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    San Diego, CA

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    SailingRTW

    4.7 (57 reviews)
    Open 8:00 am - 8:00 pm

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    Swimming of the boat anchored by the Strand
    Amy J.

    Highly recommend Romancing the Winds! We chartered the boat last summer and it was literally the highlight of my summer! Jim and Bernice are incredible and easy to work with. The rest of the sailing crew was hospitable and made sure that our group of friends had an amazing trip. The price is very reasonable. We sailed from the marina, under the Coronado Bridge, anchored by the Strand, had time for swimming, and then sailed back. I am planning to rent the boat again this summer!

    Bernice and the whole RTW staff was amazing! We celebrated 5 birthdays on this stunning boat and we had the best time. They let us bring our own drinks on board, play our own music, roam around the boat, and even steer at one point! I highly HIGHLY recommend them! We were very happy to have found them and can't wait to schedule a longer charter with them next time :) Thanks Bernice and team, you guys are amazing!

    Meg H.

    We had a family reunion group of 25 take a two hour sailboat cruise through the San Diego area. It was perfect weather and the crew and the ship could not be more five-star! They were friendly they were informative they chatted with us and provided excellent service. Very safe and very enjoyable highly recommend!

    Back deck area with lots of seating

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    2 years ago

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    1 year ago

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    Jim M.

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    2 years ago

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    Jim M.

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    1 year ago

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    3 years ago

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    Jim M.

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    2 years ago

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    2 years ago

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    Bernice H.

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    4 years ago

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    Jim M.

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    2 years ago

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    Bernice H.

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    2 years ago

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    2 years ago

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    6 years ago

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    Jim M.

    We welcome guests from all backgrounds!

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    8 years ago

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    3 years ago

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    Jim M.

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    5 years ago

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    Jim M.

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    4 years ago

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    Jim M.

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    4 years ago

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    Jim M.

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    4 years ago

    Best time on this boat! The crew was amazing we got to swim too. Highly recommend this company !!

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    Jim M.

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    4 years ago

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    4 years ago

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    Jim M.

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    7 years ago

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    Bernice H.

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    7 years ago

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    7 years ago

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    4 years ago

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    Jim M.

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    4 years ago

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    Jim M.

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    4 years ago

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    Jim M.

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    6 years ago

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    Jim M.

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    4 years ago

    It was the perfect day trip! They had a lily pad for any swimmers and were so fun. It was the perfect trip for 30 people

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    Jim M.

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    4 years ago

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    Jim M.

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    4 years ago

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    Jim M.

    Thank you Lori! We hope to see you and your family aboard again soon!

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    7 years ago

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    Jim M.

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    3 years ago

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    Jim M.

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    8 years ago

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    6 years ago

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    Jim M.

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    7 years ago

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    Jim M.

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    4 years ago

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    Jim M.

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    4 years ago

    Great for groups! W came for a birthday and had a great time. They were safe and accommodating. Would definitely come again

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    Jim M.

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    7 years ago

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    4 years ago

    We had a great time with great views! They were incredibly nice too. Best cruise in SD

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    Page 1 of 2

    Ask the Community - SailingRTW

    Hi I would like to know if I can take my small dog on this tour?

    Hello Kristine, yes we would love to have your dog join. We’ve had several dogs on board and it’s been great.… 

    Don’t See Your Question? Ask Away!

    Review Highlights - SailingRTW

    Bernice was the perfect hostess who assured that the food and wine we brought aboard was ready when we wanted to eat.

    Mentioned in 15 reviews

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    San Diego Whale Watch - The Privateer

    San Diego Whale Watch

    4.7(1.1k reviews)
    3.4 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!

    I'm rounding up a little; if half stars were allowed, this would be a 3.5 from me…read more The good: Nice crew, clean boat, lots of food options available (very pleasant surprise), we saw whales (huge bonus but out of anyone's control on the boat), the captain made sure to spin around to let everyone see them when we did spot some, though - that was cool. One of the crew members took pictures on a DSLR and sold them to us if we couldn't get good enough pics ourselves. You can buy early access to the ship to pick out a good spot, or you can buy a VIP ticket to have access to your own section of the boat right up front. The things I didn't enjoy - which, honestly, I'm not sure how the crew would handle any differently than they did. Some of the people on the boat were super rude. Lots of coughing in close quarters without covering their mouths; one group of people was so hellbent on getting the perfect pictures that they all stood in front of each section of people at least once, running side to side instead of giving everyone turns. The captain did ask that everyone take turns, but the behavior stayed the same all ride. A couple of people actually stood in front of other people who remained seated, completely blocking their views. The bad: You were supposed to get there early to check in and line up, but there is nothing to do in the area, and no seating, so prepare to stand in a line for an hour if you get there right when they say to. The photo package was really expensive for what you got. 3 hours is a long time to be on a boat not learning about things - lots of lulls in programming.

    Photos
    San Diego Whale Watch - Privateer and Whale

    Privateer and Whale

    San Diego Whale Watch
    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

    Tiki Time Bay Tours

    Tiki Time Bay Tours

    4.7(155 reviews)
    1.6 miFleetridge, Point Loma
    Locally owned & operated
    Kid friendly

    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
    Tiki Time Bay Tours
    Tiki Time Bay Tours
    Tiki Time Bay Tours - Tours hosted by professional comedic improvisors, no scripts.....where anything can happen!

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    Tours hosted by professional comedic improvisors, no scripts.....where anything can happen!

    Eco Boat Rentals

    Eco Boat Rentals

    5.0(356 reviews)
    1.6 miFleetridge, Point Loma
    Kid friendly
    Family-owned & operated

    Had the best time at Eco Boat Rentals! It was so great to find a dog-friendly water activity with…read moresuch friendly staff, such well taken care of boats and of course a fabulous time on the water. It's located in beautiful Point Loma right next to Point Loma Seafoods (definitely recommend going there) on a nice dock with festive decorations and lots of photo ops. Note that parking here is a little difficult especially during summer and weekends but they do make it very clear on their website and provide different areas to park. I really want to note that the staff are so friendly and helpful and love dogs! Directions were very clear and they gave us a Bluetooth speaker free of charge. The boat itself was very clean and comfortable, not to mention easy to operate. My dog loved his first boating experience and wants to return! Maybe we will try the peddle boats next since this time we did the motorized boat. Thank you Eco Boats, you are an admired business in San Diego!

    We were visiting San Diego and wanted to get out on the water. The paddle boat was a great idea…read more Two people can paddle at once or just one if your partner gets tired. It was pretty easy to move the boat by paddling. It took less the 15 minutes and o get to the opening of the marina. The staff was helpful, and the boats are clean. You can get an amazing picture of San Diego from the opening of the marina. If you are looking for something fun to do on the water you should try this.

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    SailingRTW - boating - Updated September 2026

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