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“A beautiful cruise on a comfortable boat. Friendly and knowledgeable captain. An enjoyable way to end a day visiting San Diego.”
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.
“An incredible, relaxing, and peaceful experience! Captain Kenley made it truly memorable with his insights about the surroundings, pointing out landmarks, and making sure we spotted some sea lions. The weather was perfect, with great winds and clear skies that set the stage for an…”
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.
“Very capable and personable captain. We were the only ones on the boat so had our own private cruise”
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.
“Had a great time despite the rain that day. Crew was amazing and ending the day around the bay as all the house lights came on was great.”
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.
“Capt. Ryan gave us the best of all worlds! The sunset was beautiful, but the speed this unique boat travels at was exciting. I highly recommend and will do this again when I come back to SD!”
Experience stunning San Diego views on a 2-hour daytime or sunset sailing cruise. Relax with wine, spot sea lions, and enjoy personalized guidance.
“What a beautiful day and a beautiful time, very intimate. Well worth 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.
“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.
“My husband and I love sunset cruises. And it was a great way to celebrate his birthday! We take advantage of them every vacation. And this one was no exception. He even suggested that we do one at home in Marina del Rey. Great job…”
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.
“Nice time great views. Easy to drive. Your on the road with regular traffic. Its a small motor and does ok on the road and hills but its smaller cc motor. No reverse so you might have to push it from a parking spot, not…”
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.
“Great sailing in a beautiful boat manned by very profesional captain! Very relaxing and high end service”
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.