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2 hours
Mobile ticket
A rare sunset sailing adventure aboard our 35-foot sailboat, Luna: small group, local captain sharing hidden stories, hands-on sailing, wildlife encounters, and unforgettable vistas of San Diego Bay. Participate or sit back and enjoy breathtaking sunset 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. Look to the skies for pelicans, ospreys, and other marine birds.
We invite you to celebrate a special occasion with your partner, family or group and capture the moments in breathtaking photos.
No sailing experience is needed for this family-friendly outing, but participation is welcome. We love sharing our knowledge and experience.
Choose a public or private tour option when you book.
Feel free to bring easy to handle snacks and drinks. Food and drink are not included.
Free cancellation, 100% refund up to 24 hours before your reservation.
Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Suitable for all physical fitness levels
Please bring multiple layers of clothing, sensible shoes and a waterproof shell if you have one, we'll encounter several microclimates as we tour the Bay and City front. Sunglasses and sunscreen are recommended. Feel free to bring easy to handle snacks and drinks.
Ages 9 years old and up
For a full refund, cancel at least 24 hours before the scheduled departure time.
We depart from Safe Harbor Marina on Harbor Island, adjacent to the San Diego Airport, and raise sail on the calm waters of San Diego Bay. Get hands-on or sit back and enjoy breathtaking views of iconic attractions.
Enjoy spectacular views as your fun-loving, informative captain shares his knowledge of sailing and San Diego. Look to the skies for pelicans, ospreys, and other marine birds.
Private Tour If Option Choosen
Blankets provided to keep you warm and cozy
Sunset Sail on San Diego Bay
A 20% tip to the Captain for great service is appreciated.
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.
The experience is exclusively yours, only you and your guests will be onboard! Up to six people.
Up to six people
23 reviews
Total reviews and rating from Viator & Tripadvisor
Cynthia B,Apr 5, 2026
- Review from Viator
Fun two hour sailing cruise in San Diego. We even stayed out a little longer for the sunset. Great time.
Gabriella W,Mar 17, 2026
- Review from Viator
The captain was so nice and took us on a perfect cruise of the downtown bay for sunset. He pointed out some cool San Diego monuments but also sat back and let us listen to music and relax. It was amazing, definitely recommend!!!


Soquothkz,Mar 14, 2026
- Review from Tripadvisor
Had a wonderful experience out on the boat with Captain Doyle! We booked a sunset sail out on the bay and it was exactly what we all needed to unwind and connect while we were in town for a conference. It was a small group and we ended up having the boat to ourselves. Highly recommend booking this tour and supporting a local small business!

Karah H,Mar 11, 2026
- Review from Viator
If you enjoy hearing some stories about the area while enjoying the beauty of the surroundings, this is the ideal experience
87megm,Mar 7, 2026
- Review from Tripadvisor
Cap’n Doyle is an expert seaman and an excellent skipper. We had a wonderful sail and learned a lot! Best idea ever for a conference getaway! You will not be disappointed if you sail with Cap’n Doyle!
W1796WZstevee,Feb 23, 2026
- Review from Tripadvisor
I had an unforgettable experience with my wife and friends sailing with Captain Larry. He was a great host, fit right in with my friends and showed us a great time on the water. It was a perfect adventure with good wind and an incredible sunset.
X647HJkevinh,Feb 22, 2026
- Review from Tripadvisor
Aiden and Larry are the best. Absolute professionals but also mellow and want all aboard to have a great time. Thanks for the amazing sailing experience!
Beverley H,Sep 28, 2025
- Review from Viator
Captain Larry was so gracious! The sunset sail was incredible and Captain Larry showed us so much of San Diego Bay! Smooth sailing and wonderful dialogue….must do when in San Diego….we will be back!
Spartans5,Sep 24, 2025
- Review from Tripadvisor
This is a super fun experience and a wonderful way to see the bay area. I particularly enjoyed sailing passed the military vessels and learning more about what they are for. I also enjoyed seeing the different types and sizes of boats in the bay. We saw a wedding taking place, a marriage proposal, a boat with live music, and lots of people enjoying friendship and the beautiful sights! Captain Larry was very knowledgeable and very skillful! (and hard working!) We learned a lot about sailing. I have to admit; I may have been somewhat unrealistic in my expectations. I was planning to sit on top of the boat and basically float through the harbor. However, as this was a windy day, the sails needed to shift direction (tack) quite frequently, so it really wasn't possible to just sit up front. There were five ppl plus the captain in our group. I would not want to take any more ppl than this or the space would get pretty tight. The boat is beautiful, Captain Larry was awesome and it was super fun!



Adam S,Sep 22, 2025
- Review from Viator
Such a good time. We got to driver the boat and adjust the sails as much as we won’t, but could also just relax on the fri t of the boat whenever. Captain even asked if we would like to say out longer! 10/10
Operated by Spectacular San Diego Bay Sailing