How to get into the San Diego Fair Speakeasies - 2026

You can find newly themed Speakeasies at the San Diego County Fair for 2026! This year you can find two San Diego Fair Speakeasies hidden throughout the fairgrounds. I have the scoop on how you get in!

Destination Unknown is in the Grandstand East area. Look for Flamingo Pink Signs as a marker. Head to the ticket counter with the Destination Unknown sign. You'll see a check-in/reservation window. Do not worry if you don't have a reservation, you can still get in!

They will check your ID and give you a wristband along with the password to get into the speakeasy. From there, you will take an elevator and walk-through the breezeway, then enter through a bamboo and bubble path into the speakeasy. Here you'll find Tiki vibes, great views, and ample space. The space is separated into areas – one is a covered bar area with rows of tables the other area is a patio that overlooks the fairgrounds and has excellent conversational seating.

The best value for your money will be the fish bowls and the margarita trees. The margarita trees feature small Patron bottles filled with margaritas poised throughout the gold frame. This deal serves up four drinks for the price of three. Be sure to take your crew with you to the speakeasy to help you enjoy!

Next, the Loose Caboose pop-up is located at the “arena entrance”. This is the first entrance you pass on the parking tram if you're parked in the auxiliary dirt lots - this year the tram only has one stop so you will need to double back to get into this entrance. Check-in at the tent directly past the gate before passing the large stadium, once they have checked your ID they will give you the wristband and the password to get into the pop-up. You'll follow the train tracks to enter.

From there, you will enter the building across the plaza and go up the stairs to enter this fun train themed speakeasy. The space is a little bit smaller than the first pop-up, but it is indoors and has air conditioning! This is an absolute plus! The space is decorated with gilded decor, plush seats, and posh finishes. This is where you will want to hang out if you need a break from the heat and a quiet place to talk. The bonus is it has a great view of the stadium and you can catch a peak at the main event from an A/C cooled bar. When we were there we got to see some high flying pups show off their dock jumps!

Both locations had tasty drinks, but I think that the drinks at the Loose Caboose were a little bit more fun and fanciful.

If you were like me and always worried it was too difficult to get into the San Diego Fair speakeasies or that you needed to have a reservation but don't let that scare you away! We were able to walk right into both locations without any wait. The service was quick, and it was a nice way to relax at the fair. Check out my Instagram Reel for a closer look!