San Diego Sailing: Scenic Small Group Adventure

Sail San Diego Bay with expert captains, spot marine life, and explore Shelter Island’s delights. Book now for an unforgettable adventure.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • San Diego - Depart from Safe Harbor Marina on Harbor Island, conveniently located near the San Diego Airport, and set sail on the tranquil waters of San Diego Bay. Choose to participate actively or relax and take in the stunning views of famous landmarks.
  • San Diego Bay - Delight in the magnificent scenery as the enthusiastic and knowledgeable…
What's Included
  • Private Tour if option chosen
  • Blankets provided to keep you warm and cozy
  • Afternoon Sail on San Diego Bay
What's Not Included
  • Gratuities
  • Feel free to bring easy to handle snacks and drinks. Food and drink are not included.
  • Bring multiple layers of clothing, sensible shoes and a waterproof shell. Barefoot is OK.
Additional Information

Experience an exclusive two-hour sailing adventure on our 35-foot sailboat, Luna. Revel in stunning views as the enthusiastic and knowledgeable Captain shares insights about sailing and San Diego. Whether you choose to get involved or simply relax, enjoy the breathtaking city skyline and waterfront sights as we navigate past tall ships, mega-yachts, and…

Location
905 Harbor Island Dr
Harbor Island Drive
Turn into the Marina parking lot just before the flag pole. Park in the far left corner near the docks. Wait for Captain Doyle at “Gate 1 Docks A thru D”. Please arrive 20 minutes early. GPS coordinates 32.725525, -117.193310
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
5.0
(17 Ratings)
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1 star
Kickindajunk02
Apr 15, 2026
Recommended Sailing Tour - Captain Larry was a great host. He has a lot of stories to share and is happy to make anyone as comfortable as possible on the cruise. I would recommend to all who visit San Diego.
Review provided by Tripadvisor
Rob_p
Mar 25, 2026
A relaxing afternoon on the Bay - A great way to see the Bay and so relaxing. The skipper is really interesting and in terms of sailing you can do as much or as little as you want. We had a super afternoon and would highly recommend the trip
Review provided by Viator
563gregb
Feb 24, 2026
A great time on the water with a great captain. - We had a great time with Captain Larry on a fine, sunny, windy day in San Diego. There was a bit of fast sailing in a stiff wind followed by a leisurely passage back to the dock. It was beautiful and fun. Larry is a delightful and excellent captain who loves boats, and Captain Aidan is a lifelong boat lover and a sweetheart. If you love sailing, you'll love going out with Larry or Aidan. We can't wait to go again next time we're in town.
Review provided by Tripadvisor
Adamli1468fp
Feb 24, 2026
Most excellent sailing session - 100% top tier experience! The guys are knowledgeable and fun. 10/10 would recommend
Review provided by Tripadvisor
811sethb
Feb 23, 2026
Perfect birthday sailing celebration 🎉 - Perfect birthday sail with Captain Larry—beautiful food and wine, curated music, stunning views, and his deep knowledge of the Bay made it unforgettable
Review provided by Tripadvisor
Trek785203
Feb 23, 2026
Would go again! - A thoroughly enjoyable time out on the water on a solid, comfortable boat with a knowledgable and affable captain. I'm not a sailor, and I had an absolutely wonderful experience. Highly recommend!
Review provided by Tripadvisor
Contentmentcamping
Feb 23, 2026
It really was spectacular. - We saw so many things. Dolphins, sailing races. Great wind and wonderful experience.
Review provided by Tripadvisor
Cyclinggary
Feb 22, 2026
A fun afternoon on the water - Captain Doyle was a competent sailor and a gracious host. He made my wife, a non-sailor, feel comfortable and safe while enjoying the bay.
Review provided by Tripadvisor
Santa_i
Oct 3, 2025
Great sail through the harbor - Lovely sail around the harbor. Fun way to see the San Diego skyline and experience the beautiful San Diego weather
Review provided by Viator
Jsciarra
Oct 2, 2025
Great day on the Bay - Captain Larry made the day seamless. My pal and I aren't sailors and he made us feel super comfortable. It's also really easy to get to the boat and I have to say San Diego is the perfect place to sail. All in all a great introduction to sailing; highly recommended.
Review provided by Tripadvisor
From $120
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).