I’m Going to San Francisco!

May 29, 2013
San Francisco

People have been asking me for months how I’m going to celebrate becoming debt-free and my answers have been seriously boring. Buy some new clothes? I need ’em but I can get those anytime now. Champagne? Drinks with friends? Nah, I gave that stuff up. Start saving? After I pay for what I’m now calling “The Summer of Weddings” – most definitely. But two hours after I made my final debt repayment, I did something I’ve wanted to do for years – I booked a trip to San Francisco. That might sound a little impulsive – and, ok, it was – but if I don’t do this trip now, there’s a chance I never will.

Because of a credit I had with Alaska Airlines, I got a roundtrip ticket for $269 all fees and taxes in. I’m staying with a friend from the Planwise team, which takes care of what is usually the most expensive part of any trip (accommodation). And all I need to do now is save up some spending money for when I’m there.

To say I am excited about this trip would be an understatement. Much like my trip to NYC at Christmas, a trip to SFO was sort of a fantasy goal for this year. But now it’s happening! I’m heading down on July 17th – 10 days after my 28th birthday – and you know I’m already counting down to it!

Have you ever been to San Francisco? Tell me something I should do when I’m there. :)

Flickr: jeffgunn

  • Deena Dollars May 29, 2013 at 4:22 am

    This is so exciting! I will let others who have been there to visit, but I will make one suggestion of something you can’t see all the time! The Bay Bridge, usually totally second fiddle to the Golden Gate Bridge, is covered in a massive art installation of bazillions of lights. Please go for me, I have heard it is spectacular. Also, go to The Mission (neighborhood). It is super interesting, tons of good food, and you can see where yours truly used to live and hang out. Let me know if you have any questions! Xo.

    • Cait May 30, 2013 at 7:37 pm

      Will do, hun. Thanks!

  • Jordann @ My Alternate Life May 29, 2013 at 6:27 am

    Hey that’s awesome! San Francisco is definitely on my list of places to see one day. Can’t wait for the pictures!

    • Cait May 30, 2013 at 7:38 pm

      Ooo, and I can bring my good camera too! :)

  • Michelle May 29, 2013 at 7:34 am

    Jealous! I want to go so badly :)

    • Cait May 30, 2013 at 7:38 pm


  • Orysia May 29, 2013 at 7:48 am

    take the NIGHT Alcatraz tour – much better than the daytime tour as you get to see more of the jail. Make sure you bring a jacket!!!

    As well, take the trolleys – not quite sure if there is a trolley or a bus that goes down Knob Hill – a must to do!

    Have a GREAT time – keep up the blogging and congrats again on being debt free! It truly feels GREAT! We only have a mortgage and I still am inspired by you to keep hacking away at that so we can eliminate this too!!

    • Cait May 30, 2013 at 7:38 pm

      People keep mentioning the night tour, so I think that’s a must! And bring what type of jacket? A warm jacket? Or a rain jacket? haha

  • Rob May 29, 2013 at 9:09 am

    Enjoy your trip to San Fran, Cait. I’m sure that you’ll have a blast! Btw, I just finished reading a blog entry (plus video) of you and your debt payoff story in the Globe and Mail’s blog this morning. You’re becoming quite famous! :-)

    • Cait May 30, 2013 at 7:40 pm

      It was fun shooting the video in Toronto and then doing the final interview a few weeks ago. I’ve received a number of emails in response to the article, mostly from people my age who are in debt now or have gotten out of it. Great to connect with more Canadians!

  • cjb May 29, 2013 at 12:23 pm

    that is fantastic!!!! Enjoy yourself and relax!!! Have fun!

    • Cait May 30, 2013 at 7:40 pm


  • Sofia May 29, 2013 at 2:10 pm

    I am so excited for you about your trip and being able to spend it not worrying about debt. Congratulations on such a huge accomplishment.

    • Cait May 30, 2013 at 7:40 pm

      Thanks, Sofia!

  • Mel May 29, 2013 at 3:40 pm

    I just loved walking around Fishermans Wharf. Great little shops and restaurants — perfect for people-watching!

    • Cait May 30, 2013 at 7:40 pm

      Will keep that in mind! Thanks, Mel!

  • Lindsay May 29, 2013 at 4:25 pm

    I went to SF last year with a friend of mine. We found this amazing athletic wholesale store at the foot of the Golden Gate Bridge. (Think Sugoi jackets for $40, runners for $60). We did a run across the bridge for fun, and spent a day with a rental car touring Berkeley, Napa, and Sausilito. And the usual stuff- Trolly, Alcatraz, Pier 39, painted ladies.
    Have fun!

    • Cait May 30, 2013 at 7:41 pm

      Amazing tips! Thanks, Lindsay!

  • BK May 29, 2013 at 6:56 pm

    One of my favorite cities to visit. My top 3: Filbert Street steps, hanging off the side of the cable cars, and biking across the Golden Gate bridge.

    • Cait May 30, 2013 at 7:41 pm

      Thanks, BK!

  • Chad May 30, 2013 at 3:57 pm

    I went to San Francisco last year and had a great time! I loved Alcatraz and would definitely recommend checking it out!

    • Cait May 30, 2013 at 7:42 pm

      I definitely want to!

  • Clare May 31, 2013 at 1:21 pm

    That’s awesome! I’ve never been but Drew talks about SF all the time.

    • Cait May 31, 2013 at 3:41 pm

      If you didn’t just have a puppy (yes, have), I would make you come with me ;)

  • Michelle May 31, 2013 at 4:54 pm

    I love looking at the Sea Lions around Fisherman’s Wharf. San Francisco is a great city. Have a great time :)

    • Cait June 1, 2013 at 6:34 pm

      Thanks, Michelle!

  • Ryan @ Planwise June 5, 2013 at 11:15 am

    Yaa! Looking forward to hanging out!