Prices checked on Sep 11, 2026Things to do in San Diego
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!
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!
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.
You'll get to see the Coronado Bridge on the water, aboard a 40-foot luxury sailing yacht.
We always sail past the Coronado "North" Island.
We always aim to sail past the USS Midway so you get to experience it from another point of view.
Some of our sailing day trips pass by Seaport Village. Ask your captain.
Some of our sails go by the San Diego Convention Center. Ask your captain.
Small-Group San Diego Afternoon Sailing Excursion lasts about 3 hours. The itinerary has 7 stops.
Prices start at $176 per person for this San Diego experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
The meeting point is 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).. Hotel pickup is not part of this experience.
The experience is available in EN.
It is a small-group experience with a maximum of 6 participants.
Infants and small children can ride in a pram or stroller 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.
Wheelchair accessible
5 stars for Captain Dave!!!! He was SO AWESOME!! I have used this company 3 times now for bachelorette parties, and they never disappoint, but having Captain Dave be our guide this time was the cherry on top!! The boat was nice and clean, the snacks and refreshments were great, and Captain Dave made sure we had music, fun, and got great photos! I highly recommend this company when celebrating at bachelorette party in San Diego!
We had such a brilliant time - despite us booking a small group, which would have been 6 there were only the 3 of us so it was like a private excursion! All the staff from admin were brilliant, the skipper was really informative, friendly, pointed out spots of interest & recommending local restaurants when asked. The refreshments were plentiful & could help ourselves, could roam about the boat as wanted & safety instructions were great. The boat was clean, well maintained & a pleasure to sail on. Would highly recommend & would go again if we got the chance.
This was a fantastic experience!! I love that they do small groups so the boat doesn't feel crowded at all. Our captain, Rick, was a wonderful sailor and a great tour guide! We had a beautiful sunny afternoon and the trip was really enjoyable. They make you feel like a true local, not a tourist. Can't say enough good about them!
Kenley was very competent and also very entertaining. We had a perfect day – lots of wind and lots of sunshine. I will definitely go next year.
We’ve done multiple sails with Sail San Diego and they always exceed expectations! Captain David Hobbs was so awesome, he was extremely knowledgeable about all things on the bay and a few extra fun stories. We had the perfect Yacht Rock playlist and had the best time. Highly recommend! We’ll be back soon!
Absolute JOY! We had the privilege of sailing with Captain Kenley and he was amazing! Very informative and fun . Beautiful relaxing day on the ocean, small group of 6 ppl, they provide beers or seltzers and light snacks - it was the perfect way to spend an afternoon- highly recommend!
Wonderful experience! The Captain was extremely nice, professional, and had some great information regarding the San Diego Bay in point Loma. We had a lovely time in the afternoon weather was lovely!
We went on a private sailing with Captain Greg and Sail San Diego for a family memorial to scatter my husbands ashes at sea. The day was wonderful. Full of love and memories as we sailed. Captain Greg went above and beyond to make our day special. We will always remember sharing our fond memories, laughing and crying as we said our goodbyes. Sail San Diego and Captain Greg made our day feel supported with love and compassion. Thank you Captain Greg for your heroic efforts to save an overboard bag, that was some fantastic maneuvering! We highly recommend Sail San Diego for all your sailing adventures. Happy Captain Greg is one of a kind! Thank you.
We had a great time! Captain Kenley was just awesome. So peaceful, gorgeous weather and loved getting to kick back while Captain did all the work.
This was the best tour we’ve ever booked! Just 2 couples on the private sailboat for 3 full hours on a gorgeous day. Captain Dave was a lot of fun and full of interesting knowledge. We will definitely do this one again and will ask for Captain Dave. It was an amazing experience! Highly recommend!
| Tour | Duration | Rating | Price | |
|---|---|---|---|---|
| Small-Group San Diego Afternoon Sailing Excursion | 3 hours | 4.9 (564) | $176 | |
 San Diego Whale/Dolphin Watching Cruise Aboard Luxury Vessel | 3h 30min | 4.8 (310) | $76 | View |
 San Diego Seal Tour | 1h 45min | 4.7 (1,368) | $56 | View |
 San Diego Zoo 1-Day Pass: Any Day Ticket | 1–4 hours | 4.7 (4,644) | $78 | View |
 San Diego Hop On Hop Off Trolley Tour | 2 hours | 4.7 (2,811) | $57 | View |
 San Diego Whale Watching & Dolphin Cruise | 2–3 hours | 4.6 (1,748) | $71 | View |
 San Diego: 3 Hour Whale Watch Cruise with Legacy Whale Watch | 3 hours | 4.5 (364) | $34 | View |