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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
28 đánh giá
Tổng số đánh giá và xếp hạng từ Viator & TripAdvisor
Carol L,18 thg 5, 2026
- Đánh giá từ Viator
Our sailing trip was absolutely unforgettable from start to finish. The captain was so well and clearly passionate about creating an amazing experience. The sail boat was so comfortable and made it easy to relax and take in the breathtaking bay and city views. Seeing the skylight light up was magical.
Kayla V,2 thg 5, 2026
- Đánh giá từ Viator
We had the best time sailing with Captain Doyle! He was very knowledgeable and informative during the experience. He also made sure that apart from having a good time that we had a safe time. We were lucky enough to see cruise ships leave and enter the area along with a sailboat race while the water and weather was perfection! It really is beautiful being out on the water when the sun is going down. Highly recommend this experience!
maureen27H,30 thg 4, 2026
- Đánh giá từ Tripadvisor
Captain Larry Doyle was fantastic as was Luna, the sailboat. We had a great time chatting and enjoying the beautiful San Diego skyline and the colorful sunset. We even spotted a sea lion and a rocket launch! This cruise will be a fond memory of our visit yo marvelous San Diego!




Oliver G,29 thg 4, 2026
- Đánh giá từ Viator
Overall 100/10 experience! The captain was super friendly, had tons of cool stories. Would definitely recommend this to any couples or group of friends. The sunset was amazing and we even saw dolphins
Kris P,29 thg 4, 2026
- Đánh giá từ Viator
Captain Doyle was a true professional and enjoyed teaching the guests how to do things on the boat as crew mates. The day was perfect for a sail on San Diego Bay and we were allowed to bring our own wine and snacks which everyone enjoyed. As a bonus, a dolphin swam right next to the boat for a few minutes. This cruise was perfect with up to 6 guests so it was a cozy experience and exhilarating at the same time. Hats off to Captain Doyle and his boat Luna!
Cynthia B,5 thg 4, 2026
- Đánh giá từ Viator
Fun two hour sailing cruise in San Diego. We even stayed out a little longer for the sunset. Great time.
Gabriella W,17 thg 3, 2026
- Đánh giá từ 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,14 thg 3, 2026
- Đánh giá từ 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,11 thg 3, 2026
- Đánh giá từ Viator
If you enjoy hearing some stories about the area while enjoying the beauty of the surroundings, this is the ideal experience
87megm,7 thg 3, 2026
- Đánh giá từ 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!
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