Category Evening Experiences

San Diego · EVENING EXPERIENCES

The 15 Best San Diego Evening Tours and Dinner Cruises

32 tours

The good hour here is the one after the sun drops behind Point Loma. These 15 evening bookings compare dinner boats, sunset sails, night trolley loops and after-dark walking tours, with what is on the plate, when they push off, and what the whole night ends up costing.

Sunset Sail Along the San Diego Skyline

Sunset Sail Along the San Diego Skyline - A sailing yacht with bean bags, not a crowded tour

1.Sunset Sail Along the San Diego Skyline

★★★★★★★★★★5.0 · 603 reviews · 2 hours (approx.) · from $109Our pick

Sunset sail on San Diego Bay on a small yacht with skyline views, USS Midway sightings, and cozy blankets. About 2 hours for $109.

“Great service, beautiful and relaxing. Bring a jacket… even if it’s warm when you set sail. Gets cold quickly.”

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Small-Group San Diego Sunset Sailing Excursion

Small-Group San Diego Sunset Sailing Excursion - Onboard comfort that actually matters at sunset

2.Small-Group San Diego Sunset Sailing Excursion

★★★★★★★★★★5.0 · 592 reviews · 3 hours (approx.) · from $127

Small-group San Diego sunset sailing for up to 6. Enjoy Point Loma, USS Midway, Coronado, snacks, drinks, blankets, and your own music.

“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.”

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San Diego: City Lights Night Trolley Tour

San Diego: City Lights Night Trolley Tour - Gaslamp Quarter at night: Victorian facades and neon energy

3.City Lights Night Trolley Tour

★★★★★★★★★★4.6 · 418 reviews · from $44

See San Diego’s top sights lit up on a 90-minute night trolley ride, with expert guides, music, and a Coronado skyline photo stop.

“We had Howie, aka G-Pop. He was very friendly and knowledgeable. Learned a lot about San Diego and go to see so much of the city. Really enjoyed it.”

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Dolphin and Whale Watching Sunset Cruise

Dolphin and Whale Watching Sunset Cruise - Timing it right: what 2 to 3 hours feels like at sunset

4.Dolphin and Whale Watching Sunset Cruise

★★★★★★★★★★4.5 · 249 reviews · from $71

Catch San Diego’s sunset from Mission Bay Park while scanning for dolphins and whales on a 2 to 3 hour wildlife cruise.

“The crew members were very nice and knowledgeable, but we did not see any whales. We did see a pod of dolphins. We went so far out- about 10 miles in the ocean, and it was very choppy. Bring warm clothing! Be mindful Read more”

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Deluxe Sunset & Day Sail Small Group

Deluxe Sunset & Day Sail Small Group - What you get onboard: drinks, blankets, and a crew that talks without taking over

5.Deluxe Sunset & Day Sail Small Group

★★★★★★★★★★5.0 · 245 reviews · 2 hours 30 minutes (approx.) · from $119

A six-person sunset sail from San Diego Bay with onboard drinks, blankets, and marine-life spotting past USS Midway and Coronado.

“I 100% recommend this excursion best one I’ve been on. Captain Dj was the best. We got to see such great places.”

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San Diego Sunset Cruise from Mission Bay

San Diego Sunset Cruise from Mission Bay - Mahalo Bar, Restroom Breaks, and the On-Board Vibe

6.San Diego Sunset Cruise from Mission Bay

★★★★★★★★★★4.5 · 237 reviews · 1 hour 15 minutes (approx.) · from $40

San Diego sunset cruise from Mission Bay with the Mahalo bar, SeaWorld and Ocean Beach views, and a relaxing 1h15 ride for $40.

“Driver makes it fun and exciting and kept us laughing the whole time! We enjoyed seeing all the sites and learning about all the districts of SD.”

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2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

2.5-Hour Small-Group Catamaran Sunset Sail with Drinks - Price and what you are really paying for at $119

San Diego City Lights Night Tour

San Diego City Lights Night Tour - Gaslamp Quarter and Balboa Park: the illuminated city “warm-up”

8.San Diego City Lights Night Tour

★★★★★★★★★★4.5 · 189 reviews · 1 hour 30 minutes (approx.) · from $44

Ride San Diego after dark on a 1.5-hour City Lights tour with Gaslamp, Balboa Park, Coronado views, and Embarcadero waterfront sights from a bus.

“Axel was a fun and engaging tour guide. He went above and beyond to make sure we had a good experience.”

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San Diego: San Diego Bay Sunset & Daytime Sailing Experience

San Diego: San Diego Bay Sunset & Daytime Sailing Experience - Downtown San Diego skyline and USS Midway views from the water

San Diego: Bay Sights and Sips Sunset Cruise

San Diego: Bay Sights and Sips Sunset Cruise - Meeting Point at 970 North Harbor Drive, and Why 30 Minutes Early Helps

10.Bay Sights and Sips Sunset Cruise

★★★★★★★★★★4.0 · 84 reviews · from $52

A 1.5-hour San Diego Bay sunset happy hour cruise with bay views, hors d’oeuvres, dessert, and cocktail specials on Fridays and Saturdays.

“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 server. If desert Was served it never reached us. I’m Canceling a cruise booked with my daughter In Destin Fl in December based on this Cruise.”

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San Diego: Dolphin and Whale-Watching Sunset Cruise

San Diego: Dolphin and Whale-Watching Sunset Cruise - Price and timing: is $70 a good value?

11.Dolphin and Whale-Watching Sunset Cruise

★★★★★★★★★★4.5 · 83 reviews · from $70

A 2.5 to 3 hour San Diego sunset cruise with live naturalist commentary, dolphins, and possible whale sightings, plus a classic golden hour finish.

“We signed up for the sunset cruise day-of, and it looked like the most cost-effective last minute activity we could find. It was! We both really enjoyed it, and the crew was lovely. I would definitely go again.”

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San Diego Sunset or Afternoon Sail on Classic Yacht

San Diego Sunset or Afternoon Sail on Classic Yacht - Where You Board at Safe Harbor Sunroad, and What the 2.5 Hours Feel Like

12.San Diego Sunset or Afternoon Sail on Classic Yacht

★★★★★★★★★★5.0 · 80 reviews · 2 hours 30 minutes (approx.) · from $115

Classic yacht sail in San Diego Bay with vintage style, small group vibes, and iconic passes like Star of India, Midway, and Coronado.

“Very comfortable yet relaxed vessel, well stocked with snacks and drinks. Captain Phillip has a great personality that topped everything off.”

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2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests - Sailing close to the US Midway and the Kissing Statue: the view trick that works

13.2.5 Hour Private Sunset Sailing Tour in San Diego up to 12 guests

★★★★★★★★★★5.0 · 73 reviews · 2 hours 30 minutes (approx.) · from $260

Private 2.5-hour San Diego sunset sail for up to 12, with blankets, drinks, and snacks, passing Seaport Village and sailing under 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!”

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2-Hour Sunset Sail from San Diego

2-Hour Sunset Sail from San Diego - Snacks, Wine, and the 21+ Detail You Should Plan Around

14.2-Hour Sunset Sail from San Diego

★★★★★★★★★★5.0 · 72 reviews · 2 hours (approx.)

A 2-hour sunset sail from San Diego on a restored yacht, passing Point Loma, Coronado, and more, with snacks and a drink included.

“Great captain, beautiful sunset. Calm waters. Enjoyed the sail, learned a lot about the area. Captain shared but not too much.”

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San Diego Sights & Sips: Deluxe Cocktail Sunset Cruise

San Diego Sights & Sips: Deluxe Cocktail Sunset Cruise - The Onboard Vibe: Real Linen Tables and a Live DJ Party Hour

15.San Diego Sights & Sips: Deluxe Cocktail Sunset Cruise

★★★★★★★★★★4.0 · 67 reviews · from $50

A 2-hour San Diego Bay sunset cruise with live DJ, included appetizers and desserts, and killer views of Coronado and the naval yards.

“The entire cruise was fantastic, my friends, and I really enjoyed the trip. I would highly recommend the sips at sunset cruise to anyone.. the cruise directors and captain were very knowledgeable and extremely polite.”

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