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Luxury Sunset Sail on San Diego Bay

Rated 4.99 out of 5 from 290 reviews.San Diego, United States

Paused through October 22.

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Experience hosted by Aaron

2 hours
Includes drinks, transportation
Up to 6 people
Hosted in English

What you'll do

AIRBNB experiences are currently closed, for reservations during this time visit our website at www.castoffsailing.com
We are still open and sailing daily.

Relax in our bean bags as we sail the calm waters of San Diego Bay and sail past all the amazing sights in the Harbor, such as the Ballast Point Submarine Base, Sea Lion docks, North Island Coronado Naval Station, and the USS Midway Aircraft Carrier Museum. White wine, chocolates, snacks and water are available on board. If your planning on popping the question, let me know! I can help put you in just the right spot for an amazing moment and fantastic photos!

For a private sailing experience for you and your friends only, feel free to book all 6 seats.

I can accommodate private Charters for groups up to 10 sailors, contact me to schedule a private sailing for you and your friends.

If you don't see a date scheduled that your interested in, reach out! I sail daily and can usually accommodate you!

For more information and other charter experiences we offer visit my website at www.castoffsailing.com
AIRBNB experiences are currently closed, for reservations during this time visit our website at www.castoffsailing.com
We are still open and sailing daily.

Relax in our bean bags as we sail the calm waters of San Diego Bay and sail past all the amazing sights in the Harbor, such as the Ballast Point Submarine Base, Sea Lion docks, North Island Coronado Naval Station, and the USS Midway Aircraft Carrier Museum. White wine, choco…

Aaron's commitment to safety

This host committed to Airbnb’s COVID-19-related safety and cleaning guidelines—including adhering to social distancing guidelines, practicing good hygiene, and ensuring that all participants wear a mask.
Learn more

What's included

  • Drinks
    Soda, water, white wine and chocolates are provided on board. You are wel...
  • Transportation
    A Captain is provided for your safety and comfort. Our team of Captains in...
From $109
/ person

Meet your host, Aaron

Host on Airbnb since 2014
  • 290 Reviews
  • Identity verified
Take advantage of one of San Diego's finest highlights on our comfortable sailing yacht as we sail along the San Diego Skyline and enjoy a beautiful sunset on San Diego Bay.

All of our yacht charters are small groups, it's like sailing with your best friends!
White wine, soda & water are available on board complimentary.

Also check out our Day Sailing Adventure on AirBNB, which is great for people and singles who are interested in a sailing experience on the open ocean during San Diego's peak sailing hours. The following link will take you to our daytime sailing experience.
https://www.airbnb.com/experiences/127055

For more information about our yacht you can visit my website at www.castoffsailing.com
Take advantage of one of San Diego's finest highlights on our comfortable sailing yacht as we sail along the San Diego Skyline and enjoy a beautiful sunset on San Diego Bay.

All of our yacht charters are small groups, it's like sailing with your best friends!
White wine, soda & water are available on board complimentary.

Also check out our Day Sailing Adventure on AirBNB, which is great for people and singles who are interested in a sailing experience on the open ocean…
To protect your payment, never transfer money or communicate outside of the Airbnb website or app. Learn more

Where you'll be

Queen Anne's Revenge is our Beneteau Oceanis 40, a fast and stable performing sail yacht with excellent balance. With in-mast furling main sail and a furling genoa she is very easy to sail short-handed and nimble around the docks. This layout features three private staterooms and 2 heads and a stall shower with large galley to port.

Rated 4.99 out of 5 from 290 reviews.

Katrina
March 2020
This was just the best way to spend the evening. A girlfriend and I went on this charter and we felt safe, the boat was lovely and clean, Aaron was knowledgable about the area and had many fun facts and the sunset on the water was truly amazing! I will definitely look forward to doing this again one day!
This was just the best way to spend the evening. A girlfriend and I went on this charter and we felt safe, the boat was lovely and clean, Aaron was knowledgable about the area and…
Amanda
March 2020
Private sailboat sunset cruise, complimentary wine and a gorgeous sunset on the bay. We had the best experience with Captain Aaron aboard his beautiful sailboat and will book again on our next trip to SD. My favorite was the bean bags at the front of the boat where we could kick back and the captain kept out wine glasses full! The hospitality was five stars!
Private sailboat sunset cruise, complimentary wine and a gorgeous sunset on the bay. We had the best experience with Captain Aaron aboard his beautiful sailboat and will book agai…
Daniel
March 2020
My wife & I spent 4 days in San Diego and this was the highlight of the trip! We were able to enjoy an awesome sunset and even got to see dolphins! This experience was worth every penny!
Jeff
March 2020
On behalf of my fiancé, I am writing this review because I was proposed to on this beautiful sail boat and would like to share our experience. Aaron and his girlfriend Amanda are amazing people that gave us an experience we will never forget. We felt as though we received a completely private sail even though we had two others joining. We sat at the tip of the boat and were brought wine and never felt unattended if we needed something yet had complete privacy to have our special moment. I would highly recommend this trip to everyone. It was far better than expected. Aaron is professional and kind and will surely show you a great time. Amanda is attentive and goes out of her way to make sure you are taken care of. Once in a lifetime experience for all.
On behalf of my fiancé, I am writing this review because I was proposed to on this beautiful sail boat and would like to share our experience. Aaron and his girlfriend Amanda are a…
Marsha
February 2020
My aunt, daughter and I had an amazing time on our sunset sail with Aaron. Aaron was an excellent host and was very friendly. He answered all of our questions and was very knowledgeable. The boat is beautiful, the scenery and sunset was perfect. The price was great as well as the amount of time sailing. I would highly recommend this experience. For the guests...The only thing I would suggest to other guests you share the boat with is to ask others if they’d like a chance to sit on the bow of the boat.
My aunt, daughter and I had an amazing time on our sunset sail with Aaron. Aaron was an excellent host and was very friendly. He answered all of our questions and was very knowledg…
Yaletown
February 2020
Aaron was an amazing guide! And his sail boat was really beautiful. The entire time I felt safe and was really happy that I was able to be on his boat an that we were able to get the booking on the same day. The views in the San Diego harbor were spectacular and the entire sail was smooth and very instagramable. Aaron was very nice and we also met another young couple who added to the entire experience. Also the wine kept on flowing and that really was the icing on the cake.
Aaron was an amazing guide! And his sail boat was really beautiful. The entire time I felt safe and was really happy that I was able to be on his boat an that we were able to get t…

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    Activity advisory

    Expert industry partners
    Every adventure follows industry guidelines. We partnered with the Adventure Travel Trade Association, expert leaders in adventure travel, to define best practices and standards for safety.
    Know your comfort level
    Please note outdoor activities carry risks, and you may be exposed to dangerous situations as part of this experience. Make sure you can participate safely given your abilities and the conditions (such as location, weather, and equipment).

    Things to know

    Cancellation policy

    Any experience can be canceled and fully refunded within 24 hours of purchase, or at least 7 days before the experience starts.

    Guest requirements

    Up to 6 guests ages 18 and up can attend.

    Alcohol

    This experience includes alcohol. Only guests who meet the legal drinking age will be served alcoholic beverages.

    More tips

    This sail yacht cruise stays in the calm waters of San Diego Bay where sicksickness shouldn't be a concern. Dress warm, it can get chilly once the sun sets!

    What to bring

    Jacket

    Hat