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“Fun and scenic activity. Good value. About an hour and a half. Parking at marina $20-$30 in addition.”
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.
“The boat is so clean! I crawled on my knees, in my dark navy pants from the bean bag on the bow to the stern and not one speck of white dust was on my knees as I had feared.”
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 views were amazing, Captain Collin was awesome, and the drinks were complimentary! This was my fiance and I's favorite activity in San Diego, cannot recommend it enough!”
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 is a large boat with about 50 passengers. There is a bar and snacks for purchase. Sunset did not disappoint!”
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.
“This is such a fun activity in San Diego! We did the sunset cruise for our birthdays on a girls trip and it was the perfect way to see all the sea sites without the pressure of walking thru all of them. Captain Ryan was…”
Experience stunning San Diego views on a 2-hour daytime or sunset sailing cruise. Relax with wine, spot sea lions, and enjoy personalized guidance.
“Such a beautiful experience!! This was such an amazing way to explore San Diego Bay. Captain Rick was amazing and I would totally recommend this experience to anyone!! Book it!!”
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.
“I'll give you 3 1/2 stars. Captain Charlie was very good. Sailing duration was 1hr 35 minutes not 2 hours as advertised. I am not sure I would take this sailing again. Price versus value received requires a max rating of 3 1/2 stars. Good…”
Experience stunning San Diego sunsets aboard a scenic cruise with drinks, appetizers, and lively music—perfect for a relaxed, scenic evening on the water.
“This was a great experience our daughter surprised us with during SDSU family weekend. If you visit San Diego, this is a must do.”
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.
“What an amazing way to see San Diego. We drove all the way to Point Loma Lighthouse just by following the gps prompts. The historic stories were a bonus. We had so much fun we went out again and did the Coronado loop.”
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.