Small-Group San Diego Afternoon Sailing Excursion
5.0
432 Ratings
San Diego

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you soak in the warm sun and Bay sights.

Duration: 3 hours
Cancellation: 1 day learn more
Highlights
  • Sail San Diego - Whether you’re on vacation, celebrating a special occasion, or simply looking to enjoy a beautiful Southern California day, this small-group sailing trip in San Diego is a fantastic way to spend time on the water with your loved one or a group of friends. Embark on a 3-hour daytime adventure in San Diego Harbor.

Your captain will ensure you have an unforgettable time on the water. As you take in the views, enjoy complimentary beer, soft drinks, and snacks. If you feel cold, grab one of the provided blankets, or purchase a jacket or sweater at their store. If the sun is too bright, you can buy sunscreen, sunglasses, and hats at check-in. Use the provided binoculars to admire the coastline or spot wildlife! You can even stream your own music to the boat’s Bluetooth speakers.

Please note: The boat is limited to six (6) passengers. To make it a private adventure, book all six spaces and bring along five friends!

  • Point Loma - Sail San Diego’s private marina is located in the Shelter Island area of Point Loma. We will also pass by the actual Point Loma lighthouses during your sailing trip.
  • Coronado Bridge - You’ll have the chance to see the Coronado Bridge from the water, aboard a 40-foot luxury sailing yacht.
  • Coronado Island - We always sail past the Coronado “North” Island.
  • USS Midway Museum - We always aim to sail past the USS Midway so you can experience it from a different perspective.
  • Seaport Village - Some of our sailing day trips pass by Seaport Village. Ask your captain.
  • San Diego Convention Center - Some of our sails go by the San Diego Convention Center. Ask your captain.
What's Included
  • 3-hour sailing cruise
  • Complimentary light beers and hard seltzers (21+)
  • Complimentary non-alcoholic beverages and light snacks
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
Additional Information
  • Please note: Each booking is limited to six (6) passengers
Location
2720 Shelter Island Dr
Shelter Island Drive
PLASE NOTE: A physical boarding pass will be required to board your assigned sailboat. Your boarding pass will be provided at our Sail San Diego office. You can find us directly across the road from the Brigantine Restaurant (a few doors down from Paragon Deli, underneath Eye Candy beauty salon).
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(432 Ratings)
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Michael_m
May 22, 2024
Awesome sail! - We had a wonderfully relaxing sail with our Captain Jake! Beautiful boat in some awesome water! Highly recommend Sail San Diego!
Review provided by Viator
Mindy_c
May 18, 2024
You Must sail with Happy Capt. Greg! - Happy Captain Greg is the BEST!! Knowledgeable as a guide, expert sailor, and the perfect dose of sarcasm, humor and patience! This is our second sail with him and we look forward to next time!
Review provided by Viator
Climber42221277564
May 11, 2024
Great day on the water - Great time on the boat. Very fortunate saw a large pod of dolphins. Excellent Captain. Enjoyed Happy Captain Greg and his wealth of knowledge. Thank you
Review provided by Tripadvisor
Daven914
May 6, 2024
relaxing trip - My wife and I had an amazing sailboat ride! Captain Dave was very knowledgeable, I felt like we saw the ocean as well as San Diego bay. We were able to view Dolphins, Navy ships and Helicopters, and a wide variety of sea birds. Overall it was a very relaxing trip, would highly recommend it if you like sail boats!
Review provided by Tripadvisor
Jhickey689
May 6, 2024
3 hour sail - This was a superior trip! The captain is an expert sailer , extremely informative and a pleasure to talk with. The views were spectacular! We saw 3 beautiful dolphins…. Even sailed to be with them! Amazing trip!!!! I highly recommend this trip… i can’t say enough how beautiful this day was!!! XXOO
Review provided by Tripadvisor
Pilgrim170
May 2, 2024
A unique and wonderful way to top off a vacation - We have owned and sailed 26, 32 and 40 foot sailboats. we go to San Diego to sail and usually sail two days in a row. We have settled on Sail San Diego because the experience is so much better than the alternatives. Greg is our favorite Captain because he makes every sail a pleasant experience. He is extremely skilled and sensitive to the interests and characteristics of his guests. The boats are beautiful, well maintained and safe. Sailing with SSD is a wonderful introduction to sailing for the novice and a unique return to sailing for those of us with lots of experience who no longer own a boat. In any case it is a beautiful and unique way to see the harbor of San Diego with its many naval and commercial vessels. A great way to top off a vacation. Highly recommended.
Review provided by Tripadvisor
Ashton_w
Apr 7, 2024
Great way to spend the afternoon - We had a great time on this sailing trip! We really enjoyed the small group experience and our captain. We loved being on the water for a few hours. I would highly recommend it!
Review provided by Viator
Sasan_g
Mar 25, 2024
Excellent - Dave was an excellent captain. Very knowledgeable and highly professional. Site seeing was incredible
Review provided by Viator
V4fj2gbmx8
Mar 24, 2024
Noah’s Ark 2.0 - We had a great sailing experience with Captain Dave. Despite the fact that it rained almost the entire three hours, we had a fun time. We are told it hardly ever rains in San Diego, so I guess we feel “special” that it rained on our trip!
Review provided by Viator
Diana_h
May 4, 2024
I booked and called in... - I booked and called in the morning to confirm. They called me back and said it was a no go and canceled my husband’s Birthday sailing trip.
Review provided by Viator
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up to 6 guests
1 Adult
June 2024
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