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Address: 2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
Phone Number:
+1 619-297-7426
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
US$88.99*
and up
Small-Group San Diego Sunset Sailing Excursion
More Info
US$85.00*
and up
San Diego Whale Watching Sailboat Cruise
More Info
US$88.99*
and up
Small-Group San Diego Afternoon Sailing Excursion

TripAdvisor Reviewer Highlights

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    Very good
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    Average
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  • 1
    Terrible
Whale Watching with Captain Greg

Yesterday, my husband and I took an afternoon sail with Captain Greg on a chilly day in San Diego and had a fabulous time. As recommended when we booked the trip, we dressed in... read more

5 of 5 bubblesReviewed 3 days ago
Robyn H
,
Columbus, Ohio
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1,200 Reviews from our TripAdvisor Community

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Showing 1,192: English reviews
Columbus, Ohio
2 reviews
common_n_attraction_reviews_1bd8 5 helpful votes
5 of 5 bubbles Reviewed 3 days ago NEW

Yesterday, my husband and I took an afternoon sail with Captain Greg on a chilly day in San Diego and had a fabulous time. As recommended when we booked the trip, we dressed in layers and brought our gloves and hats. There were extra coats, blankets, etc. for our use, so we were well prepared. Despite the chill, it was... More 

Helpful?
Thank Robyn H
Fresno, California
Level Contributor
19 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 bubbles Reviewed 4 days ago NEW

We chose this half-day afternoon cruise because it combined sailing and whale watching, and it was a perfect choice. The manager Michelle was very helpful, and Captain Greg was expert, knowledgeable, and friendly. The boat included jackets and blankets if we got cold, and plenty of snacks and drinks. Once we were well out to sea, my husband (a small-boat... More 

Helpful?
Thank roadtrip14
Palm Desert, California
Level Contributor
5 reviews
5 of 5 bubbles Reviewed 5 days ago NEW

We loved our whale watching trip on the sail boat. The weather and the ocean were beautiful and it was such a relaxing and enjoyable 3 1/2 hours that we would have thoroughly enjoyed it even if we hadn't seen whales, which we did. Captain Greg was wonderful and great company. The boat was well stocked and comfortable. When we... More 

Review collected in partnership with this attraction

Helpful?
Thank famtan
California
Level Contributor
63 reviews
24 attraction reviews
common_n_attraction_reviews_1bd8 39 helpful votes
5 of 5 bubbles Reviewed 5 days ago NEW

I bought this as a Christmas present for my boyfriend and it turned out to be an excellent idea. We were greeted by a staff member on the dock 15 minutes before departure and taken to our boat immediately. There were only 2 other passengers on the boat so it felt close enough to being a private sail. We enjoyed... More 

Review collected in partnership with this attraction

Helpful?
Thank Jasmine D
San Diego
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

Captain Dave was amazing! So nice and patient with a group of very drunk ladies. Will definitely recommend Sail San Diego to all friends looking to celebrate a special event on the water.

Review collected in partnership with this attraction

Helpful?
Thank nikkiv117
San Diego, California
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

Family had a blast on a beautiful calm day. Very professional reservations agent and captain. Boat was well equipped and comfortable.

Review collected in partnership with this attraction

Helpful?
Thank Drew C
Austin, Texas
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

I wasn't sure what to expect before our sailing trip as sometimes these things can be a little hoax-y. However, my boyfriend and I had the absolute best time! Our guide was so nice (John), and he knew the area very well with a lot of neat history of San Diego. We saw many whales, dolphins, & sealions which was... More 

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Helpful?
Thank 134cocoz
San Diego, California
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

My husband & I set sail to see the gray whale migration & not only did we see whales frolicking in the ocean, we had a ball doing so! Our crew was excellent & we had a great conversation with them, both going out to sea & coming back to dock. They were very knowledgable about where to find the... More 

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Helpful?
Thank tonijjb
Buenos Aires, Argentina
1 review
5 of 5 bubbles Reviewed 5 days ago NEW

We had an interesting sailing experience, with some excelent views of San Diego. The captain was very good with us and as the experience booked was a sailing lesson, he was very good explaining, patient and interesting.

Review collected in partnership with this attraction

Helpful?
Thank Mathias C
2 reviews
5 of 5 bubbles Reviewed 1 week ago

The sailing trip was awesome. We got to see whales and a lot of dolphins. The purpose of the trip was to propose to my now fiancee because I wanted to do something romantic and something that she wouldn't forget and well the sunset sail was just that. Friendly environment and amazing scenery.

Helpful?
Thank Erik V

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Questions & Answers

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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?