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
(481 Ratings)
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Janine_m
Feb 22, 2025
Thank you Captain Kinley - Amazing sailing trip with Captain Kinley! We could not have been happier with our experience. We sailed out in the beautiful sailboat past the lighthouse at point Loma. We saw dolphins and sea lions and even followed them as they sailed along!
Review provided by Viator
Christinerr1576cf
Feb 21, 2025
This is a MUST do!! - Thank you Rhys for an excellent day in the water! We had wind (great for sailing!) & you maneuvered us through some high winds it with ease! So relaxing & you were oh so knowledgeable about the area!
Review provided by Tripadvisor
Tim_r
Feb 19, 2025
Best three hours - Very fun three hours. Captain Dave was so in tuned to the guests on board. And we had some decent breezes, dolphins, sea lions, Navy ships, sun… perfect
Review provided by Viator
Annejmaxwell
Feb 19, 2025
Felt Safe and Secure for First Time Sailing - From my first contact with Kate in the office to our sailing adventure with Captain Rhys I knew we were in safe, professional and courteous hands! There were 3 couples and we all felt very comfortable onboard our sailboat. We enjoyed a fabulous time in the Bay and Ocean with Captain Rhys as our sailing master and tour guide. Don't hesitate to book!
Review provided by Tripadvisor
Zoel275
Jan 26, 2025
Great private sailing trip with beautiful views and professional staff and crew - Amazing trip with captain Dave! We had 12 people on the sea la vie boat and it was perfect for a relaxed, beautiful afternoon sailing around San Diego. The provided drinks and snacks were great. We saw dolphins and sea lions. Very helpful crew and great value! Would do this again!
Review provided by Tripadvisor
Flyerhiker
Nov 21, 2024
Great Afternoon Sail - Fun afternoon sailing and seeing San Diego sights from the water. Captain Stu is quite experienced and proficient at sailing the bay. There was one other couple onboard and the four of us had a very enjoyable three-hour tour. Highly recommend.
Review provided by Tripadvisor
Bridget_p
Oct 28, 2024
Do it! - Wonderful! Awesome captain! Beautiful boat. Awesome thing to do!!!! Totally recommend. Tip at least 20%. Our captain was really cool
Review provided by Viator
Barb
Oct 21, 2024
Sailing With Dolphins - We experienced the beautiful San Diego Bay with Captain Dave sailing by sea lions, lighthouse, military boats, Midway aircraft carrier museum and more. We even saw dolphin training exercises with them leaping up out of the water. Captain Dave personalized the experience and was very knowledgeable sharing information along the way to entertain us. It was a great afternoon of sailing and we can’t wait to do it again!
Review provided by Tripadvisor
Sharon_t
Oct 19, 2024
Sailboating in the bay - The amazing things we viewed on the trip and we loved Chris our Captain!! We will definitely book again soon!!
Review provided by Viator
Flyer61368519826
Feb 3, 2025
HORRIBLE - Horrible horrible horrible... what was supposed to be a relaxing experience, turned out to be a "hang for your dear life" trip.... staff doesn't care who is on board and will not control the boat accordingly when weather changes... so if you are planning for your elderly parent to join you - don't - it is just not safe... I wonder how many people ended up on the boat's floor over the years and how many got injured. so BEWARE...
Review provided by Tripadvisor
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up to 6 guests
1 Adult
March 2025
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