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Sail San Diego

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2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
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US$88.99*
and up
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” (143 reviews)
“captain art” (106 reviews)
“whale watching” (101 reviews)
Suggested Duration: 2-3 hours
LOCATION
2051 Shelter Island Dr, Shelter Island Marina, San Diego, CA 92106-3105
Ways to Experience Sail San Diego
from US$88.99
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from US$88.99
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Write a ReviewReviews (1,724)
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All reviews
"captain greg"
in 143 reviews
"captain art"
in 106 reviews
"whale watching"
in 101 reviews
"great captain"
in 50 reviews
"hour sunset"
in 16 reviews
"snacks and beverages"
in 20 reviews
"highly recommend this company"
in 25 reviews
"wonderful afternoon"
in 19 reviews
"open ocean"
in 20 reviews
"beautiful boat"
in 20 reviews
"great trip"
in 38 reviews
"sea lions"
in 88 reviews
"small group"
in 25 reviews
"see whales"
in 23 reviews
"shelter island"
in 25 reviews
"highlight of our trip"
in 28 reviews
"three hours"
in 23 reviews
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1 - 10 of 1,711 reviews

Reviewed yesterday

We had a great time. Loved the small group and the persistence in looking for and luckily finding a whale. Great time in the open waters as well. Highly recommend!

Review collected in partnership with this attraction
Thank martilc60
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed yesterday

We chose the sunset sailing package, & although there wasn't much of a sunset (due to a foggy day in SD), everything else about the experience was great! It was pretty cold & they had jackets and blankets ready for us! Fully stocked snacks of...More

Review collected in partnership with this attraction
Thank Queca98
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed yesterday

This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Reviewed yesterday

This was easily the highlight of our trip. Captain Lee was fantastic and let us be as involved with the actual sailing as we wanted.

Review collected in partnership with this attraction
Thank paulholte
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed yesterday

We saw dolphins, sea lions, a whale. The captain (Greg) took the time to make it a great trip. The captain took the time to recover my friends hat. 5 guys from Maastricht Netherlands

Review collected in partnership with this attraction
Thank ron19652018
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed yesterday

Captain Art made the sail entertaining and educational. It was good to relax over a glass of wine and watch the sunset and whales breaching out of the ocean. What an evening! He also gave us hands-on lessons on sailing; I actually got to practice...More

Review collected in partnership with this attraction
Thank SMHan
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 days ago via mobile

This was my first time on a sail boat and Captain Anthony couldn’t have been nicer! He made sure we saw plenty of sea lions and even found us a grey whale!! Thank you for making my bachelorette one to remember :)

Thank SSM0991
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 2 days ago

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 days ago via mobile

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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
Reviewed 3 days ago via mobile

Captain Anthony was the best host! We saw a whale and seals in our trip. Safe, fun cruise for a group of 10. The boat was very comfortable.

Thank Noelle L
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC
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Ask a question
Questions & Answers
Chandni M
13 March 2018|
AnswerShow all 3 answers
Response from Madmarymcc | Reviewed this property |
The whales are around this area only between November and April.
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