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“Great host and boat captain, beautiful views of the bay and the downtown city scape! Had a great time!”
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.
“San Diego Bay is a beautiful area with great views of the sky line, sailing racers, and the local sea lion posing on a buoy. The evening was topped off with a sunset over the water. Captain Phil is very knowledgeable about the area, also…”
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.
“Must-do this cruise! So many activities happening in the harbor that we've never experienced. Our Captain (Colin) was incredibly knowledgeable... we were lucky he pointed out hidden gems along the way in addition to what we were anticipating. We are hoping to book this very…”
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.
“We had a wonderful time! The staff were great; friendly and helpful. Really nice and relaxing ride with a beautiful sunset view. Highly recommend!”
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.
“Great captain, very relaxing trip. we had an amazing time enjoying scenery and sunset.”
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.
“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.
“Everything was perfect! The ship, crew, music and food were all great. Amazing experience for the price!”
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.
“The sailboat was lovely and bigger than expected. We had 6 people and there was plenty of room.”
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.
“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.