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The Windy City Travel Guide

One of my favorite things about living on the East Coast is that you can travel anywhere so fast. On the West, you can drive to AZ (Which I do love) in 5 hrs, but over here, in Boston in that time you can go to many different states!

So from Boston to Chicago, which hint hint, will be what I’m telling you about is about a 2 hour flight. SO EASY for a perfect weekend getaway. I had always wanted to go to Chicago, and once we were here it was only a matter of time before the windy city called our names.

I had no idea what to expect, I had heard GREAT, AMAZING, and UNBELIEVABLE things about Chicago, but on the other hand I heard “ehhh” so I had no idea what to think.  But I was pleasantly surprised. San Diego has amazing food and people were like wait til you get to Boston, and Boston has amazing food too, but Chicago. Wow it’s like a food tour is necessary. And I’m a firm believer that calories don’t count on vacation. 

We ate a lot, which I can’t complain. Eating in review you ask? Fine. I’ll divulge, but you have to promise not to judge. And there were even places on my list I wanted to go to and couldn’t. This picture describes all my eating: #eatwithoutregret

Lou Malnati’s: Deep dish. They’re pretty much everywhere, honestly when I look at deep dish, I don’t think it looks good. You can’t see the cheese, all you see is sauce, and who likes that part really of the pizza? Then you cut it and the cheesy goodness is exposed.

Garrett’s: Popcorn. It’s a classic, “Garrett Popcorn” and you get cheddar and caramel, gross right? NO!

Cupitol: For the coffee. Best. Pumpkin. Latte. We started everyday with a cup.

Eataly: Get some cheese, meats, and crackers for a little snack.

Public house: I got avocado toast, so you know now I’ll never be able to afford a house. (Sorry I’m trying to adult over here.)

M. Henry: BRUNCH! It was featured on a food network show- #1 best brunch in the U.S., so yes of course I had to try. (Look at that florentine shrimp and crab cake bennie on the left and cinnamon roll french toast right in the middle).

Old Town Pour House: They have every appetizer you could ever want. And I think our eyes were bigger than our bellies, but it was all so good. That was a reoccurring theme of the food though.

P.S. There are soooo many rooftop bars, with amazing views of the city that are a must.

We walked a lot (and took the L). Pro tip: we bought a 3 day pass for $25 which gave us unlimited rides. The most tourist spots? Okay, I’ll share. (Here’s a sneak peek of the pics version of them.)


Architecture Tour – I’ll be the first to admit, I thought this would be cheesy, but multiple people told me it was a must do. It’s crazy to go through the city and see all the buildings and learn about the history, and even what they have planned and how perfectly it all fits into each other. Did Chicago really burn down because of a cow?

Willis Tower –  1,453 feet tall with an observation area, called the SkyDeck, on the 103rd floor, 1,353 feet above the ground. I heard about it on the architecture tour and knew we had to go. D wasn’t thrilled at all, but me? Couldn’t wait.

Millennium Park/The bean – Your classic picture, it’s as big as you think it would be. They have concerts, a perfect picnic spot,

Navy Pier – Right on Lake Michigan, I found it so amazing that the lake is soooo blue. Like Caribbean waters. If it wasn’t cold and windy, this mermaid would have jumped right in. There’s a huge ferris wheel, and places to eat.

Michigan Avenue and the Magnificent Mile – all the shopping you could possibly want. Every store, big and small. Plus a huge mall!

Buckingham Fountain– If you know the Balboa Park fountain, then it reminds me a lot of that. It’s a huge fountain, with the city in the background.

SPORTS! Yes, we watched them, c’mon you think Danny would go and not? So the Kings (hockey) as always is intense, and it’s not far from the city! We got a box seat with unlimited food, which was most certainly a problem. And the Cubs, we watched a game from across the street on top of some apartments. Definitely different, and definitely fun. But Wrigley Field is one of the oldest baseball fields, and hey, they just won the world series!

Overall: LOVED CHICAGO! It’s one of the most photogenic cities, with the most amazing food, and of course, the most fun!

~ XOXO, the wanderlust struck, Amanda


Cabo Wabo Cantina

Sooo many songs about Cabo San Lucas — I hope there are hmmms and rhymes going through your head now. You are welcome. Here’s a blurb about my experience….

We had a little weekend getaway (yes my favorite) down to Mexico! So let me tell you all about it, and wish you were there, just like me. As San Diego, dare I say it, has had a hard winter. Lots of gloomy days, lots of rain, and no sunshine! What the heck! So let me tell you my favorites, and least favorites…

Has anyone ever flown out of TJ airport? It’s an adventure in itself. There is no method to their madness, I was amazed to see how flights were even able to take off. But we did get there in one piece. Would I do it again? Sure, now that I know what to expect.

img_1110My first piece of advice: It’s always worth telling the concierge that you are celebrating something. It was so fun to walk into your room and see balloons and a towel cake, along with a piece of cake, waiting for your arrival.



So now the song I want you to have in your head playing is “Beer in Mexico – Kenny Chesney.” Then we started off our first day (Friday morning) doing my favorite thing laying out, drinking margaritas. which brings me to my second piece of advice…don’t wait to “feel the sun” just put on sunscreen from the start because all my pictures have a wonderful sunburn that I will be rocking, forewarning. I don’t think I had been that burnt in years, hurt to move, change clothes, shower, you name it! WHOOPS! You live and you learn, again.

(See how happy I was before I got FRIED and turned into a lobster?)


(Notice my sunburn…I wasn’t kidding)

Okay it’s obvious that Mexico had great Mexican food- nachos, tacos, salads, chilaquiles (my favorite) etc. See below….

Now what I am about to tell you you just to trust me, I will argue that I had some of the best Italian food in Cabo at Salvatore’s . The plate are huge! I got the shrimp fettuccine alfredo (I know I’m predictable) and Danny got the lasagna (can we say he’s predictable too?), which was no joke the size of his head. Needless to say,  we had two meals from this. Just thinking about it, makes me want more, and maybe I’m drooling 😉 So my third piece of advice is to eat here. And be amazed.

Salvatore’s wasn’t even our first choice, we had heard about this amazing restaurant to watch the sunset called Sunset MonaLisa, but of course they were sold out, it’s funny how things work out, right? My fourth piece of advice: Go here and tell me about it and make me jealous. 

We stayed at the Sheraton Hacienda Del Mar which we really liked, and the staff was all very nice and welcoming. From working in hospitality for so long, I’m a big service person. But my fifth piece of advice is to pay the like $20 extra a night for the ocean view room, it’s so worth it if you spend any time at all in the room. And always go for the swim up pool bar 😉


This was the view from our room, it was so nice to wake up and walk out on our patio and see this!

We also went on a sunset sail cruise on the pez gato by the arch, which was amazing. We saw a mama whale teaching her baby how to breach and it was simply breathtaking. Which of course, made me fall in love with the ocean and it’s beauty even more. And the open bar with the continuous flow of margaritas made me fall more in love with my boyfriend;) which leads me to my 6th piece of advice: go on a sail tour (boat of any kind). I may be biased, but I ALWAYS have fun sailing.


Now start playing “Vacation” by Thomas Rhett aka my theme song. Overall we had a very relaxing time. Living by the border we always hear about how Mexico is bad and they “take advantage of American’s” but we loved it, and never felt unsafe. I am always planning my next adventure, as soon as I get back from each one, so keep an eye out for what’s next.


Thanks for listening to my rambling, any specific questions/recommendations I would love to help you plan your trip!