San Diego
The sunset sails: the sun dropping behind Point Loma while the skyline lights come up across the bay. Sailboats and motor yachts work the same golden window from different decks.
Experience San Diego’s stunning sunset from a small, intimate sailing yacht with great views, knowledgeable guides, and comfortable amenities for $112.50.
Most Popular“5/5 - unforgettable experience! I ended up being the only guest on this sunset sail, so it felt like a private sailing tour. The views were gorgeous, but halfway through the sail we suddenly got intense fog and visibility dropped a lot. Captain Patrick handled…”
Enjoy a private, 3-hour sunset sailing in San Diego with limited groups, stunning views, drinks, snacks, and your own music for a personalized experience.
“Unbelievable experience! Rhys was an incredible captain and guide … perfect way to cap off our trip!”
Experience San Diego’s stunning sunset from a vintage sailboat, with wine, wildlife sightings, and iconic landmarks onboard a small, intimate cruise.
“Philip was knowledgeable about the Bay, sailing, and was very kind and funny. We went when it was cloudy and missed the sunset, but I would still recommend it!”
Discover San Diego’s coastline on a small-group sunset or day sail. Enjoy stunning views, marine life sightings, onboard drinks, and an authentic sailing experience.
“I 100% recommend this excursion best one I’ve been on. Captain Dj was the best. We got to see such great places.”
Experience San Diego’s stunning sunsets on a relaxing 1-hour 15-minute cruise from Mission Bay, passing SeaWorld and Ocean Beach Pier with drinks and great views.
“Family friendly. We lucked out with the weather. Nice, friendly staff. No food or drink but you can bring snacks. Or go to Sportsmens for fish and chips after.”
Enjoy a 2.5-hour sunset sail on a spacious catamaran in San Diego, with drinks, stunning skyline views, and chances to spot sea lions and dolphins.
“We’ve been in SD for 3 days, sight seeing and having a great time in a beautiful city, but we definitely saved the BEST for the last experience here. This sunset sail was absolutely breathtaking beautiful and the Captain of our boat was so friendly…”
Experience stunning San Diego views on a 2-hour daytime or sunset sailing cruise. Relax with wine, spot sea lions, and enjoy personalized guidance.
“SHOUT OUT TO MY MAIN MAN STEW!!!! he really knows how to be a captain, and i would follow this man thru the gates of Point Nemo.”
Discover San Diego's bay on a 1.5-hour sunset cruise featuring complimentary appetizers, drink specials, and onboard entertainment—perfect for relaxing evenings.
“Booked this cruise as part of a birthday surprise for my husband. We unfortunately disappointed in the service on the boat. Drinks were available at bar. However, the hors d’oeuvres were not appropriately offered to guests. You are given a VERY brief welcome with champagne…”
Discover San Diego on a private sunset sailing tour with stunning bay views, friendly crew, snacks, and the chance to see iconic landmarks up close.
“Great experience to see the harbor and the San Diego Skyline! Beautiful views and lots of fun! We had a group of 13 girls on the sail for a bachelorette party and we were well taken care of!”
Experience stunning San Diego sunsets aboard a private sailboat with drinks, snacks, and scenic views—perfect for a romantic evening or special outing.
“Fabulous cruise with a fabulous Captain! A wonderful experience I would certainly recommend.”
Experience stunning San Diego sunsets aboard a scenic cruise with drinks, appetizers, and lively music—perfect for a relaxed, scenic evening on the water.
“Friendly and on time and good food and service. The booking experience was easy as well. We would join them again”
Experience San Diego’s beauty with a 2.5-hour sunset or day sailing cruise. Enjoy drinks, stunning views, and insider insights from knowledgeable guides.
“Great evening!! Captain Billy was fantastic and took us all over the harbor. A perfect evening”
Experience San Diego’s highlights on a self-guided GoCar tour, exploring Sunset Cliffs, beaches, and historic sites with stunning views and flexible pacing.
“Must do! It was very fun. It brought us around to many places and things we didn’t have time to see otherwise!!”
Enjoy a 3-hour luxury sail in San Diego Bay, taking in iconic sights, wildlife, and coastal scenery—perfect for relaxing, sightseeing, and making memories.
“Our torn with Greg was amazing. He was super nice and funny and my husband even got to steer for a while. We had always wanted to go sailing, and it was a wonderful experience for us. We can 100% recommend it. Thank you, Greg!”
Experience stunning San Diego sunsets with a 2-hour sailing on the bay, perfect for families, couples, or groups seeking adventure and scenic views.
“Everything for our trip went just as planned. Aiden was a spectacular host, and I would recommend this trip to anybody and everybody. Parking can be difficult during high season. I recommend using the valet service at The Monsaraz for $15.”
Sea caves, sails and a zoo that set the standard, all in shirtsleeve weather.