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Sail San Diego

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2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
+1 619-297-7426
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Tours from Sail San Diego tend to sell out - travellers recommend booking in advance!
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San Diego Whale Watching Sailboat Cruise
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Small-Group San Diego Sunset Sailing Excursion
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San Diego's Finest Sailing and Private Fishing Experience! With over 28 years of experience and thousands of happy clients, our crew works diligently to insure each trip 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 ,Fishing trip, whale watching experience, or a memorable celebration at sea with a few friends. 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, hook A fish, 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. Our Boats are always clean.22' Sailing, 34' power boat, (3)40' sail and (1) Brand new 42' sail 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” (138 reviews)
“captain art” (105 reviews)
“great captain” (50 reviews)
Suggested Duration: 2-3 hours
2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
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1 - 10 of 1,588 reviews

A TripAdvisor Member
Reviewed 2 days ago via mobile

Thank A TripAdvisor Member
Reviewed 4 days ago

The boat ride was amazing. We didn't see any whales but had a great afternoon on the water. The other passengers were really nice, the captain (Jack) was a hoot, and the whole atmosphere was super laid back and festive. Free drinks and snacks helped...More

Review collected in partnership with this attraction
Thank OnTheRoadDC
Reviewed 6 days ago

My family of three and my in-laws all sailed with Captain Shon K on 1/7/2018. What a fabulous trip, Shon took us out into the ocean and it was quite breezy out there! I appreciate the captain letting me take the wheel for a short...More

Review collected in partnership with this attraction
Thank bretamon
Reviewed 6 days ago

We recently took a trip for our Company Holiday Party and it was a great experience! Our Captain was awesome, he fit right in with our group. We had the option to go out of the bay and we were lucky enough to see a...More

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

Captain Greg was a perfect guide and had us close to whales in no time. Truth be known the whales were just the icing on the cake. We had a great time just getting out in the bay sailing. Everything could not have been better.

Review collected in partnership with this attraction
Thank markowen2018
Reviewed 1 week ago

My wife surprised me with a whale watching cruise while on our twentieth anniversary trip to San Deigo. She had found a different one when doing her own research online before we left. The concierge at our our hotel recommended Sail San Deigo instead of...More

Thank 230cas
Reviewed 1 week ago

I plan on learning to sail and want to purchase a sail boat to live on in the next couple of years. I wanted to expose my wife to sailing in preparation for this. Captain Greg Tupaj not only made our whale watching experience a...More

Review collected in partnership with this attraction
Thank FNU895
Reviewed 1 week ago

The only complaint was the last 45 minutes..when it got very cold and we had to come into dock from the open ocean. The captain was great but the cruise could have been 30min shorter. Over all I would recommend this small boat cruise to...More

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

Thank Andre7777777
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Ask a question
Questions & Answers
John J
30 April 2017|
AnswerShow 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|
AnswerShow 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|
AnswerShow all 2 answers
Response from Michele P | Property representative |
Both, depends on the guest and the conditions. just ask your capt when taking off