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
  • 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

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
(539 Ratings)
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Ginafrommn
Dec 7, 2024
Sunset cruise was wonderful! - My friends and I did the sunset cruise and it did not disappoint! Captain Stu was an incredible guide ! I highly recommend.
Review provided by Tripadvisor
Patrick_k
Dec 2, 2024
Wonderful Tour of SD Harbor - We had a great time on Captain Dave’s sunset sail, he was very knowledgeable about the landmarks around San Diego harbor and was more than willing to step in and snap a photo for our group. Definitely enjoyed the complimentary snacks and beverages as well!
Review provided by Viator
Jeffcs2210hb
Nov 23, 2024
Sunset cruise - If you’re looking for a beautiful sunset, sailboat cruise with just you and your friends Sail San Diego is hands-down the best!
Review provided by Tripadvisor
Nextframe
Nov 20, 2024
Definitely the best company to sail with - Excellent choice! We have gone on other San Diego sunset sails before but this is by far the best company, including the boat itself, the knowledgeable captain (thank you Captain Dave!), and the courtesy of the staff. My husband is in a wheelchair and the staff did everything possible to be sure he was safe and comfortable. The weather and sights were terrific but the highlight was our entertaining and erudite captain. He taught us all a great deal about the geography, sea life, San Diego industry, military practices, and much more. What an incredible trip. Loved it!
Review provided by Tripadvisor
Mark_b
Nov 16, 2024
Fantastic voyage - The boat and the tour were great. Captain Dave was informative and FUN!! We'll definitely be back next time we are in town.
Review provided by Viator
Vacationer619270
Nov 15, 2024
Wonderful Sunset Sail - We had a wonderful experience with Sail San Diego. We checked in at their very nice offices 30 minutes before and were personally escorted by owner Cal down to the dock to stow away the bottle of wine we brought. The boat was beautiful and we were with just two other people. Captain Stu was personable but not intrusive, and had a great playlist. The sailing was fantastic and we thoroughly enjoyed our three hours on the water.
Review provided by Tripadvisor
Odyssey02852245210
Nov 8, 2024
Memories made on Sail San Diego - We had a great sail with Captain Happy Gregg! He was kind, funny and made our sail wonderful! Sail San Diego was great to book through a very last minute sail and their customer service was wonderful!
Review provided by Tripadvisor
Mark_b
Nov 4, 2024
Sail off into the sunset! - An incredible, relaxing, and peaceful experience! Captain Kenley made it truly memorable with his insights about the surroundings, pointing out landmarks, and making sure we spotted some sea lions. The weather was perfect, with great winds and clear skies that set the stage for an amazing sail and a stunning sunset. Highly recommend!
Review provided by Viator
799brantc
Oct 29, 2024
Great Sunset Sail - Captain Frank and the whole Sail San Diego staff made our experience exceptional! We’ll be back in the future. Outstanding.
Review provided by Tripadvisor
Kristic7726
Oct 25, 2024
Worst and most unsafe sail - Worst and most unsafe sail we have ever had!!!! We swear our captain (Reese) was drunk also. We lost count of how many times he left the helm and went below deck , over 8!, and disappeared below deck for ungodly amounts of time, while the boat heeled from one side to the other violently on the open sea with a large swell and 4-6 sec. waves. The other couples were freaking out. We will never use this company again. We are avid sailors and have never experienced anything like this, we were very upset and alarmed. We also specifically booked the "sunset sail" because all other sails we have ever been on, sunset sail means calm, romantic, easy and since I was still recovering from a major surgery this was the perfect option. Unfortunately that is not what we got and I was in extreme pain the entire time since we left the bay out to the rough sea. Now I need another surgery. So much for the calm sunset sail we paid for.
Review provided by Tripadvisor
Select Date and Tickets
up to 6 guests
1 Adult
December 2024
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