Small-Group San Diego Sunset Sailing Excursion
486 Ratings
San Diego
Experience a serene San Diego sunset sail with drinks and snacks. Limited to 6 guests for a semi-private adventure. Book now for an unforgettable evening.
Duration: 3 hours
Cancellation: 1 day learn more
  • Sail San Diego - Whether you’re on vacation, celebrating a special occasion, or simply looking to enjoy a beautiful Southern California day, this small-group sailing trip in San Diego is a fantastic way to spend time on the water with your loved one or a group of friends. Embark on a sunset cruise that takes you out on the Bay and the Pacific to witness the sunset.

Your captain will ensure you have the best possible experience on the water. As you take in the views, enjoy complimentary beer, soft drinks, and snacks.

If you feel chilly, grab one of the provided blankets, or purchase a jacket or sweater at their store during check-in. Use the provided binoculars to admire the coastline or spot 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 situated in the Point Loma / Shelter Island neighborhood. Your sunset sail will pass by the Point Loma lighthouse.
  • Old Point Loma Lighthouse - See both the new and old lighthouses on Point Loma during your San Diego sunset sailing tour with Sail San Diego.
  • USS Midway Museum - We aim to pass by the USS Midway so you can see it from a unique perspective. Our private sunset sails offer the chance to sail directly next to the USS Midway museum! Book all 6 tickets to ensure a private experience for your group.
  • Coronado Bridge - You’ll always see the Coronado Bridge on one of Sail San Diego’s sunset sails. Sometimes up close, sometimes from a distance. Always impressive.
  • Coronado Island - We always sail right by Coronado Island during our sunset sails!
What's Included
  • 3-hour evening sailing cruise
  • Complimentary light beers and hard seltzers (21+)
  • Complimentary non-alcoholic beverages and light snacks
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
Additional Information

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.

  • You MUST call the local operator to confirm your departure time after booking. Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time.
2720 Shelter Island Dr
Shelter Island Drive
PLEASE 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 (a few doors down from Paragon Deli, underneath Eye Candy beauty salon).
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
(486 Ratings)
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1 star
May 26, 2024
Wonderful - Wonderful experience! It was my first time on a sail boat, was very hesitant but so happy we did! Saw lots of wildlife, friendly captain and the boat groups up to 6 so it’s not over crowded. Definitely would do again!
Review provided by Tripadvisor
May 26, 2024
Wonderful experience - Wonderful experience, would do it all over again!! Saw lots of wildlife, friendly captain, highly recommend!
Review provided by Viator
May 8, 2024
Must try when in San Diego - First time sailing and we had a great time. We booked a 3 hour sunset sail during dolphin season (May 6, 2024) and we saw a lot of seals and dolphins, some even swimming close to the boat. The weather was perfect for that chill sunset vibes, drinks and snacks are included. Plenty of space for our group of 4. Captain Dave is an excellent captain with great boat music! He also provides some info on areas that we were seeing while sailing :) There's also a restroom that is nice and clean. Will definitely book again.
Review provided by Tripadvisor
May 3, 2024
AWESOME TRIP - We had a wonderful experience!!! Michael our Captain was knowledgeable, professional, easy going and made the experience onboard enjoyable for all. The weather was delightful, and we saw sea lions, and a couple of dolphins, and even received an introduction to learning how to sail.
Review provided by Viator
Apr 30, 2024
Amazing time on the water - For my husband's 55th Birthday I booked us a Sunset Sail with Sail San Diego. My husband and I are scuba divers, and he grew up on the lakes in the Midwest. By far, this was an AMAZING experience. We loved the small amount of just 6 passengers, and the captain. From the time I booked the event until we were back in port, the time was top notch. Genuine, personable staff. Captain Dave gets 10 stars from us. Great sailing playlist, history background, and well rounded. Thank you all for making my husbands Birthday phenomenal.
Review provided by Tripadvisor
Apr 28, 2024
Top 10 San Diego experience, thanks Captain Greg! - Top 10 experience in San Diego! Incredible 3 hour tour with Happy Captain Greg. Captain Greg was friendly and humorous, a bit sassy, and read the crowd well. Only 3 couples on the boat, everyone quite enjoyable. We saw dolphins! Seals, submarines, various interesting boats that the Captain explained to us. And we were all invited to try helming the wheel. Unlimited beer, hard seltzer, NA drinks, snacks, blankets were all provided. Always felt safe, even when heeling and going fast. Overall a great time at a great value!
Review provided by Viator
Apr 25, 2024
Wonderful sailboat cruise - We saw dolphins, sea lions, osprey and pelicans. Captain Dave was very informative and attentive. We had a wonderful sailboat cruise. Worth the money.
Review provided by Viator
Apr 15, 2024
HUGE HIT!!! - 100/10 - I booked Sail San Diego for my bachelorette party. My friends and I had such a great experience with Captain Greg! I would recommend this company to anyone!
Review provided by Tripadvisor
Mar 18, 2024
Excellent customer service - The morning whale watching sail was fantastic! The staff and capitan managed the trip and customers well. Service exceeded my expectations. The vessel was spotless and well stocked with snacks and beverages.
Review provided by Tripadvisor
Apr 22, 2024
Not enough time under sail - Spent very little time sailing, most of the time just cruised around the bay. Captain Jake didn’t provide much commentary or information about San Diego. We were disappointed.
Review provided by Tripadvisor
Select Date and Tickets
up to 6 guests
1 Adult
July 2024