Small-Group San Diego Afternoon Sailing Excursion
Overview
Available languages
3 hours
Mobile ticket
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. Guest must contact Sail San Diego after purchase for the exact departure time. Please note this activity does require a minimum of 3 guests total in order to sail.
If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
Additional Info
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
Please note: Each booking is limited to six (6) passengers. If you have friends or family booking separately, please let the operator know in advance to ensure you're on the same boat; otherwise, you may be seated on different boats.
You must contact Sail San Diego after purchase for the exact departure time, as departure times vary throughout the year.
This is not a guided tour; our captains don't provide a commentary but are always happy to share what they know! Don't be shy asking questions.
What To Expect
Sail San Diego
Whether you’re on vacation, celebrating a special occasion or just looking to take advantage of a beautiful Southern California day, this small-group sailing trip in San Diego is a great way to spend time on the water with your loved one or a group of friends. Set sail on a 3-hour daytime adventure in San Diego Harbor. Your captain will ensure that you have the best possible time on the water. As you admire the views, enjoy the complimentary beer, soft drinks and snacks. If you get chilly, grab one of the provided blankets, or purchase a jacket or sweater at their store. If the sun is too bright, you can purchase sunscreen, sunglasses and hats at check-in. And use the provided binoculars to admire the coastline or look for wildlife! You can even stream your own music to the boat’s Bluetooth speakers. Please note: The boat is limited to six (6) passengers. To make it a private adventure, book all six spaces and bring along five friends!
Point Loma
Sail San Diego's private marina is in the Shelter Island area of Point Loma. We also will pass by the actual Point Loma lighthouses during your sailing trip.
Options
Small-Group Afternoon Sailing
3-hour day sail, including complimentary snacks and beverages.
What‘s Included
3-hour sailing cruise
Complimentary non-alcoholic beverages and light snacks.
Complimentary light beers and hard seltzers. Please note minimum drinking age in the US is 21 yrs.
Hotel pickup and drop-off
Gratuities
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
552 reviews
Total reviews and rating from Viator & Tripadvisor
Great experience! ...
Susan S,Jun 16, 2026
- Review from Viator
5.00Great experience! Captain Rick was awesome as were the other guests we met on our sail. Beautiful scenery and fantastic day.
One of the BEST group experiences we've ever had! ⭐⭐⭐⭐⭐
cynthiacZ76RS,Jun 6, 2026
- Review from Tripadvisor
5.00If you're looking for a group sailing experience that truly delivers, look no further than Sail San Diego, they absolutely crushed it! 🙌 We brought out a group of 65 people across 5 boats and the whole operation was seamlessly organized from start to finish. Wrangling that many people onto the water sounds like a logistical nightmare, but the Sail San Diego team made it feel effortless. The captains were the real MVPs, fun, engaging, and incredibly knowledgeable. They kept the energy high while making everyone feel safe and in good hands. San Diego blessed us with a gorgeous day on the water, and the views did NOT disappoint. 🌊☀️ But honestly? The highlights were unexpected, we spotted seals lounging on a dock (too cute!!) and then got treated to a surprise flyover from fighter jets. Only in San Diego! 🦭✈️ The whole group went absolutely wild. If you have a large group and want an experience everyone will be talking about long after it's over, BOOK SAIL SAN DIEGO. We will 100% be back! 🌅⚓
Experience the joy of sailing
DacaSMA,Jun 3, 2026
- Review from Tripadvisor
5.00Sailing with Sail San Diego is pure joy. It’s the best time you can spend in San Diego. The boats are beautiful and the captains are fun and personable. It’s a wonderful experience to deal with everyone at Sail San Diego.
Fantastic
Ivelisse A,May 25, 2026
- Review from Viator
4.00The sail was amazing, relaxing and awesome. The captain was very informative and friendly. The only reason I gave a 4 is because the snacks were just chips. If it would have been some charcuterie board or so that would help with the 3 hour sail. The drinks were perfectly fine.
10/10 experience
Adam M,May 22, 2026
- Review from Viator
5.00The trip was perfect. Captain Rick did an amazing job. Bring long sleeves (the wind can get chilly) and sunblock.
Very bad experience
Dan L,May 20, 2026
- Review from Viator
1.00Don't trust the provider. We had reserved 3 hours sailing voyage for Sunday at 12:30 pm. They called up the night before and made us change to a two-hour sailing trip at 10 am that Sunday morning. We were told there would be a confirmation of the change plus a refund for the difference in price. Never received a confirmation. Never received a refund. We cancelled the sailing trip because of bad air quality that Sunday morning. It turned out the air quality was fine by 12:30 pm. No problem. Just get us the refund we were supposed to get.
This was my first sailing...
Lisa C,May 13, 2026
- Review from Viator
5.00This was my first sailing excursion and the highlight to my trip to San Diego! Captain Kenly was knowledgeable and kept everyone laughing throughout this very memorable experience. Thanks to Captain Kenly and the rest of the crew for an amazing sightseeing trip on the water!!!
Sail Away
Reiseofte55,Apr 29, 2026
- Review from Tripadvisor
5.00Great day! Winds favorable, Captain knowledgeable and capable- he even rescued my hat!! Sailors with us were so enjoyable, and the area is beautiful. What a treat to be out on the water. Thanks Sail San Diego.
Great way to see San Diego! Boat was immaculate!
Deirdre O,Apr 28, 2026
- Review from Viator
5.00Super chill. You can leave your shoes on..Richard/captain was great. Great way to see San Diego! Boat was immaculate!
Best afternoon sail ever!!
monique1027,Apr 24, 2026
- Review from Tripadvisor
5.00We sailed for an afternoon with Captain Dave Hobbs and his first mate Ana... They were amazing ! They took us out of the bay and shared history and landmarks along the way! It was soo relaxing and enjoyable! Snacks and drinks were available, and there was plenty of room to move around! We were so impressed with them that we made sure to request them for our next cruise a couple of nights later, which they accommodated! Thank you for the wonderful experience!!
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Operated by Sail San Diego