We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
The latest reviews. The lowest prices. The perfect place to shop for hotels.

Cast Off Sailing

Certificate of Excellence
Features Animals
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Get directions
Address: 955 Harbor Island Dr, Gate 1, docks A-D, San Diego, CA 92101-1069
Phone Number:
+1 858-952-9390
Website
Today
09:00 - 19:00
Closed now
See all hours
Hours:
Sun - Sat 09:00 - 19:00
Recommended length of visit: 2-3 hours
Description:

Enjoy sailing San Diego Bay aboard our 37ft Hunter Sailboat. All of

our...

Enjoy sailing San Diego Bay aboard our 37ft Hunter Sailboat. All of

our charters are private, only your friends and family and the Captain are on board with you during your private sunset sail, day sailing adventure, or seasonal whale watching cruise. We encourage our guests to take an active role sailing the vessel or sit back and relax while we sail effortlessly through the water

read more
Book In Advance
More Info
US$85.00*
and up
3 Hour San Diego Sunset Sail
More Info
US$85.00*
and up
3 Hour San Diego Sailing Adventure
More Info
US$85.00*
and up
Whale Watching Adventure

TripAdvisor Reviewer Highlights

Read all 83 reviews
Visitor rating
  • 80
    Excellent
  • 2
    Very good
  • 1
    Average
  • 0
    Poor
  • 0
    Terrible
Wonderful sunset cruise

My wife and I were blessed to be the only two guests for our evening cruise. Captain Aaron was on time at the dock and offered champagne even before we pushed off. He knew I was a... read more

Reviewed 2 weeks ago
ralphc121
,
Arroyo Grande, California
Add Photo Write a Review

83 Reviews from our TripAdvisor Community

Traveller rating
Traveller type
Time of year
Language
Showing 83: English reviews
Arroyo Grande, California
1 review
Reviewed 2 weeks ago

My wife and I were blessed to be the only two guests for our evening cruise. Captain Aaron was on time at the dock and offered champagne even before we pushed off. He knew I was a sailor and immediately offered me the helm which I had for the whole trip! The wind was ideal and carried us up past... More 

Helpful?
Thank ralphc121
Aaron B, Owner at Cast Off Sailing, responded to this review

I'm glad you took the helm, I could tell you were enjoying it! Hopefully we can sail again sometime in the future. Captain Aaron More 

San Diego, California
Level Contributor
3 reviews
Reviewed 3 weeks ago

Sailing this past weekend was more beautiful and relaxing than I could have imagined. We were greeted by our very friendly Captian, Aaron. He made sure we had champagne in hand before sailing away. The city scape and ocean were spectacular and we felt like we were on a mini vacation. We were able to rest and lay back on... More 

Helpful?
Thank rmansfieldcloser
Aaron B, Owner at Cast Off Sailing, responded to this review

I'm glad you enjoyed your champagne sailing mini vacation! Can't wait to have you back on board! Captain Aaron More 

San Diego, California
2 reviews
Reviewed 4 weeks ago via mobile

Was visiting San Diego and wanted to take my family out for a view of the San Diego skyline. I stumbled across Cast Off Sailing online and I am so glad I chose to go with this company. It was very easy to get to Harbor Island and even more convenient to have plenty of parking space. The prices for... More 

Helpful?
Thank jessiea510
Aaron B, Owner at Cast Off Sailing, responded to this review

Hi Jessie, Thank you for an amazing review, I really appreciate it! I'd love to have you on board again in the future. Captain Aaron More 

Carlsbad, California
1 review
Reviewed 5 weeks ago

My fiancé and I recently took a sunset cruise with Captain Aaron. He is nothing but professional and it was a pleasure to be out on the water with him and his spacious yacht. As an experienced sailor, I can attest that Capt Aaron is a master sailor and he made the trip comfortable and relaxing. The best part was... More 

Helpful?
Thank BCLeatherbury
Aaron B, Owner at Cast Off Sailing, responded to this review

Thank you so much! I enjoyed having you two on board, and I'm glad you enjoyed the ride. It was a pleasure meeting you, I hope we can do it again. Captain Aaron More 

Level Contributor
6 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
Reviewed 17 April 2017 via mobile

Captain Aaron, was a wonderful host. He showed us the beautiful San Diego bay, and was very accommodating and gracious, it felt much more like we were sailing on a friend's boat, than the usual commercial boats I've sailed in the past. He's a very skilled sailor and gave us very a smooth ride. When the sun dropped and the... More 

Helpful?
Thank David L
Aaron B, Owner at Cast Off Sailing, responded to this review

Thank you for your kind words David, it felt as if I was sailing with friends also! I'd love to have your family on board again sometime! Captain Aaron More 

Los Angeles, California
1 review
Reviewed 17 April 2017

Had the pleasure of watching the Red Bull races this weekend with Captain Aaron. What a great experience. Didn't have to deal with the crowds on the land and was able to get about as close as you could to watch the planes maneuvering through their course. On top of that was able to spend some great time with friends,... More 

Helpful?
Thank David W
Aaron B, Owner at Cast Off Sailing, responded to this review

Thank you David, I'm glad you enjoyed the boat and the races! I'd love to have you on board again sometime. Captain Aaron More 

Coronado, California, United States
Level Contributor
30 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 12 April 2017

I went with a friend on the sail last night, and it was a great experience! We left from the dock next to Peohe's restaurant in Coronado and sailed north toward the north end of North Island and around by Coasterra and the other bay side restaurants. We were fortunate to see some of the Red Bull Racing planes flying... More 

Helpful?
Thank Barbara T
Aaron B, Owner at Cast Off Sailing, responded to this review

Hi Barbara, Thank you so much, I'm so glad you two enjoyed your sunset sail! I'd love to have you on board again sometime. Captain Aaron More 

1 review
Reviewed 5 March 2017

My husband & I booked the sunset sail cruise on a whim and loved every minute of the three hours. Aaron was incredibly accommodating - everything from providing snacks and champagne, to providing us with a memorable sail into the sunset. He even shared interesting facts about the area with us occasionally (it was interesting, and certainly not disruptive). We... More 

Helpful?
Thank jamiebQ7628VV
CastOffSailing, Owner at Cast Off Sailing, responded to this review

Hi Jame, thank you for your kind words, I'm so glad you two were able to enjoy a relaxing day at sea! I'd love to have you two on board again sometime if your ever back in town. Thank you again! Captain Aaron More 

Highlands Ranch, Colorado
1 review
Reviewed 27 January 2017

Our family went sailing for the first time and had a marvelous time with Aaron. He was so kind to arrange our outing around the weather conditions. He made us feel very comfortable and completely safe. While out at sea we were able to watch whales, sea lions, and an otter. It was so much fun! Thanks again Aaron for... More 

Helpful?
Thank revskel2
CastOffSailing, Owner at Cast Off Sailing, responded to this review

Thank you for your kind words, Debra! I'm so glad we were able to see so many whales, and I enjoyed having your family take over the helm and sail. Thank you for a great day! Captain Aaron More 

1 review
Reviewed 22 January 2017 via mobile

I have recommended this to everyone since we went. Aaron was so accommodating. Couldn't ask for a better time.

Helpful?
Thank Nicole G
CastOffSailing, Owner at Cast Off Sailing, responded to this review

Thank you Nicole, I'm so glad you enjoyed your time on board, I hope you all can come sailing again in the future! Captain Aaron More 

Travellers who viewed Cast Off Sailing also viewed

 

Been to Cast Off Sailing? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Cast Off Sailing and other visitors
1 question
Ask a question
Lake San Marcos, California

See all questions (1)

Questions? Get answers from Cast Off Sailing staff and past visitors.
Posting guidelines
Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?