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
(504 Ratings)
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Vtizhome
Apr 27, 2025
Sea Lions and Dolphins and a Whale, Oh My! - Thank you, Happy Captain Greg and Sail San Diego for a relaxing, informative and fun Friday afternoon sailing experience.
Review provided by Tripadvisor
Traveler537591
Apr 25, 2025
A wonderful experience! - We were a group of 10 including 3 young children. Everyone had a great time! Our captain Dave had created a "scavenger hunt" game that kept the kids engaged hunting for dolphin, buoys, navy ships etc. There was also a well-stocked galley with snacks and drinks. The weather was perfect. I would highly recommend this activity for everyone.
Review provided by Tripadvisor
Sarah_r
Apr 23, 2025
Six of us went on the... - Six of us went on the boat tour for a bachelorette party. We had a wonderful afternoon! There were assorted chips and snacks provided as well as drink options, such as beer and seltzers. We were able to connect our phone to the boat’s speaker to listen to our favorite music. Our captain had a great personality and was very informative. While on the boat, we were able to see seals and dolphins in the bay. It was a little chilly due to the wind, but the captain offered us blankets to use in order to stay warm.
Review provided by Viator
V3676grbriane
Apr 23, 2025
No improvement possible! - Captain Greg was an awesome skipper, I had family down from Idaho to scatter my mom's ashes at sea and the experience was perfect. I would recommend this company and this captain to anyone looking for a sailing adventure in San Diego.
Review provided by Tripadvisor
Melanie
Apr 21, 2025
Thank you Captain Dave!!! - Sailing and San Diego - does it get any better??? We were extremely fortunate to have Captain Dave at the helm and felt safe and in good hands. While we couldn't venture too far out from the harbor (wind and chop) he made sure we had a great sailing tour of the beauty and history that is Coronado and the harbor. And, if you're feeling brave, ask the Captain to dip the rail.
Review provided by Tripadvisor
Meredith
Apr 18, 2025
Perfect San Diego afternoon - This was my 2nd time going out with Sail San Diego, and we requested Dave again. He was just as amazing with my large family of parents and kids as he was with my group of girlfriends last summer--he just knows how to adjust to make whatever group you have feel comfortable and welcome. The boat was SO nice! Fully stocked, immaculate, extremely comfortable. He even made a "scavenger hunt" game for the kids, which they were VERY into. It was the best idea, and everyone had the most amazing time. Thank you again, Captain Dave!
Review provided by Tripadvisor
Tswtraveler
Apr 13, 2025
A great afternoon on the water! - Professional company, beautiful well kept boats, friendly crew and captain. A fun afternoon on the water. Highly recommended.
Review provided by Tripadvisor
Andrea_t
Apr 11, 2025
Wonderful and beautiful... - Wonderful and beautiful family outing during spring break! I highly recommend - we even saw a whale in action! This is a must do for sure - also Captain Mike was fabulous!
Review provided by Viator
959dulcia
Mar 28, 2025
Fantastic sail!! - We had a great afternoon sail with Happy Captain Greg! He made everyone comfortable and safe, and has an excellent sense of humor. We sailed out past Point Loma into the ocean. The winds were light but Captain Greg kept us under sail the whole time. We saw sea lions and dolphins. We would sail with Sail San Diego again!!
Review provided by Tripadvisor
Angela_b
Apr 3, 2025
Nice sailing experience,... - Nice sailing experience, was chilly for us but they had blankets. Wish we could have seen more sea wildlife
Review provided by Viator
From $116
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).