San Diego Sailing: Semi-Private 3-Hour Bay Cruise

Join a small-group San Diego sailing excursion. Enjoy complimentary drinks and snacks while soaking in the sun and Bay sights.

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 3-hour daytime adventure in San Diego Harbor.
    Your captain will…
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

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.
Departure times vary throughout the year….

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
(477 Ratings)
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1 star
Phil_m
Oct 6, 2024
Perfect tour - Captain Greg took us on the best excursion of our trip! Covered the entire San Diego Bay Area; up close to Navy vessels, points of interest, scenic views, etc. He was knowledgeable, funny and friendly-GREAT guide! Don’t miss this fabulous tour! So relaxing and enjoyable. 6 stars out of 5!
Review provided by Viator
982johnnytoobad
Oct 2, 2024
Best way to experience SD - Great afternoon on the water with Reese captaining. Sailing is the best way to experience San Diego, and this relaxing excursion delivered
Review provided by Tripadvisor
Stefanie_w
Sep 28, 2024
Worth every penny! - The entire trip was so fun! Captain. Dave was great and made our trip so much fun! Can’t wait to do another sailing!
Review provided by Viator
139sarap
Sep 17, 2024
Must-see afternoon family outing while you’re here - Such a great afternoon activity. Very happy it was a boat with 6 passengers only. We purposely booked here instead of the larger charters for fear of our family being booked alongside a bachelorette party (because this was obviously a popular choice activity- we saw three separate bridal parties lined up in the marina for another charter) Captain Dave was wonderful. Never felt put out for asking for a video or photo from him. He was very informative and personable without being over-the-top.
Review provided by Tripadvisor
Sara_c
Sep 15, 2024
Highly recommend for family outing - What a great experience. We booked for two adults and our 13 yo daughter. The small group was perfect (6 passengers plus 1 Capt. Dave :) we just didn’t want to share the boat with a bachelorette party or rowdy crowd. Three hours was the perfect time frame for sight seeing and relaxing. Captain Dave was a great host/sailor.
Review provided by Viator
Malibubarry
Sep 3, 2024
Great Sail, Great Captain, Great Experience - This was a celebration of my wife's 70th birthday and it could not have been a better time for everyone present, including my wife. Out Captain Dan was a wonderful sailor and guide for all of the sights in San Diego Harbor and a pleasure to sail with. This was truly a great experience.
Review provided by Tripadvisor
Faraway827223
Sep 2, 2024
Great experience!! - What a fabulous day!! We booked the private sailing 3 hour excursion. Captain Chris welcomed onto his beautiful sailboat and we spent 3 glorious hours relaxing while he took us through the Bay and a short way into the Pacific Ocean. He was a complete delight and had excellent information for us if we were interested. My husband took a nap at the front of the boat, my grandkids loved every second of it, and even though I thought 3 hours might be too long for the kids, we had a blast! Highly recommend this company!!
Review provided by Tripadvisor
Svd92708
Sep 2, 2024
Fun afternoon sailing! - We enjoyed our sail with Captain Bri. She was friendly, capable and showed us a good time. She answered all of our questions about her background, the boat, what we were seeing on the shore, and even explained how she was interpreting wind patterns on the water. The boat was clean and comfortable.
Review provided by Tripadvisor
Mcfarland_w
Aug 24, 2024
Beat Sailing - Everyone and Everything was wonderful! I would do it again!! If you like sailing, you'll love this!!
Review provided by Viator
Bradley_s
Aug 19, 2024
Excellent afternoon sail! - Captain Bree was amazing. She made all of us very comfortable, single-handedly sailed the boat, and was pleasant and positive throughout. We caught some super fun wind outside the harbor then came back inside to see some sights. Highly recommend Captain Bree to all and sail San Diego as well.
Review provided by Viator
From $116
up to 6 guests
1 Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).