Small-Group San Diego Sunset Sailing Excursion
Overview
Available languages
3 hours
Mobile ticket
Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, purchase all 6 tickets and grab five friends to have a completely private sail!).
Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you watch the sun slowly drop behind the gentle contours of Point Loma with the glistening city lights behind you.
Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time. Please note this activity does require a minimum of 3 guests total in order to sail.
If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you're on the same boat. If they don't know ahead of time, you may be seated on separate boats!
Additional Info
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
You must contact Sail San Diego after purchase for the exact departure time, as departure times vary throughout the year.
Please note: Each booking is limited to six (6) passengers. If you have friends or family booking separately, please let the operator know in advance to ensure you're on the same boat; otherwise, you may be seated on different boats.
This is not a guided tour; our captains don't provide a commentary but are always happy to share what they know! Don't be shy asking questions.
What To Expect
Sail San Diego
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 sunset cruise that takes you out on the Bay and the Pacific to watch the sunset. 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 during 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!
Point Loma
Sail San Diego's private marina is located in the Point Loma / Shelter Island neighborhood. Your sunset sail will pass by the Point Loma lighthouse.
What‘s Included
3-hour evening sailing cruise
Complimentary light beers and hard seltzers. Please note the minimum drinking age in the US is 21 yrs.
Complimentary non-alcoholic beverages and light snacks
Hotel pickup and drop-off
Gratuities
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Options
Small-Group Sunset Sailing
3-hour sunset sail, complimentary snacks and beverages. Sunset sail departs approximately 2 hours prior to sunset
Reviews
617 reviews
Total reviews and rating from Viator & Tripadvisor
Highly recommend
Quest34206793987,Jun 1, 2026
- Review from Tripadvisor
5.00This was such a highlight of our San Diego trip! The sail boat was so lovely, with so much space in the cabin for snacks, drinks and using the on board bathroom. Our captain Greg was such a delight with our group of ladies on a friends get away! Sunset was perfect and we had so much fun and also saw great sites from the water! Cannot recommend enough, will do this again next time I’m in San Diego.
Amazing Experience
W859BEkatherines,May 25, 2026
- Review from Tripadvisor
5.00We had an amazing time on the sunset sail! Captain Rick was so knowledgeable and friendly, making our first experience on a sailboat a memorable one. Would highly recommend!
Peaceful tour and much enjoyed.
Michael H,May 25, 2026
- Review from Viator
5.00Pack a jacket! I don't care how hot you think you are, that ocean is an automatic fifteen-degree dip and there is almost never not a wind. Also wear grippy shoes without a slick sole, or be prepared to just kick them off and walk barefoot. The trip itself was really great. It's very quiet once out on the water, and the captain was a font of fun trivia, pointing out landmarks on both the naval base and the cityside and telling neat stories about all of them. Whether we had questions about San Diego, sailing, or the navy, he just about all the answers. Three hours is a long time for just sitting on the water, yes, but just enjoying the sounds of the wind and water forces relaxation upon you. Sailing is like yoga, but with more ropes and pulleys. Definitely a tonic for the soul.
Sunset Cruise in May
ande2923,May 10, 2026
- Review from Tripadvisor
5.00A highlight of our time in San Diego! Captain Dave was a great host. He made everyone feel comfortable on the boat, and had lots of interesting stories and information to share about the area. We saw seals and dolphins, submarines and aircraft from the Naval Base, and a beautiful sunset view of downtown. It was great to be out in the water with a small group instead of one of the big tour boats, and there are plenty of options nearby for dinner afterwards which is convenient. Would definitely sail again!
Was a great experience,...
David k,May 3, 2026
- Review from Viator
5.00Was a great experience, sailboat was big and roomy and clean. Reese the captain was awesome!! Very knowledgeable and a great tour guide
Sunset Sail
mmrbci,Apr 26, 2026
- Review from Tripadvisor
3.00We went on the sunset sail. It was fun on the water. We got back safe. The people who confirmed our tour and checked us in were lovely. As we were leaving the dock, our captain explained it was not a guided tour but it was ok to ask questions. Fairly early on after watching him wind the lines (ropes?) on alternating sides of the boat I asked what the lines did. The captain informed me that we were not having sailing lessons, that it was a sunset cruise and that it takes years to learn the sailing vocabulary. Duly noted. Once I had been resoundly put in my place everything was fine. I wasn't asking for lessons. I was just curious: do they control the sail? The rudder? Some other unknown thing? He could have given me the most basic answer or even lied. I never would have known. I wasn't thinking I would learn to sail. It definitely affected how I experienced the trip and I was very careful about asking questions for the rest of the journey.
Great Sunset Cruise with Dave!
monique1027,Apr 24, 2026
- Review from Tripadvisor
5.00My Brother in law booked s sunset cruise for 10 of us. It was a beautiful evening as we sailed around the bay! I would highly recommend this sailing experience. It was seamless and our Captain Dave Hobbs was amazing! He was interactive and pointed out many landmarks and shared history with us! We had had Dave a few days before on a different sail and requested him for this cruise! We will definitely be back!
Wonderful evening
Wendy F,Apr 19, 2026
- Review from Viator
5.00We had a great time. A lovely evening on a sail boat enjoying the beautiful views! The boat was comfortable and the captain was fantastic. The one thing I’d recommend is to have more local drinks and snacks to round out the experience.
Captain Rhys
lauraleek2024,Apr 16, 2026
- Review from Tripadvisor
5.00We had an absolutely incredible experience with Sail San Diego! From start to finish, everything exceeded our expectations. Captain Rhys was truly outstanding—knowledgeable, engaging, and made the entire trip so memorable. We were lucky enough to see all kinds of sea life, which made the experience even more special, and the planes flying overhead added such a cool and unique touch. We even asked for a bit of a history lesson, and Captain Rhys completely delivered—he was full of interesting stories and insights that made the sail even more enjoyable. Most importantly, my husband couldn’t have been happier with the experience, which says everything. It was the perfect mix of relaxing, fun, and informative. We would absolutely do this again and highly recommend it to anyone looking for a memorable day on the water!
Wonderful Experience
Crystal C,Apr 14, 2026
- Review from Viator
5.00Fantastic from beginning to end. Chloe was so welcoming and Captain Killian was fantastic. This is a MUST DO activity!!
From US$127.00
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Operated by Sail San Diego