SAN DIEGO
San Diego’s best days out.
A short guide to the 15 best evening experiences, with what each one costs, how long it runs and who you book it through.
Sunset sail on San Diego Bay for up to six people. Bean bags onboard, skyline views, and passes near USS Midway and Maritime Museum.
Most Popular“We had a great time! There were two other couples on the boat with us. It helped that it was a beautiful night. Our captain was friendly and a lot of fun!”
Small-group sunset sailing from Shelter Island with views of Point Loma, USS Midway, and Coronado—plus drinks, snacks, and your own music.
“This was a very relaxing way to spend an afternoon on the water in San Diego. Reservations were easy to make and the agents (Cloë and others) communicated easily concerning a minor time change. The small group was a plus. The captain was very relatable and chatted easily with the guests. Ver enjoyable!”
See Gaslamp Quarter lights, Balboa Park glow, and Coronado skyline photos on a 90-minute San Diego night trolley tour.
“It was good to see the city when a good tour guide is driving you around .Andrew was very told us brief history of the different areas and he also have good choices of music .”
Sunset whale and dolphin cruise from Mission Bay, San Diego. Spot marine mammals with a certified guide, then watch the coastline glow.
“It was amazing! Breathless sunset and many dolphins, pelicans and whales swimming near the boat! We really enjoyed it!”
Small-group San Diego sunset sail for $119 with onboard drinks, blankets, and dolphin spotting past USS Midway and Coronado Bridge.
“If you've never sailed before, this is a perfect introduction to sailing. We took the sunset sailing tour of Mission Harbor. We saw so many things from from sea lions to naval ships, Coronado Island in the distance and the San Diego skyline at sunset. Captain Billy was a perfect blend of being a guide…”
Mission Bay sunset cruise with views of SeaWorld and Ocean Beach Pier, Mahalo bar drinks, and a relaxed 75-minute sail.
“it was beautiful relaxing cruise. it was nice to cruise around the bays. i would recommend this to almost anyone”
2.5-hour San Diego sunset catamaran with beer, wine, and soft drinks, minimal motor use, and views of USS Midway and Point Loma.
“It was fun! My family thought it was a highlight of our little trip. Sunset is the best time to go sailing!”
One guided 1.5-hour bus ride showing Gaslamp, Balboa Park, Coronado Bridge, and waterfront city lights.
“Excelant tour very informative learned a lot about San Deago, history and current facts would do it again”
San Diego Bay sunset or daytime sailing from Harbor Island with included wine, soft drinks, sea lion spotting, and skyline views.
“Great captain, very relaxing trip. we had an amazing time enjoying scenery and sunset.”
A 1.5-hour San Diego Bay sunset cruise with happy hour sips, snacks, and views of naval ships and the Coronado Bridge.
“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 or cider while on boarding and pretty rushed to find…”
San Diego sunset cruise with a naturalist guide spotting dolphins, whale breaches, sea lions, and birds on a smooth 2.5–3 hour ride.
“We saw a huge pod of dolphins and three whales hunting. It was a lovely day on the Pacific Ocean.”
Small-group San Diego sunset or afternoon sail on the classic Sail Liberty, passing Star of India and USS Midway, with snacks and drinks.
“One of the best sailing tours I have ever done. Captain Phillip was amazing; he brought us to some beautiful sights and knew so much about the area. I would absolutely take the tour with him in a heartbeat. This is a top San Diego experience!”
A private 2.5-hour San Diego sunset sail for up to 12, with blankets, snacks, and close views of the Midway, Seaport Village, and Coronado Bridge.
“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!”
2-hour sunset sail from San Diego past Point Loma and Coronado with small-group views, snacks, and a wine or beer.
“Fabulous cruise with a fabulous Captain! A wonderful experience I would certainly recommend.”
2-hour San Diego Bay sunset cruise with DJ music, included appetizers and desserts, and views of Coronado Bridge, a naval carrier museum, and Petco Park.
“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 of the day was knowing that even my Niece enjoyed…”
Every neighborhood, every stretch of coast, and every way to get out on the water.
