San Diego Afternoon Sail
Overview
Available languages
2 hours
Mobile ticket
Join Captain Doyle for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Enjoy wide-open views of the city's skyline and waterfront attractions as we sail among tall ships, mega-yachts, and military vessels. Watch for playful sea lions, dolphins, pelicans, and maybe even a whale. We invite you to celebrate a special occasion with your partner, family or group and capture the moments in breathtaking photos. We depart from Shelter Island and raise sail on the calm waters of San Diego Bay. Hands-on participation is welcome, bring your sense of adventure!
After your sail enjoy the delicious food, drink and entertainment available on Shelter Island, a premier San Diego destination, all within easy walking distance.
Free cancellation, 100% refund up to 24 hours before your reservation.
Additional Info
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Suitable for all physical fitness levels
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Blankets provided to keep you warm and cozy.
English Guide
Personal Flotation Devices (life jackets) provided.
No food/drinks provided. Bring light snacks or drinks. Eat/drink after sailing.
What To Expect
San Diego
Join our father-son team of licensed Captains for an unforgettable 2-hour sailing experience aboard our 35-foot sailboat, Luna. Catch the best winds on San Diego Bay, get hands-on or sit back and enjoy breathtaking views of iconic attractions. Watch for sea lions and dolphins frolicking nearby—maybe even a whale! Look to the skies for pelicans, ospreys, and other marine birds. We cast off from Shelter Island and raise sails on the calm waters of San Diego Bay. No sailing experience is needed for this family-friendly outing, but participation is welcome. We love sharing our knowledge and experience. Celebrate special occasions with your partner, family or group. Capture the moments in breathtaking photos. Free cancellation, 100% refund up to 24 hours before your reservation.
Options
San Diego Afternoon Sail
Reviews
9 reviews
Total reviews and rating from Viator & Tripadvisor
Great sail through the harbor
Santa I,
Oct 3, 2025
- Review from Viator
5.00Lovely sail around the harbor. Fun way to see the San Diego skyline and experience the beautiful San Diego weather
Great day on the Bay
jsciarra,
Oct 2, 2025
- Review from Tripadvisor
5.00Captain 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.
Great San Diego Staycation Activity
Leah D,
Sep 7, 2025
- Review from Tripadvisor
5.00Some friends and I booked this as part of a little San Diego staycation and had the best time! We were thrilled that Captain Doyle let us help sail too. Definitely will be booking again - highly recommend!
Perfect adventurous date activity
lindseydE614UV,
Sep 5, 2025
- Review from Tripadvisor
5.00Unforgettable experience. 10/10 The pickup was easy, everything went smoothly. My boyfriend really enjoyed learning about the boat
Wonderful experience!
Jesse R,
Aug 24, 2025
- Review from Viator
5.00We had such a wonderful time on our trip! It’s the perfect experience if you want to be hands-on and really learn. The captain was not only kind but also a wealth of knowledge, and we came away with so much. Truly an unforgettable experience—we enjoyed every moment!
An Excellent Family Outing!
robinalysed,
Aug 20, 2025
- Review from Tripadvisor
5.00A unique way to experience San Diego, from the water! Weather was warm, breeze was gentle, and our family felt totally relaxed in the capable hands of our captain. My husband was thrilled to have the opportunity to steer for a bit, and our son loved learning about the boat and seeing the military vessels up close. Highly recommend!!!
A relaxing and pleasant afternoon's sailing adventure
29darinr,
Aug 9, 2025
- Review from Tripadvisor
5.00What a beautiful day on the water! Perfect weather, a well-equipped sailboat expertly navigated - we had a great time. Lots to see on the water, there was a yacht race, all manner of watercraft from jet-skis to dingies to superyachts to freighters. The Captain was friendly and knowledgeable and seemed to really know his stuff, sailing-wise. Very safe.
Capt. Doyle is seasoned and personable sailor
Spencer C,
Aug 8, 2025
- Review from Viator
5.00Excellent experience. Capt. Doyle is a seasoned sailor with a wealth of knowledge. He’s willing to offer the opportunity to get hands on during the trip and is very personable. Thank you for sharing Luna with us!
Great captain, beautiful boat and memorable experience!
430spencec,
Aug 8, 2025
- Review from Tripadvisor
5.00Capt. Doyle is a seasoned sailor with a beautiful boat and offers the opportunity to get hands on while sailing Mission Bay. He gave us a memorable experience, he’s very personable and we can’t recommend his charter highly enough. Thank you Capt. Doyle for sharing Luna with us!
From $120.00
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Operated by Spectacular San Diego Bay Sailing