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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
$88.99*
and up
Small-Group San Diego Sunset Sailing Excursion
More Info
$88.99*
and up
Small-Group San Diego Afternoon Sailing Excursion
More Info
$85.00*
and up
San Diego Whale Watching Sailboat Cruise

TripAdvisor Reviewer Highlights

Read all 1,178 reviews
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  • 1119
    Excellent
  • 44
    Very good
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    Average
  • 2
    Poor
  • 1
    Terrible
Beautiful Sunset Sail

A great way to spend an evening in San Diego. Beautiful views. Captain was knowledgeable and accommodating.

5 of 5 bubblesReviewed 1 week ago
asquared325
,
Columbus, Ohio
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1,178 Reviews from our TripAdvisor Community

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Showing 1,171: English reviews
Columbus, Ohio
1 review
5 of 5 bubbles Reviewed 1 week ago NEW

A great way to spend an evening in San Diego. Beautiful views. Captain was knowledgeable and accommodating.

Helpful?
Thank asquared325
Land O Lakes, Florida
Level Contributor
23 reviews
4 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

My mother and I chose the 3 hr sailing tour for our short trip to San Diego. The crew was spectacular and the views to die for. I felt the price was very reasonable and it is an hour longer than some other options. They provide snacks, drinks, and wine/beer. Thankfully, we had great weather for sailing during what ended... More 

Helpful?
Thank cmm1280
San Antonio, Texas
Level Contributor
24 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
5 of 5 bubbles Reviewed 1 week ago via mobile

Outstanding trip with Capt. Greg who was most accommodating on this squeaky clean, super sleek boat well-stocked with complimentary beer and wine and soft drinks. laid up on the bow on beanbag chairs and watched the sunset, well worth $90 and this trip is an hour more than the other outfits.

Helpful?
Thank Travelingflamingo55
Philadelphia, Pennsylvania
Level Contributor
2 reviews
5 of 5 bubbles Reviewed 1 week ago

This was my second time going out with Sail San Diego. There isn't enough good things to say about this company...the trips run on time, the boats are excellent, the staff is incredible, the drinks are ice cold, the snacks are plentiful, and the scenery of San Diego Bay is to die for. Most importantly is the value for the... More 

Review collected in partnership with this attraction

Helpful?
Thank bradjfitz
Washougal, Washington
1 review
5 of 5 bubbles Reviewed 1 week ago

Our sunset sailboat cruise was amazing. We made our way to the ocean and came back in time to watch the sunset reflect on downtown San Diego and it was beautiful! A shuttle was provided as we had a large group. And we all enjoyed the wine and letting us play our own music while we sailed.

Review collected in partnership with this attraction

Helpful?
Thank meganswearingen14
Boulder, Colorado
2 reviews
5 of 5 bubbles Reviewed 2 weeks ago

It was a great sail in the bay. The only thing that could have made it perfect would have been if we could have made it to the ocean but the tide and wind conspired against us for that! Otherwise, fantastic!

Review collected in partnership with this attraction

Helpful?
Thank Brian W
Portland, Oregon
1 review
5 of 5 bubbles Reviewed 2 weeks ago

Great captain !! This trip exceeded expectations in every way ! This is not a criticism , just wondering why there wasnt a red wine provide among the refreshment options. Super nice and well maintained boat. Fine weather, of course we will do it again.

Review collected in partnership with this attraction

Helpful?
Thank 718jsa
Houston, Texas
Level Contributor
15 reviews
9 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago via mobile

My husband and I went on the sunset sail yesterday. The catamaran was in spotless condition. We left on time and Captain Greg took great care of us. He even ordered us a perfect sunset! We look forward to a return trip.

Helpful?
Thank jh0123
Colorado
Level Contributor
13 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

We had a wonderful time with very personable Captain John on Sail San Diego. We learned so much: there was no question he could not answer, and we had plenty of them! We enjoyed his gentle sense of humor and benefitted from his skilled expertise. Price is probably best bargain in San Diego. We highly recommend this experience. We are... More 

Review collected in partnership with this attraction

Helpful?
Thank Jackie M
Phoenix, Arizona
Level Contributor
7 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 2 weeks ago

Excellent sailing excursion..great captains..excellent boats and San Diego is an ideal sailing environment ..We have sailed with them at least four times this year and thoroughly enjoyed every trip..we are experience sailors and former boat owners but if you are not use to sailing, might want to cruise in the bay rather than in the oceani..

Review collected in partnership with this attraction

Helpful?
Thank pilgrim170

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?