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My 2019 Summer Bucket List

My 2019 Summer Bucket List


If you’re reading this and asking “Isn’t it a bit late to write a Summer Bucket List? It’s..June.”, then you must not live in Chicago! As I write this, the weather app on my phone says it’s 64 degrees right now. While that’s not technically cold, IT. IS. JUNE. Okay, I digress, but the point is, we still have warmer days ahead to get out and enjoy #SummertimeChi, once the weather decides to catch up. Last year I wrote this Summer bucket list and then this recap to share what I accomplished. Overall, I think I accomplished a lot! I’m super excited to write my 2019 list, and to live life to the fullest extent that I can. So here it is!

raychh’s 2019 summer bucket list:

  1. Go to Punta Cana 

  • If you’ve been watching the news lately, you may have heard about some of the scary events that have been taking place in the Dominican Republic. I’m currently planning to go at the end of the month with Roosevelt and some of my family, and we’ve definitely been monitoring this. That said, we are not staying in the same resort or area that has been discussed on the news, and we are all going to take necessary precautions to make sure that we are safe, and still have fun! I’m still super excited for the trip, but I am grateful for the reminder to always be alert and smart while traveling.

2. Visit a Chicago Beach with Friends

  • Last Summer, I organized a beach day for some friends here in the city, and it was so fun! We started the day with a brunch on the beach, got some sun, danced to some good music, and the guys played an intense game of football in the sand. Also, a friend of mine brought packs of Uncrustables sandwiches, and I discovered a new found love for PB&J! :) I can’t wait to get us all together again on the beach.

3. Have another Boozy Brunch at Fremont

  • If you follow me on Instagram, you will know that this already happened. But hey, it was on my bucket list before I sat down to write this! A group of us went to Fremont last year, and some new friendships were formed that are still going strong today! Both this year and last year, Fremont served as a day for us to let loose, bond, enjoy bottomless mimosas (and I mean bottomless) and kickoff the Summer! Here’s a group photo from this year:


4. Plan our Wedding!

  • Roosevelt and I got engaged in February (have you seen the vlog?); and, while we wanted to spend some time enjoying our engagement, it’s time to get started with the wedding planning process! I will of course keep you updated on major milestones here on the blog!

5. Take Engagement Photos in LA  

  • This one is super exciting! Some friends of ours at Harbor Grace Photography reached out to us about shooting our engagement photos in Los Angeles later this Summer, and Roosevelt and I immediately said yes. Not only are they super talented, a getaway to sunny California is just what we need! I’ve also done a photo shoot with Harbor Grace before in LA and it’s still one of my favorites to date.

6. Go to Disneyland with Roosevelt  

  • Roosevelt and I are obsessed with pretty much all things Disney (we saw the new Aladdin movie the other night), and we loved our time in Disney World last year. So while we’re in LA for our engagement shoot, it wouldn’t make sense for us not to go to Disneyland! Roosevelt has never been, so I’m super excited to experience the Happiest Place on Earth with him in July.

7. Go to a Cubs & a White Sox Game

  • There’s something about being at the ballpark, surrounded by peanut shells and screaming fans makes me so happy! That’s why I want so make sure that I hit up both Wrigley Field and Guaranteed Rate Field for some Chicago baseball! They both have truly unique experiences that are a great time. There are also a ton of new restaurants in Wrigleyville that I’ve been wanting to try!

 8. Take a Water Taxi to Chinatown 

  • There are so many ways to get around in Chicago -by the subway, the bus, the L, walking, and of course cabs/Uber/Lyft (although that’s an expense I really need to work on cutting down). One experience that I’ve yet to try but have been wanting to is taking the Chicago Water Taxi! These are boats that travel down the Chicago River, and the tickets are relatively cheap! One of the stops on the route is Chinatown, where I want to spend some time exploring and eating incredible food! Spending time on the water is always fun, and I know I’ll get some gorgeous city views along the way!

9. Ride a Divvy Bike on Chicago’s 606

  • This was on last year’s bucket list, but unfortunately I didn’t get a chance to do it. Chicago Divvy Bikes are a bike-share program where you can rent a bike for a few hours and return it at one of their hundreds of stations around the city. The 606 is an elevated trail that includes art installations and green spaces that I’ve been wanting to explore!

10. Try out 10 new restaurants in Chicago

  • I’m constantly researching and reading about new restaurant openings here in Chicago. On my phone, I have an enormous list of places that I want to try, so I’m going to make a point to visit at least ten new spots this Summer! The Chicago food scene is unlike anything else.

I just got so excited about what’s to come while writing this. What are you looking forward to this Summer, or what’s something fun you’ve already done? Let me know in the comments!

My Summer Vibes Playlist (with link!)

My Summer Vibes Playlist (with link!)

Where I’ve been shopping lately (affordable)!

Where I’ve been shopping lately (affordable)!