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    SailingRTW

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

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    Nice seating in the back area of the deck.
    Joshua S.

    Romancing the Winds is the choice for chartering a boat to enjoy the beautiful San Diego harbor. My family and I gathered to spread my father's ashes. Jim, the rest of the crew, and Bernice were excellent. Professional and accommodating they ensured this special event went flawlessly. Two of the family members have limited mobility, and have issues with stairs. Jim and the crew got them out of the wheelchairs, and onboard with no problems. The large vessel had comfortable seating for folks in their seventies and younger. Plenty of room for the nineteen attendees. Finally, the team are excellent communicators. From the booking to returning to dock I felt informed and taken care of. We were racing against a storm, and the FUNeral speeches were going a bit long. Jim politely came up to me, whispered "fifteen minutes until the rain starts", and allowed me to direct the family to wrap it up. This small detail meant the world during this difficult time, and ensured we got back safe. You won't be disappointed when booking Romancing the Wind.

    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!

    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!

    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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    9 months ago

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    2 years ago

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    Jim M.

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    11 months ago

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    2 years 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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    Bernice H.

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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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    3 years ago

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    Jim M.

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    5 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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    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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    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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    7 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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    6 years ago

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    6 years ago

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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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    6 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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    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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    6 years ago

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    Jim M.

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    8 years ago

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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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    6 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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    4 years ago

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

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    7 years ago

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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.… Read more

    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

    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.

    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

    Cruise San Diego - The Ohana

    Cruise San Diego

    4.6(212 reviews)
    3.4 mi
    Full bar
    Free parking

    We came here on a Sunday evening for a tour scheduled from 5:30 PM to 7:30 PM. Boarding ended up…read morestarting closer to 6 PM, which wasn't a big deal. The boat has seating downstairs, upstairs, and outside, so there are plenty of options depending on whether you want shade or to be out in the open enjoying the views. There's also a bar on board with drinks (including alcohol) and snacks available. The prices are definitely on the higher side, but that's pretty expected for this type of experience. The crew members were awesome - friendly, organized, and made the trip really enjoyable. The views were beautiful, especially being out on the water during the evening. Overall, we had an amazing time, and it was a really fun way to spend part of the night.

    I've lived in San Diego almost my whole life and have never done this cruise. So I had to try it…read more It was a fun to see how many tourists do this sightseeing cruise. The captain did a great job with the narration of all the SD highlights! Some I didn't even know about. It was a fun 1-1/2 tour that was relaxing and the weather as usual was beautiful. The only thing we had trouble with was trying to order some drinks. Not sure if it was just me or something didn't click! You do have the option of ordering food & drinks but everything was going fast. I recommend this tour if you have friends coming into town for the holidays- it's a must do! Didn't see any whales or dolphins today but that's another tour.

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    Cruise San Diego
    Cruise San Diego
    Cruise San Diego

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    San Diego Boat Cruise - Interior below deck

    San Diego Boat Cruise

    5.0(75 reviews)
    1.6 miFleetridge, 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.

    Photos
    San Diego Boat Cruise - Exterior bow

    Exterior bow

    San Diego Boat Cruise - Captain Paul!

    Captain Paul!

    San Diego Boat Cruise - Seals

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    Seals

    SailingRTW - boating - Updated May 2026

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