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Sail Liberty

4.9 (78 reviews)
Closed 8:00 am - 8:00 pm

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Madison G.

This was such an amazing experience!! I highly recommend--you get to see the beauty of San Diego from the Ocean, and it's nice and relaxing! We also got to meet an awesome family who was on the same trip (we chose the shared trip). So glad we did this!

David V.

Took mom on a nice cruise of the San Diego harbor last week when in the area to DJ/MC a wedding. Captain Phillip kept everyone on board, nourished, hydrated, relaxed and entertained throughout. If you're looking for a smooth bay cruise of the harbor this is the way to go. See the city and sites from a different perspective. The sunset cruise is next on the list.

Point Loma

We had a fantastic afternoon sail. It's a lovely boat that is perfect for cruising the harbor. Although a classic, the boat is meticulously maintained. It feels like stepping back to simpler times with the varnished wood and classic rigging. Captain Phillip was so pleasant and professional. I highly recommend. No more than 6 guests can be onboard but we were lucky and ended up with our own private cruise for two on a perfect sunny May afternoon with a smooth breeze and fair seas.

My first sail

This was a perfect afternoon sailing. The captain was great, gave us some information about the boat and what we were seeing in the harbor, but also allowed us to enjoy our time talking to each other. I had always wanted to ride on a sailboat and this boat was beautiful, the ride smooth ans fun. I would absolutely go again and recommend this to anyone wanting a beautiful sailboat ride. Sealions were out and so close to us!

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1 year ago

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2 years ago

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4 years ago

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2 years ago

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2 years ago

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3 years ago

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2 years ago

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2 years ago

Wonderful day. The sailing, the company, the captain. Loved it all. This is our second time with Liberty. Highly recommended!

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2 years ago

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2 years ago

We had a WONDERFUL time with our captain, Phillip. The sailboat was beautiful and he was the perfect host. We highly recommend this cruise!

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3 years ago

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6 years ago

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3 years ago

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9 years ago

Business owner information

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Philip S.

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5 years ago

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7 years ago

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6 years ago

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5 years ago

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4 years ago

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5 years ago

We had an amazing evening on the sunset cruise. Beautiful boat.

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6 years ago

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4 years ago

Beautiful vessel and very relaxing. Captain Philip made us all very comfortable. Good selection of beer wine and snacks.

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5 years ago

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9 years ago

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4 years ago

We had a wonderful sail with Captain Philip. Beautifully restored vessel. Highly recommended.

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9 years ago

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4 years ago

Sun set sail. Great views. Friendly, very competent captain. Really enjoyed it. Lovely, restored boat.

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11 years ago

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10 years ago

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Philip S.

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Review Highlights - Sail Liberty

Phil is a very helpful and generous captain, ensuring that everyone was safe and well cared for during the trip.

Mentioned in 32 reviews

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San Diego Whale Watch - The Privateer

San Diego Whale Watch

(1.1k reviews)

Fantastic whale watching experience in San Diego! The weather was perfect, which made the trip even…read morebetter. We were lucky enough to see a whale that truly put on an amazing show--such a memorable moment. The crew was efficient, friendly, and very informative throughout the entire trip, which made us feel comfortable and engaged. Everything was also very budget-friendly, which made it an even greater value. Overall, a great experience and absolutely worth both the time and the money. Highly recommend!

Heard it was migration season so decided to book a 9am tour on a Friday…read more The tour was two and a half hours long and we saw so many dolphins it was bananas! We also saw a baby grey baleen whale which was such a treat. But even sightings aside it was a lovely way to be out on the water. The crew to our boat were great. Knowledgeable and ensured everyone was having a good time. They recommend you get there 45 minutes early and definitely do so! You sign in and then line up. A lot of people can be fit on their boat (if you get the group one) and the line can get pretty large and it's first come first sit. For 10 bucks a pop you can go on early. For 200 dollars you get the exclusive front top deck. I recommend sitting at the top. Please note that means sometimes no shade so bring a hat. You can sit on the first level or inside in the shade. The boat has a bathroom and after 3 miles you can get drinks! If you park in the lot attached to their location it's 10 dollars. Or you can street park on Quivera road which I recommend as it was super easy and not a walk at all. Would highly recommend regardless of if you see any whales just for the joy of being out on the water.

San Diego Boat Cruise - Interior below deck

San Diego Boat Cruise

(75 reviews)

Fleetridge, Point Loma

Captain Paul was fantastic--extremely knowledgeable about the area and wonderfully accommodating,…read moreespecially with five small children in tow. He made the entire experience smooth, fun, and memorable. Couldn't recommend these folks more highly!

I booked a yacht with San Diego Boat Cruises for my bachelorette party and it was a highlight of…read morethe trip! If you're looking for an amazing private cruise, definitely book with San Diego Boat Cruises!! We were on Miss Jen II (50' yacht) and it comfortably fit 12 women (the max occupancy). We all fit under the covered seating in the back of the boat together as well as on the bow at the same time. Below deck was nice, although we didn't spend much time down there aside from using the two bathrooms or making drinks in the kitchenette. The boat was equipped with a huge JBL speaker, phone chargers, a cooler with ice, soft drinks, water bottles, mixers, cups, and snacks (assorted chips). We brought our own alcohol, sandwiches, and extra snacks since we cruised at lunch time. We were on the water from 12-3:30pm and even though the day was cloudy, it didn't spoil our fun. The time flew by! We started the trip all seated in the covered area as we were cruising by the seals and to Point Loma. We cruised through San Diego Bay and ended up anchoring at Glorietta Bay, partying on the bow. The whole trip was a blast and Captain Paul was wonderful! He even got some great photos and videos for us! I booked the trip with Captain Glenn, who was easy to coordinate with. Overall I highly recommend San Diego Boat Cruise and would book with them again for any special occasion.

Sail Liberty - boatcharters - Updated May 2026

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