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Sail San Diego

#1 of 149 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
Book In Advance
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US$ 88.99*
and up
Small-Group San Diego Afternoon Sailing Excursion
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US$ 690.00*
and up
Private Half Day Local Fishing Trips in San Diego
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US$ 1,650.00*
and up
Private Full Day Offshore Fishing Trip from San Diego
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  • Excellent95%
  • Very good3%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“captain greg” (113 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 (1,278)
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1 - 10 of 1,278 reviews

Reviewed 5 days ago

captain john did a great job. plenty of refreshments and music on a beautiful vessel. had a great time... went out to sea just a bit to know enough that it did not make for a relaxing sail that day. the bay was beautiful and...More

Thank Josh H
Reviewed 1 week ago via mobile

Our sailing lesson with Shon Kitchen was amazing! He quickly went over the basics and allowed us to dive right into the fundamentals of sailing. His personality and unique experiences as a member of the Navy were invaluable to our learning experience and we can't...More

Thank jessicaott1017
Reviewed 2 weeks ago

Captain Anthony was just amazing. We had a small group of people and he let us chose where we wanted to go/what to see. Very relaxing. Would completely recommend this to anyone! I will be doing this in the future with Captain Anthony! Thanks so...More

Thank esull2015
Reviewed 3 weeks ago

We were lucky enough to get Captain John and had a wonderful time. Make sure you bring along warm close if you start on the 4:30pm tour. We though it was sunny and hot so didn't wear long pants or bring a coat which was...More

Thank RandCinSeattle
Reviewed 3 weeks ago

This was my favorite part of my vacation in San Diego. Absolutely gorgeous sunset sail with Captain Greg who is the absolute BEST!!!! Cannot say enough how worth it this is. A memory I will truly cherish for a long time :). Captain Greg was...More

Thank Ghazala K
Reviewed 3 weeks ago

Sail San Diego has a repeat customer in me, I wish I could return tomorrow. We were welcomed like friends, and our captain, Art Harrison, put us at ease with charm and wit. He explained the details of the sailing technique and equipment. He delighted...More

Thank mjtdenver
Reviewed 3 weeks ago

Captain Sean was amazing. He made us feel so comforable and took us wherever we requested. We were running late after getting turned around on Shelter Island so make sure you get there early to avoid this. I called them several times as we were...More

Thank ShelleyBook
Reviewed 3 weeks ago

My 2 teenaged kids and I loved the sail tour. Greg was in total control of the 40 foot boat and we enjoyed the sailing skills and his tour. We were not on a whale watching tour, but a whale was swimming by our boat...More

Thank Pamela F
Reviewed 3 weeks ago

Two married couples travelling to San Diego to celebrate 30 years of marriage and after doing a bit of research decided to opt for Sail San Diego for an evening 3 hour sail. We were accompanied by two lovely, friendly, fun loving folks from San...More

Thank Steve A
A TripAdvisor Member
Reviewed 3 weeks ago

Our little group of 3 (13yo daughter, myself and girlfriend) had a fantastic time on Captain Greg's sailboat. Two pods of beautiful dolphins were quite entertaining, and the good tunes from Cap's Ipod and snacks aplenty keep us grooving and chasing "spout/blow sightings" most of...More

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Questions & AnswersAsk a question
John J
How safe is the 3 hour tour for pregnant women? My wife will be 24 weeks when we visit San Diego :)
1 May 2017|
Answer Show all 2 answers
Response from Michele P | Property representative |
The baby and the mother like it as the rocking puts the baby alseep
Saleema N
I recently watched a film called SonicSea by the NRDC. It explains how noise pollution from shipping and oil drilling is harming the sonar communications between whales and dolphins. Would these sailing experiences harm ocean life?
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
Do the tours stay close to the shore or do the go out on open water?
26 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