The 8 Best Boozy Tours in San Diego

1.Gaslamp Quarter Food and Drink Tour: Brothels, Bites & Booze

★★★★★★★★★★4.5 · 786 reviews · 2 hours 30 minutes (approx.) · from $94Our pick

Walk San Diego’s Gaslamp Quarter with guides such as Blerta, Benedict, or Magda, stopping for food, drinks, dessert, and stories about brothels and Prohibition. Expect a relaxed 2.5-hour outing, small samples, plenty of walking, and a group capped at 15 people.

“Great guide (Benedict), incredible food and drinks, so worth it! Glad we got to experience San Diego’s Gas Lamp district”

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2.City Cruises San Diego: Premier Bottomless Mimosa Brunch Cruise

★★★★★★★★★★4.5 · 311 reviews · 2 hours (approx.) · from $99

Set sail from San Diego’s Embarcadero for a two-hour brunch on the bay. You’ll have a private table, seasonal buffet dishes, unlimited Champagne, mimosas, and sparkling cider, plus views of the Coronado Bridge, Star of India, Point Loma, and naval ships. Smart-casual dress is expected.

“Unfortunately the cruise was cancelled due to weather, but they still allowed us to get on board and eat and drink and gave us a return visit for free. More than made up for it.”

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

★★★★★★★★★★4.0 · 67 reviews · from $50

Set sail from 970 N Harbor Drive at 6:30 pm for a two-hour cruise on San Diego Bay. You’ll see Coronado Bridge, the USS Midway area, and Petco Park while enjoying passed appetizers, desserts, and live DJ music. Cocktails cost extra, and the boat returns to the same dock.

“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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4.Sunset and Day Sailing Excursion with Drinks

★★★★★★★★★★4.9 · 55 reviews · 2h 30m · from $101

Join a captain such as Colin, DJ, JC, or Anna for a 150-minute small-group sail from Harbor Island Drive. Sip wine, beer, soft drinks, or water while viewing the Coronado Bridge, skyline, sunset, and possible dolphins, seals, sea lions, and pelicans.

“This company offered an amazing experience, after booking originally with a different tour company we were not able to reach them to finalize our purchase so we ended up finding San Diego sailing excursions and booked with them and the process was seamless and effortless. The actual tour was beautiful and Captain Dewayne was absolutely amazing. I absolutely recommend them to anyone in town looking for a tour as they are the nicest folks and the easiest to work with.”

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5.Buffet Dinner Cruise with Drinks

★★★★★★★★★★4.0 · 11 reviews · from $133

You’ll spend about 2.5 hours on San Diego Bay with a seasonal buffet, city views, and an onboard DJ. The menu includes salmon or braised pork, salads, roasted vegetables, potatoes, and apple crumble. Coffee, tea, iced tea, and water are included, while other drinks cost extra.

“The cruise was very wonderful. My family and I enjoyed the whole experience and there were only positive things to say. We really enjoyed the food, the atmosphere and the personnel were fabulous.”

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6.History Tour Pub Crawl of Famous Gaslamp Quarter

★★★★★★★★★★5.0 · 10 reviews · 2 hours · from $40Top rated

Meet your English-speaking guide at 400 5th Ave. for a two-hour walk through four Gaslamp Quarter bars. Drinks are bought separately, while the guide connects local beer with San Diego stories from military outpost to major port.

“Loved being able to enjoy some beers and local history at an ideal pace. Tour guide was great, the bars were fantastic, and I’d highly recommend to anyone visiting (locals too)!”

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7.Downtown Bar Crawl Party Pass

★★★★★★★★★★5.0 · 4 reviews · 4h 30m · from $20Best value

Start at Good Night John Boy between 9 and 10 PM, collect your wristband and drink tickets, then follow a host to four to six downtown venues or explore on your own. Brian and the Levinson Group team provide access to 10-plus bars, drink specials, DJs, dancing, and rooftop options.

“My husband and I weren’t really sure what to expect but we actually had a great time! All 4 bars were a vibe of their own and very busy for it being earlier in the night! We decided to stay with the tour and are glad we did! Things were actually pretty organized, the host payed attention and made sure to round everyone up before moving to the next stop. The light up rings helped but still! This was a super fun night, and we are grateful for the experience to see San Diego night life!”

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8.Mission Bay San Diego: Paddle Pub Party Cruise

★★★★★★★★★★5.0 · 3 reviews · 1h 30m · from $54

Board at 1590 Quivira Road or 1010 Santa Clara Place for a 90-minute private paddle pub cruise on Mission Bay. Bring your own drinks, pedal at bar-style stations, dance to Bluetooth music, play games, and enjoy waterfront views with a USCG-certified captain.

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