Katherine & Kelsi’s San Diego Survival Guide

Welcome to the part of the internet where basic beach recs go to die—and your new favorite coastal escapades are born.

This is our San Diego Survival Guide: a curated collection of the most extra, unexpected, and wildly entertaining experiences we had while navigating the SoCal sunscape.

We’re talking wine tours with chilled reds and unexpected cheese debates, trolley rides that turn into disco-lit rom-com montages, and a haunted history tour that ended in a full-speed ghost escape (no notes, 10/10).

Need a cliffside picnic with paraglider flyovers and dogs living their best lives? Got it.

A historic hotel with Hollywood scandal, rooftop cocktails, and a suspiciously flirty ghost? Obviously.

Secret skyline spots, diners that moonlight as movie sets, and bookstores cute enough to ruin your minimalist aesthetic? All included.

From family-friendly fun to full-blown glam girl weekends, we taste-tested, ghost-hunted, and main-charactered our way through San Diego with zero chill and even less itinerary structure.

The result? Stories worth retelling. Shoes worth ruining. And places you’ll want to drop everything and book—immediately.

Just don’t call this a checklist. It’s a vibe. A mission. A beautifully chaotic blueprint for the kind of trip you’ll talk about for years.

  • 1

    Farmer's Bottega

    Read more Read less
    Farmer's Bottega
  • 2

    Nolita Hall

    Read more Read less
    Nolita Hall
  • 3

    Vinarius Wine Bar & Restaurant

    Read more Read less
    Vinarius Wine Bar & Restaurant
  • 4

    Raised by Wolves

    Read more Read less
    Raised by Wolves
  • 5

    Water Grill San Diego

    Read more Read less
    Water Grill San Diego
  • 6

    The Prado at Balboa Park

    Read more Read less
    The Prado at Balboa Park
  • 7

    Filippi's Pizza Grotto Little Italy

    Read more Read less
    Filippi's Pizza Grotto Little Italy
  • 8

    Lou & Mickey's

    Read more Read less
    Lou & Mickey's
  • 9

    The Lion's Share

    Read more Read less
    The Lion's Share
  • 10

    SeaWorld San Diego

    Read more Read less
    SeaWorld San Diego
  • 11

    San Diego Zoo

    Read more Read less
    San Diego Zoo
  • 12

    Ghosts & Gravestones Tour San Diego

    Read more Read less
    Ghosts & Gravestones Tour San Diego
  • 13

    Maritime Museum of San Diego

    Read more Read less
    Maritime Museum of San Diego
  • 14

    Old Town Trolley Tours

    Read more Read less
    Old Town Trolley Tours
  • 15

    USS Midway Museum

    Read more Read less
    USS Midway Museum
  • 16

    So Diego Tours

    Read more Read less
    So Diego Tours
  • 17

    Japanese Friendship Garden & Museum

    Read more Read less
    Japanese Friendship Garden & Museum
  • 18

    The Famous High Pie at the Top Gun House

    Read more Read less
    The Famous High Pie at the Top Gun House
  • 19

    Balboa Park

    Read more Read less
    Balboa Park
  • 20

    Balboa Theatre

    Read more Read less
    Balboa Theatre
  • 21

    The Lafayette Hotel and Club

    Read more Read less
    The Lafayette Hotel and Club
  • 22

    Hotel del Coronado

    Read more Read less
    Hotel del Coronado
  • 23

    Bay Books Coronado

    Read more Read less
    Bay Books Coronado
  • 24

    San Diego Skyline Viewpoint

    Read more Read less
    San Diego Skyline Viewpoint
View Map View List

Katherine and Kelsi author bio pic

Written by Katherine & Kelsi

Katherine Keller and Kelsi Johnson are the travel-loving duo behind Tripster’s marketing, blending expert strategy with a deep appreciation for unplanned adventures. If...


Have something to add? Post it here:

Your email address will not be published. Required fields are marked *

Are you a Tripster?

Create an account to get access to exclusive pricing and rewards.

Tagged in this post

San Diego Travel Tips

Read more about

San Diego