1. Sterling Sails

1. Sterling Sails

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San Diego, CA

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Sterling Sails

5.0 (75 reviews)
Open Open 24 hours

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The Artemis II Orion capsule coming home! Epic day on the water!!

Captain Liz was seriously the best!! She greeted us right at our designated time and made us feel comfortable as soon as boarding. She went over all safety things to ensure we had the BEST party out of there on the water. Not only was she a bada** captain but she was a hostess and a tour guide. The boat was so clean and she truly ensured we were all having an incredible day! I will definitely be booking this again!!

Would definitely recommend Sterling Sails for a wonderful sailing experience. Captain Liz is an awesome captain and provided a great tour of the San Diego bay for our family of 5! She is very personable and friendly. Her boat is beautiful and very clean. Liz provided light snacks and refreshments. We were able to get up close to some of the ships in the bay which was an awesome experience. We all had a great time sailing into the sunset!

Captain Liz and First Mate Sydney are the absolute best! They are both incredibly hospitable and always find a way to surprise & delight their guests. Mojave is a gorgeous vessel inside and out, from bow to stern! We have been lucky enough to take a couple of trips with Captain Liz and each time is better than the next. The trips can be customizable depending on how adventurous you're feeling. Our next goal is an overnight trip to Catalina Island! Thank you for encouraging us to have fun while also keeping us safe Captain Liz! You're a rad time and we're looking forward to hanging out with you & Sydney again!

Lorraine F.

I celebrated my 30th birthday with a party of six for the 2-hour sailboat ride with Captain Liz. This experience exceeded our expectations and if you are considering it, go for it - you will not regret it! We opted for a 2-hour time block that will give us both day time and sunset views. Captain Liz was very responsive as I asked a few questions before booking. On the day of our ride, she provided clear instructions on how to find her boat. The moment she helped us go on board to the moment we came back, it truly felt like an intimate, personal adventure to remember. Once on the boat, Captain Liz gave us options of which direction to go sail to - we ended up going towards Point Loma as we wanted the better sunset views (vs. Downtown SD views). We brought snacks, drinks, and a cake and although we were prepared with our own silverware, Captain Liz had a full kitchen and offered those for us. Throughout the ride, she was so personable - telling great stories and truly connecting with us. At the same time, she was good at letting our group have our alone/private time throughout the ride. Access to restroom & parking: The sailboat does have a clean restroom available for us. Parking was also fairly easy as there are lots directly in front of the marina. This experience was such a fun way to kick off my 30th and everyone in my group enjoyed it as well. I 100% recommend booking with Sterling Sails - Captain Liz will take care of you and you will have an incredible time!

Anniversary
Jacob L.

Liz was great! Had a wonderful time on our sail. Will definitely be back in the near future!

USS Midway

We had 6 family members and took a night cruise (8:30-10:30). It was the highlight of our trip. Beautifully restored 42 ft. Catalina monohull. Had the harbor all to ourselves. Captain Liz was great in so many ways: managed to sail, even with minimal wind, knows her San Diego skyline history and naval hsitory as well as all of the Navy ships in dock. Very accomodating, went where we asked her to go as well as her own favorite places.

I had a wonderful and fun cruise with Liz at Sterling Sails! Very relaxed atmosphere and knowledgeable sailor. Her boat was beautiful and clean. I would definitely recommend her services and return next time I want to get out on the water.

Proposed!!
Martha C.

Everything was amazing! From the moment we boarded the sail boat to sailing off into the sea and the weather was amazing! Thank you captain Liz for making our sail wonderful!

Katherina F.

Me and my family enjoyed a sailing cruise with captain Liz a lot! The boat is super clean and spacious! Highly recommend if you are visiting San Diego or just want to see the city from the another perspective

Hubby and I on the beautiful boat
Anastasia N.

If you're looking for a beautiful adventure on the bay while in San Diego, Sterling Sails is the answer! My group (6 people) has the most incredible and memorable time on Captain Liz's boat. Liz is just incredible - super nice and genuine person, very accommodating, knowledgeable and incredible kind. Her communication is wonderful and I was thankful how quickly she'd get back to me via text. The boat is spotless and in immaculate condition. I have no idea how she keeps it so clean! It's a great size for 6 people. I didn't feel cramped at any point. Love that there's a full kitchen and bathroom! Liz was really nice about offering champagne and snacks to my group and allowed us to bring pretty much whatever we wanted (besides red wine - totally understandable). The experience itself was pretty epic. My group will remember it forever. We all had a blast listening to our favorite music, while enjoying the incredible views. Highly recommend Sterling Sails and we will definitely be back!

Sev A.

I had the best time! Captain Liz is awesome. The boat is nice. I would definitely do this again! Make sure to bring a jacket!!

I had a few girlfriends in town for a few days and was looking for a sailing charter for a sunset cruise. We had such an incredible evening and got a beautiful sunset. Liz and Ashley were so friendly and knowledgeable about the area and gave us an experience we definitely won't forget! The boat was so cute and clean and she had everything we needed! Will definitely be using Sterling Sails again when I have visitors in the future. Couldn't have asked for anything more.

Picture with the captain

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5 years ago

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3 years ago

Had an awesome sail with captain liz. Her boat is beautiful and she ensures you are safe and seeing some great spots. Highly recommended

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2 years ago

Wonderful sailing trip with Captain Liz. She takes great care of her guests. Beautiful sailboat as well! Definitely recommend.

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5 years ago

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3 years ago

We had an amazing time with our captain. Professional, friendly, fun!! We will be enjoying this trip again

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4 years ago

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3 years ago

Was an amazing experience. Sailboat was clean and Liz was very experienced. Had a great time. Highly recommend Liz and her Sail boat.

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4 years ago

what a time we had. it was so much fun we did it 2 times day sail and night sail. Book it you won't be disappointed.

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Page 2 of 2

Ask the Community - Sterling Sails

What is the boarding process for this vessel (ladder, over the side, etc.) and is it at all challenging to get on? Also, would you have a way to offer a gift certificate?

We have OSHA certified steps that can hold up to 300lbs including a safety rail that puts you right in line with the vessel in order to safely walk onto the boat. Yes, we sell gift certificates on our website at www.sterlingsails.com

Don’t See Your Question? Ask Away!

Review Highlights - Sterling Sails

We have been lucky enough to take a couple of trips with Captain Liz and each time is better than the next.

Mentioned in 51 reviews

Read more highlights

Tiki Time Bay Tours

Tiki Time Bay Tours

4.7
(149 reviews)
1.3 mi

I surprised my boyfriend with tickets for Tiki Time Bay Tours for his birthday and had a couple…read morewere friends with tag along as well. Whether you're a local or visiting San Diego this is a really fun activity on the weekend with yummy drinks and good vibes. Originally we were booked for a 10:30am tour that goes out to watch the sea lions out on the bay, unfortunately not enough people booked that one so it was cancelled. Even though our original plan was cancelled Tiki Time Tours went above and beyond to make sure we had a good experience and not only complimentary upgraded our tickets to a more expensive tour, they also gave our party a free round of drinks for the inconvenience! I think this speaks a lot about a company; anyone can be happy with customer service when everything goes according to plan, but the most important times to step up is when plans get cancelled/changed and that's exactly what they did for us! Instead of the sea lion tour we ended up doing the Tiki Live! tour at 3pm. This tour is about 2 hours and while you're out on the water you mingle with everyone else and play games that can win prizes for yourself, your party or the whole boat! The games were fun, interactive and silly. At some points we got close enough to shore and made people on land be a part of our games! Donny was our tiki tour master and he was really funny during the whole tour. In between games he just let the music play so we could enjoy the atmosphere and drinks. My entire group left with nothing but great things to say about the whole experience. My friend even won a free tour for another time so we will definitely be returning for more tiki fun.

RANDOM SUNDAY -…read moreStunning Views - Drinks + shots - Stunning views - chances to win money and prizes My friends randomly saw this boat and said we should do it for fun. Tickets were around $47 per person for a 2hr water tour around the Bay in a boat decorated in tiki decor. For tourist this tour is great with a ton of fun information about San Diego and stunning views in the water. Minimum 8 people on the boat or there may be cancellation of the tour. PAY ATTENTION TO DETAILS. The guide will have some friendly trivia for a chance to win good cash prices, free drinks, gift cards, etc I think that was pretty fun to include in while getting a tour. If you are sensitive to getting seasick, I would recommend a Dramamine beforehand. Although the boat was spacious, it still felt the wakes from the other boats and you can go rocking. In addition there were slow times of moving and turning. Or you can just chuck down a few drinks and feel numb to it all! They have a Tiki Bar with a drink menu (no food) to purchase from and if you bring snacks to eat - you can't eat it on the boat. Drinks were good but their "house" made shots were pretty good! We had a couple rounds of those while on tour - paid round by a passenger or a free shot in the house by the staff. The awkward but not so awkward would be mingling with other folks on the boat that you don't know. One of my friends kept interjecting with another party and while they seem to not mind I could tell they were being polite but if it were me I'd probs be annoyed if someone kept interjecting while I'm having a good time with my friends. Although we all got along and occasionally shared cheers with shots. Luckily the boat was near empty with just a few of us to have some space to do your thing. Overall, nice little 2hr time in the water. Would highly recommend the later session to catch the sunset. Until the next review....

Photos
Rady's
Rady's
Tiki Time Bay Tours
The Tiki boat.

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The Tiki boat.
San Diego Whale Watch

San Diego Whale Watch

4.7
(1.1k reviews)
3.3 mi
15 years in business
Free parking

Such a great experience for our first Whale Watching trip, great even with our 3 year old! Worth…read morethe cost, we were out for a bit over 3 hours. Check in process was easy, just follow the email instructions, all very clear. Bring sunscreen, a hat or sunglasses. You can bring your bags and snacks. There is plenty of space under the benches for your belongings. Lots of options for seating all around the boat, both inside and out. Also 2 restrooms available. As well as a Galley with snacks and souvenirs! I didn't realize, but they also sell photo packages of the wildlife from the trip. So you can focus on documenting your group and the good time, They'll capture the animals! :) This crew was Captain Vanessa, Naturalist Ruth, Deck crew Colleen and Sara, and Galley Oscar. They were all so helpful and accommodating. I cannot tell you how warm and inviting they all were. You could definitely tell they loved their jobs. For me...So, despite Dramamine and sea sickness bands I got really nauseous; and I think my 3 year old did too but couldn't verbalize, because she passed out about 1.5 hours into the trip-so I was just kind of sitting towards the back holding my toddler mid trip. Which is about the time when the whales appeared! (Up to that point we saw different birds, pods of dolphins and sea lions.) So these whales on our trip were on the starboard side when they appeared, but I was on the port side, kinda stuck sitting with my sleeping toddler. At one point Colleen came and asked if she could help me move to see the whales, but that was easier said than done, especially not feeling well. I let her know she was sweet but we were okay. Well as the boat tracked the whales, I guess Colleen and Sara both mentioned to the captain that we were kind of stuck in the back on the Port side and the captain ended up turning the boat towards the whales so I could see them. It was the sweetest thing and I felt so seen as a mama. :) I didn't know how a whale watching trip could go above and beyond, but they did! We did a 12:30pm tour on a Monday and there seemed to be a good crowd, but they were not at full capacity, which meant moving around was an option for those that wanted to. We will be back, this was a great choice!

It was a perfect day with perfect weather to go see some whales and dolphins. Street parking was…read moreeasy. The check in process was a breeze. The crew was funny and personable. There was enough room for my group to sit on second floor and get a good view. We even got to see a Minke whale and dolphins that I think were following us. Unfortunately, no blue whales that are currently in season. The blue whales obviously didn't get the memo! The captain was great because no one got sick, that I could tell. It was a great day! Update - Someone posted great pics of the minke!

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Privateer and Whale
Privateer and Whale
San Diego Whale Watch
Blue Whales off the coast of San Diego. Sept 2, 2011

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Blue Whales off the coast of San Diego. Sept 2, 2011
Wild Pacific Whale Watch

Wild Pacific Whale Watch

5.0
(20 reviews)
1.3 mi
Locally owned & operated
Family-owned & operated

My husband and I had an incredible first whale watching experience with Wild Pacific Whale Watch!…read moreWe chose to go for our anniversary, and we are SO glad we did. We got to see humpback whales, sea lions, and so many common dolphins. The crew was all so welcoming, friendly, and happy to answer any questions you have. It was a smooth riding experience and plenty of seating. It wasn't very crowded on the boat and was very spacious. They even have a whale watching guarantee on their website that says if you don't see a whale then the next trip is free which is really neat. This is a small and locally owned business whose crew is very respectful of the wildlife. They ensure to keep a distance to keep the wildlife safe. They do offer drinks and snacks for purchase or you are free to bring your own! It lasted 3 and a half hours. It was an unbelievable experience and I highly recommend Wild Pacific Whale Watch! Pro-tip I found a great deal on Groupon for it to be more affordable for my husband and I to go. Also, they had a promo code going that Capital One shopping found for me. :)

I had never been whale watching before. So I sought out a business I could trust with my safety…read moreand who would get me to the whales. Welp... they did. And much more. We went out in July 2026. The weather was great! Their boat was very clean and well kept. Lots of space for everyone. Not rocky at all. The crew were super friendly, knowledgeable, and seemed to really care about what they were doing. Shout out to Captain Redbeard! And the person who was giving us the information while we were riding. She knew everything, it seemed, and was obviously passionate about it... which I loved. We saw every kind of sea bird, a humpback whale, and a half of a megapod of LONG Beach Common Dolphins. It was so amazing! The humpback whale was a juvenile. It was so majestic. No matter where you were on the boat, you could see the dolphins. There was a feeding frenzy, so every creature was there. It really makes you realize how small we really are. I actually got a little teary eyed because it was so breathtaking. I am considering making it a monthly adventure for me myself and I. Anywho, this family owned local business is worth it. The process was easy, the vessel was comfortable and safe, the crew were educated and friendly, and the experience was wonderful. 10/10 would recommend!

Photos
"Probably Not A Wave"  A flipper on an Adult Humpback Whale
"Probably Not A Wave" A flipper on an Adult Humpback Whale
Gray Whale Fluke
Gray Whale Fluke
"Kelping" Adult Humpback Whale enjoying a grouping of Kelp the whales use for grooming.  Melissa explained it's called Kelping.

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"Kelping" Adult Humpback Whale enjoying a grouping of Kelp the whales use for grooming. Melissa explained it's called Kelping.
San Diego Boat Tours

San Diego Boat Tours

5.0
(10 reviews)
1.0 mi

A lifetime goal for me was to charter a boat for my 50th birthday party. After a great deal of…read moreresearch, I was excited to meet Tawanna and the friendly staff and crew of the Aolani. She was very responsive, helpful, and supportive! I appreciated her insight and answers to all of my questions. The day of my party was perfect. The captain and crew made our outing enjoyable and everyone had a great time! I hope to have the opportunity to be on board again because they made my milestone birthday very special.

We booked San Diego Boat Tours through Funerals Your Way for the scattering of my fathers ashes on…read more8/7/2019. All I can say is....WOW, what an amazing experience, it completely surpassed my expectations. Captain Randy with the Ocean Spirit and Host Jane Loveday were so compassionate, loving, kind, and knowledgeable. My father's ashes were scattered off of Point Loma and the memorial was exactly what was needed for myself and my family. The flowers layered with my dad's ashes were the perfect touch. Capt. Randy and Host Jane Loveday were so knowledgeable about the area and we all gained so much more love for San Diego. Thank you San Diego Boat Tours for helping me bring my dad's last wishes to fruition. My family and I strongly recommend your charter services!!! The WiggyFiggy Clan Gabriella Eileen Figueroa

Photos
Wedding of young couple on the yacht.  We do many small and medium size wedding - a unique venue for your wedding.
Wedding of young couple on the yacht. We do many small and medium size wedding - a unique venue for your wedding.
While on a yacht charter around San Diego it is necessary to keep an eye out for pirates!
While on a yacht charter around San Diego it is necessary to keep an eye out for pirates!
ID Analytics out on a corporate yacht charter with us.  Looks like they had a GREAT time! We do many corporate tours.

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ID Analytics out on a corporate yacht charter with us.  Looks like they had a GREAT time! We do many corporate tours.

Sterling Sails - sailing - Updated July 2026

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