Both Liberty ( the sailboat) and Captain Phil are so unique and special that nothing in the harbor compares. This is not some sail on a plastic boat; Captain Phil has been sailing for his entire life, and every part of Liberty is hand cared for by Captain Phil, to the very highest standard of craftsmanship. Stepping onto Liberty is like stepping onto a real yacht, of the kind that built America, the kind of sailboat you will rarely see or experience. Sailing in her is like stepping back to a special time with someone who has spent his entire life sailing and doing fine, specialized maritime crafts. What an experience this was. I so appreciate the experience we had sailing on his beautiful sailboat. read more

Can't say enough good things about this experience! We have been on sailboats before but never one is cool and unique is this one. Captain Phil was wonderful to talk with and the weather was beautiful the day we went. Highly recommend checking this out and we will definitely come back. read more

Sail Liberty - Boat Charters Near Me - San Diego, California

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Sail Liberty was PHENOMENAL! Captain Phillip accommodated our trip for sunset and took us around all over the San Diego Bay, making sure we got the full experience with some great drinks and snacks! 10/10 experience and would do it again! read more

Sail Liberty - Downtown San Diego view - Boat Charters Near Me - San Diego, California

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Yesterday a friend and I participated in the afternoon sailing trip on the Liberty with Captain Phil. It was an amazing experience. It was a beautiful boat and the trip was very relaxing. The sunny day, waves and air almost lulled me to sleep. It was fun seeing the coastline and Captain Phil shared a lot of information about the area. This trip is for adults and relaxing - not a booze cruise! I highly recommend it! read more

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! read more

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I could not have asked for a better sailing experience. The captain was very knowledgeable,friendly and experienced. I would definitely use him again. read more

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. read more

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It was a great experience having this beautiful boat all to ourselves. Captain Phillip was hospitable and willing to answer all of our questions. It was an outstanding experience for mom's birthday celebration! read more

We signed up for a sunset cruise but didn't see the sun at all due to weather but it honestly didn't matter. The sights were breathtaking, being on the water was the relaxation we so desperately needed and talking with the captain was so pleasant. We will easily be booking with Philip again when we're back in San Diego. read more

Wonderful sailing experience. Beautiful restored boat. Captain Phillip was a great sailor and host. Plenty of included beer, wine, sodas and snacks. Very clean. Highly recommended! read more

Captain Phillip was a very well informed and chill captain. He was extremely knowledgeable about the various naval boats that we saw, the wildlife we passed and the landscape of the sail. His ease aboard the boat made for a very relaxing family outing. Very enjoyable and highly recommend sailing with captain Phillip while visiting San Diego. read more

This was a wonderful sailing trip for celebrating a friend's 75th birthday. Phillip was a a generous captain, and endured our crazy antics. He was able to enhance our trip with his wonderful stories, and managed the sailing as the expert he is. We had sailed with him 5 years ago, and we were thrilled to be able to do so again. We will definitely look forward to saying "Ahoy Captain Phillip" for the next time we are in San Diego. read more

Awesome Experience! Captain Philip was very professional and courteous to the guests. A wonderful time of relaxed sailing, that was appreciated and will never be forgotten... read more

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

Phil is a very helpful and generous captain, ensuring that everyone was safe and well cared for during the trip. He is knowledgeable about what to expect and able to point out interesting sightseeing experiences. The boat is beautiful and a work of art reflecting the hard work Phil and his crew put into restoring the boat. Highly recommend it. We heard about the sunset sail and next time, plan to try and take advantage of the sunset experience. read more

This was our second trip with Captain Phillip. He is an adept captain, careful and skilled. He is also a patient teacher for anyone who wants to take the helm. His boat is a replica of an 1890 sailboat and it is beautiful--teak, grand sails. Captain Phillip knows the harbor well and all the comings and goings. We'll be back next year! read more

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

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. read more

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This was the highlight of our San Diego trip! Capt. Phillip is a friendly, easy to get along with, knowledgable, and overall awesome and a gracious host. He provided beers, wine, snacks, and made us feel welcome and cozy on the boat. Communication and booking experience were top notch. I was horrified when I realized that I had booked the wrong day for our cruise on accident, but Jessica followed up with me and was able to move my reservation to the next day so we didn't miss out on the experience. I really appreciated that and highly recommend a cruise on the Liberty! read more

Smooth sail out into the San Diego Harbor on Liberty with Captain Phil, who gracefully accommodated special requests for our family. Had a lovely time, in a beautiful setting. Chased down by other boats to be showered with compliments. read more

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! read more

Sail Liberty - My first sail - Boat Charters Near Me - San Diego, California

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Beautiful day with Captain Phillip on his lovingly restored classic sailboat. Room for 4-6 people. Motored out of the marina and then sailed just past the Coronado Bridge and back. Refreshments, padded seating and easy conversation. Highly recommend. read more

Took a couple's sunset sail this past weekend. Wow - so wonderful! Scheduling was easy; Jessica responded right away and the communication was great. We never had to wonder what to expect or where to go. We got a confirmation email that was detailed as well as a text the morning of, making our experience super easy. Our sail kept that easy experience and hospitality going, with Captain Phillip meeting us at the dock and taking us on a beautiful sunset sail. Just wonderful and recommend! read more

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Had a wonderful 2.5 hours at sea with Captain Phillip. The Liberty is a beautifully restored Schooner, and she sails like a dream. Love that it only fits 6, so the experience is intimate and enjoyable. Captain Phillip is an experienced and personable sailor and we really enjoyed our time on board. He provided snacks, beer and wine...and answered all our questions, making our day quite enjoyable. Thanks again to Sailing Liberty! read more

Phillip was our captain. He was very friendly and conversational. The sailboat was clean. He had snacks and drinks available which were included. He took us out for about 2.5 hours. It was great. Definitely worth it and would recommend. read more

We were lucky enough to have near perfect weather for our 10th wedding anniversary sunset cruise on the Liberty...the sail boat was gorgeous! Richard, our captain host and captain, was courteous, didn't mind that we arrived early and served a delicious white wine (I was pleasantly surprised by the quality). Richard encouraged me to steer the sail boat while he put the sails up and down...how exhilarating! I would highly recommend this cruise for adults and older children...but not for young children or those that need to run around as there is no room for that type of activity. Couples yes! read more

So glad I fount them. Capt. Philip is so nice. Boat is beautiful and it was the perfect weather. I will be back for another sunset cruise with friends. It was the perfect night. Everything was very clean and sanitized. read more

Sail Liberty - Capt Philip - Boat Charters Near Me - San Diego, California

Captain Phillip provided an extremely memorable evening for us. Saw a beautiful sunset and spent a lovely evening sailing around the San Diego sites. Thank you for the unforgettable experience! read more

We had a wonderful afternoon on the water sailing with Captain Philip! Beer, wine, water, soft drinks and snacks were available too. The sailboat is just the right size -- only 6 passengers -- so you get a real ' this is my friend's boat' experience. It's a beautiful boat! Learned a lot too. I highly recommend sailing with Captain Philip! read more

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

Where can I start? Captain Phillip is a phenomenal captain with great knowledge. Very outgoing and makes you feel like you're at home. The boat is beautiful and fully restored. Complimentary beverages and beautiful views! What else can you ask for? I can't recommended this enough! Thanks again captain! read more

Perfect day out on the water sailing on a beautiful yacht! A great way to see the waters of San Diego. Would book again next time we're in town! read more

We had a friend from Germany visiting us for the weekend and she mentioned loving to sail. We were lucky to catch the Liberty and have a delightful afternoon sailing around San Diego Bay. Captain Philip was a great host and sailor that made even the non-sailing folks feel comfortable. There is no better way to see the city and get a sense of the fishing and military histories than on a beautifully restored sailboat. I will do it again with other visiting friends. read more

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

Gorgeous sailboat ! The wood, almost everything, is beautifully finished. Learned so much of what sailing is all about, which is not about actually getting somewhere, or anywhere, but working with nature and going with the flow. Sailing is a definite art plus takes a lot of work and paying attention (Kind of like being married for 35 years. This was our 35th anniversary celebration :) and this outing was proof of how to do it. Fantastic first time sailing for us with Capt. Phil and his family crew. It was absolutely great !!!!!!! read more

My husband and I went out on the sunset tour last evening. It was an unforgettable cruise. There were only two other passengers on the tour with us as we sailed around San Diego harbor on a beautifully refurbished sloop. Captain Phil was friendly and engaging and knew just when to let us enjoy the sunset, the water and sound of the sails in the wind. I would recomend this tour to anyone! read more

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

We watched the Big Bay Parade of Lights on the water aboard the beautiful Sail Liberty last night. What a great experience. Captain Phil is a very knowledgeable and gracious host. This is our second charter and we highly recommend everyone to give it a try read more

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We took an amazingly great trip out on the bay on this beautiful sailboat. We had fantastic weather and a really great captain to take us out on the water and enjoy the beautiful downtown views. The boat is spacious and very clean. The crew was friendly and fun. The food was enjoyable and the sunset was great. We motored out from Shelter Island and when the sails went up I was so impressed. It really is a beautiful boat to see. They have rebuilt this baby and boy does it shine! The mast is a solid tree with cool wooden rings that pull up the sails. Such a historic jewel! We have two young children that loved moving around on the spacious vessel. They watched all the birds flying around, and all the seals and dolphins swimming around. Thanks Captain Phil and his First Mate JJ! We'll be back soon : ) read more

Just a fantastic tourist experience (and this is coming from a local!). Met Jessica through a business event and she told me about her upcoming Brews Cruise, where a host from Helm Brewing would be onboard sampling beers for their guests. We decided to book the whole boat, and I'm so glad we did! It's a gorgeous sailing vessel-I think if the weather had been nicer (we were in the sunset cruise window), we would have spent more time exploring the boat and crawling around. Instead, we enjoyed the Helm Brewing host explaining to us their backyard brewing style, and got to enjoy food, drinks and lots of laughs with our friends! I would happily book again to impress clients or take a romantic cruise! The online gallery is completely accurate-this boat is beautiful and Capt Phillip and Jess are great :) read more