Tours and Tickets
Small-Group San Diego Afternoon Sailing Excursion
5
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Small-Group San Diego Afternoon Sailing Excursion

By Sail San Diego
Recommended by 99% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
Soak up the Southern California sunshine and unbeatable views of San Diego Harbor on an intimate sailing cruise. Mingle with a small group onboard, or invite five friends to join you and fill up the boat for a private cruise. Relax while the expert captain and crew handle the sails, and enjoy complimentary beer, soft drinks, and snacks as you cruise.

Lowest price guaranteeReserve now & pay laterFree cancellation
from
€108.91
per adult

Ages 0-99, max of 6 per group
Duration: 3h
Start time: Check availability
Mobile ticket
English

Highlights
  • Get amazing views of San Diego Harbor on an afternoon sailing tour
  • Max of six people for a semi-private tour (or book the boat with five friends)
  • Enjoy amenities such as polar fleece jackets, binoculars, and sunscreen
  • Toast your voyage with beer and soft drinks, included in tour
Travellers’ Choice Best of the Best
2022

  • 3-hour sailing cruise
  • Snacks
  • Complimentary beer, non alcoholic beverages and light snacks
  • Entry/Admission - Sail San Diego
What's not included
  • Hotel pickup and drop-off
  • Gratuities

Depart from Shelter Island midday and set sail on the Beautiful San Diego Harbor with a max of six passengers for a personalized cruise. Enjoy fantastic views of the city skyline and coastal landmarks while an experienced crew navigates the Catalina-style sailboat through harbor traffic. If you like, set the scene by bringing your own music to play over the boat’s surround-sound system. Throughout the cruise, enjoy included snacks and sip your choice of beer or soft drinks from the onboard bar. Stay comfortable with amenities such as sunscreen and polar fleece jackets and wind gear for cooler days. Keep an eye out for native California marine life such as seals and pelicans using provided binoculars.

Departure details
  • 2720 Shelter Island Dr, San Diego, CA 92106, USA PLASE NOTE: A physical boarding pass will be required to board your assigned sailboat. Your boarding pass will be provided at our Sail San Diego office. You can find us on the corner of the first floor underneath Fiddlers Green and next to Paragon Deli.
Return details
  • Returns to original departure point

  • Wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Surfaces are wheelchair accessible
If you have questions about accessibility, we’d be happy to help. Just call the number below and reference the product code: 5003CATALINA

  • Please note: Each booking is limited to six (6) passengers
  • Most travellers can participate
  • This experience requires good weather. If it’s cancelled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travellers. If it’s cancelled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 6 travellers

  • For a full refund, cancel at least 24 hours in advance of the start date of the experience.

What you can expect during your visit
  • Regular temperature checks for staff
  • Regularly sanitised high-traffic areas
  • Guides required to regularly wash hands
  • Hand sanitiser available to travellers and staff
  • Transportation vehicles regularly sanitised
  • Contactless payment for gratuities and add-ons
  • Face masks required for guides in public areas
  • Paid stay-at-home policy for staff with symptoms
  • Gear/equipment sanitised between use
  • Face masks required for travellers in public areas
  • Social distancing enforced throughout experience
  • Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.

Which attractions will I visit with Small-Group San Diego Afternoon Sailing Excursion?
How much is Small-Group San Diego Afternoon Sailing Excursion?
Small-Group San Diego Afternoon Sailing Excursion price starts from €107.29. Discover and book Small-Group San Diego Afternoon Sailing Excursion on Tripadvisor
What is the Small-Group San Diego Afternoon Sailing Excursion cancellation policy?
Small-Group San Diego Afternoon Sailing Excursion cancellation policy: For a full refund, cancel at least 24 hours in advance of the start date of the experience. Discover and book Small-Group San Diego Afternoon Sailing Excursion on Tripadvisor
Which company provides Small-Group San Diego Afternoon Sailing Excursion?
Small-Group San Diego Afternoon Sailing Excursion is hosted by Sail San Diego. Read reviews, discover additonal experiences or contact Sail San Diego on Tripadvisor. Discover and book Small-Group San Diego Afternoon Sailing Excursion on Tripadvisor

If you have questions about this tour or need help making your booking, we’d be happy to help. Just call the number below and reference the product code: 5003CATALINA

Reserve your spot
from €108.91
Itinerary
  • You'll start at
    2720 Shelter Island Dr
    2720 Shelter Island Dr, San Diego, CA 92106, USA
    PLASE NOTE: A physical boarding pass will be required to board your assigned sailboat. Your boarding pass will be provided at our Sail San Diego office. You can find us on the corner of the first floor underneath Fiddlers Green and next to Paragon Deli.
    See address & details
  • 1
    Shelter Islands
    Stop: 3 hours
    See details
  • 2
    Sail San Diego
    Stop: 3 hours - Admission included
    See details
    Pass by
    Point Loma
    Coronado Bridge
    Coronado Island
    USS Midway Museum
    Seaport Village
    San Diego Convention Center
  • You'll return to the starting point
+
About the operator

Don’t take it from us – here’s what people have to say about this operator.

dominiquewB8907MF
dominiquewB8907MF
00
Relaxing and romantic
Wonderful experience! Our captain, Jake was awesome! He was very knowledgeable and made us feel at home. I highly r
Magui M
Magui M
00
Excellent booking and lesson experience with Sail San Diego. Will come back soon!
We hired Captain Greg for a sailing lesson. He was very knowledgeable and great instructor. Both my boyfriend who i
Sara N
Sara N
00
Fun Experience, Bad Time of Year To Go
I enjoyed this boat ride. Chris, our Captain, was friendly and kind. We went during May gray, so we didn’t actually
jesseflyboy
jesseflyboy
00
Relaxing!!!
Super easy and a great way to experience San Diego. Our captain Chris on the Ginger was fantastic! This is a must d
Discoberns
Discoberns
00
Great Birthday Group outing!
Our group and I had an amazing time on Sail San Diego's Sunset cruise. Although it was a little gloomy out it did n
JeannieG1010
JeannieG1010
00
Awesome Sail with Sail San Diego
Capt Greg is absolutely awesome!!! The entire staff is friendly and welcoming! The yacht was beautiful….. I signed
shondav2017
shondav2017
00
Sunset Cruise Retirement Celebration
We chartered a private 3 hr sunset cruise for our extended family of 7 people. We were in town for our son's colle
Z7607KCbrandonr
Z7607KCbrandonr
00
Amazing Experience
We had an amazing experience! Everyone was great and we loved the tour! Definitely suggest the sunset cruise. Capta
486eddier
486eddier
00
Birthday Sunset Cruise met expectations
A really great experience with this company. Sail San Diego is well run and organized and we all had a great time.
loripZ9879VM
loripZ9879VM
00
Captain Jake was teriffic!
The three hour tour with Captain Jake was such a fun experience. He is friendly, knowledgeable about sailing and th
Minkii67
Minkii67
00
Special Volunteering Event with Wounded Warrior Project
We want to give Big Thanks to Cal, the owner and Sail San Diego, and his team for their immense Generosity! I work
cindyb313
cindyb313
00
Amazing whale-watching trip with Captain Greg!
Although it was late in the whale migration season, Captain Greg did a great job of keeping in communication with o
nestora631
nestora631
00
Great,Safe and beautiful.
Wonderful and unforgettable experience seeing the sunset on this beautiful Bay of San Diego CA,and also want to giv
gregsk617
gregsk617
00
Great sail with Captain Greg!
We took the Sunset Sail with Captain Greg and he was nothing but fun, professional and safety always came first. We
tammylU6198SZ
tammylU6198SZ
00
Horrible Experience
Captain Greg did not ensure our safety or enjoyment. For the first 45 minutes a teenage boy was screaming with anx
Revenue impacts the experiences featured on this page, learn more.
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
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5.0
269 reviews
Excellent
266
Very good
2
Average
0
Poor
1
Terrible
0

PamelaBussi
Bozeman, MT9 contributions
Oct 2022
Recently went sailing with Captain Greg and had such a great time. Laughed and loved learning about the area. Greg is well informed about the area and reads his audience well to make the trip very memorable.
Written 2 November 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

CJS
1 contribution
Sep 2021
Such a great experience! Super accommodating in booking at the last minute, affordable, and flexible in sailing where we asked to see the San Diego downtown skyline and Coronado bridge! Our out of town guests said it was the best part of their entire vacation! Jared made the trip so fun with his easygoing personality & snacks. His skill in single-handedly manuevering, let us sit back, enjoy the sun, relax and know we were safe. He provided some interesting facts along the way that taught us a lot we locals did not even know about San Diego. Definitely will be doing this again!
Written 15 September 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Karen M
Valley Springs, CA2 contributions
Mar 2023 • Friends
We were scheduled for a whale watching tour but the weather decided we were not going. Cal switched us to the afternoon group sail and even though the waters were choppy Capt' Jake sailed us up close to a docked aircraft carrier, docks with many seals, and very close to the San Diego shoreline to see the city from the water perspective. It was completely different than the other two previous sails I'd been on with Sail San Diego. It was a perfect delight and we loved it. Once again, cannot wait to go back.
Written 26 March 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

April W
Spokane, WA21 contributions
Feb 2022
My husband and I booked this excursion during a recent trip to San Diego and we couldn't have been more impressed. There was one other group of 3 people on board with us so only 5 passengers plus the captain in total. It was an absolutely incredible experience. This was our first time on a sailboat and Captain Frank was very knowledgeable and willing to answer any questions we had and also offered some fun facts and information as we sailed along. This was our absolute favorite thing we did on our trip. It felt like a really great value given the fact that there were only 3 other passengers on the boat with us, making it feel almost like a private tour. Highly recommend this excursion!
Written 28 February 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

1959MichaelC
GALLOWAY132 contributions
May 2021
We had Captain Greg on our tour and it was a fantastic time. My wife and I were paired with another couple and their adult daughter. The man from the other couple steered the boat most of the trip as he was a sailor and had requested to do so.

It was a great trip as Greg kept it lighthearted and assured us that tipping over was virtually impossible.....at least with the weather we were having. The galley was well stocked with snacks and drinks and there was a very small head to use.....although we could not find paper towels.

The trip left on time and we sailed out until we were getting notices on our phones that we were in Mexico. There was a "beanbag" seat for two in the front and several of us tried it. We also were offered princess chairs in the back to get an elevated view. The day was beautiful and it was a good day for sailing.

Greg allowed me to to steer for approximately half an hour and it was fun to steer and make turns in a 42 foot sailboat for the first time. We arrived back just after 3 hours and were all happy we went.

I would highly recommend this excursion.
Written 22 May 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Girlfromkansas
Atchison, KS10 contributions
We have sailed with them before. We’ve done the sunset sails and the day sails. You couldn’t ask for a better place to grab a sail! This trip we had Captain Jack and the next time Captain Rhys…both knowledgeable about the area and willing to do what it takes to make it a great time on their boat.
Written 4 January 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

dewmangolf
1 contribution
Apr 2021 • Couples
Happy Captain Greg was the consummate tour guide. His dry wit and knowledge of the area kept us all entertained and interested. After the wind blew my hat off and into the water, Greg did not hesitate to demonstrate his skills in retrieving it, much to the delight of the passengers. SSD is a very well run and laid back tour company with a fine new fleet of boats. I'll be back again next year!
Written 19 April 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Brian M
7 contributions
Our work team enjoyed sailing as a team building event. There were 9 of us so we split into 2 boats. The first half of our trip was a race between the 2 boats and the second half was a leisurely sail through the bay.

Our team liked getting to help with the sailing. Theo was our boat’s captain and he did a good job teaching us about sailing and making it a fun experience for our team.
Written 10 September 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Rick R
6 contributions
Sep 2021 • Family
Boat Captain asked what our group of 5 wanted to see. We agreed to head out of harbor a few miles past Point Loma. The captain did a great job explaining the naval subs, the dolphin training and all history in the area. We would not have gotten that on a trip around the harbor. Best 3 hours on on vacation. Thanks sail San Diego
Written 17 September 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Jennifer S
1 contribution
Aug 2022
Captain Tom Hall’s experience and expertise on our sail boat made it a trip to remember. It was filled with beautiful sights and knowledge he has about sailing and the surrounding areas.
We would highly recommend this company and especially to have Tom as your captain. He’s the Best!!
Written 4 September 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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Small-Group San Diego Afternoon Sailing Excursion provided by Sail San Diego