Small-Group San Diego Afternoon Sailing Excursion

60 Reviews | San Diego, USA

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3 hours (Approx.)
Mobile Ticket
Instant Confirmation

Keeping you safe during COVID-19
What you can expect during your visit
Contactless payments for gratuities and add-ons
Face masks required for guides in public areas
Gear/equipment sanitized between use
Guides required to regularly wash hands
Hand sanitizer available to travelers and staff
Paid stay-at-home policy for staff with symptoms
Regular temperature checks for staff
Regularly sanitized high-traffic areas
Social distancing enforced throughout experience


Set sail from San Diego on this small-group sailing tour with no more than a total of 6 other guests! This three-hour adventure on a Catalina-style sailboat is limited to just six people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, wine, soft drinks and snacks as you soak in the warm sun with the glistening city lights behind you.


  • Small-group tour
  • Likely to Sell Out
  • Instant Confirmation
  • Free drinks included
  • Free snacks included
  • Choice of several departures throughout the day
  • All-inclusive tour



What's Included

What To Bring

Additional Info


Average 4.97 out of 5 stars based on 60 verified reviews from Cool Destinations and TripAdvisor

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TONYA, Oct 2020 Verified
Captain Frank was the best. he went out if his way to apease US, providing a wonderful melody of jazz along the way along with great conversation! Excellent customer service... Laid back and fun. Definitely ask for him when we come back to San Diego.. He got us in close to take pictures of the sea lions and seals along the piers and bouys.
Nicole, Oct 2020 Verified
Wonderful experience! Boat was beautiful and caption Greg was the best! Would do this again and request captain Greg!!!!
Deb, Jul 2020 Verified
What a great day! John (our captain) was very kind and personable. We loved being out on the water and away from the hustle and bustle of San Diego for a few hours. There were plenty of snacks, sodas, beer and water. We met some nice people, as well. We really loved that it was no more than six people. Made it more relaxing. We will definitely be doing this again! And I hope we get to sail with John again!
Karen, Jul 2020 Verified
Theo was a fabulous Captain! He was quite knowledgeable and very friendly. He answered all our questions, even the dumb ones. I would highly recommend this sail excursion if in SD looking for a fun afternoon. Oh and the weather was perfect as always!
Lorna S, Jul 2020 Verified
Captain Frank was very friendly and knowledgeable as well as accommodating when grandson got a little motion sick. Enjoyed his conversation and sailing. We would definitely enjoy another sail with him.
Ionel Dan, Jul 2020 Verified
Relaxing afternoon sailing! Highly recommend!! Drinks and snacks included, very nice music also! Captain Theo very experienced!
Sally, Jul 2020 Verified
The whole experience was wonderful! Our captain was very upbeat and answered all our questions about sailing. We would definitely do it again!
Rick M, Dec 2019 Verified
We booked this excursion because we wanted to do something we had never done before to celebrate our 27th Wedding Anniversary. Well, Happy Captain Greg delivered an amazing sailing experience for us! He pointed out special sightings and provided us with explanations for each. He was friendly, experienced, and gave us great service. The vessel was beauful and fully equipped with more snacks and spirits than we could possibly finish in a 3-hour period. Binoculars and blankets on board added another convenient touch to our experience. Highly recommend them!
Donald W, Nov 2019 Verified
Wow what an experience. Great views, good wine and beautiful sun, you can't beat it. The wind was out and we just sailed away. The boat is top notch!
Donna W, Feb 2019 Verified

I would highly recommend this sailing excursion to anyone visiting or even locals. The boat was clean and our Captain (Capt'n Frank) was very willing to tailor the cruise to our needs. We chose the 3 hour late morning cruise of the San Diego harbor. Capt'n Frank was extremely professional and knowledgeable of the harbor. The package includes beer/wine/soft drinks and light snacks (chips/cookies/etc.). Capt'n Frank was willing to answer all of our questions and did everything to make us comfortable on the cruise. I give this cruise 5 stars!

Still have questions?

We’re here to help. Call (800) 814-2665 to speak with a Cool San Diego specialist!
Product code: COOL-5003CATALINA

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