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“It’s a very relaxing and scenic adventure. We had a pleasant want experience! Saw the most beautiful sunset. Knowledgable captain!”
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.
“Captain was spectacular and worked hard to please the group with sights, enjoyment, great stories and beverages He was incredible”
Experience San Diego’s stunning sunset from a vintage sailboat, with wine, wildlife sightings, and iconic landmarks onboard a small, intimate cruise.
“Captain Phillip was incredible! It was an amazing experience! I would absolutely recommend this experience to anyone visiting 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.
“The sunset cruise on mission bay was fantastic! The boat crew were friendly and attentive. I 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.
“The captain was very friendly and inviting. The boat right was smooth and allowed for good vibes and and an intimate experience. I would highly recommend!”
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.
“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.
“Had a wonderful cruise around San Diego Bay with Sal as our captain. Sal was a lot of fun and very knowledgeable about sailing. We learned a lot. Seeing San Diego from the water both day and night was spectacular…almost forgot to watch the sun…”
Experience stunning San Diego sunsets aboard a scenic cruise with drinks, appetizers, and lively music—perfect for a relaxed, scenic evening on the water.
“I took my Mother, Aunt and 22 yr old Niece to this short & sweet excursion. This was a be-lated Mother's day gift for both my Aunt and Mother. It was overcast but the food, drinks, Crew, and accommodations were on point. The best moment…”
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 the perfect amount of people and extremely relaxing.”
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.