Tours and Tickets
Small-Group San Diego Afternoon Sailing Excursion
5
LIKELY TO SELL OUT*

Small-Group San Diego Afternoon Sailing Excursion

By Sail San Diego
Recommended by 99% of travelers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
What is Travelers’ Choice Best of the Best?
This award is our highest recognition and is presented annually to those businesses that are the Best of the Best on Tripadvisor, those that earn excellent reviews from travelers and are ranked in the top 1% of properties worldwide.
About
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.
from
$115.00
per adult
Lowest price guaranteeReserve now & pay laterFree cancellation

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
Travelers’ Choice Best of the Best
2023

  • 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 directly across the road from the Brigantine Restaurant (and a few doors down from 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 travelers can participate
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travelers. If it’s canceled 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 travelers

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

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 $115.00. 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

Similar experiences

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 directly across the road from the Brigantine Restaurant (and a few doors down from Paragon Deli).
    See address & details
  • 1
    Sail San Diego
    Stop: 3 hours - Admission included
    Whether you’re on vacation, celebrating a special occasion or just looking to take advantage of a beautiful Southern California day, this small-group sailing trip in San Diego is a great way to spend time on the water with your loved one or a group of friends. Set sail on a 3-hour daytime adventure in San Diego Harbor. Your captain will ensure that you have the best possible time on the water. As you admire the views, enjoy the complimentary beer, soft drinks and snacks. If you get chilly, grab one of the provided blankets, or purchase a jacket or sweater at their store. If the sun is too bright, you can purchase sunscreen, sunglasses and hats at check-in. And use the provided binoculars to admire the coastline or look for wildlife! You can even stream your own music to the boat’s Bluetooth speakers. Please note: The boat is limited to six (6) passengers. To make it a private adventure, book all six spaces and bring along five friends!
    Read more
    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
Sail San Diego
2,950
San Diego, California

#1 of 579 Tours & Activities in San Diego
  • Serotta2044
    Serotta2044
    0
    0
    Awesome Evening
    The sailing experience was wonderful and the Captain was great, very informative, funny and really knew the area, plus he had the fastest boat. While the evening was overcast and a little chilly, blankets and the conversation warmed everyone up.
  • P5335ZRterrim
    P5335ZRterrim
    0
    0
    Highly recommend!
    I can't say enough good things about this company! I called before booking and they were super-helpful in guiding my choice of cruise. This was an anniversary gift for my husband after a long week of family celebrations and a he loved it! Our captain was David, who also worked as a harbor guide on the big harbor cruise boats, and he was full of detailed info about the bay, San Diego history, marine life, etc. A longtime sailor himself, he made us feel right at home on the boat, and even the cruise member who declared himself "not a water sport person" seemed relaxed and happy. The boat itself was clean and tidy--though be prepared, marine toilets are more like airline toilets. Don't expect the Ritz. There were plenty of snacks and drinks, but because it was basically the dinner hour, I asked if I could bring sandwiches, etc. Turns out *lots* of people do this! (No red wine because of stains, and I'd recommend bringing enough to share.) We were paired with a delightful group of four friends who were laidback and fun, the bay was smooth, the weather clear. We watched the the waterfront buildings turn golden as the sun set over Point Loma. It was just what the doctor ordered!
  • barnesg2019
    barnesg2019
    0
    0
    Hard to beat fun getaway!!
    great company, excellent communication, clean boat, experienced captain who is friendly and puts service to the clients at the top of the list. Great in every way!
  • Kate-NateShum
    Kate-NateShum
    0
    0
    Exceeded our Expectations!
    We had the best time on our sunset sail with captain Greg! The views, adventure, music, and hospitality were all top notch! My husband and I had the opportunity to steer and get sailing lessons from the captain - a memory we will cherish!
  • kentK3037WT
    kentK3037WT
    0
    0
    Great job Capt. Frank
    This was our second sail with Captain Frank and Sail San Diego. It will not be our last. Very knowledgeable and professional.
  • Adventure28080611679
    Adventure28080611679
    0
    0
    Sailing in San Diego
    Had an amazing time sailing with the family. Highly recommended. The staff was great and the captain was great.
  • B5699YHrichardf
    B5699YHrichardf
    0
    0
    A great day sail
    Capt. Greg Tupaj was great, very knowledgable about the bay. Everyone at Sail San Diego was friendly and helpful. We had a really nice trip.
  • Inspiration69090
    Inspiration69090
    0
    0
    Enjoy San Diego’s Coastal Views
    We love sailing with. Sail San Diego. This was our 4th sail and we had a great time, as was the case on our previous sailings. Professional but fun Captains. Great views. Excellent value. We’re already planning our 5th sail with them.
  • sarapO8223NB
    sarapO8223NB
    0
    0
    Anniversary tour
    It was perfect. Two other couples just wanting to get away from the hustle and bustle. We didn’t get to see a sunset because the clouds hid the sun, but the ride was amazing and Jake was so nice.
  • sharonbH7292GY
    sharonbH7292GY
    0
    0
    Just do it!
    Captain Madeline was beyond amazing! She was very knowledgeable about everything in the area - on land and sea. And she shared her extensive sailing experiences with our group which was so cool. The boat ride was a lot of fun and she made it extra special.
  • vacationformeri
    vacationformeri
    0
    0
    We’ll worth taking the time for this.
    What a great group of people! They are right about don’t be late. The other folks were going to be 20-30 min so we got the boat by ourselves. Our captain was awesome, not much wind (not his fault of course), but told us many interesting facts about the things around us. Exceptional!
  • erichE8945BO
    erichE8945BO
    0
    0
    Fantastic sail with Captain Shawn.
    Our family had a wonderful time sailing with Sail San Diego! Captain Shawn was outstanding! He catered the sail to our interests, was very knowledgable and a real pleasure to sail with. The boat was in great condition; we had a great time relaxing and enjoying the sites.
  • renee1433
    renee1433
    0
    0
    Great trip!
    The tour was great! Zach was our captain and very informative and friendly. The boat was clean and comfortable. Snacks and drinks were offered. I highly recommend this company.
  • kdev44
    kdev44
    0
    0
    Super Sail
    We had an amazing time sailing with San Diego Sunset Tour! The ease of making our reservation online, to picking up our tickets, to boarding the boat and then our sail - everything was perfect. Zack was our captain and had great information to share about what we saw as we sailed!
  • Cheryl L
    Cheryl L
    0
    0
    What an amazing time!
    What an absolutely wonderful experience! Mike our captain was kind, friendly, and enthusiastic, and guided us expertly. We headed out to sea and also sailed around the bay, taking in the sights. I can't say enough about the level of care they took to make sure we were comfortable the entire time. I visit San Diego a couple of times each year, and this is my new go-to for every trip!
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
284 reviews
Excellent
280
Very good
3
Average
0
Poor
1
Terrible
0

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 April 19, 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.

Nina D
Chula Vista, CA14 contributions
Aug 2020
What a wonderful sail today! My husband and I are older folks and have been laying low and socially distant, so it was a special treat to be out on the water, unconcerned about the world for those three hours. The boat was new, immaculate and spacious, and the sun and breeze were lovely. "Happy" Capt. Greg, one of the most seasoned boat captains anywhere, never removed his mask (though we were able to take ours off) and provided a great mix of interesting facts about San Diego, boats and water, as well as bringing us close (without being intrusive) to dolphins, sea lions, and sea birds. We love his idea of a monthly "membership" and will stay tuned to learn if it becomes a thing!
Written August 19, 2020
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 February 28, 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.

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 November 2, 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.

Laura Rullman
San Diego, CA9 contributions
Oct 2020 • Couples
What a perfect day sailing on a beautiful 42’ Barvaria. Captain Greg exceeded our expectations; witty, experienced, astute at reading his guests, professional and made us feel special! We can’t wait till sail again soon. Jive Ho!
Written October 30, 2020
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 September 17, 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.

MexTravel
San Diego, CA13 contributions
Oct 2020 • Couples
Very impressed with our first sailing adventure. When arrived, we waited a few minutes to board. Once onboard, we were greeted by Captain Greg and a Happy Anniversary welcome banner. To our surprise, we basically had the sailboat to ourselves. We had a wonderful time site seeing the bay. Capitan Greg was an amazing host, he kept us entertained.

We haven’t tried any other sailing companies, however, base on our experience they will be hard to beat.

Happy sailing
Written October 21, 2020
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.
Thank you for sharing your Anniversary with us Roberto. We appreciate the kind review!
Written October 25, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

TFabgirl
San Diego, CA118 contributions
Oct 2020
My husband and I have not been out for almost 7 months since Covid exploded. We thought we'd celebrate our 7th wedding anniversary differently this year (meaning at home). I happen to see Sail San Diego's ad on Facebook, 5 days before our anniversary. Since my husband used to crew for races on a sailboat, this was such a lovely and welcome idea for an excursion! We booked the sail for just the two of us even if they can allow 4 people. Prepared some food and drinks to take (even if they offer light snacks and drinks) and had an awesome mid day sail! From Cal, the manager who books the reservations, to Theo, our captain, our trip was just awesome and perfect and safe. That day (Oct. 5) was a hot one for San Diego and the wind decided to give us a good "heeling" (about 7.5 knots). It felt good to be out on the water, secure and safe and just forget about the world for a few hours. Theo was the expert and managed the boat well. The whole boat was clean and in pristine condition. The bathroom was impressively clean! Most boats usually are not. This was such a great experience that we're considering doing it again once whale watching season begins! Hopefully too, by summer we can bring along friends to make it more enjoyable. Definitely a must try especially since San Diego has pretty much year-round sailing season!
Written November 12, 2020
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 March 26, 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.

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 September 10, 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

Product Overview: Small-Group San Diego Afternoon Sailing Excursion

Prices From

$115

Number of Reviews

284

Number of Photos

226

Duration

180 minutes