Small-Group San Diego Sunset Sailing

Experience a serene San Diego sunset sail with drinks and snacks. Limited to 6 guests for a semi-private adventure. Book now for an unforgettable evening.

Duration: 3 hours
Cancellation: 24 hours
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 sunset cruise that takes you out on the Bay and the Pacific to…
What's Included
  • 3-hour evening sailing cruise
  • Alcoholic beverages
  • Complimentary non-alcoholic beverages and light snacks
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
Additional Information

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, purchase all 6 tickets and grab five friends to have a completely private sail!).
Sit back, relax and enjoy the complimentary…

Location
2720 Shelter Island Dr
Shelter Island Drive
PLEASE 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
4.9
(552 Ratings)
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540charleyj
Apr 29, 2025
Fun Relaxed Sail - I went on a sunset sail and had a great time. Captain Greg was awesome. I was hoping for something chill and this definitely fit the bill. A fun time on the water. A great value. I would definitely go again.
Review provided by Tripadvisor
Bryan_s
Apr 28, 2025
Amazing experience - Amazing experience, highly recommend! The captain was great & also the front desk staff. Definitely going book again soon.
Review provided by Viator
Paritosh
Apr 22, 2025
Settin’ A’sail with Cap’n Greg! - Check in was super easy, the company had their own reserved parking spaces, which is always nice! Cap’n Greg was great - clear instructions, made every effort to keep us apprised of our surroundings, participated appropriately in our group even, and most of all, kept us safe! We appreciate him! We LOVE San Diego! This city is paradise on earth!
Review provided by Tripadvisor
Nicholas
Apr 22, 2025
Fantastic time for families! - Captain Rhys provided an amazing experience! We thoroughly enjoyed our trip. Family friendly. Our kids (ages 6 and 9) had a fantastic time as well! Would definitely recommend to anyone as well as do this again!
Review provided by Tripadvisor
Karenbx2986kr
Apr 8, 2025
Sunset sail - Great captain (sorry to forgot his name) and fun group. It was a lovely sail and chat. Very comfortable and good snacks. Wish we could have seen dolphins…. But that’s not their fault!
Review provided by Tripadvisor
Matthew_m
Mar 5, 2025
So much to see sailing on San Diego Harbour. - Great day on the San Diego harbour with a knowledgeable and friendly captain. There are so many things to see from the Navy Base to the City and to the Dolphins and Sea Lions. We had perfect weather for our three hours.
Review provided by Viator
Inspiration54061
Feb 25, 2025
Had a blast! - Fantastic 3 hour excursion with an excellent Captain who was very entertaining! We enjoyed the views of the city and naval ships along with sea life. Dolphins were present and swam in front of our boat! We highly recommend this trip and we will definitely go again!
Review provided by Tripadvisor
Louis_g
Feb 24, 2025
Excellent, relaxing... - Excellent, relaxing experience. Boat was well stocked with snacks and drinks. Captain was friendly and knowledgeable. Highly recommended.
Review provided by Viator
Chelsea
Feb 21, 2025
Would do again and again! - Amazing experience!! We would do this again in a heartbeat. Captain Greg was informative and made the experience even more memorable.
Review provided by Tripadvisor
V211ogalexk
Apr 7, 2025
A unique way to enjoy the sunset - I enjoyed this activity. The setting was a lot more personable than the big boat harbor cruise, and we did do some sailing, which was the part I was looking forward to. The captain was very friendly and happy to answer questions. The sunset view were very pretty. The cockpit was a bit tight for 6 people, but that was not unexpected. The reason I rate it 4 out of 5 is the price - it is quite expensive, and the multiple indications of a suggested $25 tip per person make it even more so, especially when you go with a family.
Review provided by Tripadvisor
From $127
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).