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“Bring whatever you want to drink but they did supply white wine and water and pepsi but no ice Derick the captain was awesome”
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.
“Great day on the San Diego harbour with a knowledgeable and friendly captain. There are so many things to see from the Navy Base to the City and to the Dolphins and Sea Lions. We had perfect weather for our three hours.”
Experience San Diego’s stunning sunset from a vintage sailboat, with wine, wildlife sightings, and iconic landmarks onboard a small, intimate cruise.
“Amazing experience! The captain was so much fun. The views were amazing. The group was so much fun that we went to dinner together afterwards. Would definitely recommend! And will do it again when we're in San Diego.”
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.
“The experience was great. I would highly recommend this tour. Colin was an exceptional guide and host. He was very knowledgeable of the waterways, some history of the city and good conversationalist. The ride was comfortable and relaxing.”
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.
“It was nice but I’m not sure of the price tag. The workers were a bit over the top. I heard, everything okay (or some version of this) from the workers like 25 times per person. It was a lot.”
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.
“Captain Ryan made this wonderful tour even more enjoyable. He provided us with cold beverages and imparted lots of knowledge. This is an experience that we will never forget.”
Experience stunning San Diego views on a 2-hour daytime or sunset sailing cruise. Relax with wine, spot sea lions, and enjoy personalized guidance.
“Smooth Sailing Hospitable Captain Beautiful Views!”
Discover San Diego's bay on a 1.5-hour sunset cruise featuring complimentary appetizers, drink specials, and onboard entertainment—perfect for relaxing evenings.
“The cruise was not as advertised - the Hours d’oeuvres we’re gone shortly after we Boarded so we didn’t get any - the passed Hours d’ oeuvres never came our way we Finally were able to each get a slider by Literally chasing down the…”
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.
“Captain Corey was great! Beautiful and lots of great history - wonderful experience Thank you so much”
Experience stunning San Diego sunsets aboard a scenic cruise with drinks, appetizers, and lively music—perfect for a relaxed, scenic evening on the water.
“Great ship! Great views! Great music! Cocktails and finger foods! Weather was great. The whole family had a great time!”
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.
“it was a great evening. lots of wildlife and Captain Colin was awesome!!”
Experience San Diego’s highlights on a self-guided GoCar tour, exploring Sunset Cliffs, beaches, and historic sites with stunning views and flexible pacing.
“Super easy to operate & gave us lots of time to jump out and look around. Easy to navigate the route & didn’t get lost. Finished tour early.”
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.
“Captain Dave was super! A lover for local knowledge particularly all the naval bases and aircraft’s. Super insightful and a joy! From the UK!”
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.