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
(600 Ratings)
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1 star
Emily_f
Mar 11, 2026
Definitely a fun and amazing experience for locals and travelers - Really fun and unique experience! The boat was very safe and the captain was very educated and knowledgeable. The views were spectacular. Great for travelers and locals, dates and special occasions.
Review provided by Viator
Ashleyme4980dh
Mar 11, 2026
March Sunset Sail - Captain Stu was a great host. We enjoyed a relaxing sail in the bay, taking in the sights as the sun slowly set. There were sea lions, naval ships and cruise ships all in harbor to awe at. As the sun set, the temps dropped slightly so I suggest bringing something cozy to put on but they do have blankets as needed. Can’t wait to return and do the afternoon sail!
Review provided by Tripadvisor
Navigator26653651216
Mar 10, 2026
Choose Rhys! A great Captain! - We had a great time celebrating our birthdays on the Sunset Sail with Captain Rhys. He was very knowledgeable about the area and all the different things we saw. He played great music, had snacks and offered good conversation. Would highly recommend!
Review provided by Tripadvisor
Philip_f
Mar 1, 2026
Perfect 3-hour sunset yacht cruise - Excellent 3-hour trip in a small group (just six people in total). Very friendly welcome in the office when checking in, which was matched by our knowledgeable captain, Richard.
Review provided by Viator
Liz_h
Feb 28, 2026
Sunset Sail - Very calm and enjoyable sail. Slow moving so lots of time to just relax and take it all in. The sunset was gorgeous! So cool to see the reflection off the coastline structures.
Review provided by Viator
Y7223weryanp
Feb 22, 2026
Best way to see San Diego - Had an amazing sunset sail with Captain Dave. Really enjoyable and informative. Our group loved the experience. Highly recommended!
Review provided by Tripadvisor
Candice_s
Feb 19, 2026
Highly recommended! - We had an absolutely fantastic experience Captain Reece with Sail San Diego. He created such an unforgettable trip by pointing out the beautiful views, spotting the wildlife, and answering our millions of questions. The boat was beautiful and well cared for and you can tell that he really loves what he does. We had such a peaceful and fun time on the water. Highly recommended!
Review provided by Viator
Philipsc3794bz
Feb 14, 2026
Perfect sunset sail with Dave - Had a great sunset sail with Captain Dave with four other vacationers. Dave provided great service, access to drinks/snacks and blankets. He has a good knowledge of the area and showed us sea lions, submarines, ships, and land-based landmarks among other things. The ride was smooth and enjoyable.
Review provided by Tripadvisor
Eric_b
Feb 11, 2026
outstanding harbor excursion - very relaxing and informative excursion! Captain Dave runs a tight ship, spotless clean, all the convenient but relaxed environment!
Review provided by Viator
Codi_o
Feb 8, 2026
Worth every penny!!! - Unbelievable experience! Rhys was an incredible captain and guide … perfect way to cap off our trip!
Review provided by Viator
From $127
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).