Cabo Cruise Review + GIVEAWAY! (Win a Cruise for Two)

lace cover-up, matching bikini here
Happy Friday, everyone! You may remember a few weeks back that I went to Cabo with Princess Cruises and Jack Rogers. It was an amazing trip! I got a lot of requests from you guys about how to prepare and pack for a cruise, as well as a review on the cruise itself. So that’s what I’m doing today! First up I’m sharing some of my outfits from instagram, followed by a review, and then finally the best part – a chance to win a Princess Cruises getaway cruise for two AND $500 Jack Rogers gift card for yourself! Scroll down to the bottom of the post for instructions on how to enter the giveaway. πŸ™‚
Here’s a packing picture I put on instagram… I tried to pack a lot of bright, fun colors since we were headed to Cabo, as well as a lot of comfortable shoes. This pair of Jack Rogers is my absolute favorite!

top row: Jack Rogers Lauren sandal // Jack Rogers Palm Beach sandal
bottom row: Jack Rogers Adair Sandal // Jack Rogers Layne wedge

This was a view of the back of the ship – we liked laying out here best! This pool was a little more private and the view of the ocean was fantastic.

I packed this off-the-shoulder swimsuit because I thought it would fit with the “nautical” vibe!

similar bathing suit top // jean shorts

One of the best parts about being on the cruise was getting to soak up the sun and READ! I read two books on the cruise, I hope to share them with you soon πŸ™‚

Jack Rogers Palm Beach sandal // panama hat

I wore this one morning on the cruise ship before we docked in Cabo. My blue and white top is less than $50 and comes in a few different colors. And these Jack Rogers Layne wedges seriously go with every outfit!

one shoulder top // white pants // embroidered handbag // Jack Rogers Layne wedge c/o

You may have already noticed, but I’m really obsessed with scallops lately. I love this bathing suit from Everything but Water!

hat // Everything but Water swimsuit // similar white shorts (mine are Topshop from last year)
I snapped a few photos of the horses from our horseback riding excursion. We rode the horses through the desert and on the beach – it was very exciting (although somewhat scary!).

My friend and I had one morning to explore Cabo on our own. We had a blast walking around and looking at the gorgeous buildings. We loved all of the bright colored walls everywhere!

Jack Rogers Adair Sandal c/o

This is a scene from The Office, my favorite restaurant in Cabo San Lucas.

Beautiful boats in Cabo!

You guys know I love blue and white! This smocked top was a no-brainer and I paired it with white pants for a fresh look.

blue smocked top // white pants // Jack Rogers Abbey wedges c/o

One of my favorite parts of the cruise – the free soft serve ice cream! I can’t even tell you how many I had haha πŸ™‚

white lace top // jeans

This red dress I saved for the last day of the cruise. I felt like the emoji of the woman dancing in the red dress! I love the ruffles and vibrant cherry-red hue.

red dress // Jack Rogers Layne wedge c/o

On our cruise, we sailed on the Ruby Princess for five nights and six days to Cabo San Lucas, Mexico. I have been on cruises before, but this was my first time sailing with Princess Cruises! Let’s dive in to the review.

Room: My friend Brit and I stayed in a “Balcony” room, which has a little more space than a standard stateroom. We had our own private outdoor space with a table and two chairs, a large closet and a nice desk where we could work on our computers. The rooms were clean and the beds were SUPER comfortable – we slept so well at night!! One thing you should know ahead of time is that everything is downsized on a cruise ship, so don’t expect a huge bathroom or shower!

Food: Most of the restaurants on board the Ruby Princess are included in the cruise package. There were two buffet-style restaurants that served breakfast, lunch and dinner, a burger bar and pizzeria that were open for lunch, and several upscale dining restaurants for dinner. Our favorite was a restaurant called “International Cafe” that made the BEST mozzarella and tomato sandwiches and was open 24/7. They also delivered breakfast to your room for no added fee. There were a couple of restaurants considered “specialty dining” that did cost extra, as well as the drinks, including alcohol, coffee, soda and bottled water. You can purchase an all-inclusive drink package on the first day of the cruise if you wish.

Pools: The Ruby Princess has four pools that are located throughout the ship. We liked the Terrace Pool located on Deck 14 Aft the best because it was a little smaller and more private, with a wonderful view of the sea. We also liked the “adults only” pool, called the Lotus Pool. It was very relaxing and quiet!

Activities: Princess Ruby had sooo many activities! We tried to participate in as many as possible. There were comedy shows, musicals, bingo, dance parties, an art gallery, casino, putt-putt, and there were even movie showings on a 300-foot screen over the Calypso Pool. There is no way anyone could be bored on this ship, there’s way too much going on at all times! The gym on board was also amazing. We worked out several times. Another thing I want to mention is the excursions. You should research and book your excursion ahead of time because the ones we wanted were booked before the ship even took off. There were some really cool excursions that they offered in Cabo – a sunset sail, trips to a resort, swimming with dolphins, scuba diving, and many more. I wish that we had had more time in Cabo to fit them all in!

What to Pack: We sailed on the Princess Ruby in April, so your packing list may be different if you’re sailing in the heat of summer or during the winter. Definitely pack swimsuits for laying out by the pool and participating in water activities, and don’t forget a cover-up since it can get pretty chilly if the wind is blowing. During the day we mainly stayed in swimsuits or casual clothes. At night, we dressed up for dinner. The traditional dining rooms require dressy clothing, and there was one formal night on the cruise – we wore dresses every night to dinner and on the formal night we wore floor-length cocktail dresses. One thing that we DIDN’T bring that we wished we would have brought – warmer clothes! There were several days that were really windy at sea and we were freezing on the ship. I ended up buying a sweatshirt on board because I was so cold! As for shoes, I brought a variety of flat sandals and wedges thanks to Jack Rogers, and the only other pair of shoes I brought was a pair of tennis shoes for the gym.


Now for the fun part – a GIVEAWAY! I’m partnering with Jack Rogers and Princess Cruises to offer one lucky winner a free getaway cruise for two AND a $500 Jack Rogers gift card. Some of you may have already entered the giveaway on my instagram, but if not, here are the instructions:

1. Like this instagram photo and follow @jackrogersusa & @princesscruises on instagram
2. Tag three of your friends in the comment section of the photo
3. Fill out the giveaway form

The giveaway is U.S. only and will end at tonight at 11:59 p.m. EST.
Good luck everyone!!!


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  1. Wow, obviously you had a wonderful time – and your looks are all fantastic!
    xx from Bavaria/Germany, Rena

  2. Your cruise looked amazing and Cabo even better! I love the snapchat story about the horse ride too! I am going on a cruise in June to Bermuda and could not be more excited πŸ™‚ Happy Friday!
    xx Tess | Sequins are the New Black

  3. That red dress looks fabulous on you. I love that one shoulder blue and white top, especially with the white jeans x


  4. Wow these photos are amazing! I've never been on a cruise but definitely have to go one day…

  5. I love your photos so much!! Could you do a post on how you edit them? Or send me a link if you've already touched on it πŸ™‚

  6. Love your outfits during your cruise! All this sandals are so cute!

  7. Such wonderful looks, Caitlin. I wish I could enter, it looks like such an incredible experience.

    Arum Lilea

  8. That sounds fun, and you're so beautiful <3

  9. Love all of your outfits – that trip looks like a dream! Obsessed with the Lauren Sandal!

  10. Looks so fun! Just went to Cabo a few weeks back and I'm obsessed! xo Devon

  11. You look like you had such a great time, will certainly check them out!
    City Style and Living: The Editors Notebook | Instagram

  12. Amazing! Would love to go:P

    Shall We Sasa

  13. It looks like a perfect cruise, cute photos <3

    'Share' by August Harvest

  14. I love all the photos in this post! You make me want to take my first cruise, RIGHT NOW! Haha.

    Genevieve |

  15. This looks like such a fun getaway <3
    XO Janina

  16. Love Jack Rogers and that looks like such a fun vacation!


  17. This Jr/Sr high school principal needs a vacay!

  18. I'm new to your blog but I really love it! Just want to say congratulations on your engagement and thank you for sharing all your amazing ideas and life events. I can't wait to see who wins your giveaway. I entered but I wish everyone the best of luck! Bon voyage!

  19. I loved reading this and seeing all your beautiful pictures! Wow. Just wow. Haha. You make it all look amazing.

  20. All your cruise photos are too cute! Travel outfit posts are always so fun πŸ™‚

    Lauren Lindmark |

  21. Thank you for the opportunity! Crossing my fingers!!
    Blessings, Rebecca πŸ™‚

  22. Hi Caitlin!
    Your pictures are absolutely amazing and I was super excited for this contest. Could you tell me when the drawing date is?

    Thank you!

  23. fantastic post! looked amazing!!

  24. This trip looks like so much fun, and your outfits are all so cute!

    Allie |

  25. Oh wow what a fun time! I'm going on a cruise next spring, so this post is making me seriously impatient.


  26. Girl I love Princess Cruises and Jack Rogers! What an amazing giveaway!!

  27. Does anyone know if the layne wedges run true to size?