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
(533 Ratings)
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625tomc
Oct 5, 2024
Fun in San Diego! - Excellent sunset sail with Sail San Diego! Easy to book online, find the office and get aboard the 42 foot sailboat. Greg was our Captain and he had a great sense of humor and spent time describing various boats and animals in the water. Music was a quiet playlist that added to our enjoyment. We brought a bottle of wine and had some of the beers also. Recommend this trip!
Review provided by Tripadvisor
W9578hijamieb
Oct 3, 2024
Awesome San Diego experience - We had the best sailing experience thanks to our captain Dave. He was so knowledgeable, personable and fun! We all experienced a naval ship being deployed, a sight that left us feeling grateful and speechless. Dave let our friend help sail the boat. We highly recommend the excursion and definitely request Dave as your captain!
Review provided by Tripadvisor
Corky257
Oct 1, 2024
A great way to relax and spend time with friends and family - Captain Frank was a great guide and we really enjoyed visiting with him and learning about the art of sailing and information on the area. It was a very relaxing, enjoyable way to spend the evening with family and friends.
Review provided by Tripadvisor
Visitor-12-31-21
Sep 29, 2024
Sailing - Outstanding! We fully enjoyed. CPT Bree took good care of us. This is the way to go- peaceful, quiet - but for the air blowing the sails and the water. If we’re back in SD well sure to come back.
Review provided by Tripadvisor
Annhq4218el
Sep 28, 2024
A perfect sunset sail - From the moment we checked in with Cal until we finished our sail with Capt. Dave, the experience was perfect. Dave is a professional and knows so much about San Diego Bay. And he captured the perfect moment on camera for our sunset sail! Thanks to all at Sail San Diego.
Review provided by Tripadvisor
Inspiration69090
Sep 27, 2024
Wonderful Sail Experience - It’s always a pleasure sailing with Sail San Diego. They have wonderful staff, beautiful boats and are a true San Diego treasure. Most recently, we sailed with Captain Reese. An avid fisherman and all around entertaining guy. Thanks so much for the wonderful sail experience.
Review provided by Tripadvisor
A2739mxaimeec
Sep 26, 2024
Best Time - Excellent experience! Capt. Bree is the best! It was my first sail and it was so enjoyable. The crew was very helpful with assistance i needed. Capt. Bree was very knowledgeable and great with all the people. It was so much fun 10 out of 10 rating! Highly recommend!
Review provided by Tripadvisor
93anikaz
Sep 15, 2024
Super sailing trip ⭐️⭐️⭐️⭐️⭐️ - The tour was really nice, fun and entertaining. We were able to take great pictures and really had a good time! Thanks to the whole team 😍
Review provided by Tripadvisor
Johnss3720ig
Sep 14, 2024
Sunset Sail - The entire staff, from “Kate” to skipper “Stu” were fantastic! Whether it’s your first time on a sailboat or a seasoned sailor, the experience is memorable.
Review provided by Tripadvisor
Kimberlies_12
Sep 8, 2024
Great company to sail with. - Captain Zach is such a great captain and a chill guy. He was informative about things we were seeing and was very attentive to our needs. As for the experience it was great. Many of us on the boat have sailed a great deal and this was another great day on the bay. Highly recommend them. The staff is awesome and very responsive. If only they could train some other places..... When checking in the the staff was very kind, happy and helpful. Boat was clean and well stocked. Can't think of a thing to improve. Cheers and happy sailing.
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).