of my vacation to San...More

Review collected in partnership with this attraction
Thank pipp27
Reviewed 1 week ago via mobile

Everything about our day sail was perfect. A very nice, large boat and Captain Mike was a great companion. Wonderful to be on the water for a few hours and lots of interesting things to see. Descriptions on their websites are spot on. Don't hesitate...More

1  Thank David N
Reviewed 1 week ago

Captain Sean was an amazing person to sail with, overall he made the experience a real fun, it's a must sail !!

Review collected in partnership with this attraction
Thank vismayl
Reviewed 1 week ago

It was a thoroughly enjoyable and educational day with our captain. My son and I could not have asked for more. Hospitality, boat and captain were great

Review collected in partnership with this attraction
Thank annetteyounkins
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Ask a question
Questions & Answers
John J
30 April 2017|
Answer Show all 3 answers
Response from Michele P | Property representative |
The baby and the mother like it as the rocking puts the baby alseep
Saleema N
24 January 2017|
Answer Show all 4 answers
Response from Michele P | Property representative |
nope, we are sailing some capts dond even have there depth sounders on
Brandi W
25 February 2016|
Answer Show all 2 answers
Response from Michele P | Property representative |
Both, depends on the guest and the conditions. just ask your capt when taking off