L
Sailing SD
The guide was very personal. He made it vey entertaining! The ride was a blast! Enjoyed seeing the beautiful city from the water!
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways
+17 photos
At a glance
- Duration
- 2 hours
- Price from
- $119 / person
- Rating
- 4.9 / 5 · 208 reviews
- Languages
- EN
- Group
- Small group, up to 6
- Cancellation
- Free cancellation
- Meeting point
- Meet at Cabrillo Island Marina in front of the Seal Fountain...you can't miss it!
- Confirmation
- Instant
Prices checked on Sep 11, 2026Things to do in San Diego
Description
This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure you'll see many types of sea life as well as learn a little about the many features of San Diego that truly make it "America's Finest City".
Tour Options
Itinerary
Experience the San Diego Downtown Skyline and Bay from aboard a beautiful Catalina Sailboat!
Enjoy San Diego's Beautiful Bay and Coastal Waters aboard a pristine Catalina 34' Sailboat! Only up to 6 guests at a time for a personal luxury tour that will create the memories of a lifetime...
Highlights
Bottled water
Snacks
BYOB if desired. Alcohol allowed for persons over 21. Call for Catering and Special Add on's.
What's included
Included
Bottled water
Snacks
BYOB if desired. Alcohol allowed for persons over 21. Call for Catering and Special Add on's.
Traveller Ratings
4.9
208 reviews
Important Information
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Not recommended for travelers with spinal injuries
- Not recommended for travelers with poor cardiovascular health
- Suitable for all physical fitness levels
Frequently asked questions
How long does Luxury Sailing Tour of San Diego's Bay and Coastal Waterways take?
Luxury Sailing Tour of San Diego's Bay and Coastal Waterways lasts about 2 hours. The itinerary has 2 stops.
How much does Luxury Sailing Tour of San Diego's Bay and Coastal Waterways cost?
Prices start at $119 per person for this San Diego experience, booked through Viator with the price shown before checkout. There is 1 booking option, so the final price depends on the option you choose.
Can I cancel Luxury Sailing Tour of San Diego's Bay and Coastal Waterways for free?
Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.
Where does the tour start?
The meeting point is Meet at Cabrillo Island Marina in front of the Seal Fountain...you can't miss it!. Hotel pickup is not part of this experience.
What languages is Luxury Sailing Tour of San Diego's Bay and Coastal Waterways offered in?
The experience is available in EN.
Is this a private or a group tour?
It is a small-group experience with a maximum of 6 participants.
Is the tour suitable for children?
Infants are required to sit on an adult’s lap
Will my booking be confirmed immediately?
Yes, bookings are confirmed instantly.
Reviews(208)
4
A must do when in San Diego
Captain Dave was fantastic. Obviously knowledgeable on the water and everything around the bay. the experience was spectacular. Highly recommend and will do it again when back in San Diego! Even though I booked it through the company direct, I ultimately got in touch with them through my concierge, Karin, at the Bay Waterfront Hilton. She was very helpful and sweet as well!
C
Great sail!
Captain Mike was full of fun facts. Great sail seeing all the sights on SD Bay. Easy & convenient trip.
M
Disappointed
Ugh, No one ever showed up. Texted twice got no response. What a bummer. Quick to take my money. Please give my money back.
Operator response
We are so sorry that happened and will be refunding you 100%. Also, if you have the opportunity to reach out to me we’ll arrange a free ride for you. It’s very difficult for us this time of year when the clocks change and it’s dark at 5pm. Usually that slot does not book, and if it does, we call you to arrange a 3pm departure. This unfortunate incident was compounded by the fact that I’m currently in a different time zone as well. When you booked It was close 3pm the cut off for 5pm, and midnight where I am currently. Did not get your call in time to correct the situation. I know that’s not a good excuse, but please do reach out to me for a free ride if you have the opportunity. Sincerely, Captain Mike www.ImagineSailingSanDiego.com
R
Perfect way to experience SanDiego!
We had a fun day with beautiful wind and weather out on Dan Diego bay! Captain Mike was a blast; I even got a sailing lesson. It was the perfect way to take In the city. Thank you captain Mike!!!!
A
Captain Mike was exceeded...
Captain Mike was exceeded our expectations! The ride was smooth and relaxing. Mike gave us a lot of information about San Diego and answered any questions we had. He also had the boat stocked with snacks, drinks, blankets and even jackets/hoodies in all different sizes for us to use. He also took some great pictures of us. My husband and I had an unforgettable experience on this sailing excursion & would do it again. Definitely recommend it !!
D
Nursing Conference fun!
We had a great time! Captain was very flexible since our weather was predicted to be rainy. Great tour of the bay; so much knowledge about the area and history.
B
Sailing with Captain David
We'd a great time sailing with Captain David. I'd planned this activity for my wife's milestone birthday. It was a perfect day for sailing, and our experience was exactly as advertised! Captain David was very knowledgeable and kept us entertained & informed throughout the entire cruise with his humor and narration. We'd a great time and I would definitely recommend sailing with Captain David.
J
Fabulous sailing tour around San Diego Bay
We cannot say enough good things about Imagine Sailing and Captain Dave and crewmember Rick. We’re from Phoenix, Arizona and look forward all year to our annual summer trip to San Diego. The highlight of our trip is always a sailing tour around San Diego Bay. Dave and Rick took us on an amazing boat ride with lots of history about San Diego. As a tourist, it’s sometimes hard to know whom to trust, but we found Imagine Sailing to be very reputable with a well-trained skipper on a well-maintained boat. We recommend without hesitation.
J
Sunday Funday!
Mike was a very knowledgeable captain and we enjoyed his stories and history of San Diego and the area.
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